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Chicago 5-star Hotels

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Travel insights for hotels in Chicago

Use our HotelsCombined data-powered tips to help you find your next hotel in Chicago.

What is the cheapest month to book a hotel in Chicago?

The cheapest month to book a hotel in Chicago is January (£134). Conversely, the most expensive month to stay in Chicago is October (£294).

What is the cheapest day to stay in a hotel in Chicago?

The cheapest day to stay in Chicago is Sunday (£185). On the other hand, travelers can expect to pay the most on Friday, when the average nightly price is £213.

How much is a hotel in Chicago tonight?

Users have found prices for hotels in Chicago tonight starting as low as £23, rising to an average cost of £371, based on searches in the last 72 hours. Prices start from £23 for a 4-star hotel in Chicago for tonight.

How much is a Chicago hotel room this weekend?

In the past 72 hours, we’ve seen prices for hotels in Chicago this weekend for as little as £14/night. If you’re specifically looking for a 3-star hotel this weekend, our users have found prices as low as £14/night. For a 4-star hotel in Chicago, the cheapest rate recently found was £43/night for this weekend.

How far ahead should you book a hotel in Chicago?

Save money by booking a hotel at least 77 days before your trip to Chicago. The lowest price found when booking 77 days ahead was £62 per night.

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Cheapest 5-star hotels in Chicago

Discover affordable 5-star hotels in Chicago that provide a quality experience without breaking the bank. 5-star hotels in Chicago can be found for as little as £285 per night. Price data was last updated on 5 May 2026
These are the lowest-priced 5-star hotels our users have recently found in Chicago. Prices may vary based on dates selected and hotel location.
Nobu Hotel Chicago
Nobu Hotel Chicago

Nobu Hotel Chicago

155 North Peoria Street, Chicago, IL, United States
1.3 mi from city centre
Pool
Free Wi-Fi
£285
Avg. per night
View Deal
Trump International Hotel & Tower Chicago
Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

401 North Wabash Avenue, Chicago, IL, United States
0.9 mi from city centre
Pool
Free Wi-Fi
£372
Avg. per night
View Deal
The Ritz-Carlton Chicago
The Ritz-Carlton Chicago

The Ritz-Carlton Chicago

160 East Pearson Street at Water Tower Place, Chicago, IL, United States
1.5 mi from city centre
Pool
£385
Avg. per night
View Deal
Waldorf Astoria Chicago
Waldorf Astoria Chicago

Waldorf Astoria Chicago

11 East Walton Street, Chicago, IL, United States
1.7 mi from city centre
Pool
£411
Avg. per night
View Deal
Four Seasons Hotel Chicago
Four Seasons Hotel Chicago

Four Seasons Hotel Chicago

120 East Delaware Place, Chicago, IL, United States
1.6 mi from city centre
Pool
Free Wi-Fi
£415
Avg. per night
View Deal
Park Hyatt Chicago
Park Hyatt Chicago

Park Hyatt Chicago

800 North Michigan Avenue, Chicago, IL, United States
1.5 mi from city centre
Pool
Free Wi-Fi
£442
Avg. per night
View Deal
The Langham Chicago
The Langham Chicago

The Langham Chicago

330 North Wabash Avenue, Chicago, IL, United States
0.9 mi from city centre
Pool
Free Wi-Fi
£449
Avg. per night
View Deal
The Peninsula Chicago
The Peninsula Chicago

The Peninsula Chicago

108 East Superior Street, Chicago, IL, United States
1.4 mi from city centre
Pool
Free Wi-Fi
£481
Avg. per night
View Deal

Other star-rated hotels in Chicago

Hotels that are booked the most in each class receive the “Most popular” badge. Hotels with the “Best value” have the most attractive prices based on their popularity. Price data was last updated on 5 May 2026.
Not set on a 5-star hotel? We’ve got plenty of other options for you to choose from. These are the most popular and best value properties in Chicago based on hotel class.
4 stars
Warwick Allerton Chicago
Warwick Allerton Chicago

Warwick Allerton Chicago

701 North Michigan Avenue, Chicago, IL, United States
£104
View Deal
The Royal Sonesta Chicago Downtown
The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown

71 East Wacker Drive, Chicago, IL, United States
£170
View Deal
River Hotel
River Hotel

River Hotel

75 East Wacker Drive, Chicago, IL, United States
£101
View Deal
The Chicago Hotel Collection Ambassador Gold Coast
The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

1301 North State Parkway, Chicago, IL, United States
£88
View Deal
The Chicago Hotel Collection Magnificent Mile
The Chicago Hotel Collection Magnificent Mile

The Chicago Hotel Collection Magnificent Mile

166 East Superior Street, Chicago, IL, United States
£76
View Deal
3 stars
Congress Plaza Hotel
Congress Plaza Hotel

Congress Plaza Hotel

520 South Michigan Avenue, Chicago, IL, United States
£105
View Deal
The Whitehall Hotel, BW Premier Collection
The Whitehall Hotel, BW Premier Collection

The Whitehall Hotel, BW Premier Collection

105 East Delaware Place, Chicago, IL, United States
£119
View Deal
Home2 Suites by Hilton Chicago River North
Home2 Suites by Hilton Chicago River North

Home2 Suites by Hilton Chicago River North

110 West Huron Street, Chicago, IL, United States
£126
View Deal
Hampton Inn Chicago Downtown/Magnificent Mile
Hampton Inn Chicago Downtown/Magnificent Mile

Hampton Inn Chicago Downtown/Magnificent Mile

160 East Huron Street, Chicago, IL, United States
£133
View Deal
Chicago South Loop Hotel
Chicago South Loop Hotel

Chicago South Loop Hotel

11 West 26th Street, Chicago, IL, United States
£78
View Deal
2 stars and under
Travelodge by Wyndham Downtown Chicago
Travelodge by Wyndham Downtown Chicago

Travelodge by Wyndham Downtown Chicago

65 East Harrison Street, Chicago, IL, United States
£81
View Deal
Chicago Getaway Hostel
Chicago Getaway Hostel

Chicago Getaway Hostel

616 West Arlington Place, Chicago, IL, United States
£144
View Deal
Hotel Chicago West Loop, SureStay Collection by Best Western
Hotel Chicago West Loop, SureStay Collection by Best Western

Hotel Chicago West Loop, SureStay Collection by Best Western

1622 West Jackson Boulevard, Chicago, IL, United States
£119
View Deal
Best Western Grant Park Hotel
Best Western Grant Park Hotel

Best Western Grant Park Hotel

1100 South Michigan Avenue, Chicago, IL, United States
£93
View Deal
Wrigley Hostel - Chicago
Wrigley Hostel - Chicago

Wrigley Hostel - Chicago

3514 North Sheffield Avenue, Chicago, IL, United States
£43
View Deal

Other accommodations in Chicago

Find deals on places to stay in Chicago that are not hotels. These are just a few of the most popular hostels and vacation rentals in the area. Pricing information was last updated on 5 May 2026.
Looking for something less traditional for your stay? Find the perfect hostel or vacation rental for your trip in Chicago.
HI Chicago Hostel
HI Chicago Hostel

HI Chicago Hostel

24 East Ida B. Wells Drive, Chicago, IL, United States
0.0 mi from city centre
Free Wi-Fi
£41
Avg. per night
View Deal
Wrigley Hostel - Chicago
Wrigley Hostel - Chicago

Wrigley Hostel - Chicago

3514 North Sheffield Avenue, Chicago, IL, United States
5.0 mi from city centre
Free Wi-Fi
£43
Avg. per night
View Deal
Chicago Getaway Hostel
Chicago Getaway Hostel

Chicago Getaway Hostel

616 West Arlington Place, Chicago, IL, United States
3.6 mi from city centre
Air conditioning
£144
Avg. per night
View Deal
Courtyard by Marriott Chicago Downtown/River North
Courtyard by Marriott Chicago Downtown/River North

Courtyard by Marriott Chicago Downtown/River North

30 East Hubbard Street, Chicago, IL, United States
1.0 mi from city centre
Pool
Free Wi-Fi
£131
Avg. per night
View Deal
L7 Chicago by LOTTE
L7 Chicago by LOTTE

L7 Chicago by LOTTE

225 North Wabash Avenue, Chicago, IL, United States
0.8 mi from city centre
Free Wi-Fi
£176
Avg. per night
View Deal
Park Hyatt Chicago
Park Hyatt Chicago

Park Hyatt Chicago

800 North Michigan Avenue, Chicago, IL, United States
1.5 mi from city centre
Pool
Free Wi-Fi
£442
Avg. per night
View Deal
The Golden Arm
The Golden Arm

The Golden Arm

1745 W Division St, Chicago, IL, United States
3.0 mi from city centre
Free Wi-Fi
Air conditioning
£103
Avg. per night
View Deal

Where to stay in Chicago

Explore different areas within Chicago to find the perfect location for your stay. Map data was last updated on 5 May 2026.
The map below shows all 5-star hotels in Chicago. Zoom in to find popular attractions and click on a nearby hotel for more information about the property.

Facts about 5-star hotels in Chicago

Find useful tips and insights about 5-star hotels in Chicago to help you make the most of your experience. FAQs were last updated on 5 May 2026.

  • What is the cheapest 5-star hotel in Chicago?

    In Chicago, you can stay at Nobu Hotel Chicago, the most affordable 5-star hotel, priced from £285 per night.

  • What is the best 5-star hotel in Chicago?

    In Chicago, The Langham Chicago is often praised as the premier choice among 5-star hotels, boasting a user review score of 9.4 and an average price of £752 per night.

  • What month is cheapest to stay in a 5-star hotel in Chicago?

    The most affordable month to stay in a 5-star hotel in Chicago is November, with an average price of £189.

Stay elsewhere in Chicago