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

Find 5 Star Hotels in Chicago, IL from AED 624

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Check availability on Chicago 5 Star Hotels

Tonight
10 Oct - 11 Oct
Tomorrow
11 Oct - 12 Oct
Next weekend
16 Oct - 18 Oct
In two weeks
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 couple walking through a spacious lobby with marble flooring, large white floral arrangements, and a modern staircase in the background.
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.

1. Four Seasons Hotel Chicago

Four Seasons Hotel Chicago
Downtown Chicago
United States
Edda
AED 1,910
AED 2,271 total
includes taxes & fees
1 Nov - 2 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
AED 1,694
AED 2,014 total
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 dining area with round tables, comfortable chairs, and a dessert display.
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
AED 1,917
AED 2,280 total
includes taxes & fees
1 Nov - 2 Nov
The Langham, Chicago
A high-rise hotel with multiple floors, large windows, and a prominent Tiffany & Co. store on the ground level.
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.
A spacious hotel lobby with multiple seating areas, a grand staircase, and large windows offering views of the city.

4. The Peninsula Chicago

The Peninsula Chicago
Downtown Chicago
United States
Levi
AED 2,387
AED 2,838 total
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.
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.
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.

5. Waldorf Astoria Chicago

Waldorf Astoria Chicago
Downtown Chicago
United States
Luis
AED 1,983
AED 2,357 total
includes taxes & fees
1 Nov - 2 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 modern hotel room with a large window, a wooden desk, a bathroom with a mirror, and a view of the cityscape.
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
AED 1,670
AED 2,078 total
includes taxes & fees
1 Nov - 2 Nov
Nobu Hotel 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 woman sitting by a window with a city view, holding a cup and saucer.
A modern hotel room with a large bed, a seating area, a TV, and a view of the city and ocean.

7. Park Hyatt Chicago

Park Hyatt Chicago
Downtown Chicago
United States
Tom
AED 1,967
AED 2,338 total
includes taxes & fees
1 Nov - 2 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 modern lobby with a central seating area, large windows, and a decorative ceiling feature.
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
AED 1,858
AED 2,209 total
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 modern hotel entrance with a prominent "STREGIS" sign, large glass windows, and a well-lit facade.
A dining area with wicker chairs and tables, overlooking a marina with boats and a Ferris wheel.
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
AED 2,134
AED 2,537 total
includes taxes & fees
8 Nov - 9 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 modern kitchen with wooden cabinets, stainless steel appliances, and a large island with bar stools.
A living room with a fireplace, a mounted TV displaying Netflix content, and a staircase leading to another level.
A spacious lounge area with multiple seating options, including sofas and chairs, and a bar area with shelves of bottles and glasses.

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
AED 559
AED 664 total
25 Oct - 26 Oct
includes taxes & fees
8.8/10 Excellent! (5,513 reviews)
River Hotel
The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

1301 N State Pkwy Chicago IL
AED 525
AED 624 total
1 Nov - 2 Nov
includes taxes & fees
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
AED 731
AED 869 total
25 Oct - 26 Oct
includes taxes & fees
8.6/10 Excellent! (1,005 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.

Top Chicago Hotel Reviews

Frequently asked questions

What are the best 5-star hotels in Chicago?
Get ready for 5-star indulgence at The Langham, Chicago, Trump International Hotel & Tower Chicago or The Peninsula Chicago. These are among the most popular accommodations in Chicago according to Expedia traveler reviews. Pick one and get a taste of the good 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 can vary according to the time of year you travel and how long you plan to be away, among other factors. Use our price per night filter and other search tools to score the best deal on an indulgent stay.
  • Search for the lowest price per night from AED 624
What makes a hotel 5 stars in Chicago?
From fine dining venues and 24/7 fitness centers to swimming pools and dreamy bedding, the 5-star experience in Chicago is all about indulgence and comfort. But it requires more than just top-notch perks to earn a 5-star rating. Accommodations must also deliver superior guest services like massage treatments, on-site laundry and 24-hour concierge services.

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