Featured Chicago 5 stars Hotels

See all 685 Hotels in Chicago
Four Seasons Hotel Chicago
Four Seasons Hotel Chicago
120 East Delaware Place, Chicago
5.0 out of 5.0
4.7 out of 5 (19 reviews)
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Best hotel food I have ever experienced. Great location and first rate customer service.
 Sep 13, 2016

$325

$325
The Ritz-Carlton, Chicago
The Ritz-Carlton, Chicago
160 E Pearson Street, Chicago
5.0 out of 5.0
4.5 out of 5 (34 reviews)
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Beautiful hotel great location Not enough elevators and many not working very frustrating.
 Nov 21, 2016

$251

$251
The Peninsula Chicago
The Peninsula Chicago
108 East Superior Street, Chicago
5.0 out of 5.0
4.8 out of 5 (62 reviews)
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will stay there in the futurebeautiful hotel and excellent service/ Will stay at their hotels wherever we travel
 Nov 15, 2016

$340

$340
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 (52 reviews)
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superb staffTraveling with 9 children ages 2-12 was tiring to say the least. The staff greeted the kid with stuffed animals (the younger ones) and all were provided terry cloth bath robes which was wonderful going back and forth to the pool. Pool was not the usual postage stamp but 75 feet long with 3 full lanes ...
 Nov 29, 2016

$259

$259
Park Hyatt - Chicago
Park Hyatt - Chicago
800 N Michigan Ave, Chicago
5.0 out of 5.0
4.7 out of 5 (16 reviews)
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FabulousI loved this hotel. The room was brilliantly designed, with plenty of space to put everything away, and a fantastic bathroom with double sinks, a separate shower, separate toilet stall, and a deep soaking tub. The restaurant made a great breakfast try the bacon-cheddar scramble. The bar is expensive ...
 Kimberly L.Sep 2, 2015

$288

$288
The Langham, Chicago
The Langham, Chicago
330 North Wabash Avenue, Chicago
5.0 out of 5.0
4.9 out of 5 (28 reviews)
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Excellent hotel and facility, a true first class experience and beyond.
 Aug 7, 2016

$278

$278
Waldorf Astoria Chicago
Waldorf Astoria Chicago
11 E. Walton Street, Chicago
5.0 out of 5.0
4.7 out of 5 (38 reviews)
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Wonderful for romantic weekendWe went for our anniversary and had an amazing time. Loved that we could sit on the balcony and have coffee and just enjoy the city.
 Aug 24, 2016

$276

$276
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* 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.