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 $260/night over the last 3 days. You can expect year-round prices for a 5-star hotel in Chicago to be around $507/night, a 4-star hotel at $171/night, and a 3-star at $158/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 ($163). Conversely, the most expensive month to stay in Chicago is July ($381).

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

The cheapest day to stay in Chicago is Sunday ($190). On the other hand, travelers can expect to pay the most on Monday, when the average nightly price is $222.

How much is a hotel in Chicago tonight?

Users have found prices for hotels in Chicago tonight starting as low as $12, rising to an average cost of $225, based on searches in the last 72 hours. Prices start from $12 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 $17/night. If you’re specifically looking for a 3-star hotel this weekend, our users have found prices as low as $69/night. For a 4-star hotel in Chicago, the cheapest rate recently found was $25/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 $96 per night.

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 $283 per night. Price data was last updated on December 12, 2025
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.
401 North Wabash Avenue, Chicago, IL, United States
0.9 mi from city centre
Pool
Free Wi-Fi
$283
Avg. per night
800 North Michigan Avenue, Chicago, IL, United States
1.5 mi from city centre
Pool
Free Wi-Fi
$347
Avg. per night
11 East Walton Street, Chicago, IL, United States
1.7 mi from city centre
Pool
$400
Avg. per night
160 East Pearson Street at Water Tower Place, Chicago, IL, United States
1.5 mi from city centre
Pool
$411
Avg. per night
120 East Delaware Place, Chicago, IL, United States
1.6 mi from city centre
Pool
Free Wi-Fi
$415
Avg. per night
330 North Wabash Avenue, Chicago, IL, United States
0.9 mi from city centre
Pool
Free Wi-Fi
$430
Avg. per night
108 East Superior Street, Chicago, IL, United States
1.4 mi from city centre
Pool
Free Wi-Fi
$493
Avg. per night

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 December 12, 2025.
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
75 East Wacker Drive, Chicago, IL, United States
701 North Michigan Avenue, Chicago, IL, United States
19 East Ohio Street, Chicago, IL, United States
3 stars
520 South Michigan Avenue, Chicago, IL, United States
11 West 26th Street, Chicago, IL, United States
2 stars and under
1100 South Michigan Avenue, Chicago, IL, United States
125 West Ohio Street, Chicago, IL, United States
310 South Halsted Street, Chicago, IL, United States

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 December 12, 2025.
Looking for something less traditional for your stay? Find the perfect hostel or vacation rental for your trip in Chicago.
30 East Hubbard Street, Chicago, IL, United States
1.0 mi from city centre
Pool
Free Wi-Fi
$125
Avg. per night
225 North Wabash Avenue, Chicago, IL, United States
0.8 mi from city centre
Free Wi-Fi
$131
Avg. per night
800 North Michigan Avenue, Chicago, IL, United States
1.5 mi from city centre
Pool
Free Wi-Fi
$347
Avg. per night
24 East Ida B. Wells Drive, Chicago, IL, United States
0.0 mi from city centre
Free Wi-Fi
$38
Avg. per night
616 West Arlington Place, Chicago, IL, United States
3.6 mi from city centre
Air Conditioning
$195
Avg. per night
3514 North Sheffield Avenue, Chicago, IL, United States
5.0 mi from city centre
Free Wi-Fi
Parking
$42
Avg. per night
Chicago, IL, United States
4.5 mi from city centre
Air Conditioning
$204
Avg. per night

Where to stay in Chicago

Explore different areas within Chicago to find the perfect location for your stay. Map data was last updated on December 12, 2025.
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 December 12, 2025.
  • How much does a 5-star hotel in Chicago cost?

    You'll find that a 5-star hotel in Chicago typically starts at $209, with an average price closer to $507 per night.

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

    In Chicago, you can stay at Cozy 1 Bedroom Close To Downtown Chicago, the most affordable 5-star hotel, priced from $266 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 $661.

  • 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 March, when prices drop to $213/night on average.

See more FAQs

Stay elsewhere in Chicago