Chicago Hotels

September 2026
15
October 2026

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This weekend
18 Sept - 20 Sept
Next weekend
25 Sept - 27 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 quality, location and traveller experience. Last updated on 15 September 2026.

1. Kasa Magnificent Mile Chicago

Kasa Magnificent Mile Chicago
Downtown Chicago
Kasa Magnificent Mile Chicago

2. Congress Plaza Hotel

Congress Plaza Hotel
Downtown Chicago
S$245
includes taxes & fees
27 Sept - 28 Sept
Congress Plaza Hotel

3. Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago
Downtown Chicago
S$393
includes taxes & fees
20 Sept - 21 Sept
Hotel Riu Plaza Chicago

4. The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast
Downtown Chicago
S$229
includes taxes & fees
30 Sept - 1 Oct
The Chicago Hotel Collection Ambassador Gold Coast

5. River Hotel

River Hotel
Downtown Chicago
S$241
includes taxes & fees
27 Sept - 28 Sept
River Hotel

6. Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites
Downtown Chicago
S$306
includes taxes & fees
27 Sept - 28 Sept
Hilton Chicago/Magnificent Mile Suites

7. Eurostars Magnificent Mile

Eurostars Magnificent Mile
Downtown Chicago
S$338
includes taxes & fees
20 Sept - 21 Sept
Eurostars Magnificent Mile

8. L7 Chicago by LOTTE

L7 Chicago by LOTTE
Downtown Chicago
S$416
includes taxes & fees
1 Oct - 2 Oct
L7 Chicago by LOTTE

9. The Allegro Royal Sonesta Hotel Chicago Loop

The Allegro Royal Sonesta Hotel Chicago Loop
Downtown Chicago
S$373
includes taxes & fees
27 Sept - 28 Sept
The Allegro Royal Sonesta Hotel Chicago Loop

10. The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile
Downtown Chicago
S$223
includes taxes & fees
20 Sept - 21 Sept
The Chicago Hotel Collection - Magnificent Mile

11. Hyatt Regency Chicago

Hyatt Regency Chicago
Downtown Chicago
S$551
includes taxes & fees
2 Oct - 3 Oct
Hyatt Regency Chicago

12. Hilton Chicago

Hilton Chicago
Downtown Chicago
S$386
includes taxes & fees
25 Sept - 26 Sept
Hilton Chicago

13. The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown
Downtown Chicago
S$446
includes taxes & fees
1 Oct - 2 Oct
The Royal Sonesta Chicago Downtown

14. LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton
Downtown Chicago
S$489
includes taxes & fees
4 Oct - 5 Oct
LondonHouse Chicago, Curio Collection by Hilton

15. Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North
Downtown Chicago
S$318
includes taxes & fees
20 Sept - 21 Sept
Embassy Suites by Hilton Chicago Downtown River North

16. Freehand Chicago

Freehand Chicago
Downtown Chicago
S$296
includes taxes & fees
7 Oct - 8 Oct
Freehand Chicago

17. Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago
Downtown Chicago
S$267
includes taxes & fees
20 Sept - 21 Sept
Club Quarters Hotel, Central Loop, Chicago

18. InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG
Downtown Chicago
S$467
includes taxes & fees
20 Sept - 21 Sept
InterContinental Chicago Magnificent Mile by IHG

19. citizenM Chicago Downtown

citizenM Chicago Downtown
Downtown Chicago
S$291
includes taxes & fees
20 Sept - 21 Sept
citizenM Chicago Downtown

20. Palmer House a Hilton Hotel

Palmer House a Hilton Hotel
Downtown Chicago
S$465
includes taxes & fees
27 Sept - 28 Sept
Palmer House a Hilton Hotel
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The Whitehall Hotel, BW Premier Collection

The Whitehall Hotel, BW Premier Collection
Downtown Chicago
S$163 off
S$999
for 1 room
includes taxes & fees
The Whitehall Hotel, BW Premier Collection

Sentral Michigan Avenue

Sentral Michigan Avenue
Downtown Chicago
S$1,171
for 1 room
includes taxes & fees
Sign in for extra savings
Sentral Michigan Avenue

Freehand Chicago

Freehand Chicago
Downtown Chicago
S$193 off
S$1,151
for 1 room
includes taxes & fees
Freehand Chicago

Eurostars Magnificent Mile

Eurostars Magnificent Mile
Downtown Chicago
S$1,798
for 1 room
includes taxes & fees
Eurostars Magnificent Mile

The Majestic Hotel

The Majestic Hotel
Lakeview
S$95 off
S$851
for 1 room
includes taxes & fees
The Majestic Hotel

City Suites Hotel

City Suites Hotel
Lakeview
S$104 off
S$938
for 1 room
includes taxes & fees
City Suites Hotel

The Willows Hotel

The Willows Hotel
Lakeview
S$104 off
S$938
for 1 room
includes taxes & fees
The Willows Hotel

Sports Illustrated Resorts Chicago

Sports Illustrated Resorts Chicago
Downtown Chicago
S$391 off
S$1,037
for 2 nights, 1 room
S$519 per night
includes taxes & fees
Sports Illustrated Resorts Chicago

Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park
Downtown Chicago
S$1,033
for 2 nights, 1 room
S$516 per night
includes taxes & fees
Sign in for extra savings
Fairmont Chicago at Millennium Park

River Hotel

River Hotel
Downtown Chicago
S$987
for 2 nights, 1 room
S$493 per night
includes taxes & fees
Sign in for extra savings
River Hotel

LIVN - Millennium Park Downtown Chicago

LIVN - Millennium Park Downtown Chicago
Downtown Chicago
S$109 off
S$982
for 2 nights, 1 room
S$491 per night
includes taxes & fees
LIVN - Millennium Park Downtown Chicago

Silversmith Hotel Chicago Downtown

Silversmith Hotel Chicago Downtown
Downtown Chicago
S$88 off
S$872
for 2 nights, 1 room
S$436 per night
includes taxes & fees
Silversmith Hotel Chicago Downtown

LIVN - West Loop Chicago

LIVN - West Loop Chicago
Downtown Chicago
S$100 off
S$896
for 2 nights, 1 room
S$448 per night
includes taxes & fees
LIVN - West Loop Chicago

Swissotel - Chicago

Swissotel - Chicago
Downtown Chicago
S$1,057
for 2 nights, 1 room
S$528 per night
includes taxes & fees
Sign in for extra savings
Swissotel - Chicago

Central Loop Hotel

Central Loop Hotel
Downtown Chicago
S$923
for 2 nights, 1 room
S$461 per night
includes taxes & fees
Sign in for extra savings
Central Loop Hotel

The Whitehall Hotel, BW Premier Collection

The Whitehall Hotel, BW Premier Collection
Downtown Chicago
S$179 off
S$872
for 2 nights, 1 room
S$436 per night
includes taxes & fees
The Whitehall Hotel, BW Premier Collection

Congress Plaza Hotel

Congress Plaza Hotel
Downtown Chicago
S$175 off
S$897
for 2 nights, 1 room
S$449 per night
includes taxes & fees
Congress Plaza Hotel

La Quinta Inn & Suites by Wyndham Chicago Downtown

La Quinta Inn & Suites by Wyndham Chicago Downtown
Downtown Chicago
S$948
for 2 nights, 1 room
S$474 per night
includes taxes & fees
Sign in for extra savings
La Quinta Inn & Suites by Wyndham Chicago Downtown

Ohio House Motel

Ohio House Motel
Downtown Chicago
S$806
for 2 nights, 1 room
S$403 per night
includes taxes & fees
Ohio House Motel

Arlo Chicago

Arlo Chicago
Downtown Chicago
S$1,140
for 2 nights, 1 room
S$570 per night
includes taxes & fees
Sign in for extra savings
Arlo Chicago

Club Quarters Hotel Wacker at Michigan, Chicago

Club Quarters Hotel Wacker at Michigan, Chicago
Downtown Chicago
S$1,039
for 2 nights, 1 room
S$519 per night
includes taxes & fees
Sign in for extra savings
Club Quarters Hotel Wacker at Michigan, Chicago

Holiday Inn & Suites Chicago - Downtown by IHG

Holiday Inn & Suites Chicago - Downtown by IHG
Downtown Chicago
S$820
for 2 nights, 1 room
S$410 per night
includes taxes & fees
Holiday Inn & Suites Chicago - Downtown by IHG

Check out pet-friendly hotels in Chicago

River Hotel

River Hotel
Downtown Chicago
S$241
includes taxes & fees
27 Sept - 28 Sept
River Hotel

The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast
Downtown Chicago
S$229
includes taxes & fees
30 Sept - 1 Oct
The Chicago Hotel Collection Ambassador Gold Coast

Crowne Plaza Chicago West Loop by IHG

Crowne Plaza Chicago West Loop by IHG
Downtown Chicago
S$248
includes taxes & fees
20 Sept - 21 Sept
Crowne Plaza Chicago West Loop by IHG

Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago
Downtown Chicago
S$267
includes taxes & fees
20 Sept - 21 Sept
Club Quarters Hotel, Central Loop, Chicago

Moxy Chicago Downtown

Moxy Chicago Downtown
Downtown Chicago
S$332
includes taxes & fees
20 Sept - 21 Sept
Moxy Chicago Downtown

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel
Downtown Chicago
S$240
includes taxes & fees
27 Sept - 28 Sept
THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

Hilton Chicago

Hilton Chicago
Downtown Chicago
S$386
includes taxes & fees
25 Sept - 26 Sept
Hilton Chicago

Aloft by Marriott Chicago Mag Mile

Aloft by Marriott Chicago Mag Mile
Downtown Chicago
S$291
includes taxes & fees
20 Sept - 21 Sept
Aloft by Marriott Chicago Mag Mile

Sentral Michigan Avenue

Sentral Michigan Avenue
Downtown Chicago
S$277
includes taxes & fees
21 Sept - 22 Sept
Sentral Michigan Avenue

Claridge House Chicago, Tapestry Collection by Hilton

Claridge House Chicago, Tapestry Collection by Hilton
Downtown Chicago
S$300
includes taxes & fees
27 Sept - 28 Sept
Claridge House Chicago, Tapestry Collection by Hilton
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You may also like hotels with hot tubs in Chicago

Hilton Chicago

Hilton Chicago
Downtown Chicago
S$386
includes taxes & fees
25 Sept - 26 Sept
Hilton Chicago

Hyatt Centric Chicago Magnificent Mile

Hyatt Centric Chicago Magnificent Mile
Downtown Chicago
S$357
includes taxes & fees
27 Sept - 28 Sept
Hyatt Centric Chicago Magnificent Mile

Stay One Chicago

Stay One Chicago
Downtown Chicago
S$407
includes taxes & fees
20 Sept - 21 Sept
Stay One Chicago

The Langham, Chicago

The Langham, Chicago
Downtown Chicago
S$1,132
includes taxes & fees
20 Sept - 21 Sept
The Langham, Chicago

Waldorf Astoria Chicago

Waldorf Astoria Chicago
Downtown Chicago
S$1,042
includes taxes & fees
20 Sept - 21 Sept
Waldorf Astoria Chicago

Park Hyatt Chicago

Park Hyatt Chicago
Downtown Chicago
S$1,012
includes taxes & fees
20 Sept - 21 Sept
Park Hyatt Chicago

Renaissance Chicago O'Hare Suites Hotel

Renaissance Chicago O'Hare Suites Hotel
O'Hare
S$255
includes taxes & fees
27 Sept - 28 Sept
Renaissance Chicago O'Hare Suites Hotel

The Hotel at Midtown

The Hotel at Midtown
Bucktown
S$481
includes taxes & fees
27 Sept - 28 Sept
The Hotel at Midtown

Best Western Plus Hawthorne Terrace Hotel

Best Western Plus Hawthorne Terrace Hotel
Lakeview
S$400
includes taxes & fees
5 Oct - 6 Oct
Best Western Plus Hawthorne Terrace Hotel
View all properties

You can also stay at hotels with a pool in Chicago

Hilton Chicago

Hilton Chicago
Downtown Chicago
S$386
includes taxes & fees
25 Sept - 26 Sept
Hilton Chicago

Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North
Downtown Chicago
S$318
includes taxes & fees
20 Sept - 21 Sept
Embassy Suites by Hilton Chicago Downtown River North

DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile
Downtown Chicago
S$275
includes taxes & fees
27 Sept - 28 Sept
DoubleTree by Hilton Chicago - Magnificent Mile

Hyatt Centric Chicago Magnificent Mile

Hyatt Centric Chicago Magnificent Mile
Downtown Chicago
S$357
includes taxes & fees
27 Sept - 28 Sept
Hyatt Centric Chicago Magnificent Mile

Aloft by Marriott Chicago Mag Mile

Aloft by Marriott Chicago Mag Mile
Downtown Chicago
S$291
includes taxes & fees
20 Sept - 21 Sept
Aloft by Marriott Chicago Mag Mile

Hampton Inn & Suites Chicago Downtown

Hampton Inn & Suites Chicago Downtown
Downtown Chicago
S$324
includes taxes & fees
20 Sept - 21 Sept
Hampton Inn & Suites Chicago Downtown

The Royal Sonesta Chicago River North

The Royal Sonesta Chicago River North
Downtown Chicago
S$469
includes taxes & fees
20 Sept - 21 Sept
The Royal Sonesta Chicago River North

Courtyard by Marriott Chicago Magnificent Mile

Courtyard by Marriott Chicago Magnificent Mile
Downtown Chicago
S$310
includes taxes & fees
27 Sept - 28 Sept
Courtyard by Marriott Chicago Magnificent Mile

Hyatt Place Chicago/Downtown - The Loop

Hyatt Place Chicago/Downtown - The Loop
Downtown Chicago
S$332
includes taxes & fees
27 Sept - 28 Sept
Hyatt Place Chicago/Downtown - The Loop

AC Hotels by Marriott Chicago Downtown

AC Hotels by Marriott Chicago Downtown
Downtown Chicago
S$314
includes taxes & fees
27 Sept - 28 Sept
AC Hotels by Marriott Chicago Downtown
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Go beyond your typical stay in Chicago

Pool image
Pool
Pool
pet-friendly image
Pet friendly
Pet friendly
hot tub image
Hot tub
Hot tub
Family-friendly image
Family friendly
Family friendly
spa image
Spa
Spa
apart-hotel image
Apart hotel
Apart hotel
Apartment image
Apart­ment
Apart­ment
Resort image
Resort
Resort
Cottage image
Cottage
Cottage
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 September

September

High 23°C / low 17°C. Sunny most days.
23°
17°
16°
10°
-2°
-1°
-6°
-6°
11°
17°
11°
23°
17°
26°
20°
26°
20°
Monthly weather averages (˚C)

Top neighbourhoods in Chicago

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.

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.

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.

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.

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 Aragon Ballroom, 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 large metallic sphere sculpture in a public square surrounded by tall buildings.
Photo by TM

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 cityscape at night with illuminated buildings, a river, and a bridge.
Photo by TM

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 city street at night with illuminated buildings, a prominent tower, and decorated trees.

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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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 museums and art galleries 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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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.

See all hotels in Chicago
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
Downtown Chicago

10/10 Exceptional

Singapore
KAH HOCK
L7 Chicago by LOTTE

Kinzie Hotel

Kinzie Hotel
Downtown Chicago

10/10 Exceptional

Singapore
Wah Lee
Kinzie Hotel

The Royal Sonesta Chicago River North

The Royal Sonesta Chicago River North
Downtown Chicago

10/10 Exceptional

Singapore
YEE LOONG
The Royal Sonesta Chicago River North

Holiday Inn Chicago Dwtn - The Mart by IHG

Holiday Inn Chicago Dwtn - The Mart by IHG
Downtown Chicago

8/10 Very good

Singapore
Fiona Yen Yen
Holiday Inn Chicago Dwtn - The Mart by IHG

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 421 holiday homes. In addition, there are 1896 apartments and 237 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, 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 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 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 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 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 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 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 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 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 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 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 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 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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