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

5 Stars Hotels in Chicago

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Check availability on Chicago 5 Star Hotels

Tonight
23 Oct - 24 Oct
Tomorrow
24 Oct - 25 Oct
This weekend
23 Oct - 25 Oct
Next weekend
30 Oct - 1 Nov

Our top choices for Chicago 5-star hotels

A person sitting by a window with a view of a cityscape, including a tall tower.
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.
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
ryan
฿16,198
฿19,257 total
includes taxes & fees
22 Nov - 23 Nov
Four Seasons Hotel Chicago
A high-rise hotel with a prominent 'TRUMP' sign, reflecting in the water, surrounded by other tall buildings.
A modern hotel room with large windows, white furniture, and a view of tall buildings.
A pool area with a view of a cityscape, a lounge with wicker furniture, and a person relaxing in the pool.
A modern hotel room with large floor-to-ceiling windows offering a city view.

2. Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago
Downtown Chicago
United States
Cecille
฿15,565
฿18,505 total
includes taxes & fees
1 Nov - 2 Nov
Trump International Hotel & Tower 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 modern indoor pool area with large windows, potted palm plants, and lounge chairs.

3. The Peninsula Chicago

The Peninsula Chicago
Downtown Chicago
United States
Vincent Haley
฿21,091
฿25,075 total
includes taxes & fees
23 Nov - 24 Nov
The Peninsula Chicago
A modern hotel lobby with a reception desk, seating area, and large windows offering city views.
A swimming pool with a ceiling of lights, large windows, and potted plants.
A spacious lobby with a modern sofa, armchairs, and a coffee table. A large window offers a view of the cityscape.
A modern dining area with round tables, comfortable chairs, and a dessert display.

4. The Langham, Chicago

The Langham, Chicago
Downtown Chicago
United States
Saramae
฿17,615
฿20,942 total
includes taxes & fees
15 Nov - 16 Nov
The Langham, Chicago
A hotel entrance with a fountain, a car, and a person standing by the entrance.
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
฿16,579
฿19,711 total
includes taxes & fees
22 Nov - 23 Nov
Waldorf Astoria Chicago
A rooftop lounge with outdoor seating, a fire pit, and a large reflective sculpture.
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.
A spacious lobby with a central seating area, a reception desk, and a large chandelier.

6. The Ritz-Carlton, Chicago

The Ritz-Carlton, Chicago
Downtown Chicago
United States
Krikour
฿12,528
฿14,894 total
includes taxes & fees
22 Nov - 23 Nov
The Ritz-Carlton, Chicago
A modern indoor swimming pool with a clear blue water surface, a wooden ceiling, and a wall with a floral pattern.
A rooftop terrace with a view of a city skyline at dusk.
A modern hotel room with a large window, a wooden desk, a bathroom with a mirror, and a view of the cityscape.
A modern lobby with a sofa, a coffee table, and a vase of flowers.

7. Nobu Hotel Chicago

Nobu Hotel Chicago
Downtown Chicago
United States
Abhay
฿11,445
฿14,450 total
includes taxes & fees
22 Nov - 23 Nov
Nobu Hotel Chicago
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 rooftop terrace with a dining table, chairs, and a view of the cityscape, including the Water Tower Place building.
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.

8. Park Hyatt Chicago

Park Hyatt Chicago
Downtown Chicago
United States
Tom
฿15,641
฿18,595 total
includes taxes & fees
22 Nov - 23 Nov
Park Hyatt Chicago
A modern hotel lobby with a large seating area, a view of the city, and a green accent wall.
A modern hotel entrance with a prominent "STREGIS" sign, large glass windows, and a well-lit facade.
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.

9. The St. Regis Chicago

The St. Regis Chicago
Downtown Chicago
United States
Xiomara
฿18,010
฿21,412 total
includes taxes & fees
22 Nov - 23 Nov
The St. Regis Chicago
A rooftop dining area with checkered tablecloths, red and blue plates, and a city skyline in the background.
A cityscape with modern skyscrapers, a historic bridge, and a calm waterway with boats.
A neatly made bed with a white duvet and blue floral pillows, a bedside table with a lamp, and a decorative vase with flowers.
A bathroom with a white sink, a mirror, a toilet, and various decorative items including plants and framed pictures on the wall.

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.
Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

O'Hare International Airport Chicago IL
฿7,142
฿8,384 total
22 Nov - 23 Nov
includes taxes & fees
Hilton Chicago O'Hare Airport
THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

172 W Adams St Chicago IL
฿3,999
฿4,754 total
22 Nov - 23 Nov
includes taxes & fees
THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel
River Hotel

River Hotel

75 East Wacker Drive Chicago IL
฿3,914
฿4,654 total
22 Nov - 23 Nov
includes taxes & fees
River 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 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 ฿4,654
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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