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Featured Chicago 5 Star Hotels

See all 806 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 (816 reviews)
Excellent place to stayWonderful place to stay. Room was very clean. Staff was more than helpful and very friendly. The stay was like living at home! Great job!
  22 Sep 2017

£250

£250
The Langham, Chicago

The Langham, Chicago

330 North Wabash Avenue, Chicago
5.0 out of 5.0
4.9 out of 5 (273 reviews)
Lovely hotel great downtown location Great hotel, excellent staff particularly in the bar
  15 Sep 2017

£263

£263
The Peninsula Chicago

The Peninsula Chicago

108 East Superior Street, Chicago
5.0 out of 5.0
4.9 out of 5 (255 reviews)
Very enjoyable stay. Perfect location.Very enjoyable stay. Room is updated to a smart room, with about 4-5 Ipads. Very cool. We enjoyed the daily breakfast at the Lobby restaurant downstairs, with our $73 credit per day thru Expedia, made it very convenient and easy. Rick D, San Diego, CA.
  6 Sep 2017

£315

£315
The Ritz-Carlton, Chicago

The Ritz-Carlton, Chicago

160 E Pearson Street, Chicago
5.0 out of 5.0
4.6 out of 5 (423 reviews)
The Best in Chicago!!What an incredibly beautiful property. It was recently renovated and it looks spectacular!!
  23 Aug 2017

£243

£243
Waldorf Astoria Chicago

Waldorf Astoria Chicago

11 E. Walton Street, Chicago
5.0 out of 5.0
4.7 out of 5 (244 reviews)
Great Hotel in a Great Location.Unfortunately only had a short overnight stay-- however, our dinner in the Hotel Restaurant was EXCELLENT. Staff was very friendly.
  18 Sep 2017

£322

£322
Four Seasons Hotel Chicago

Four Seasons Hotel Chicago

120 East Delaware Place, Chicago
5.0 out of 5.0
4.7 out of 5 (180 reviews)
Everything was wonderful and amazing! Fabulous staff. Attention to every little detail.
  23 Sep 2017

£295

£295
Park Hyatt - Chicago

Park Hyatt - Chicago

800 N Michigan Ave, Chicago
5.0 out of 5.0
4.8 out of 5 (143 reviews)
Visiting Chicago Very helpful and conscientious staff. Magnificent views overs Chicago. Room very comfortable. Dining room had glass windows to the floor and magnificent views. Food was wonderful and equally wonderful wine. Server very helpful and informative. Breakfast was lovely and such a variety.
  22 Sep 2017

£247

£247
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Pocket Guide: 5 Star Hotels in Chicago

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Recently booked Chicago hotels

The Langham, Chicago
5.0 out of 5.0
Last booking: 1 minute ago