Chicago Hotels

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Tonight
25 Aug - 26 Aug
Tomorrow
26 Aug - 27 Aug
This weekend
28 Aug - 30 Aug
Next weekend
4 Sept - 6 Sept

Where to stay in Chicago?

Properties are selected based on real traveller reviews and popularity among guests who’ve booked a night in Chicago on Hotels.com. These Chicago hotels consistently deliver on comfort, location and traveller experience. Last updated on .

A spacious lobby with a central sofa, multiple seating areas, and a decorative ceiling.
A spacious bar area with a central bar, multiple seating options including bar stools and tables, and a well-lit ceiling with recessed lighting.
Outdoor seating with yellow umbrellas labeled "Twisted Tea," wicker chairs, and tables.
A cityscape with various buildings, including a prominent skyscraper and a classical building with arched windows.

1. Congress Plaza Hotel

Congress Plaza Hotel
Downtown Chicago
S$161
includes taxes & fees
8 Sept - 9 Sept
Congress Plaza Hotel
The Riu Plaza Chicago Hotel facade with a grand entrance, large windows, and a modern architectural design.
A couple dining at a table with a city view, surrounded by chairs and a variety of dishes.
A modern hotel lobby with a central seating area, a reception desk, and a decorative wall with a unique design.
A bar area with a marble countertop, bar stools, and a variety of bottles.

2. Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago
Downtown Chicago
S$307
includes taxes & fees
1 Sept - 2 Sept
Hotel Riu Plaza Chicago
A spacious lobby with a central coffee table, sofas, and a large mirror.
A balcony with a table set for a meal, featuring a charcuterie board and two glasses of wine, overlooking a cityscape.
A spacious lobby with high ceilings, large arched windows, and a grand staircase.
A spacious lobby with a grand fireplace, elegant columns, and a seating area with chairs and a table.

3. The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast
Downtown Chicago
S$202
includes taxes & fees
31 Aug - 1 Sept
The Chicago Hotel Collection Ambassador Gold Coast
A cityscape at dusk with high-rise buildings, including a Hilton hotel.
A modern hotel lobby with a central seating area, a reception desk, and a cityscape mural on the wall.
A dining table set for a meal with a floral centerpiece, surrounded by chairs, in a room with a cityscape view.
A hotel room with a bed, a desk, a television, a sofa, and a large window with a city view.

4. Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites
Downtown Chicago
S$225
includes taxes & fees
1 Sept - 2 Sept
Hilton Chicago/Magnificent Mile Suites
A dining area with tables set for four, large windows with a view of city buildings, and a curved ceiling structure.
A hotel room with a large bed, a desk with a lamp, a bench, and a view of the cityscape through large windows.
A spacious lobby with a patterned carpet, wooden paneling, and modern lighting fixtures.
A multi-story building with a prominent storefront featuring a golden sign.

5. Omni Chicago Hotel

Omni Chicago Hotel
Downtown Chicago
S$391
includes taxes & fees
30 Aug - 31 Aug
Omni Chicago Hotel
An outdoor rooftop lounge with seating, a fire feature, and a view of the city skyline at night.
A modern lobby with a wooden ceiling, leather sofas, and a coffee bar.
A modern lounge area with leather sofas, wooden coffee tables, and ambient lighting.
The Chicago Hotel Collection building with a glass facade, American flag, and signage for Barista Bar and Seighity events.

6. The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile
Downtown Chicago
S$194
includes taxes & fees
1 Sept - 2 Sept
The Chicago Hotel Collection - Magnificent Mile
A marble-floored lobby with double doors and elevators, each marked with a 'CQ' sign.
A man in a suit sitting by a window with a vase of red flowers.
A hotel entrance with a sign for the Club Quarters Hotel, number 75, and a River Hotel sign.
A hotel room with a grey sofa, a bed with a white mattress, a wooden dresser, and a large window with curtains.

7. River Hotel

River Hotel
Downtown Chicago
S$216
includes taxes & fees
9 Sept - 10 Sept
River Hotel
A spacious lobby with a grand staircase, a large abstract painting, and a seating area with modern furniture.
A hotel with a classic facade, multiple flags, and a prominent entrance.
A spacious hotel lobby with a bar area, dining tables, and a central seating area.

8. The Allegro Royal Sonesta Hotel Chicago Loop

The Allegro Royal Sonesta Hotel Chicago Loop
Downtown Chicago
S$347
includes taxes & fees
7 Sept - 8 Sept
The Allegro Royal Sonesta Hotel Chicago Loop
A room with two chairs and a small table, a large window with a city view at night.
A bar area with a long counter, multiple stools, and a television screen.
A modern bar area with a circular seating arrangement, a staircase leading to an upper level, and a view of the city through large windows.
A modern hotel lobby with a large window, seating area, and a reception desk.

9. Eurostars Magnificent Mile

Eurostars Magnificent Mile
Downtown Chicago
S$266
includes taxes & fees
30 Aug - 31 Aug
Eurostars Magnificent Mile
A luxurious hotel lobby with a plush sofa set, a large wooden bookshelf, and a central decorative pillar.
A bar area with a staircase leading up to it, surrounded by potted plants.
A reception area with a wooden counter, shelves with various items, and a decorative wall hanging.
A bookshelf with books, decorative items, and plants.

10. Freehand Chicago

Freehand Chicago
Downtown Chicago
S$264
includes taxes & fees
24 Sept - 25 Sept
Freehand Chicago
A person relaxing on a sofa with a laptop, a glass of red wine, and a small table with a vase of flowers and a telephone.
A room with a bed against a window overlooking a cityscape. There is a small table with a book, a vase with flowers, and a cup.
A bar area with a long counter, multiple shelves of bottles, and four bar stools.
A modern hotel lobby with leather sofas, a coffee table, and a floor lamp.

11. L7 Chicago by LOTTE

L7 Chicago by LOTTE
Downtown Chicago
S$325
includes taxes & fees
30 Aug - 31 Aug
L7 Chicago by LOTTE
A building with a sign reading "111" and "III West Adams Street" indicating a pub and restaurant.
A bar with a brick archway, wooden bar counter, and stools.
A modern living room with a fireplace, leather sofas, and a wooden floor.
A hotel room with a large window, a bed, and a suitcase.

12. Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago
Downtown Chicago
S$215
includes taxes & fees
30 Aug - 31 Aug
Club Quarters Hotel, Central Loop, Chicago
A dining area with a table set for four, large windows offering a cityscape view at dusk.
A high-rise hotel room with large windows offering a city view, round tables set for dining, and elegant decor with flowers and candles.
A rooftop terrace with outdoor seating and a fire pit, overlooking a cityscape with tall buildings.
A modern interior with a central fireplace, seating area, and wall-mounted lighting.

13. The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown
Downtown Chicago
S$334
includes taxes & fees
1 Sept - 2 Sept
The Royal Sonesta Chicago Downtown
A modern building with a colorful facade and a red circular seating area.
A modern high-rise building with a glass facade, surrounded by other tall buildings.
A modern bar area with a checkered floor, wooden ceiling, and various bar equipment.
A modern hotel room with a large window offering a city view, a contemporary light fixture, and a clean, minimalist design.

14. citizenM Chicago Downtown

citizenM Chicago Downtown
Downtown Chicago
S$257
includes taxes & fees
7 Sept - 8 Sept
citizenM Chicago Downtown
A pool area with ornate white columns and a decorative fountain.
A bar area with a high bar counter, multiple stools, and a seating area with booths and tables.
A person sitting by a window with a cityscape view.
The Intercontinental hotel facade with a large American flag and a floral display.

15. InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG
Downtown Chicago
S$416
includes taxes & fees
31 Aug - 1 Sept
InterContinental Chicago Magnificent Mile by IHG
A multi-story hotel with a prominent sign reading "Crowne Plaza."
A spacious lobby with high wooden pillars, a seating area with sofas and a bench, a fire feature, and a modern design.
A spacious lobby with a seating area, a reception desk, and a large screen.
A modern restaurant with round tables and booths, a high ceiling with exposed beams, and a brick accent wall with the text "RVE DELTA".

16. Crowne Plaza Chicago West Loop by IHG

Crowne Plaza Chicago West Loop by IHG
Downtown Chicago
S$260
includes taxes & fees
31 Aug - 1 Sept
Crowne Plaza Chicago West Loop by IHG
A rooftop terrace with outdoor seating, a view of the city skyline, and a river.
A modern room with a view of a river and high-rise buildings.
A modern interior with seating areas, a bar, and large windows offering a city view.
A historic building with a classical facade, large windows, and a prominent dome.

17. LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton
Downtown Chicago
S$379
includes taxes & fees
7 Sept - 8 Sept
LondonHouse Chicago, Curio Collection by Hilton
A multi-level atrium with a central spiral staircase, multiple seating areas, and a pool.
A swimming pool with a glass wall, a seating area with sofas, and an exit sign.
A multi-story hotel with a prominent 'Embassy Suites' sign, a Starbucks Coffee shop, and a well-lit street at night.
A multi-level indoor area with a central water feature, surrounded by seating areas and greenery.

18. Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North
Downtown Chicago
S$230
includes taxes & fees
31 Aug - 1 Sept
Embassy Suites by Hilton Chicago Downtown River North
A large, multi-story hotel with a prominent entrance and classical architectural details.
A grand ballroom with ornate chandeliers, a multi-tiered wedding cake centerpiece, and elegant floral arrangements on tables.
A spacious lobby with a patterned carpet, comfortable seating, a fireplace, and large windows.
A spacious hotel lobby with a large seating area, a flat-screen TV, and a view of the ocean.

19. Hilton Chicago

Hilton Chicago
Downtown Chicago
S$318
includes taxes & fees
9 Sept - 10 Sept
Hilton Chicago
A historic building with a prominent casino sign, surrounded by modern skyscrapers.
A hotel room with two beds, a dining table with chairs, a city view, and a minibar.
A conference room with tables, chairs, and large windows offering views of the street and buildings outside.
A person pouring a drink into a glass with ice and an orange slice garnish.

20. Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile
Downtown Chicago
S$226
includes taxes & fees
31 Aug - 1 Sept
Hotel Felix River North/Magnificent Mile
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A street view with a row of parked cars, a building with a sign reading "SONDE," and another sign that says "Diamonds On Parade."
A modern kitchen with a dining area featuring two teal chairs, a round table, and a framed artwork on the wall.
A restaurant with outdoor seating and a sign for 'PIZANO'S PIZZA & PASTA'.
A neatly arranged hotel room with a large bed, a nightstand, a lamp, and a window with a view of buildings.

LIVN - Millennium Park Downtown Chicago

LIVN - Millennium Park Downtown Chicago
Downtown Chicago
S$27 off
S$242
for 1 room
includes taxes & fees
LIVN - Millennium Park Downtown Chicago
A marble-floored lobby with double doors and elevators, each marked with a 'CQ' sign.
A man in a suit sitting by a window with a vase of red flowers.
A hotel entrance with a sign for the Club Quarters Hotel, number 75, and a River Hotel sign.
A hotel room with a grey sofa, a bed with a white mattress, a wooden dresser, and a large window with curtains.

River Hotel

River Hotel
Downtown Chicago
S$301
for 1 room
includes taxes & fees
Sign in for extra savings
River Hotel
An outdoor rooftop lounge with seating, a fire feature, and a view of the city skyline at night.
A modern lobby with a wooden ceiling, leather sofas, and a coffee bar.
A modern lounge area with leather sofas, wooden coffee tables, and ambient lighting.
The Chicago Hotel Collection building with a glass facade, American flag, and signage for Barista Bar and Seighity events.

The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile
Downtown Chicago
S$26 off
S$231
for 1 room
includes taxes & fees
The Chicago Hotel Collection - Magnificent Mile
A hotel bathroom with a large mirror, a sink, and a vanity.
A bakery display with pastries and a coffee shop sign in the background.
A gym with various exercise equipment, including treadmills and weight machines.
A hotel room with a view of a cityscape through a large window, a floor lamp, a sofa with cushions, and a small table with a plant.

Sports Illustrated Resorts Chicago

Sports Illustrated Resorts Chicago
Downtown Chicago
S$118 off
S$385
for 1 room
includes taxes & fees
Sports Illustrated Resorts Chicago
A building with a sign reading "111" and "III West Adams Street" indicating a pub and restaurant.
A modern lobby with leather sofas, a wooden coffee table, a TV mounted on the wall, and a bookshelf.
A person sitting on a couch with a laptop, reading a book, in a room with a large window and a framed picture on the wall.
A modern living room with a fireplace, leather sofas, and a wooden floor.

Central Loop Hotel

Central Loop Hotel
Downtown Chicago
S$328
for 1 room
includes taxes & fees
Sign in for extra savings
Central Loop Hotel
A couple sitting on a blue couch with a table in front of them, holding drinks and a pizza.
A person sitting on a blue couch with a dog beside them, holding a glass of wine, and a pizza on a wooden board on a table.
A laundry area with a washing machine, a dryer, and an ice dispenser.
A modern interior with a dining area, sofas, and artwork on the walls.

Hotel Saint Clair- Magnificent Mile

Hotel Saint Clair- Magnificent Mile
Downtown Chicago
S$92 off
S$275
for 1 room
includes taxes & fees
Hotel Saint Clair- Magnificent Mile
A bar area with a long counter, bar stools, and a mirrored wall.
A restaurant with wooden flooring, long tables, and chairs with patterned upholstery.
A luxurious lobby with a grand fireplace, elegant seating arrangements, and classic wood paneling.
A tall red brick building with a classic architectural style, surrounded by modern skyscrapers.

The Whitehall Hotel, BW Premier Collection

The Whitehall Hotel, BW Premier Collection
Downtown Chicago
S$43 off
S$265
for 1 room
includes taxes & fees
The Whitehall Hotel, BW Premier Collection
A historic building with a glass entrance, large columns, and decorative planters with flowers.
A hotel lobby with a check-in counter, seating area, and a large potted plant.
A spacious lobby with a checkered floor, colorful seating, and large windows.
A spacious lobby with a checkered floor, a large orange sofa, and multiple seating areas.

Warwick Allerton - Chicago

Warwick Allerton - Chicago
Downtown Chicago
S$309
for 1 room
includes taxes & fees
Sign in for extra savings
Warwick Allerton - Chicago
A hotel room with a large window, a bed, a desk, a chair, and a lamp.
A modern hotel lobby with grey upholstered chairs, a wooden coffee table, and a large window offering a view of the city and an American flag.
A tall, modern hotel with a brick facade and numerous windows.

Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical
Downtown Chicago
S$76 off
S$304
for 1 room
includes taxes & fees
Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical
A luxurious hotel lobby with a plush sofa set, a large wooden bookshelf, and a central decorative pillar.
A bar area with a staircase leading up to it, surrounded by potted plants.
A reception area with a wooden counter, shelves with various items, and a decorative wall hanging.
A bookshelf with books, decorative items, and plants.

Freehand Chicago

Freehand Chicago
Downtown Chicago
S$45 off
S$278
for 1 room
includes taxes & fees
Freehand Chicago
A historic building with a prominent casino sign, surrounded by modern skyscrapers.
A hotel room with two beds, a dining table with chairs, a city view, and a minibar.
A conference room with tables, chairs, and large windows offering views of the street and buildings outside.
A person pouring a drink into a glass with ice and an orange slice garnish.

Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile
Downtown Chicago
S$102 off
S$280
for 1 room
includes taxes & fees
Hotel Felix River North/Magnificent Mile
The Riu Plaza Chicago Hotel facade with a grand entrance, large windows, and a modern architectural design.
A couple dining at a table with a city view, surrounded by chairs and a variety of dishes.
A modern hotel lobby with a central seating area, a reception desk, and a decorative wall with a unique design.
A bar area with a marble countertop, bar stools, and a variety of bottles.

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago
Downtown Chicago
S$267 off
S$466
for 1 room
includes taxes & fees
Hotel Riu Plaza Chicago
A spacious lobby with a central sofa, multiple seating areas, and a decorative ceiling.
A spacious bar area with a central bar, multiple seating options including bar stools and tables, and a well-lit ceiling with recessed lighting.
Outdoor seating with yellow umbrellas labeled "Twisted Tea," wicker chairs, and tables.
A cityscape with various buildings, including a prominent skyscraper and a classical building with arched windows.

Congress Plaza Hotel

Congress Plaza Hotel
Downtown Chicago
S$74 off
S$379
for 1 room
includes taxes & fees
Congress Plaza Hotel
A bar area with a counter, menu boards, and a unique seating arrangement with numbered stools.
A two-story building with a sign for 'Chicago Hotel Collection' and 'Coffee Food Drinks' on the facade.
A modern hotel room with bunk beds, a kitchen area, and a seating space with a round table.
A modern room with bunk beds, a sofa, a round coffee table, and a view of the city through large windows.

The Chicago Hotel Collection River North

The Chicago Hotel Collection River North
Downtown Chicago
S$232
for 1 room
includes taxes & fees
The Chicago Hotel Collection River North
A modern dining area with round tables and chairs, large windows, and a view of a cityscape.
Two people at a table with a tiered dessert display and glasses of champagne.
A hotel room with a large bed, a chair, a window with a city view, and a bathroom area with a toilet and a sink.
A person in a white robe sitting by a window with a view of modern high-rise buildings.

Sofitel Chicago Magnificent Mile

Sofitel Chicago Magnificent Mile
Downtown Chicago
S$520
for 1 room
includes taxes & fees
Sofitel Chicago Magnificent Mile
A hotel bathroom with a large mirror, a sink, and a vanity.
A bakery display with pastries and a coffee shop sign in the background.
A gym with various exercise equipment, including treadmills and weight machines.
A hotel room with a view of a cityscape through a large window, a floor lamp, a sofa with cushions, and a small table with a plant.

Sports Illustrated Resorts Chicago

Sports Illustrated Resorts Chicago
Downtown Chicago
S$134 off
S$430
for 1 room
includes taxes & fees
Sports Illustrated Resorts Chicago
A marble-floored lobby with double doors and elevators, each marked with a 'CQ' sign.
A man in a suit sitting by a window with a vase of red flowers.
A hotel entrance with a sign for the Club Quarters Hotel, number 75, and a River Hotel sign.
A hotel room with a grey sofa, a bed with a white mattress, a wooden dresser, and a large window with curtains.

River Hotel

River Hotel
Downtown Chicago
S$397
for 1 room
includes taxes & fees
Sign in for extra savings
River Hotel
An outdoor rooftop lounge with seating, a fire feature, and a view of the city skyline at night.
A modern lobby with a wooden ceiling, leather sofas, and a coffee bar.
A modern lounge area with leather sofas, wooden coffee tables, and ambient lighting.
The Chicago Hotel Collection building with a glass facade, American flag, and signage for Barista Bar and Seighity events.

The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile
Downtown Chicago
S$35 off
S$317
for 1 room
includes taxes & fees
The Chicago Hotel Collection - Magnificent Mile
A building with a sign reading "111" and "III West Adams Street" indicating a pub and restaurant.
A modern lobby with leather sofas, a wooden coffee table, a TV mounted on the wall, and a bookshelf.
A person sitting on a couch with a laptop, reading a book, in a room with a large window and a framed picture on the wall.
A modern living room with a fireplace, leather sofas, and a wooden floor.

Central Loop Hotel

Central Loop Hotel
Downtown Chicago
S$408
for 1 room
includes taxes & fees
Sign in for extra savings
Central Loop Hotel
A cozy room with a sofa, a dining table, and a window with a view of buildings.
A lobby with two brown leather chairs, a marble table, and a large potted plant.
A hotel room with a large bed, a small dining table with chairs, a brick wall, and a window with blinds.
A modern hotel lobby with a dark wood console, a large mirror, and a view of the city through large windows.

LIVN - West Loop Chicago

LIVN - West Loop Chicago
Downtown Chicago
S$44 off
S$396
for 1 room
includes taxes & fees
LIVN - West Loop Chicago
A bar area with a long counter, bar stools, and a mirrored wall.
A restaurant with wooden flooring, long tables, and chairs with patterned upholstery.
A luxurious lobby with a grand fireplace, elegant seating arrangements, and classic wood paneling.
A tall red brick building with a classic architectural style, surrounded by modern skyscrapers.

The Whitehall Hotel, BW Premier Collection

The Whitehall Hotel, BW Premier Collection
Downtown Chicago
S$53 off
S$323
for 1 room
includes taxes & fees
The Whitehall Hotel, BW Premier Collection
A spacious bar area with high ceilings and large windows, offering views of a cityscape.
A hotel room with a bed, a sofa with cushions, a large window with a view of a cityscape and water.
A cityscape with modern high-rise buildings, a river, and a boat.
A multi-level hotel lobby with a glass elevator, a seating area, and a dining space.

Hyatt Regency Chicago

Hyatt Regency Chicago
Downtown Chicago
S$93 off
S$574
for 1 room
includes taxes & fees
Hyatt Regency Chicago
A hotel room with a large window, a bed, a desk, a chair, and a lamp.
A modern hotel lobby with grey upholstered chairs, a wooden coffee table, and a large window offering a view of the city and an American flag.
A tall, modern hotel with a brick facade and numerous windows.

Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical
Downtown Chicago
S$93 off
S$371
for 1 room
includes taxes & fees
Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical
A luxurious hotel lobby with a plush sofa set, a large wooden bookshelf, and a central decorative pillar.
A bar area with a staircase leading up to it, surrounded by potted plants.
A reception area with a wooden counter, shelves with various items, and a decorative wall hanging.
A bookshelf with books, decorative items, and plants.

Freehand Chicago

Freehand Chicago
Downtown Chicago
S$60 off
S$360
for 1 room
includes taxes & fees
Freehand Chicago
A historic building with a prominent casino sign, surrounded by modern skyscrapers.
A hotel room with two beds, a dining table with chairs, a city view, and a minibar.
A conference room with tables, chairs, and large windows offering views of the street and buildings outside.
A person pouring a drink into a glass with ice and an orange slice garnish.

Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile
Downtown Chicago
S$133 off
S$353
for 1 room
includes taxes & fees
Hotel Felix River North/Magnificent Mile
A modern bar area with a marble countertop, leather bar stools, a chandelier, and a wall-mounted TV.
A hotel lobby with a curved floor design, a glass entrance, and a large mural on the wall.
A hotel room with a large bed, a desk with a lamp, a TV, and a bathroom visible through an open door.
A modern hotel with a glass facade, multiple floors, and a prominent entrance with a purple-lit canopy.

Ivy Boutique Hotel

Ivy Boutique Hotel
Downtown Chicago
S$50 off
S$448
for 1 room
includes taxes & fees
Ivy Boutique Hotel
A historic building with a glass entrance, large columns, and decorative planters with flowers.
A hotel lobby with a check-in counter, seating area, and a large potted plant.
A spacious lobby with a checkered floor, colorful seating, and large windows.
A spacious lobby with a checkered floor, a large orange sofa, and multiple seating areas.

Warwick Allerton - Chicago

Warwick Allerton - Chicago
Downtown Chicago
S$411
for 1 room
includes taxes & fees
Sign in for extra savings
Warwick Allerton - Chicago
A bar area with a counter, menu boards, and a unique seating arrangement with numbered stools.
A two-story building with a sign for 'Chicago Hotel Collection' and 'Coffee Food Drinks' on the facade.
A modern hotel room with bunk beds, a kitchen area, and a seating space with a round table.
A modern room with bunk beds, a sofa, a round coffee table, and a view of the city through large windows.

The Chicago Hotel Collection River North

The Chicago Hotel Collection River North
Downtown Chicago
S$25 off
S$228
for 1 room
includes taxes & fees
The Chicago Hotel Collection River North
The Riu Plaza Chicago Hotel facade with a grand entrance, large windows, and a modern architectural design.
A couple dining at a table with a city view, surrounded by chairs and a variety of dishes.
A modern hotel lobby with a central seating area, a reception desk, and a decorative wall with a unique design.
A bar area with a marble countertop, bar stools, and a variety of bottles.

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago
Downtown Chicago
S$325 off
S$559
for 1 room
includes taxes & fees
Hotel Riu Plaza Chicago
A restaurant interior with brick walls, hanging spherical light fixtures, and a visible kitchen area.
A bar area with multiple shelves of bottles, a bar counter, and three bar stools.
A modern living room with a brick wall mural, a green sofa, leather chairs, and a wooden coffee table.
A high-rise building with a modern architectural design, featuring a prominent glass facade and a series of vertical lines.

Arlo Chicago

Arlo Chicago
Downtown Chicago
S$164 off
S$584
for 1 room
includes taxes & fees
Arlo Chicago
A hotel bathroom with a large mirror, a sink, and a vanity.
A bakery display with pastries and a coffee shop sign in the background.
A gym with various exercise equipment, including treadmills and weight machines.
A hotel room with a view of a cityscape through a large window, a floor lamp, a sofa with cushions, and a small table with a plant.

Sports Illustrated Resorts Chicago

Sports Illustrated Resorts Chicago
Downtown Chicago
S$610 off
S$1,499
for 2 nights, 1 room
S$749 per night
includes taxes & fees
Sports Illustrated Resorts Chicago
A street view with a row of parked cars, a building with a sign reading "SONDE," and another sign that says "Diamonds On Parade."
A modern kitchen with a dining area featuring two teal chairs, a round table, and a framed artwork on the wall.
A restaurant with outdoor seating and a sign for 'PIZANO'S PIZZA & PASTA'.
A neatly arranged hotel room with a large bed, a nightstand, a lamp, and a window with a view of buildings.

LIVN - Millennium Park Downtown Chicago

LIVN - Millennium Park Downtown Chicago
Downtown Chicago
S$143 off
S$1,291
for 2 nights, 1 room
S$646 per night
includes taxes & fees
LIVN - Millennium Park Downtown Chicago
A cityscape with a river, a bridge, and a dining area with tables and chairs.
A modern hotel room with large floor-to-ceiling windows offering a city view.
A pool area with a view of a cityscape, a lounge with wicker furniture, and a person relaxing in the pool.
A modern hotel room with large windows, white furniture, and a view of tall buildings.

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago
Downtown Chicago
S$2,129
for 2 nights, 1 room
S$1,065 per night
includes taxes & fees
Trump International Hotel & Tower Chicago
A cozy room with a sofa, a dining table, and a window with a view of buildings.
A lobby with two brown leather chairs, a marble table, and a large potted plant.
A hotel room with a large bed, a small dining table with chairs, a brick wall, and a window with blinds.
A modern hotel lobby with a dark wood console, a large mirror, and a view of the city through large windows.

LIVN - West Loop Chicago

LIVN - West Loop Chicago
Downtown Chicago
S$140 off
S$1,260
for 2 nights, 1 room
S$630 per night
includes taxes & fees
LIVN - West Loop Chicago
A marble-floored lobby with double doors and elevators, each marked with a 'CQ' sign.
A man in a suit sitting by a window with a vase of red flowers.
A hotel entrance with a sign for the Club Quarters Hotel, number 75, and a River Hotel sign.
A hotel room with a grey sofa, a bed with a white mattress, a wooden dresser, and a large window with curtains.

River Hotel

River Hotel
Downtown Chicago
S$1,395
for 2 nights, 1 room
S$697 per night
includes taxes & fees
Sign in for extra savings
River Hotel
A modern hotel lobby with a reception desk, marble flooring, and elegant chandeliers.
A modern bar area with a bar counter, multiple stools, and a chandelier.
A cityscape with modern skyscrapers, a waterfront, and a winter setting.
A man and a woman walking down a marble staircase in a hotel lobby with a chandelier and a sign indicating an exit.

Silversmith Hotel Chicago Downtown

Silversmith Hotel Chicago Downtown
Downtown Chicago
S$149 off
S$1,415
for 2 nights, 1 room
S$708 per night
includes taxes & fees
Silversmith Hotel Chicago Downtown
A building with a sign reading "111" and "III West Adams Street" indicating a pub and restaurant.
A modern lobby with leather sofas, a wooden coffee table, a TV mounted on the wall, and a bookshelf.
A person sitting on a couch with a laptop, reading a book, in a room with a large window and a framed picture on the wall.
A modern living room with a fireplace, leather sofas, and a wooden floor.

Central Loop Hotel

Central Loop Hotel
Downtown Chicago
S$1,454
for 2 nights, 1 room
S$727 per night
includes taxes & fees
Sign in for extra savings
Central Loop Hotel
A modern kitchen with a marble island, fruit bowls, and a city view.
A modern bar area with a central bar, seating, and a distinctive ceiling design.
A Fairmont hotel with a prominent entrance, large windows, and a sculpture on the facade.
A modern hotel room with a city view, a seating area with two sofas and a coffee table, and a dining area with a table and chairs.

Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park
Downtown Chicago
S$1,885
for 2 nights, 1 room
S$943 per night
includes taxes & fees
Sign in for extra savings
Fairmont Chicago at Millennium Park
A bar area with a long counter, bar stools, and a mirrored wall.
A restaurant with wooden flooring, long tables, and chairs with patterned upholstery.
A luxurious lobby with a grand fireplace, elegant seating arrangements, and classic wood paneling.
A tall red brick building with a classic architectural style, surrounded by modern skyscrapers.

The Whitehall Hotel, BW Premier Collection

The Whitehall Hotel, BW Premier Collection
Downtown Chicago
S$278 off
S$1,358
for 2 nights, 1 room
S$679 per night
includes taxes & fees
The Whitehall Hotel, BW Premier Collection
A modern dining area with round tables and chairs, large windows, and a view of a cityscape.
Two people at a table with a tiered dessert display and glasses of champagne.
A hotel room with a large bed, a chair, a window with a city view, and a bathroom area with a toilet and a sink.
A person in a white robe sitting by a window with a view of modern high-rise buildings.

Sofitel Chicago Magnificent Mile

Sofitel Chicago Magnificent Mile
Downtown Chicago
S$1,885
for 2 nights, 1 room
S$943 per night
includes taxes & fees
Sofitel Chicago Magnificent Mile
A restaurant interior with brick walls, hanging spherical light fixtures, and a visible kitchen area.
A bar area with multiple shelves of bottles, a bar counter, and three bar stools.
A modern living room with a brick wall mural, a green sofa, leather chairs, and a wooden coffee table.
A high-rise building with a modern architectural design, featuring a prominent glass facade and a series of vertical lines.

Arlo Chicago

Arlo Chicago
Downtown Chicago
S$1,773
for 2 nights, 1 room
S$886 per night
includes taxes & fees
Sign in for extra savings
Arlo Chicago
A dining table set for six with a cityscape view through large windows.
The exterior of the Swissotel building with its distinctive glass facade and the hotel's name displayed prominently.
A modern hotel room with a large window offering a city skyline view, a round table with four chairs, and a ceiling with recessed lighting.
A modern hotel room with a large window offering a cityscape view, a green sofa, two armchairs, and a coffee table with flowers.

Swissotel - Chicago

Swissotel - Chicago
Downtown Chicago
S$1,855
for 2 nights, 1 room
S$927 per night
includes taxes & fees
Sign in for extra savings
Swissotel - Chicago

Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile
Downtown Chicago
S$527 off
S$1,315
for 2 nights, 1 room
S$658 per night
includes taxes & fees
Hotel Felix River North/Magnificent Mile
A modern bar area with a marble countertop, leather bar stools, a chandelier, and a wall-mounted TV.
A hotel lobby with a curved floor design, a glass entrance, and a large mural on the wall.
A hotel room with a large bed, a desk with a lamp, a TV, and a bathroom visible through an open door.
A modern hotel with a glass facade, multiple floors, and a prominent entrance with a purple-lit canopy.

Ivy Boutique Hotel

Ivy Boutique Hotel
Downtown Chicago
S$178 off
S$1,602
for 2 nights, 1 room
S$801 per night
includes taxes & fees
Ivy Boutique Hotel
A room with two chairs and a small table, a large window with a city view at night.
A bar area with a long counter, multiple stools, and a television screen.
A modern bar area with a circular seating arrangement, a staircase leading to an upper level, and a view of the city through large windows.
A modern hotel lobby with a large window, seating area, and a reception desk.

Eurostars Magnificent Mile

Eurostars Magnificent Mile
Downtown Chicago
S$455 off
S$1,818
for 2 nights, 1 room
S$909 per night
includes taxes & fees
Eurostars Magnificent Mile

Check out pet-friendly hotels in Chicago

A hotel entrance with a glass door, a sign above the door, and two potted plants on either side.
A hotel reception area with a 'Treats' wall and a 'Welcome to Hampton' sign.

Hampton Inn Majestic Chicago Theatre District

Hampton Inn Majestic Chicago Theatre District
Downtown Chicago
S$228
includes taxes & fees
7 Sept - 8 Sept
Hampton Inn Majestic Chicago Theatre District
A cityscape at dusk with high-rise buildings, including a Hilton hotel.
A modern hotel lobby with a central seating area, a reception desk, and a cityscape mural on the wall.
A dining table set for a meal with a floral centerpiece, surrounded by chairs, in a room with a cityscape view.
A hotel room with a bed, a desk, a television, a sofa, and a large window with a city view.

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites
Downtown Chicago
S$225
includes taxes & fees
1 Sept - 2 Sept
Hilton Chicago/Magnificent Mile Suites
A modern lobby with a grey sofa, checkered ottomans, and a coffee table. There are black chairs, a blue sofa, and a TV on a stand.
A modern hotel room with a bed, a sofa, a coffee table with flowers, a TV, and a large window with a city view.
A modern high-rise hotel with multiple floors, large windows, and a well-lit entrance area.

Aloft by Marriott Chicago Mag Mile

Aloft by Marriott Chicago Mag Mile
Downtown Chicago
S$233
includes taxes & fees
7 Sept - 8 Sept
Aloft by Marriott Chicago Mag Mile
The Claridge House building with a sign, American and another flag, and outdoor seating with umbrellas.
A bar area with a long counter, multiple stools, and a modern chandelier.
A modern hotel room with a large bed, a chair, a small table, and a window with a view.
A spacious living room with a large window, a sofa, a black chair, and a coffee table.

Claridge House Chicago, Tapestry Collection by Hilton

Claridge House Chicago, Tapestry Collection by Hilton
Downtown Chicago
S$209
includes taxes & fees
7 Sept - 8 Sept
Claridge House Chicago, Tapestry Collection by Hilton
A marble-floored lobby with double doors and elevators, each marked with a 'CQ' sign.
A man in a suit sitting by a window with a vase of red flowers.
A hotel entrance with a sign for the Club Quarters Hotel, number 75, and a River Hotel sign.
A hotel room with a grey sofa, a bed with a white mattress, a wooden dresser, and a large window with curtains.

River Hotel

River Hotel
Downtown Chicago
S$216
includes taxes & fees
9 Sept - 10 Sept
River Hotel
A hotel lobby with a bar area, seating, and a large mirror.
A modern hotel lobby with seating areas, large windows, and a unique ceiling light fixture.
A corridor with a checkered floor, rows of blue and white chairs, and string lights.
A hotel room with a bed, a desk, a television, a chair, and a window with a city view.

Hilton Garden Inn Chicago Central Loop

Hilton Garden Inn Chicago Central Loop
Downtown Chicago
S$240
includes taxes & fees
7 Sept - 8 Sept
Hilton Garden Inn Chicago Central Loop
A building with a sign reading "111" and "III West Adams Street" indicating a pub and restaurant.
A bar with a brick archway, wooden bar counter, and stools.
A modern living room with a fireplace, leather sofas, and a wooden floor.
A hotel room with a large window, a bed, and a suitcase.

Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago
Downtown Chicago
S$215
includes taxes & fees
30 Aug - 31 Aug
Club Quarters Hotel, Central Loop, Chicago
A hotel with a modern design, featuring a prominent curved glass facade and multiple floors.
A modern hotel lobby with multiple dining areas, a central food station, and a high-ceiling atrium with balconies.
A hotel room with two beds, a large window with a city view, a wooden wardrobe, and a bedside table with a lamp.
A hotel reception area with a black reception desk, a concierge service sign, and a tiled floor.

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile
Downtown Chicago
S$264
includes taxes & fees
31 Aug - 1 Sept
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
A swimming pool with lounge chairs and umbrellas, surrounded by tall buildings.
Transparent igloo-like structures with seating inside, set on a wooden deck with snow on the ground, surrounded by tall buildings.
A cozy room with a patterned carpet, a wooden table, and a green sofa with a white throw blanket.
A hotel reception area with a modern design, featuring a wooden panel wall and a marble reception desk.

DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile
Downtown Chicago
S$217
includes taxes & fees
31 Aug - 1 Sept
DoubleTree by Hilton Chicago - Magnificent Mile
A modern hotel with a glass facade, multiple floors, and a visible entrance.
A hotel room with a large bed, a desk with a chair, a sofa, and a TV.
A gym with cardio machines, weight benches, and a large window offering a city view.
A reception area with a modern design, including a reception desk, a decorative wall, and a display case with snacks.

Hyatt Place Chicago/Downtown - The Loop

Hyatt Place Chicago/Downtown - The Loop
Downtown Chicago
S$255
includes taxes & fees
7 Sept - 8 Sept
Hyatt Place Chicago/Downtown - The Loop
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You may also like hotels with pools in Chicago

A multi-level atrium with a central spiral staircase, multiple seating areas, and a pool.
A swimming pool with a glass wall, a seating area with sofas, and an exit sign.
A multi-story hotel with a prominent 'Embassy Suites' sign, a Starbucks Coffee shop, and a well-lit street at night.
A multi-level indoor area with a central water feature, surrounded by seating areas and greenery.

Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North
Downtown Chicago
S$230
includes taxes & fees
31 Aug - 1 Sept
Embassy Suites by Hilton Chicago Downtown River North
A cityscape at dusk with high-rise buildings, including a Hilton hotel.
A modern hotel lobby with a central seating area, a reception desk, and a cityscape mural on the wall.
A dining table set for a meal with a floral centerpiece, surrounded by chairs, in a room with a cityscape view.
A hotel room with a bed, a desk, a television, a sofa, and a large window with a city view.

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites
Downtown Chicago
S$225
includes taxes & fees
1 Sept - 2 Sept
Hilton Chicago/Magnificent Mile Suites
A pool area with ornate white columns and a decorative fountain.
A bar area with a high bar counter, multiple stools, and a seating area with booths and tables.
A person sitting by a window with a cityscape view.
The Intercontinental hotel facade with a large American flag and a floral display.

InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG
Downtown Chicago
S$416
includes taxes & fees
31 Aug - 1 Sept
InterContinental Chicago Magnificent Mile by IHG
A modern hotel with a glass facade, multiple floors, and a visible entrance.
A hotel room with a large bed, a desk with a chair, a sofa, and a TV.
A gym with cardio machines, weight benches, and a large window offering a city view.
A reception area with a modern design, including a reception desk, a decorative wall, and a display case with snacks.

Hyatt Place Chicago/Downtown - The Loop

Hyatt Place Chicago/Downtown - The Loop
Downtown Chicago
S$255
includes taxes & fees
7 Sept - 8 Sept
Hyatt Place Chicago/Downtown - The Loop
A cityscape with a river, a bridge, and a dining area with tables and chairs.
A modern hotel room with large floor-to-ceiling windows offering a city view.
A pool area with a view of a cityscape, a lounge with wicker furniture, and a person relaxing in the pool.
A modern hotel room with large windows, white furniture, and a view of tall buildings.

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago
Downtown Chicago
S$707
includes taxes & fees
31 Aug - 1 Sept
Trump International Hotel & Tower Chicago
A modern lobby with a grey sofa, checkered ottomans, and a coffee table. There are black chairs, a blue sofa, and a TV on a stand.
A modern hotel room with a bed, a sofa, a coffee table with flowers, a TV, and a large window with a city view.
A modern high-rise hotel with multiple floors, large windows, and a well-lit entrance area.

Aloft by Marriott Chicago Mag Mile

Aloft by Marriott Chicago Mag Mile
Downtown Chicago
S$233
includes taxes & fees
7 Sept - 8 Sept
Aloft by Marriott Chicago Mag Mile
A swimming pool with lounge chairs and umbrellas, surrounded by tall buildings.
Transparent igloo-like structures with seating inside, set on a wooden deck with snow on the ground, surrounded by tall buildings.
A cozy room with a patterned carpet, a wooden table, and a green sofa with a white throw blanket.
A hotel reception area with a modern design, featuring a wooden panel wall and a marble reception desk.

DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile
Downtown Chicago
S$217
includes taxes & fees
31 Aug - 1 Sept
DoubleTree by Hilton Chicago - Magnificent Mile
A modern hotel lobby with a curved seating area, large windows offering city views, and a chandelier.
An indoor swimming pool with clear water, surrounded by lounge chairs and a glass wall.
A modern lobby with a stone wall, a flat-screen TV, and a fireplace.
A spacious lobby with a modern reception desk, comfortable seating area, and large windows offering city views.

Homewood Suites by Hilton Chicago-Downtown

Homewood Suites by Hilton Chicago-Downtown
Downtown Chicago
S$281
includes taxes & fees
31 Aug - 1 Sept
Homewood Suites by Hilton Chicago-Downtown
A hotel room with a large window offering a city view, a bed, a desk, and a chair.
A reception area with a modern design, featuring a large window, a reception desk, and artwork on the wall.
A Courtyard Marriott hotel with a glass facade, a self-park sign, and a Marriott logo.
A bar area with a granite countertop, bar stools, and a variety of bottles and glasses.

Courtyard by Marriott Chicago Magnificent Mile

Courtyard by Marriott Chicago Magnificent Mile
Downtown Chicago
S$217
includes taxes & fees
7 Sept - 8 Sept
Courtyard by Marriott Chicago Magnificent Mile
A modern lobby with a geometric light installation, a staircase, and a reception desk.
A modern lobby with a reception desk, seating area, staircase, and decorative lighting.
A modern hotel room with a kitchen area, a dining table with chairs, a sofa, and a large window with curtains.
A modern hotel with a corner location, large windows, and a green awning.

Hampton Inn & Suites Chicago Downtown

Hampton Inn & Suites Chicago Downtown
Downtown Chicago
S$246
includes taxes & fees
31 Aug - 1 Sept
Hampton Inn & Suites Chicago Downtown
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You can also stay at hotels with a hot tub in Chicago

A large, multi-story hotel with a prominent entrance and classical architectural details.
A grand ballroom with ornate chandeliers, a multi-tiered wedding cake centerpiece, and elegant floral arrangements on tables.
A spacious lobby with a patterned carpet, comfortable seating, a fireplace, and large windows.
A spacious hotel lobby with a large seating area, a flat-screen TV, and a view of the ocean.

Hilton Chicago

Hilton Chicago
Downtown Chicago
S$318
includes taxes & fees
9 Sept - 10 Sept
Hilton Chicago
A multi-story building with a Starbucks Coffee on the ground floor, emergency exit signs, and a Hyatt Center sign.
A bar area with a modern design, featuring a long counter and multiple seating options.
A modern hotel room with a sofa, ottoman, and a dining area with a bar.
A modern workspace with two Apple iMacs, a desk with a keyboard, and a bookshelf filled with books and decorative items.

Hyatt Centric Chicago Magnificent Mile

Hyatt Centric Chicago Magnificent Mile
Downtown Chicago
S$304
includes taxes & fees
1 Sept - 2 Sept
Hyatt Centric Chicago Magnificent Mile
A modern hotel lobby with a reception desk, seating area, and large windows offering city views.
A spacious lobby with a modern sofa, armchairs, and a coffee table. A large window offers a view of the cityscape.
A modern hotel room with a large window offering a city view, three armchairs arranged around a central coffee table, and a decorative hanging plant.
A modern dining area with round tables, comfortable chairs, and a dessert display.

The Langham, Chicago

The Langham, Chicago
Downtown Chicago
S$850
includes taxes & fees
7 Sept - 8 Sept
The Langham, Chicago
A modern reception area with a marble reception desk, a sofa, armchairs, and a coffee table.
A historic building with large windows and a marquee sign for JW Marriott.
A couple in white robes sitting in a bathtub with candles and a bottle of champagne.
A grand hotel lobby with a high ceiling, a large chandelier, and a staircase leading to an upper floor.

JW Marriott Chicago

JW Marriott Chicago
Downtown Chicago
S$494
includes taxes & fees
6 Sept - 7 Sept
JW Marriott Chicago
A couple dining at a table with a view of a cityscape and a sunset.
A modern living room with a sofa, chairs, a coffee table, and a TV. A large window offers a view of a cityscape and a tower.
A rooftop terrace with a dining table, chairs, and a view of the cityscape, including the Water Tower Place building.
A woman sitting by a window with a city view, holding a cup and saucer.

Park Hyatt Chicago

Park Hyatt Chicago
Downtown Chicago
S$835
includes taxes & fees
30 Aug - 31 Aug
Park Hyatt Chicago
A black luxury car parked in front of a hotel entrance with a glass canopy decorated with festive ornaments.
A bar area with a polished marble floor, bar stools, a counter with bottles, and a decorative lamp.
A couple dining on a balcony with a cityscape view.
A bar area with a long counter, multiple stools, and a seating area with a booth.

Waldorf Astoria Chicago

Waldorf Astoria Chicago
Downtown Chicago
S$866
includes taxes & fees
31 Aug - 1 Sept
Waldorf Astoria Chicago
A rooftop pool area with lounge chairs and umbrellas, surrounded by buildings with 'Whole Foods Market' signage.
A modern hotel entrance with a glass facade, a covered outdoor seating area, and signage for 'The Alston' and 'One Chicago Life Time Work'.
A modern bedroom with a large bed, a TV, and a city view.
A modern living room with a sectional sofa, a round coffee table, a glass-top dining table, and a large window offering a city view.

Stay One Chicago

Stay One Chicago
Downtown Chicago
S$615
includes taxes & fees
20 Sept - 21 Sept
Stay One Chicago
An outdoor patio area with brick flooring, outdoor seating, and potted plants.
A spa area with a large indoor pool, exercise equipment, and potted plants.
A modern hotel room with a desk, chair, and a dining area with a table and chairs.
A spacious living room with a fireplace, a staircase, and a bookshelf.

Best Western Plus Hawthorne Terrace Hotel

Best Western Plus Hawthorne Terrace Hotel
Lakeview
S$311
includes taxes & fees
7 Sept - 8 Sept
Best Western Plus Hawthorne Terrace Hotel
A modern lobby with a wooden floor, a staircase with glass railings, and a seating area with leather sofas.
A hotel with a swimming pool, outdoor seating, and a view of the city skyline.
A modern hotel room with a marble bathroom, a large mirror, a bedside table, and a bed with a city view.
A serene hallway with a Buddha statue, a stone bench, and a wall with a unique light pattern.

The Hotel at Midtown

The Hotel at Midtown
Bucktown
S$465
includes taxes & fees
13 Sept - 14 Sept
The Hotel at Midtown
A modern hotel lobby with a sofa, coffee table, and a reception desk.
A hotel room with a sofa, a desk, a chair, a bed, a TV, and a large window offering a city view.
An indoor swimming pool with tiled flooring, a ladder, and wall-mounted lights.
A reception desk with a geometric wall art, a vase with flowers, and a digital screen displaying a mobile check-in message.

Renaissance Chicago O'Hare Suites Hotel

Renaissance Chicago O'Hare Suites Hotel
O'Hare
S$220
includes taxes & fees
6 Sept - 7 Sept
Renaissance Chicago O'Hare Suites Hotel
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Our prices for hotels in Chicago are cheapest in February
Price trends for hotels in Chicago
Pricing is based on two traveller single night rates
View properties in August
Typical weather for Chicago
August
High 26°C / low 20°C. Sunny most days.
View properties in August
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0°
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Monthly weather averages (˚C)

Top neighbourhoods in Chicago

A river with yellow boats, a bridge, and tall buildings.
A nighttime cityscape with illuminated buildings and a bridge over a river.
A nighttime cityscape with illuminated skyscrapers and a river.
A city skyline with modern skyscrapers, a marina with boats, and a park with people walking.
A river with a bridge, modern buildings, and a historic tower.

The Loop

The Loop electrifies with skyscraper energy and cultural powerhouses that'll make your neck hurt from looking up. Snap selfies with "The Bean" in Millennium Park or lose track of time at the Art Institute's world-class art collection. The Chicago Symphony Orchestra delivers spine-tingling performances while the rumbling "L" trains create the neighborhood's signature urban soundtrack. Getting around couldn't be easier with multiple train and metro stations connecting you to everywhere worth going. Dining options range from quick lunch spots to upscale steakhouses catering to the business crowd. Hotels tend towards the luxurious side, perfect for travellers who appreciate city centre convenience with a side of architectural wow-factor.

A city street with a train passing overhead, cars, pedestrians, and a red brick building.
A river with boats, tall buildings, and a bridge.
Photo by Polina Quick
A Trump Building with a glass facade reflecting the cityscape.
Photo by throwingsofas
A large, historic building with a central tower and multiple windows, located near a body of water.
A nighttime cityscape with illuminated buildings, a river, and a bridge.
Photo by Katie Robinson

River North

River North buzzes with Chicago's most vibrant nightlife and foodie scene. Art lovers can explore America's largest gallery concentration outside Manhattan, with everything from contemporary pieces to photography exhibits. The Chicago River offers scenic strolls while Merchandise Mart and swanky shops keep retail therapy within reach. You won't lack things to do in this playground for grown-ups. Upscale hotels and boutique properties dominate the accommodation scene, many with rooftop bars and river views. Getting around is a breeze with three metro stations (Merchandise Mart, Chicago, and Grand) connecting you to the whole city. The neighborhood's grid layout makes walking a pleasure despite the bustling crowds.

A historic castle-like building with intricate stonework and a paved walkway.
A busy urban street at dusk with tall buildings, a historic tower, and pedestrians.
Photo by © City of Chicago
A city intersection with tall buildings, including a historic building labeled "Water Tower Place."
A cityscape with tall buildings, a prominent clock tower, and a busy intersection with moving vehicles.
A nighttime cityscape with illuminated skyscrapers and a prominent clock tower.

Magnificent Mile

Magnificent Mile dazzles with its canyon of glitzy skyscrapers and luxury flagship stores that make window shopping an Olympic sport. The historic Water Tower stands proudly among modern retail palaces, while Chicago's stunning riverfront beckons just steps away. From rooftop cocktail lounges to celebrity chef restaurants, this stretch delivers big-city energy with a side of architectural wonder. Getting around couldn't be easier with frequent buses, nearby train stations, and super-walkable wide pavements. High-end hotels dominate the accommodation scene, putting you right in the heart of Chicago's shopping paradise. Expect a polished, international atmosphere where tourists and business travellers mingle amid the retail magic.

A cityscape with modern skyscrapers and a curved highway.
A cityscape with a mix of modern and older buildings, including a prominent red building with many windows and balconies.
A cityscape with a mix of modern and older buildings, a busy highway, and a large parking lot.
A city skyline with modern skyscrapers, a parking lot, and a distinctive building with a geometric facade.
Photo by throwingsofas
A cityscape with a prominent skyscraper, a dense urban area, and a clear sky.

West Loop

West Loop has transformed from an industrial zone into Chicago's culinary playground. Former warehouses now house art galleries and design studios, while "Restaurant Row" sizzles with celebrity chef hotspots and craft breweries. Visitors can explore converted lofts, browse boutique shops, or relax in Mary Bartelme Park between food adventures. Getting around is a breeze with three transit stations including Racine and Clinton on the Green Line. Most attractions sit within easy walking distance along wide pavements and bike lanes. Accommodation options feature industrial-chic hotels with exposed brick and modern amenities, perfectly matching the neighborhood's creative energy.

A river with a city skyline in the background, surrounded by green trees and grass.
A city skyline with a river, green spaces, and a baseball field.
A city skyline with tall buildings, a frozen lake, and leafless trees in a park.
A city skyline with high-rise buildings, a calm river reflecting the structures, and a park with trees and a walking path.
A city skyline with a park and a lake.

Lincoln Park

Lincoln Park is where Chicago shows off its outdoorsy side with a splash of sophistication. The 1,200-acre park offers everything from a free zoo with 1,000 animals to serene lily pools and a tropical plant conservatory. Locals and visitors alike hit the lakefront trails for morning jogs or grab a volleyball game at North Avenue Beach. Tree-lined streets with gorgeous brownstones give you that authentic Chicago area feel. Restaurants range from upscale bistros to trendy gastropubs, with most spots requiring dinner reservations. Getting around couldn't be easier with three metro stations and plenty of bus routes criss-crossing the area. Shop the boutiques along Armitage Avenue or catch live performances at nearby theatres for the full Lincoln Park experience.

Top landmarks in Chicago

An aerial view of a baseball stadium surrounded by urban buildings.
Photo by © City of Chicago

Wrigley Field

9.0/10 (11,704 reviews)
Why not catch an event at Wrigley Field, a major stadium in Lakeview. Let yourself be amazed at the art galleries in the area – your cultural tour starts here. If you think Wrigley Field is cool, you might also like United Center and Wrigley View Rooftop, both located nearby.
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A Ferris wheel and a carousel at a fairground.

Navy Pier

9.0/10 (24,140 reviews)
If you want to give your credit card some exercise, head out to Navy Pier, a popular place for shoppers in Downtown Chicago. Why not take a stroll along the riverfront and watch the sunset while you're here?
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A large stadium surrounded by a cityscape with modern buildings.
Photo by © City of Chicago

Soldier Field

8.8/10 (7,063 reviews)
Imagine soaking up the atmosphere at Soldier Field, a major stadium in Near South Side. Hotels.com travellers also like the art galleries, museums and monuments in the area. If you think Soldier Field is cool, you might also like United Center and Wintrust Arena, both located nearby.
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A modern cityscape with tall buildings, a clear sky, and a tree-lined street.
Photo by © Cesar Russ Photography

McCormick Place

8.8/10 (9,822 reviews)
McCormick Place is worth a pic or two when discovering Near South Side. Hotels.com travellers also like the art galleries, museums and monuments in the area.
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A river with boats, surrounded by tall buildings and a clear sky.

Chicago Riverwalk

9.6/10 (13,574 reviews)
Chicago Riverwalk is worth a pic or two when discovering Downtown Chicago. Why not take a stroll along the riverfront and watch the sunset while you're here?
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A cityscape with modern skyscrapers and the Cloud Gate sculpture.

Millennium Park

9.4/10 (30,446 reviews)
Millennium Park is worth a pic or two when discovering Downtown Chicago. Why not take a stroll along the riverfront and watch the sunset while you're here?
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A large, modern building with a curved facade and multiple vertical windows.

United Center

8.8/10 (4,269 reviews)
Why not catch an event at United Center, a major stadium in Near West Side. Let yourself be amazed at the art galleries and museums in the area too. If you think United Center is cool, you might also like Soldier Field and Wrigley Field, both located nearby.
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A busy urban street with a train crossing, tall buildings, and a tram.

Michigan Avenue

9.4/10 (15,813 reviews)
If you want to give your credit card some exercise, head out to Michigan Avenue, a popular place for shoppers in Downtown Chicago. Why not take a stroll along the riverfront and watch the sunset while you're here? It's also full of great shops and restaurants, so you can spend the afternoon having a wander. Splash some more cash at Shops at North Bridge, Chicago Place Mall and Water Tower Place.
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Chicago and related destinations

Towering skyscrapers create a skyline that seems to rise straight from Lake Michigan's blue waters. The Art Institute houses masterpieces while Millennium Park's reflective 'Bean' sculpture distorts the city in delightful ways. Navy Pier offers carnival-like fun with a giant Ferris wheel providing spectacular views. Wrigley Field remains gloriously old-school, where ivy-covered walls and hand-turned scoreboards transport baseball fans to another era. Deep-dish pizza at local institutions sparks fierce debates about whose crust reigns supreme. The Chicago River's architecture boat tours reveal how the city rebuilt itself after the Great Fire. Field Museum's Sue, the world's most complete T-Rex, stares down visitors with 65-million-year-old intensity.

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A river with a yellow boat, surrounded by tall buildings and a bridge.

Check out reviews of Chicago hotels guests love

L7 Chicago by LOTTE

L7 Chicago by LOTTE

10/10 Excellent
"Wonderful experience."
Brittany 1-night trip
Posted 1 hour ago
L7 Chicago by LOTTE
Crowne Plaza Chicago West Loop by IHG

Crowne Plaza Chicago West Loop by IHG

10/10 Excellent
"excellent stay! awesome staff!"
Mariah 4-night trip
Posted 3 hours ago
Crowne Plaza Chicago West Loop by IHG
The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

8/10 Good
"The international breakfast was amazing. The valet was prompt."
Andre 1-night trip
Posted 5 hours ago
The Chicago Hotel Collection Ambassador Gold Coast
Hyatt Regency McCormick Place Chicago

Hyatt Regency McCormick Place Chicago

10/10 Excellent
"Had a short stay but the stag was very accommodating and the hotel was well kept"
Dao 1-night trip
Posted 6 hours ago
Hyatt Regency McCormick Place Chicago
Hyatt Regency Chicago

Hyatt Regency Chicago

8/10 Good
"Good location. Very large resort like property. Staff were friendly."
Brenda 1-night trip
Posted 7 hours ago
Hyatt Regency Chicago
Congress Plaza Hotel

Congress Plaza Hotel

8/10 Good
"The location is very convenient and parking was easy."
Jennifer 1-night trip
Posted 8 hours ago
Congress Plaza Hotel
Eurostars Magnificent Mile

Eurostars Magnificent Mile

10/10 Excellent
"Best hotel experience I’ve had in a while! Staff was very helpful and the room was great!"
Taylor 3-night trip
Posted 9 hours ago
Eurostars Magnificent Mile
Hilton Chicago

Hilton Chicago

8/10 Good
"The location of this hotel is incredible, and the amenities were great (very nice gym, pool, etc…all in good order). A few frustrations with our stay, housekeeping didn’t visit at all 2 of the 4 days we were there and we needed to contact the desk for towels etc… Also the street noise was VERY loud at night, especially on weekend nights. Highly recommend earplugs to sleep with. Staff were all nice and friendly. Although there were staff in the lobby trying to stop and sell everyone some sort of Hilton timeshare (that was kind of annoying). We will be happy to stay again, but will bring earplugs (and better pillows) for our next stay."
Sharon 4-night trip
Posted 14 hours ago
Hilton Chicago
Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

10/10 Excellent
"The hotel is literally located in the center of O’hare airport. You can pretty much get off or get on at either terminals 1, 2, or 3. We got a room upgrade too and that was cool. We had a nice and comfortable stay. I definitely recommend this hotel."
MARIA 1-night trip
Posted 14 hours ago
Hilton Chicago O'Hare Airport

Frequently asked questions

Can I book a refundable accommodation option in Chicago?
If you want the flexibility to change your plans to Chicago, most hotels offer refundable* rates that you can book. You can find these properties by searching our site and using the "fully refundable" filter to narrow down the results.
Where can I stay in Chicago if I want a holiday rental instead of a hotel?
If you want a good alternative to a hotel, look over our selection of 413 holiday homes. In addition, there are 1891 apartments and 243 condos.
What will the weather in Chicago be like during my visit?
July and August are typically the warmest months in Chicago, when the average temperature is 21°C. January and February are the coldest months, when the average temperature is -1°C. June and May are the months with the most rain.
Why should I book my Chicago hotel with Hotels.com?
There are lots of reasons to book your Chicago trip with us: our free cancellations on selected hotels* gives you flexibility, our Price Guarantee ensures that you always get the lowest price, and you can earn rewards on every booking.

Find out more about Chicago

Chicago: A Tapestry of Skyscrapers, Culture and Riverfront Wonders

Chicago, the Windy City, is a captivating urban destination renowned for its stunning skyline and rich cultural tapestry. Marvel at architectural wonders such as the Willis Tower and the historic Chicago Riverwalk, where you can take leisurely strolls along the water. Delve into the city’s vibrant arts scene at the Art Institute of Chicago and enjoy the lush greenery of Millennium Park. Indulge in the culinary delight of deep-dish pizza and immerse yourself in the lively jazz and blues heritage. With a blend of iconic landmarks and diverse neighbourhoods, Chicago promises an unforgettable experience for every traveller.

Discover great hotels near Chicago

Chicago offers a diverse range of hotel accommodations, from luxury high-rises with stunning skyline views to charming boutique hotels in historic districts. Many options are conveniently located near major attractions, restaurants, and public transport, making it easy to explore the city's vibrant culture and rich history. Here are some of the best hotels near Chicago that our travelers love:

  1. The ShamrockOpens in a new window: This budget-friendly motel provides a comfortable stay with essential amenities that cater to the needs of leisure travellers. Enjoy entertainment options like various television formats and streaming services, ensuring you can unwind after a day of exploration. The property is conveniently located near a variety of attractions, making it easy to discover the surrounding area. Review sentiments highlight the cleanliness of the rooms, adding to the overall positive experience for guests seeking simplicity and value during their travels.
  2. Harvey House Bed & BreakfastOpens in a new window: This elegant 4.0-star hotel exudes charm, offering a remarkable experience for discerning travellers. With a guest rating of 9.8, it features a delightful breakfast service and a snack bar to keep you refreshed throughout the day. The property is well-connected, making it an ideal base for those looking to explore the vibrant city. Guests rave about the spotless rooms and the warm, welcoming atmosphere, ensuring a memorable stay focused on comfort and convenience.
  3. Carleton of Oak ParkOpens in a new window: This boutique 3.0-star hotel is a perfect choice for leisure travellers looking for a unique and artistic lodging experience. With a guest rating of 9.2, the property showcases distinctive decor that sets it apart from typical hotel offerings. The atmosphere here is charming and inviting, making it an excellent retreat after a day of sightseeing. Positive sentiments from reviews highlight the cleanliness and the overall value, ensuring that guests enjoy a stylish and comfortable stay in a thoughtfully designed environment.

Where to stay in Chicago

Stay in Elmwood Park, Magnificent Mile, or The Loop when visiting Chicago. Elmwood Park offers a family-friendly atmosphere with dining and wildlife experiences. The Magnificent Mile dazzles with skyscrapers, shopping, and scenic views along the river. The Loop is a cultural hub, rich in art and entertainment. For first-time visitors, the Magnificent Mile is ideal for its vibrant urban experience.

  1. Magnificent MileOpens in a new window: The Magnificent Mile is a vibrant area in Chicago that offers an exciting blend of urban charm and architectural beauty. Known for its stunning skyscrapers and lively atmosphere, this iconic stretch along Michigan Avenue is perfect for shoppers and culture enthusiasts alike. You can explore an array of high-end shops, enjoy delightful dining options, and take in scenic views of the Chicago River and Lake Michigan. Key attractions include the Navy Pier, a bustling hub for entertainment and events, and Grant Park, a beautiful green space that hosts numerous festivals. Staying here means you’re in the heart of the city, where everything is just a short walk away.
  2. The LoopOpens in a new window: The Loop is Chicago's bustling business district and a cultural hotspot with a unique blend of historic and modern architecture. It's an excellent choice for those who appreciate art and theatre, as this area is home to several museums and cultural institutions. Explore famous sites like Millennium Park, where you can see the iconic Cloud Gate sculpture, or catch a show at one of the many theatres nearby. The Loop also offers a variety of shopping and dining options, making it easy to enjoy the city's local flavours. With its convenient public transport connections, The Loop provides easy access to the rest of Chicago.
  3. Elmwood ParkOpens in a new window: Elmwood Park is a charming, family-friendly suburb that offers a quieter escape from the hustle and bustle of downtown Chicago. With its lush parks and green spaces, it's a great place for birdwatching and enjoying nature. The area has a nice range of dining options that cater to families, along with some local shopping spots. Elmwood Park's relaxed vibe is perfect for those seeking a more laid-back stay while still being close to the city’s attractions. The community's welcoming atmosphere makes it an ideal destination for family gatherings and leisurely strolls.

Things to do in Chicago

Chicago is a vibrant metropolis where stunning skyscrapers rise alongside serene lakes and lush parks. Stroll along the scenic riverwalk, indulge in theatre performances, and explore dynamic art scenes. With beaches for sunbathing and inviting green spaces for picnics, it's a delightful blend of urban energy and natural beauty.

  • The 606Opens in a new window – The 606 is a esplanade that offers a pleasant walk among modern skyscrapers and interesting architecture. Enjoy a stroll along this elevated route and take in the mix of museums, monuments and the nearby river views that create a vivid urban tapestry.
  • Griffin Museum of Science and IndustryOpens in a new window – At the Griffin Museum of Science and Industry, you can delve into a world of scientific discovery. The museum’s engaging exhibits are set against a backdrop of striking architecture, with nearby skyscrapers and monuments adding to the appeal of this landmark location.
  • Jackson ParkOpens in a new window – Jackson Park presents a charming urbanPark experience where you can relax and explore well-maintained green spaces. The park is surrounded by impressive skyscrapers and notable monuments, making it a pleasant spot to enjoy a leisurely walk while absorbing the urban landscape.
  • Field Museum of Natural HistoryOpens in a new window – The Field Museum of Natural History invites you to explore fascinating exhibits that showcase the natural world. This iconic naturalHistoryMuseum is set among towering architecture and is close to remarkable monuments, offering a blend of education and scenic views near the river.
  • Michigan AvenueOpens in a new window – Michigan Avenue is a vibrant street where the city’s architectural splendour comes to life. As you wander along this bustling thoroughfare, you will encounter an array of iconic skyscrapers and monuments, with several museums adding cultural richness to your urban journey.

4 tips for savvy savings when booking a hotel in Chicago

  1. Book for the cheapest times: The most affordable time to visit Chicago is during January, February, and December, when hotel prices tend to be lower. For those on a budget, a stay of at least 2 to 3 days is recommended to fully appreciate the city's iconic landmarks and rich cultural heritage. Visitors can explore stunning skyscrapers, remarkable architecture, and a variety of theatres and museums, as well as vibrant art scenes and scenic river views. This timeframe offers great value for money, allowing you to immerse yourself in Chicago's historical and cultural attractions while keeping expenses manageable.
  2. Look for last-minute deals on Hotels.com: To uncover last-minute deals to Chicago on Hotels.com, begin by exploring the DealsOpens in a new window or Last-Minute Deals sections, where you may discover discounted hotel options as your travel date approaches. Additionally, enabling email alerts or push notifications will help you stay informed about flash sales and special promotions. With the Smart Shopping tool available via the app, you could find it easier to compare hotel prices and amenities, ensuring you're the first to know if rooms become available or if prices drop, allowing you to seize any opportunities for a spontaneous getaway.
  3. Be flexible with dates: Prices may fluctuate due to various factors, including the hotel's location, star rating, and the time of year. Therefore, being flexible with your travel dates could help you find a more economical option for your stay in a Chicago hotel. If you're in search of something a bit different, boutique hotels often provide a more personalised experience and may offer better value. When you book through Hotels.com, we will inform you whether the price for your chosen dates is above or below the average. If the price appears to be on the higher side, we will suggest alternative dates that could potentially offer you a more appealing rate.
  4. Consider your location: Hotels situated near the city centre generally tend to be more expensive, but thanks to Chicago's superb public transport system, you may discover a more affordable independent hotel located further out that remains well connected. For those keen to explore alternative, less crowded neighbourhoods or even lesser-known nearby towns, there is often excellent value for money to be found. Opting for these alternative destinations could provide a more authentic and budget-friendly experience.

Best time to go to Chicago

Chicago experiences its lowest average temperature in January, at 25.7°F (-3.5°C), while July is the hottest month, with an average temperature of 73.4°F (23.0°C). June is typically the wettest month. If you’re looking to soak up the lively atmosphere in Chicago, April, June, and July are the peak months to visit, bustling with fellow travelers. During this peak period, the weather is mostly sunny, with light rainfall. However, if you prefer a more relaxed experience, October to December are perfect for a quieter getaway, marked by light rainfall and mostly sunny to mostly cloudy conditions.

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