A city skyline at dusk with illuminated buildings reflecting on the water.

Compare and book 5 Star hotels in Central Chicago, Chicago

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Check availability on Central Chicago 5 Star Hotels

Tonight
19 Oct - 20 Oct
Tomorrow
20 Oct - 21 Oct
This weekend
23 Oct - 25 Oct
Next weekend
30 Oct - 1 Nov

Our top choices for Central 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.
A modern bar area with a central bar and multiple stools, surrounded by a high ceiling with a decorative light fixture.
A couple walking through a spacious lobby with marble flooring, large white floral arrangements, and a modern staircase in the background.

1. Four Seasons Hotel Chicago

Four Seasons Hotel Chicago
Downtown Chicago
United States
Edda
£468
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 high-rise hotel with a prominent 'TRUMP' sign, reflecting in the water, surrounded by other tall buildings.
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.

2. Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago
Downtown Chicago
United States
Cecille
£412
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 spacious lobby with a modern sofa, armchairs, and a coffee table. A large window offers a view of the cityscape.
A swimming pool with a ceiling of lights, large windows, and potted plants.

3. The Langham, Chicago

The Langham, Chicago
Downtown Chicago
United States
Saramae
£466
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 indoor pool area with large windows, potted palm plants, and lounge chairs.
A modern bar area with a checkered floor, bar stools, and a bartender.

4. The Peninsula Chicago

The Peninsula Chicago
Downtown Chicago
United States
Melinda
£558
includes taxes & fees
1 Nov - 2 Nov
The Peninsula Chicago
A black luxury car parked in front of a hotel entrance with a glass canopy decorated with festive ornaments.
A couple dining on a balcony with a cityscape view.
A bar area with a polished marble floor, bar stools, a counter with bottles, and a decorative lamp.
A bar area with a long counter, multiple stools, and a seating area with a booth.

5. Waldorf Astoria Chicago

Waldorf Astoria Chicago
Downtown Chicago
United States
Luis
£470
includes taxes & fees
15 Nov - 16 Nov
Waldorf Astoria 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.

6. Park Hyatt Chicago

Park Hyatt Chicago
Downtown Chicago
United States
Tom
£486
includes taxes & fees
15 Nov - 16 Nov
Park Hyatt Chicago
A modern indoor space with a glass ceiling, marble flooring, and contemporary furniture.
A spacious lobby with a central seating area, a reception desk, and a large chandelier.
A rooftop lounge with outdoor seating, a fire pit, and a large reflective sculpture.
A modern bar area with a central bar, multiple seating options, and a large chandelier.

7. The Ritz-Carlton, Chicago

The Ritz-Carlton, Chicago
Downtown Chicago
United States
Krikour
£451
includes taxes & fees
1 Nov - 2 Nov
The Ritz-Carlton, Chicago
A restaurant with tables and chairs arranged in a corridor, large windows, and hanging lamps.
A rooftop pool area with city views, two lounge chairs, and a small table with a vase.
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.

8. The St. Regis Chicago

The St. Regis Chicago
Downtown Chicago
United States
Xiomara
£494
includes taxes & fees
12 Nov - 13 Nov
The St. Regis Chicago
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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 Central Chicago.
River Hotel

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includes taxes & fees
River Hotel
The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

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£108
11 Nov - 12 Nov
includes taxes & fees
8/10 Very good! (2,530 reviews)
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THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

172 W Adams St Chicago IL
£151
1 Nov - 2 Nov
includes taxes & fees
THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel
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Discover the local area in Central Chicago as you check out popular sights like Navy Pier and Soldier Field.

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A city skyline at dusk with illuminated buildings reflecting on the water.
Photo by Phil Ostroff

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