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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.

How much do hotels in Chicago cost?

The average price of a hotel in Chicago has been around $269/night over the last 3 days. You can expect year-round prices for a 5-star hotel in Chicago to be around $627/night, a 4-star hotel at $335/night, and a 3-star at $280/night on average.

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

The cheapest month to book a hotel in Chicago is January ($182). Conversely, the most expensive month to stay in Chicago is October ($399).

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

The cheapest day to stay in Chicago is Sunday ($251). On the other hand, travelers can expect to pay the most on Friday, when the average nightly price is $289.

How much is a hotel in Chicago tonight?

Users have found prices for hotels in Chicago tonight starting as low as $21, rising to an average cost of $602, based on searches in the last 72 hours. Prices start from $51 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 $20/night. If you’re specifically looking for a 3-star hotel this weekend, our users have found prices as low as $20/night. For a 4-star hotel in Chicago, the cheapest rate recently found was $58/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 $84 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 low as $504 per night. Price data was last updated on May 4, 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.
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
$504
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
$522
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
$557
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
$563
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
$600
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
$609
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
$652
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 May 4, 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
River Hotel
River Hotel

River Hotel

75 East Wacker Drive, Chicago, IL, United States
$137
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Embassy Suites by Hilton Chicago Downtown River North
Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North

600 North State Street, Chicago, IL, United States
$182
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Eurostars Magnificent Mile
Eurostars Magnificent Mile

Eurostars Magnificent Mile

660 North State Street, Chicago, IL, United States
$147
View Deal
Club Quarters Hotel Wacker at Michigan, Chicago
Club Quarters Hotel Wacker at Michigan, Chicago

Club Quarters Hotel Wacker at Michigan, Chicago

75 East Wacker Drive, Chicago, IL, United States
$138
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Freehand Chicago
Freehand Chicago

Freehand Chicago

19 East Ohio Street, Chicago, IL, United States
$72
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3 stars
Congress Plaza Hotel
Congress Plaza Hotel

Congress Plaza Hotel

520 South Michigan Avenue, Chicago, IL, United States
$142
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Chicago South Loop Hotel
Chicago South Loop Hotel

Chicago South Loop Hotel

11 West 26th Street, Chicago, IL, United States
$106
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Hilton Chicago/Magnificent Mile Suites
Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

198 East Delaware Place, Chicago, IL, United States
$182
View Deal
Hilton Garden Inn Chicago Downtown Magnificent Mile
Hilton Garden Inn Chicago Downtown Magnificent Mile

Hilton Garden Inn Chicago Downtown Magnificent Mile

10 East Grand Avenue, Chicago, IL, United States
$151
View Deal
The Chicago Hotel Collection River North
The Chicago Hotel Collection River North

The Chicago Hotel Collection River North

312 West Chestnut Street, Chicago, IL, United States
$40
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
$110
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Best Western River North Hotel
Best Western River North Hotel

Best Western River North Hotel

125 West Ohio Street, Chicago, IL, United States
$129
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Best Western Grant Park Hotel
Best Western Grant Park Hotel

Best Western Grant Park Hotel

1100 South Michigan Avenue, Chicago, IL, United States
$126
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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
$162
View Deal
Wrigley Hostel - Chicago
Wrigley Hostel - Chicago

Wrigley Hostel - Chicago

3514 North Sheffield Avenue, Chicago, IL, United States
$58
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 May 4, 2026.
Looking for something less traditional for your stay? Find the perfect hostel or vacation rental for your trip in Chicago.
The Greenleaf House
The Greenleaf House

The Greenleaf House

Chicago, IL, United States
9.5 mi from city centre
Air Conditioning
Free Wi-Fi
$802
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
$140
Avg. per night
View Deal
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
$56
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
$58
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
$195
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 May 4, 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 May 4, 2026.

  • How much does a 5-star hotel in Chicago cost?

    You'll find that a 5-star hotel in Chicago typically starts at $370, with an average price closer to $627 per night.

  • 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 $387 per night.

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

    For travelers seeking the top 5-star experience in Chicago, The Langham Chicago stands out with its 9.4 user rating and an average nightly rate of $1,019.

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

    In Chicago, travelers can find the best hotel deals at 5-star properties during November, when prices drop to $256/night on average.

See more FAQs

Stay elsewhere in Chicago