Find Luxury Hotels in Chicago, IL

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Check availability on Chicago Luxury Hotels

Compare Chicago Luxury Hotels room rates, reviews, and availability. Most hotels are fully refundable.

Trump International Hotel & Tower Chicago
Terrace/patio

Trump International Hotel & Tower Chicago

5.0 star property
9.4 out of 10, Exceptional, (1598)
"Great place to stay on Chicago! "
The price is AED 1,694
AED 1,989 total
includes taxes & fees
8 Jun - 9 Jun
Trump International Hotel & Tower Chicago
The Langham, Chicago
Lobby

The Langham, Chicago

5.0 star property
9.8 out of 10, Exceptional, (1003)
"Staff, hotel and its amenities were excellent. "
The price is AED 1,837
AED 2,157 total
includes taxes & fees
15 Jun - 16 Jun
The Langham, Chicago
The Peninsula Chicago
Front of property - evening/night

The Peninsula Chicago

5.0 star property
9.8 out of 10, Exceptional, (1003)
"This is by far the nicest hotel in Chicago,"
The price is AED 2,112
AED 2,479 total
includes taxes & fees
26 May - 27 May
The Peninsula Chicago
The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago
Property amenity

The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago

4.5 star property
9.4 out of 10, Exceptional, (1005)
"Loved my stay!"
The price is AED 1,098
AED 1,381 total
includes taxes & fees
25 May - 26 May
The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago
Sofitel Chicago Magnificent Mile
Exterior

Sofitel Chicago Magnificent Mile

4.5 star property
9.4 out of 10, Exceptional, (1988)
"Awesome stay!"
The price is AED 757
AED 996 total
includes taxes & fees
27 May - 28 May
Sofitel Chicago Magnificent Mile
Thompson Chicago, by Hyatt
Restaurant

Thompson Chicago, by Hyatt

4.5 star property
9.0 out of 10, Wonderful, (1115)
"Great stay"
The price is AED 562
AED 768 total
includes taxes & fees
15 Jun - 16 Jun
Thompson Chicago, by Hyatt
Waldorf Astoria Chicago
Exterior

Waldorf Astoria Chicago

5.0 star property
9.4 out of 10, Exceptional, (1003)
"Great stay I would revisit "
The price is AED 2,185
AED 2,566 total
includes taxes & fees
26 May - 27 May
Waldorf Astoria Chicago
Radisson Blu Aqua Hotel Chicago
Indoor pool, seasonal outdoor pool, free cabanas, sun loungers

Radisson Blu Aqua Hotel Chicago

4.5 star property
8.6 out of 10, Excellent, (1440)
"great place to stay"
The price is AED 729
AED 968 total
includes taxes & fees
26 May - 27 May
Radisson Blu Aqua Hotel Chicago
Palmer House a Hilton Hotel
Meeting facility

Palmer House a Hilton Hotel

4.0 star property
8.4 out of 10, Very Good, (1726)
"location was excellent, staff were great"
The price is AED 657
AED 864 total
includes taxes & fees
26 May - 27 May
Palmer House a Hilton Hotel
Chicago Athletic Association, a Hyatt Hotel
Exterior

Chicago Athletic Association, a Hyatt Hotel

4.5 star property
9.0 out of 10, Wonderful, (1003)
"Great staff and gorgeous hotel! "
The price is AED 731
AED 968 total
includes taxes & fees
26 May - 27 May
Chicago Athletic Association, a Hyatt Hotel
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.

Frequently asked questions

Are you searching for a great accommodation for your luxury getaway to Chicago?
Travel to Chicago Midway Airport (MDW) Airport or Chicago O’Hare Intl. Airport (ORD) Airport, and then treat yourself to a stay at one of 35 Chicago luxury hotels. Known for its great views and art, Chicago also has some interesting things to see and do including Michigan Avenue and Soldier Field, so you may want to take in the local sights during your visit.
What's the best luxury accommodation in Chicago?
The Royal Sonesta Chicago River North is a luxury hotel with a deli and valet parking, and it’s a popular choice for Expedia travelers looking for an elegant place to stay. The Westin Michigan Avenue Chicago and Trump International Hotel & Tower Chicago are other upscale choices for your stay.
How many luxury hotels should I expect to find in Chicago?
Lie in the lap of luxury during your getaway to Chicago in one of Expedia’s 35 luxury hotels.
When can I expect good weather in Chicago?
Planning for the weather is a good way to make your trip to Chicago relaxing and enjoyable, especially when you’re splurging. The hottest months are usually July and August with an average temp of 70°F, while the coldest months are January and February with an average of 31°F. Average annual precipitation for Chicago is 50 inches.
What's there to see and do in Chicago?
Enjoy all that Chicago has to offer and visit Michigan Avenue, Soldier Field, and Navy Pier. If you have extra time while you’re in the area, you might want to stop by Wrigley Field and Naval Base Great Lakes.
How can I get around Chicago?
It’s easier to get around town comfortably when you know your options. Take advantage of metro transit at Monroe Station (Red Line), Monroe Station (Blue Line), and Adams-Wabash Station.