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

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Check availability on Chicago 5 Star Hotels

Tonight
14 Sep - 15 Sep
Tomorrow
15 Sep - 16 Sep
This weekend
18 Sep - 20 Sep
Next weekend
25 Sep - 27 Sep

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 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.
A group of people on a boat with a city skyline in the background.

1. Four Seasons Hotel Chicago

Four Seasons Hotel Chicago
Downtown Chicago
United States
Teresa
17.107.200 ₫
20.338.750 ₫ total
includes taxes & fees
4 Oct - 5 Oct
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 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.

2. Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago
Downtown Chicago
United States
Jorge
13.510.800 ₫
16.062.883 ₫ total
includes taxes & fees
4 Oct - 5 Oct
Trump International Hotel & Tower 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.

3. The Langham, Chicago

The Langham, Chicago
Downtown Chicago
United States
Saramae
19.440.000 ₫
23.112.346 ₫ total
includes taxes & fees
20 Sept - 21 Sept
The Langham, Chicago
A high-rise hotel with multiple floors, large windows, and a prominent Tiffany & Co. store on the ground level.
A rooftop bar with seating and a view of the city skyline at night.
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
Angela
19.440.000 ₫
23.112.346 ₫ total
includes taxes & fees
20 Sept - 21 Sept
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 polished marble floor, bar stools, a counter with bottles, and a decorative lamp.
A couple dining on a balcony with a cityscape view.
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
Jolanta Ewa
16.524.000 ₫
19.645.384 ₫ total
includes taxes & fees
20 Sept - 21 Sept
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 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.
A modern lobby with a sofa, a coffee table, and a vase of flowers.

6. Nobu Hotel Chicago

Nobu Hotel Chicago
Downtown Chicago
Canada
Jordan
13.948.330 ₫
17.231.098 ₫ total
includes taxes & fees
4 Oct - 5 Oct
Nobu Hotel Chicago
A modern indoor space with a glass ceiling, marble flooring, and contemporary furniture.
A modern bar area with a central bar, multiple seating options, and a large chandelier.
A rooftop lounge with outdoor seating, a fire pit, and a large reflective sculpture.
A spacious lobby with a central seating area, a reception desk, and a large chandelier.

7. The Ritz-Carlton, Chicago

The Ritz-Carlton, Chicago
Downtown Chicago
Mexico
Andres
16.485.120 ₫
19.599.161 ₫ total
includes taxes & fees
15 Oct - 16 Oct
The Ritz-Carlton, 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 rooftop terrace with a dining table, chairs, and a view of the cityscape, including the Water Tower Place building.
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.

8. Park Hyatt Chicago

Park Hyatt Chicago
Downtown Chicago
United States
Catherine
17.729.280 ₫
21.078.342 ₫ total
includes taxes & fees
20 Sept - 21 Sept
Park Hyatt Chicago
A restaurant with tables and chairs arranged in a corridor, large windows, and hanging lamps.
A modern hotel lobby with a large seating area, a view of the city, and a green accent wall.
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.

9. The St. Regis Chicago

The St. Regis Chicago
Downtown Chicago
United States
Xiomara
17.392.320 ₫
20.677.729 ₫ total
includes taxes & fees
4 Oct - 5 Oct
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 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.
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.
The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

1301 N State Pkwy Chicago IL
4.638.902 ₫
5.515.190 ₫ total
13 Oct - 14 Oct
includes taxes & fees
The Chicago Hotel Collection Ambassador Gold Coast
Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

O'Hare International Airport Chicago IL
7.162.733 ₫
8.408.333 ₫ total
4 Oct - 5 Oct
includes taxes & fees
8.4/10 Very good! (2,484 reviews)
Hilton Chicago O'Hare Airport
Hilton Chicago

Hilton Chicago

720 S Michigan Ave Chicago IL
5.890.061 ₫
7.763.447 ₫ total
25 Sept - 26 Sept
includes taxes & fees
8.6/10 Excellent! (3,209 reviews)
Hilton Chicago
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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 5.515.190 ₫
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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