Find Luxury Hotels in Chicago, IL

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check availability on Chicago Luxury Hotels

Top Chicago Luxury Hotels

Trump International Hotel & Tower Chicago

5.0 star property
9.4 out of 10, Exceptional, (1639)
"Great hotel "
The price is NT$13,695
NT$16,076 total
includes taxes & fees
Aug 3 - Aug 4
Trump International Hotel & Tower Chicago

The Langham, Chicago

5.0 star property
9.8 out of 10, Exceptional, (1010)
"I had such a lovely staycation, and I recommend a stay here to everyone I know. "
The price is NT$15,251
NT$17,903 total
includes taxes & fees
Aug 10 - Aug 11
The Langham, Chicago

The Peninsula Chicago

5.0 star property
9.8 out of 10, Exceptional, (1004)
"Excellent very clean Quiet great location"
The price is NT$18,260
NT$21,435 total
includes taxes & fees
Jul 20 - Jul 21
The Peninsula Chicago

The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago

4.5 star property
9.4 out of 10, Exceptional, (1003)
"Location, convenience, helpful staff"
The price is NT$7,674
NT$9,866 total
includes taxes & fees
Aug 7 - Aug 8
The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago

Sofitel Chicago Magnificent Mile

4.5 star property
9.4 out of 10, Exceptional, (2072)
"Great stay!!!"
The price is NT$6,547
NT$8,543 total
includes taxes & fees
Aug 10 - Aug 11
Sofitel Chicago Magnificent Mile

Thompson Chicago, by Hyatt

4.5 star property
9.0 out of 10, Wonderful, (1165)
"Great location and property!"
The price is NT$4,044
NT$5,609 total
includes taxes & fees
Jul 20 - Jul 21
Thompson Chicago, by Hyatt

Waldorf Astoria Chicago

5.0 star property
9.4 out of 10, Exceptional, (1002)
"The room service and overall staff at this property is excellent "
The price is NT$16,813
NT$19,737 total
includes taxes & fees
Aug 10 - Aug 11
Waldorf Astoria Chicago

Radisson Blu Aqua Hotel Chicago

4.5 star property
8.4 out of 10, Very Good, (1523)
"Great location and views from rooms were beautiful. "
The price is NT$5,631
NT$7,501 total
includes taxes & fees
Aug 10 - Aug 11
Radisson Blu Aqua Hotel Chicago

Palmer House a Hilton Hotel

4.0 star property
8.4 out of 10, Very Good, (1788)
"Love this hotel"
The price is NT$5,314
NT$6,969 total
includes taxes & fees
Aug 4 - Aug 5
Palmer House a Hilton Hotel

Chicago Athletic Association, a Hyatt Hotel

4.5 star property
9.0 out of 10, Wonderful, (1004)
"Great place"
The price is NT$6,428
NT$8,568 total
includes taxes & fees
Aug 11 - Aug 12
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 37 Chicago luxury hotels. Known for its great views and art, Chicago also has some interesting things to see and do including Michigan Avenue and Navy Pier, so you may want to take in the local sights during your visit.
What's the best luxury accommodation in Chicago?
InterContinental Chicago Magnificent Mile by IHG is a luxury hotel with 2 restaurants and spa services, and it's a popular choice for Expedia travelers looking for an elegant place to stay. The Royal Sonesta Chicago River North and LondonHouse Chicago, Curio Collection by Hilton 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 37 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, Navy Pier, and Wrigley Field. If you have extra time while you're in the area, you might want to stop by Naval Base Great Lakes and Soldier Field.
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.