Chicago 5-star Hotels

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Travel insights for hotels in Chicago

Use these up-to-date, data-driven insights about booking a hotel in Chicago including ideal times to book, pricing trends, and more.

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

The cheapest month to book a hotel in Chicago is February (₹ 15,417). Conversely, the most expensive month to stay in Chicago is July (₹ 34,702).

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

The cheapest day to stay in Chicago is Thursday (₹ 24,171). On the other hand, travelers can expect to pay the most on Tuesday, when the average nightly price is ₹ 26,878.

How much is a hotel in Chicago tonight?

Users have found prices for hotels in Chicago tonight starting as low as ₹ 1,812, rising to an average cost of ₹ 41,148, based on searches in the last 72 hours. Prices start from ₹ 1,812 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 ₹ 2,656/night. If you’re specifically looking for a 3-star hotel this weekend, our users have found prices as low as ₹ 12,133/night. For a 4-star hotel in Chicago, the cheapest rate recently found was ₹ 2,656/night for this weekend.

How far ahead should you book a hotel in Chicago?

Save money by booking a hotel at least 33 days before your trip to Chicago. The lowest price found when booking 33 days ahead was ₹ 8,789 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 little as ₹ 31,149 per night. Price data was last updated on 17 October 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.
155 North Peoria Street, Chicago, IL, United States
2.1 km from city centre
Pool
Free Wi-Fi
₹ 31,149
Avg. per night
401 North Wabash Avenue, Chicago, IL, United States
1.5 km from city centre
Pool
Free Wi-Fi
₹ 33,488
Avg. per night
330 North Wabash Avenue, Chicago, IL, United States
1.4 km from city centre
Pool
Free Wi-Fi
₹ 40,771
Avg. per night
160 East Pearson Street at Water Tower Place, Chicago, IL, United States
2.5 km from city centre
Pool
₹ 41,675
Avg. per night
800 North Michigan Avenue, Chicago, IL, United States
2.3 km from city centre
Pool
Free Wi-Fi
₹ 44,148
Avg. per night
120 East Delaware Place, Chicago, IL, United States
2.6 km from city centre
Pool
Free Wi-Fi
Spa
₹ 46,664
Avg. per night
11 East Walton Street, Chicago, IL, United States
2.7 km from city centre
Pool
₹ 47,768
Avg. per night
108 East Superior Street, Chicago, IL, United States
2.2 km from city centre
Pool
Free Wi-Fi
₹ 52,731
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 17 October 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
630 North Rush Street, Chicago, IL, United States
₹ 11,328
720 South Michigan Avenue, Chicago, IL, United States
₹ 13,184
111 West Adams Street, Chicago, IL, United States
₹ 9,029
301 East North Water Street, Chicago, IL, United States
₹ 17,450
163 East Walton Place, Chicago, IL, United States
₹ 7,207
2 stars and under
1100 South Michigan Avenue, Chicago, IL, United States
₹ 9,202
65 East Harrison Street, Chicago, IL, United States
₹ 7,661
3514 North Sheffield Avenue, Chicago, IL, United States
₹ 4,684

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 17 October 2025.
Looking for something less traditional for your stay? Find the perfect hostel or vacation rental for your trip in Chicago.
24 East Ida B. Wells Drive, Chicago, IL, United States
0.1 km from city centre
Free Wi-Fi
₹ 5,469
Avg. per night
616 West Arlington Place, Chicago, IL, United States
5.8 km from city centre
Air conditioning
₹ 17,139
Avg. per night
3514 North Sheffield Avenue, Chicago, IL, United States
8.1 km from city centre
Free Wi-Fi
Parking
₹ 4,684
Avg. per night
30 East Hubbard Street, Chicago, IL, United States
1.6 km from city centre
Pool
Free Wi-Fi
₹ 11,250
Avg. per night
225 North Wabash Avenue, Chicago, IL, United States
1.2 km from city centre
Free Wi-Fi
₹ 14,151
Avg. per night
800 North Michigan Avenue, Chicago, IL, United States
2.3 km from city centre
Pool
Free Wi-Fi
₹ 44,148
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 17 October 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 17 October 2025.
  • How much does a 5-star hotel in Chicago cost?

    You'll find that a 5-star hotel in Chicago typically starts at ₹ 40,630, with an average price closer to ₹ 42,964 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 ₹ 23,380 per night.

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

    In Chicago, the best 5-star hotel is The Langham Chicago, renowned for its 9.4 user rating and an average price of ₹ 107,308 per night.

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

    For 5-star accommodations in Chicago, March tends to have the lowest rates, averaging ₹ 18,722 per night.

See more FAQs

Stay elsewhere in Chicago

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