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

5.0 star property
9.4 out of 10, Exceptional, (1521)
"We loved everything about the hotel except that there was no place to get things like Tylenol or other convenience items requiring us to go out in the cold and try to walk somewhere "
The price is AED 1,171
AED 1,374 total
includes taxes & fees
27 Feb - 28 Feb
Trump International Hotel & Tower Chicago

The Langham, Chicago

5.0 star property
9.8 out of 10, Exceptional, (999)
"GREAT STAY!!!"
The price is AED 1,438
AED 1,688 total
includes taxes & fees
23 Mar - 24 Mar
The Langham, Chicago

The Peninsula Chicago

5.0 star property
9.8 out of 10, Exceptional, (1007)
"Amazing hotel - from the service to the room. Everything about this hotel was great."
The price is AED 1,745
AED 2,048 total
includes taxes & fees
23 Feb - 24 Feb
The Peninsula Chicago

The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago

4.5 star property
9.4 out of 10, Exceptional, (1001)
"Comfortable beds, lovely ambience and great location. "
The price is AED 684
AED 894 total
includes taxes & fees
21 Mar - 22 Mar
The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago

Sofitel Chicago Magnificent Mile

4.5 star property
9.4 out of 10, Exceptional, (1830)
"I parked right directly across from the building and my truck got broken into they bust the rear driver window out stole some glasses and took my shoes the hotel really wasn’t any help when it came to my stay here I don’t live in Chicago."
The price is AED 658
AED 880 total
includes taxes & fees
23 Feb - 24 Feb
Sofitel Chicago Magnificent Mile

Thompson Chicago, by Hyatt

4.5 star property
9.0 out of 10, Wonderful, (1079)
"Great stay. Would definitely recommended 10/10"
The price is AED 437
AED 576 total
includes taxes & fees
23 Mar - 24 Mar
Thompson Chicago, by Hyatt

Waldorf Astoria Chicago

5.0 star property
9.2 out of 10, Wonderful, (1002)
"Was amazing "
The price is AED 1,322
AED 1,552 total
includes taxes & fees
6 Mar - 7 Mar
Waldorf Astoria Chicago

Radisson Blu Aqua Hotel Chicago

4.5 star property
8.6 out of 10, Excellent, (1438)
"Hot tub was so chlorinated you couldn’t even sit in it with your eyes burning!"
The price is AED 546
AED 753 total
includes taxes & fees
27 Feb - 28 Feb
Radisson Blu Aqua Hotel Chicago

Palmer House a Hilton Hotel

4.0 star property
8.2 out of 10, Very Good, (1641)
"Our trip was wonderful. We celebrated our 46th wedding Anniversary. The staff couldn’t have been nicer and so accommodating. "
The price is AED 543
AED 730 total
includes taxes & fees
28 Feb - 1 Mar
Palmer House a Hilton Hotel

Chicago Athletic Association, a Hyatt Hotel

4.5 star property
9.0 out of 10, Wonderful, (1001)
"The hotel's interior design is ideal for any get away. I stayed at the Junior Suit facing Millennium Park and the view was splendid. They had about a 32 oz complementary water with various snacks and liquor to purchase. The concierge was very lovely and helpful. I love the diversity of the staff. The one area I wasn't happy with the service was when I went to eat the roof top restaurant, "Cindy." When arriving at the restaurant I was greeted with a, "How can I help you?," I was confused due to...
The price is AED 467
AED 659 total
includes taxes & fees
23 Feb - 24 Feb
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.
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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 34 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?
Pendry Chicago is a luxury hotel with a rooftop terrace and a deli, and it’s a popular choice for Expedia travelers looking for an elegant place to stay. LondonHouse Chicago, Curio Collection by Hilton and InterContinental Chicago Magnificent Mile by IHG 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 34 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.