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

Compare and book 5 Star hotels in Chicago, Illinois

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Check availability on Chicago 5 Star Hotels

Tonight
15 Oct - 16 Oct
Tomorrow
16 Oct - 17 Oct
This weekend
16 Oct - 18 Oct
Next weekend
23 Oct - 25 Oct

Our top choices for Chicago 5-star hotels

A person sitting by a window with a view of a cityscape, including a tall tower.
A group of people on a boat with a city skyline in the background.
An indoor swimming pool with a skylight, a lifeguard chair, and a potted plant.
A modern bar area with a central bar and multiple stools, surrounded by a high ceiling with a decorative light fixture.

1. Four Seasons Hotel Chicago

Four Seasons Hotel Chicago
Downtown Chicago
United States
Edda
£455
includes taxes & fees
15 Nov - 16 Nov
Four Seasons Hotel Chicago
A cityscape with a river, a bridge, and a dining area with tables and chairs.
A modern hotel room with large windows, white furniture, and a view of tall buildings.
A modern hotel room with large floor-to-ceiling windows offering a city view.
A high-rise hotel with a prominent 'TRUMP' sign, reflecting in the water, surrounded by other tall buildings.

2. Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago
Downtown Chicago
United States
Cecille
£415
includes taxes & fees
1 Nov - 2 Nov
Trump International Hotel & Tower Chicago
A modern hotel lobby with a reception desk, seating area, and large windows offering city views.
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 swimming pool with a ceiling of lights, large windows, and potted plants.
A modern dining area with round tables, comfortable chairs, and a dessert display.

3. The Langham, Chicago

The Langham, Chicago
Downtown Chicago
United States
Saramae
£470
includes taxes & fees
15 Nov - 16 Nov
The Langham, Chicago
A high-rise hotel with multiple floors, large windows, and a prominent Tiffany & Co. store on the ground level.
A spacious hotel lobby with multiple seating areas, a grand staircase, and large windows offering views of the city.
A modern bar area with a checkered floor, bar stools, and a bartender.
A rooftop bar with seating and a view of the city skyline at night.

4. The Peninsula Chicago

The Peninsula Chicago
Downtown Chicago
United States
Levi
£563
includes taxes & fees
15 Nov - 16 Nov
The Peninsula 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 long counter, multiple stools, and a seating area with a booth.
A couple dining on a balcony with a cityscape view.
An indoor swimming pool with a modern design, a reception area with a sign for Waldorf Astoria Chicago, and a seating area with two people.

5. Waldorf Astoria Chicago

Waldorf Astoria Chicago
Downtown Chicago
United States
Luis
£470
includes taxes & fees
15 Nov - 16 Nov
Waldorf Astoria Chicago
A modern indoor swimming pool with a clear blue water surface, a wooden ceiling, and a wall with a floral pattern.
A modern lobby with a sofa, a coffee table, and a vase of flowers.
A rooftop terrace with a view of a city skyline at dusk.
A modern hotel room with a large window offering a city view, a wooden desk with a laptop, and a small seating area.

6. Nobu Hotel Chicago

Nobu Hotel Chicago
Downtown Chicago
United States
Abhay
£427
includes taxes & fees
15 Nov - 16 Nov
Nobu Hotel Chicago
A couple dining at a table with a view of a cityscape and a sunset.
A modern hotel room with a large bed, a seating area, a TV, and a view of the city and ocean.
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 woman sitting by a window with a city view, holding a cup and saucer.

7. Park Hyatt Chicago

Park Hyatt Chicago
Downtown Chicago
United States
Tom
£480
includes taxes & fees
15 Nov - 16 Nov
Park Hyatt Chicago
A modern indoor space with a glass ceiling, marble flooring, and contemporary furniture.
A modern lobby with a central seating area, large windows, and a decorative ceiling feature.
A spacious lobby with a central seating area, a reception desk, and a large chandelier.
A modern bar area with a central bar, multiple seating options, and a large chandelier.

8. The Ritz-Carlton, Chicago

The Ritz-Carlton, Chicago
Downtown Chicago
United States
Fred
£417
includes taxes & fees
15 Nov - 16 Nov
The Ritz-Carlton, Chicago
A restaurant with tables and chairs arranged in a corridor, large windows, and hanging lamps.
A dining area with wicker chairs and tables, overlooking a marina with boats and a Ferris wheel.
A modern hotel entrance with a prominent "STREGIS" sign, large glass windows, and a well-lit facade.
A rooftop pool area with city views, two lounge chairs, and a small table with a vase.

9. The St. Regis Chicago

The St. Regis Chicago
Downtown Chicago
United States
Xiomara
£499
includes taxes & fees
12 Nov - 13 Nov
The St. Regis Chicago
A rooftop lounge with a city skyline view, featuring a sofa set with patterned cushions and a table with drinks and snacks.
A spacious lounge area with multiple seating options, including sofas and chairs, and a bar area with shelves of bottles and glasses.
A modern kitchen with wooden cabinets, stainless steel appliances, and a large island with bar stools.
A coastal city skyline with modern high-rise buildings, a beach, and a clear blue sky.

10. Art Villa

Art Villa
West Town
Art Villa
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Explore similar 4-star hotels

Many 4-star hotels have the same amenities as 5-star hotels. See all 4-star hotels in Chicago.
River Hotel

River Hotel

75 East Wacker Drive Chicago IL
£137
1 Nov - 2 Nov
includes taxes & fees
River Hotel
The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

1301 N State Pkwy Chicago IL
£128
2 Nov - 3 Nov
includes taxes & fees
8/10 Very good! (2,501 reviews)
The Chicago Hotel Collection Ambassador Gold Coast
THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

172 W Adams St Chicago IL
£161
25 Oct - 26 Oct
includes taxes & fees
8.6/10 Excellent! (1,001 reviews)
THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel
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Chicago and related destinations

Towering skyscrapers frame the stunning Millennium Park where 'The Bean' reflects the city's vibrant energy. Cruise along the Chicago River for spectacular architecture views or catch a Cubs game at historic Wrigley Field.

See all hotels in Chicago
A river with a yellow boat, surrounded by tall buildings and a bridge.

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Frequently asked questions

What are the best 5-star hotels in Chicago?
Get ready for 5-star opulence at The Langham, Chicago, Trump International Hotel & Tower Chicago or The St. Regis Chicago. These are some of the leading retreats in Chicago according to Expedia guest reviews. Book your favourite and enjoy a taste of the high life!
How much does it cost to stay in a 5-star hotel in Chicago?
How much you pay for a 5-star hotel in Chicago depends on factors like when you plan to travel and the length of your escape. Our insider tip for landing an awesome deal? Use our pricing filters to check out the available accommodation for your chosen dates.
  • Search for the lowest price per night from £128
What makes a hotel 5 stars in Chicago?
In Chicago, a hotel must provide a specific amount of high-end conveniences to earn a 5-star rating. These may include on-site gyms, saunas and spas, gourmet restaurants, premium bedding, luxury toiletries and more. What also sets 5-star hotels apart is their outstanding service. You'll enjoy things like nightly turn-down services, concierge services and in-room massages. Some may even offer extra touches like welcome gifts.

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