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Featured Chicago 5 stars Hotels

See all 876 Hotels in Chicago
Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

401 N Wabash Ave, Chicago
5.0 out of 5.0
4.7 out of 5 (70 reviews)
In the middle of Chicago. We had a blast!Beautiful hotel! Great experience! Wonderful, pleasant and helpful staff! From the nice warm towel with a bottle of Trump water and the orchid on a silver platter to the spacious suite, we had a great time. There was a gorgeous kitchen, dishwasher and refrigerator, large screen tv and a wonderful ...
  Oct 6, 2017

$300

$300
The Peninsula Chicago

The Peninsula Chicago

108 East Superior Street, Chicago
5.0 out of 5.0
4.8 out of 5 (68 reviews)
Amazing experience with the best service in Chicago.
  Oct 16, 2017

$399

$399
The Langham, Chicago

The Langham, Chicago

330 North Wabash Avenue, Chicago
5.0 out of 5.0
4.9 out of 5 (32 reviews)
Great location, beautiful hotel with amenitiesOur weekend at the Langham was excellent- the location is perfect and quality of the hotel is lovely with nice amenities. It was too short and we would love to stay again!
  Sep 25, 2017

$344

$344
The Ritz-Carlton, Chicago

The Ritz-Carlton, Chicago

160 E Pearson Street, Chicago
5.0 out of 5.0
4.5 out of 5 (41 reviews)
Beautifully comfortable The location is perfect - which drew us to the hotel to begin, but, the attention by the staff and the welcoming and gorgeous aura, at first glance, was the first attention getter for us. The bar area turned out to be a great place to relax and take in the beauty of the renovation, and, the convenience ...
  Sep 11, 2017

$288

$288
Waldorf Astoria Chicago

Waldorf Astoria Chicago

11 E. Walton Street, Chicago
5.0 out of 5.0
4.7 out of 5 (39 reviews)
Expectations ExceededI booked a room as a surprise to my wife . It was for her birthday, the concierge accommodate all my request and my wife is still on cloud nine. Great Hotel, great service , great people.
  Jun 6, 2017

$355

$355
Four Seasons Hotel Chicago

Four Seasons Hotel Chicago

120 East Delaware Place, Chicago
5.0 out of 5.0
4.8 out of 5 (22 reviews)
Great hotel in the Miracle Mile. The hotel was clean. The suite had two restrooms. A great view. Close to shopping and eats. Staff friendly and knowledgeable.
  Jul 10, 2017

$340

$340
Park Hyatt - Chicago

Park Hyatt - Chicago

800 N Michigan Ave, Chicago
5.0 out of 5.0
4.8 out of 5 (20 reviews)
Chicago for leisure as Park Hyatt amazing! Place to stay in the northern river part of the city.
  Sep 18, 2017

$328

$328
Chicago Hotels

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Recently booked Chicago hotels

The Langham, Chicago
5.0 out of 5.0
Last booking: 35 minutes ago

* Prices reflect the lowest "base rate" found over the next 30 days. Rates are subject to change and may not include taxes and fees, hotel service charges, extra person charges, or incidentals, such as room service. All rates are displayed in USD unless otherwise noted. Converted rates are provided for your convenience. They are based on today's exchange rate, but the hotel will charge you in the local currency.