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Featured Chicago Luxury Hotels

See all 998 Hotels in Chicago
Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

401 N Wabash Ave, Chicago
5.0 out of 5.0
4.8 out of 5 (1,938 reviews)
Windy City WeekendOutstanding service at a beautiful hotel. Great location. Walked all over town, and a few cab rides. Highly recommend. Concierge service was top notch.
  19 Feb 2018

C$259

C$259
The Langham, Chicago

The Langham, Chicago

330 North Wabash Avenue, Chicago
5.0 out of 5.0
4.9 out of 5 (735 reviews)
From check in to check out we were treated like royalty...Thank you
  19 Feb 2018

C$382

C$382
The Peninsula Chicago

The Peninsula Chicago

108 East Superior Street, Chicago
5.0 out of 5.0
4.9 out of 5 (778 reviews)
Excellent hotel on par with the best hotels I've stayed at in other cities. The staff were exceptionally friendly and accommodating.
  19 Feb 2018

C$427

C$427
The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago

The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago

521 North Rush Street, Chicago
5.0 out of 5.0
4.6 out of 5 (1,835 reviews)
Excellent Staff and Customer Service Each and every person on the staff was professional and very friendly.
  19 Feb 2018

C$175

C$175
Sofitel Chicago Magnificent Mile

Sofitel Chicago Magnificent Mile

20 E Chestnut St, Chicago
4.5 out of 5.0
4.6 out of 5 (2,113 reviews)
Beautiful hotel with a wonderful staff. Very kind and helpful. A fun get away weekend with my husband and the hotel was perfect. Many thanks to the hotel staff for making it such a lovely visit to Chicago!
  20 Feb 2018

C$159

C$159
Thompson Chicago

Thompson Chicago

21 East Bellevue, Chicago
5.0 out of 5.0
4.7 out of 5 (2,046 reviews)
Excellent hotel. Excellent location. Great staff!
  19 Feb 2018

C$244

C$244
Waldorf Astoria Chicago

Waldorf Astoria Chicago

11 E. Walton Street, Chicago
5.0 out of 5.0
4.8 out of 5 (705 reviews)
The Very Best! (almost) Great Room, Great Bed, Great Bath Great Location, Wonderful Gym & Lap Pool Only thing missing was the Keurig The Spa was kind enough to provide the coffee! Would have been nice to relax in room with my java. The coffeemaker is a conspicuous absence. Please replace them.
  19 Feb 2018

C$402

C$402
Radisson Blu Aqua Hotel Chicago

Radisson Blu Aqua Hotel Chicago

221 N Columbus Dr, Chicago
4.5 out of 5.0
4.5 out of 5 (1,499 reviews)
Nice modern hotel w/ friendly staff The staff were friendly and helpful. The breakfast that was free with stay was excellent. Comfortable bed. They left us a nice note with some wine and macrons in the room at check in. We did not use any of the amenities as we were busy in the city. Something to take note of is that you pay the "urban ...
  18 Feb 2018

C$203

C$203
Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

17 E Monroe St, Chicago
4.0 out of 5.0
4.2 out of 5 (9,847 reviews)
Gem in the big city, great location. Beautiful hotel, great location, awesome breakfast buffet worth the upgrade.
  20 Feb 2018

C$110

C$110
Chicago Athletic Association

Chicago Athletic Association

12 South Michigan Avenue, Chicago
5.0 out of 5.0
4.6 out of 5 (1,111 reviews)
nice hotel, staff was terribleWent there to celebrate Valentine's day. It is a venue we are researching for a wedding in November 2019. The hotel is fantastic, but the service was horrible. Also, when I'm paying that much money for a wedding and room/board I don't want to see pets.
  19 Feb 2018

C$131

C$131
Map

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Luxury Hotels in Chicago

There's no better time than right now to book a hotel in Chi-Town, and Expedia.com is here to save the day. Browse hundreds of real traveler reviews on dozens of hotels until you spot the perfect place to stay. 5-Star hotels treat you right, offering things like VIP services and private fireplaces. Some of the city's luxury accommodations even feature impeccable penthouses, while others boast tennis courts or salt water pools. Use our easy booking widget to find and book an incredible 5-star hotel in Chicago, and before you know it you'll be getting pampered in paradise!