Find Luxury Hotels in Chicago, IL

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Pick from 367 Chicago Luxury Hotels and compare 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, (1434)
"I had to pay fomy upgrade "
The price is SAR 1,478
SAR 1,735 total
includes taxes & fees
22 Dec - 23 Dec
Trump International Hotel & Tower Chicago
The Langham, Chicago
5.0 star property
9.8 out of 10, Exceptional, (1000)
"Love my stays here. The staff have an eye for detail. I know you’re somewhere special when you stay at the Langham."
The price is SAR 1,715
SAR 2,013 total
includes taxes & fees
22 Dec - 23 Dec
The Langham, Chicago
The Peninsula Chicago
5.0 star property
9.8 out of 10, Exceptional, (1001)
"The Peninsula is a lovely property. All staff are pleasant and the rooms and bedding are excellent. "
The price is SAR 1,971
SAR 2,314 total
includes taxes & fees
24 Nov - 25 Nov
The Peninsula Chicago
The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago
4.5 star property
9.4 out of 10, Exceptional, (1000)
"Great hotel with good amenities location was very walkable"
The price is SAR 826
SAR 1,064 total
includes taxes & fees
22 Dec - 23 Dec
The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago
Sofitel Chicago Magnificent Mile
4.5 star property
9.4 out of 10, Exceptional, (1663)
"The hotel was very nice. The area was safe with many places to shop. It rained on one of the days we were here and the hotel provided us with umbrellas. Loved !!!!!"
The price is SAR 639
SAR 860 total
includes taxes & fees
27 Nov - 28 Nov
Sofitel Chicago Magnificent Mile
Thompson Chicago, by Hyatt
4.5 star property
9.0 out of 10, Wonderful, (1007)
"First of all...this is still an excellent choice when staying in Chicago. Perfect location, stylish and trendy, comfortable beds, clean and modern, and excellent toiletries and bathroom amentities. Unfortunately, this time around it wasn't as good as during past stays. I checked in at 7:30pm and was speedily (in a good way) provided keys, but when I got to the room, it wasn't the room category I had booked (Booking was King bed, but room assigned was two twins). It was also really close to the...
The price is SAR 451
SAR 593 total
includes taxes & fees
10 Dec - 11 Dec
Thompson Chicago, by Hyatt
Waldorf Astoria Chicago
5.0 star property
9.4 out of 10, Exceptional, (1001)
"Felt like royalty during my stay thank you "
The price is SAR 1,394
SAR 1,636 total
includes taxes & fees
15 Dec - 16 Dec
Waldorf Astoria Chicago
Radisson Blu Aqua Hotel Chicago
4.5 star property
8.4 out of 10, Very Good, (1424)
"The front office staff were excellent! "
The price is SAR 448
SAR 640 total
includes taxes & fees
17 Dec - 18 Dec
Radisson Blu Aqua Hotel Chicago
Palmer House a Hilton Hotel
4.0 star property
8.2 out of 10, Very Good, (1511)
"Spacious room"
The price is SAR 487
SAR 665 total
includes taxes & fees
22 Dec - 23 Dec
Palmer House a Hilton Hotel
Chicago Athletic Association, a Hyatt Hotel
4.5 star property
9.0 out of 10, Wonderful, (1001)
"amazing rooms very eclectic a little small but you don’t need much much of a room. The bathrooms were fabulous. Class appointment and decoration"
The price is SAR 539
SAR 746 total
includes taxes & fees
25 Nov - 26 Nov
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 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, an IHG Hotel 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. Virgin Hotels Chicago and The Royal Sonesta Chicago River North 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, 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 Millennium Park.
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.