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 .
Chicago Hotels
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Where to stay in Chicago?

Congress Plaza Hotel
Congress Plaza HotelDowntown Chicago
8.0 out of 10, Very good, (10,233 reviews)
The price is S$290
includes taxes & fees
10 Aug - 11 Aug

Hotel Riu Plaza Chicago
Hotel Riu Plaza ChicagoDowntown Chicago
9.4 out of 10, Exceptional, (4,682 reviews)
The price is S$321
includes taxes & fees
9 Aug - 10 Aug

Hyatt Regency Chicago
Hyatt Regency ChicagoDowntown Chicago
9.4 out of 10, Exceptional, (3,484 reviews)
The price is S$445
includes taxes & fees
9 Aug - 10 Aug

River Hotel
River HotelDowntown Chicago
8.8 out of 10, Excellent, (5,339 reviews)
The price is S$253
includes taxes & fees
9 Aug - 10 Aug

DoubleTree by Hilton Chicago - Magnificent Mile
DoubleTree by Hilton Chicago - Magnificent MileDowntown Chicago
8.8 out of 10, Excellent, (2,530 reviews)
The price is S$296
includes taxes & fees
10 Aug - 11 Aug

LondonHouse Chicago, Curio Collection by Hilton
LondonHouse Chicago, Curio Collection by HiltonDowntown Chicago
9.4 out of 10, Exceptional, (3,796 reviews)
The price is S$373
includes taxes & fees
6 Aug - 7 Aug

Hilton Chicago/Magnificent Mile Suites
Hilton Chicago/Magnificent Mile SuitesDowntown Chicago
9.0 out of 10, Wonderful, (4,552 reviews)
The price is S$289
includes taxes & fees
9 Aug - 10 Aug

Eurostars Magnificent Mile
Eurostars Magnificent MileDowntown Chicago
9.0 out of 10, Wonderful, (3,723 reviews)
The price is S$307
includes taxes & fees
27 Jul - 28 Jul

L7 Chicago by LOTTE
L7 Chicago by LOTTEDowntown Chicago
9.6 out of 10, Exceptional, (4,340 reviews)
The price is S$399
includes taxes & fees
3 Aug - 4 Aug

The Royal Sonesta Chicago Downtown
The Royal Sonesta Chicago DowntownDowntown Chicago
9.4 out of 10, Exceptional, (3,548 reviews)
The price is S$378
includes taxes & fees
10 Aug - 11 Aug

theWit Chicago, a Hilton Hotel
theWit Chicago, a Hilton HotelDowntown Chicago
9.0 out of 10, Wonderful, (1,035 reviews)
The price is S$386
includes taxes & fees
19 Jul - 20 Jul

Hilton Chicago
Hilton ChicagoDowntown Chicago
8.6 out of 10, Excellent, (2,947 reviews)
The price is S$389
includes taxes & fees
19 Jul - 20 Jul

Embassy Suites by Hilton Chicago Downtown River North
Embassy Suites by Hilton Chicago Downtown River NorthDowntown Chicago
8.6 out of 10, Excellent, (6,027 reviews)
The price is S$300
includes taxes & fees
19 Jul - 20 Jul

Swissotel - Chicago
Swissotel - ChicagoDowntown Chicago
9.0 out of 10, Wonderful, (3,470 reviews)
The price is S$390
includes taxes & fees
26 Jul - 27 Jul

Hotel Felix River North/Magnificent Mile
Hotel Felix River North/Magnificent MileDowntown Chicago
8.2 out of 10, Very good, (2,842 reviews)
The price is S$257
includes taxes & fees
26 Jul - 27 Jul

Aloft by Marriott Chicago Mag Mile
Aloft by Marriott Chicago Mag MileDowntown Chicago
8.6 out of 10, Excellent, (3,320 reviews)
The price is S$287
includes taxes & fees
9 Aug - 10 Aug

Palmer House a Hilton Hotel
Palmer House a Hilton HotelDowntown Chicago
8.6 out of 10, Excellent, (2,516 reviews)
The price is S$371
includes taxes & fees
9 Aug - 10 Aug

Embassy Suites by Hilton Chicago Downtown Magnificent Mile
Embassy Suites by Hilton Chicago Downtown Magnificent MileDowntown Chicago
8.2 out of 10, Very good, (2,922 reviews)
The price is S$363
includes taxes & fees
11 Aug - 12 Aug

The Chicago Hotel Collection Ambassador Gold Coast
The Chicago Hotel Collection Ambassador Gold CoastDowntown Chicago
8.2 out of 10, Very good, (1,735 reviews)
The price is S$236
includes taxes & fees
27 Jul - 28 Jul

InterContinental Chicago Magnificent Mile by IHG
InterContinental Chicago Magnificent Mile by IHGDowntown Chicago
9.2 out of 10, Wonderful, (3,156 reviews)
The price is S$421
includes taxes & fees
9 Aug - 10 Aug
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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Showing deals for:12 Jul - 13 Jul
The price is S$338
for 1 room
includes taxes & fees
Showing deals for:13 Jul - 14 Jul

Sable at Navy Pier Chicago, Curio Collection by Hilton
Sable at Navy Pier Chicago, Curio Collection by HiltonDowntown Chicago
9.4 out of 10, Exceptional, (2,593 reviews)
The price is S$730
for 1 room
includes taxes & fees
Showing deals for:17 Jul - 19 Jul

8.0 out of 10, Very good, (10,233 reviews)
S$105 off
The price is S$969
for 2 nights, 1 room
S$484 per night
includes taxes & fees
Check out hotels with a pool in Chicago
You may also like family-friendly hotels in Chicago

Sable at Navy Pier Chicago, Curio Collection by Hilton
Sable at Navy Pier Chicago, Curio Collection by HiltonDowntown Chicago
9.4 out of 10, Exceptional, (2593)
The price is S$431
includes taxes & fees
9 Aug - 10 Aug
You can also stay at pet-friendly hotels in Chicago
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.
Go beyond your typical stay in Chicago
Apart hotel
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.
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.

Check out reviews of Chicago hotels guests love

Omni Chicago Hotel
8/10 Good
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