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
28 Aug - 29 Aug
Tomorrow
29 Aug - 30 Aug
This weekend
28 Aug - 30 Aug
Next weekend
4 Sept - 6 Sept

Our top choices for Chicago 5-star hotels

Suite, 2 Bedrooms, Terrace (Lakeshore) | Lake view
Lake
Pool
Bar (on property)

1. Four Seasons Hotel Chicago

Four Seasons Hotel Chicago
Downtown Chicago
United States
August
£485
includes taxes & fees
7 Sept - 8 Sept
Four Seasons Hotel Chicago
Terrace/patio
Pool
Bar (on property)
Spa

2. Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago
Downtown Chicago
United States
Jorge
£443
includes taxes & fees
7 Sept - 8 Sept
Trump International Hotel & Tower Chicago
Lobby
Lobby
Pool
Restaurant

3. The Langham, Chicago

The Langham, Chicago
Downtown Chicago
United States
Michael
£538
includes taxes & fees
30 Aug - 31 Aug
The Langham, Chicago
Front of property – evening/night
Lobby
Bar (on property)
Indoor pool

4. The Peninsula Chicago

The Peninsula Chicago
Downtown Chicago
United States
Angela
£534
includes taxes & fees
30 Aug - 31 Aug
The Peninsula Chicago
Exterior
View from property
Pool
Bar (on property)

5. Waldorf Astoria Chicago

Waldorf Astoria Chicago
Downtown Chicago
United States
Jim
£509
includes taxes & fees
7 Sept - 8 Sept
Waldorf Astoria Chicago
Café
Bar (on property)
View from property
Rooftop terrace

6. The Ritz-Carlton, Chicago

The Ritz-Carlton, Chicago
Downtown Chicago
United States
Eric
£416
includes taxes & fees
27 Sept - 28 Sept
The Ritz-Carlton, Chicago
Indoor pool
Lounge
Interior entrance
Bathroom

7. Nobu Hotel Chicago

Nobu Hotel Chicago
Downtown Chicago
Canada
Jordan
£397
includes taxes & fees
30 Aug - 31 Aug
Nobu Hotel Chicago
Restaurant
View from room
Suite (Gold Coast) | View from room
Suite (LAKE MICHIGAN SUITE)

8. Park Hyatt Chicago

Park Hyatt Chicago
Downtown Chicago
United States
Jennifer
£494
includes taxes & fees
31 Aug - 1 Sept
Park Hyatt Chicago
Restaurant
View from property
Restaurant
Exterior

9. The St. Regis Chicago

The St. Regis Chicago
Downtown Chicago
United States
Princess
£563
includes taxes & fees
10 Sept - 11 Sept
The St. Regis Chicago
Design Townhome, 3 Bedrooms, Kitchen, City View | Terrace/patio
Private kitchen
Point of interest
Design Townhome, 3 Bedrooms, Kitchen, City View | Living area

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
£200
18 Sept - 19 Sept
includes taxes & fees
8.4/10 Very good! (2,449 reviews)
Hilton Chicago O'Hare Airport
Hyatt Regency McCormick Place Chicago

Hyatt Regency McCormick Place Chicago

2233 S Martin Luther King Dr Chicago IL
£204
29 Aug - 30 Aug
includes taxes & fees
Hyatt Regency McCormick Place Chicago
The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

1301 N State Pkwy Chicago IL
£125
31 Aug - 1 Sept
includes taxes & fees
8/10 Very good! (2,109 reviews)
The Chicago Hotel Collection Ambassador Gold Coast
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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 £125
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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