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Featured Chicago 5 stars Hotels

See all 801 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 (11 reviews)
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Great, exceeded my expectation Everything was perfect, seamless and pristine. Food and bar area was well appointed. Our last visit was years ago with our daughters...but did not use the pool this time.
  Aug 1, 2016

$395

$395
Trump International Hotel & Tower Chicago
Trump International Hotel & Tower Chicago
401 N Wabash Ave, Chicago
5.0 out of 5.0
4.6 out of 5 (16 reviews)
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Visited Chicago and had an amazing time. The city was wonderful. People friendly. Went to The Yankees vs Cubs baseball game on Sat, had a blast. The hotel was beautiful, staff very friendly and helpful. We will definitely stay here again.
  May 9, 2017

$316

$316
The Ritz-Carlton, Chicago
The Ritz-Carlton, Chicago
160 E Pearson Street, Chicago
5.0 out of 5.0
4.3 out of 5 (19 reviews)
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Nice new club floor New club floor just opened. Staff was very responsive and helped with special dietary needs.
  Apr 16, 2017

$297

$297
The Peninsula Chicago
The Peninsula Chicago
108 East Superior Street, Chicago
5.0 out of 5.0
4.8 out of 5 (18 reviews)
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Elegant downtown hotel The Penisula Hotel was located within walking distance of most local sights, shopping and resturants. The staff was friendly and extremely accommodating. The room was spotless and comfortable. The view from our room was amazing!
  Jul 3, 2015

$399

$399
Park Hyatt - Chicago
Park Hyatt - Chicago
800 N Michigan Ave, Chicago
5.0 out of 5.0
5.0 out of 5 (2 reviews)
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Beautiful hotel!!! The hotel is beautiful, the service was excellent, the room huge and very nice, the food wonderful!!!
 DrC2013 May 31, 2013

$265

$265
Waldorf Astoria Chicago
Waldorf Astoria Chicago
11 E. Walton Street, Chicago
5.0 out of 5.0
5.0 out of 5 (6 reviews)
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High quality everything! The Waldorf is high class and quality from the minute you step in and are greeted, to the beautiful, comfortable, spacious rooms with all the amenities, including a Nespresso machine. We loved our stay there, and the staff were first class!
  May 17, 2017

$355

$355
The Langham, Chicago
The Langham, Chicago
330 North Wabash Avenue, Chicago
5.0 out of 5.0
4.7 out of 5 (3 reviews)
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Excellent customer service Celebrated my 30th here. Christopher Dean made our stay super special. Upgraded our room and gave us two birthday drinks! Room was clean and the view was spectacular. No complaints. Perfect location. Ended the night at the bar where we were greeted with friendliness. Won't stay anywhere else.
  Aug 15, 2016

$344

$344
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Chicago Resorts & 5 Star Hotels

Looking for your own little slice of heaven during your next trip? Check out all the best 5-star hotels in Chicago to make sure your trip is as extravagantly comfortable as you expect.

Whether you plan on staying in your room the whole time or getting out and enjoying the city, you’ll be living the life while staying at your luxury accommodation. With so many amenities at your beck and call, you might try to turn your stay into a staycation!

Many of the 5-star hotels have award-winning restaurants you can dine at, as well as plush bedding and a concierge service to take care of your every need. Most also offer pools and modern fitness centers, not to mention high-speed Wi-Fi.

For your next trip, book a hotel that can be your own little hideaway, whether you’re in town for business or leisure. Chicago 5-star hotels provide you with all the comforts and amenities you expect from a sophisticated hotel, with a staff that’s happy to ensure you have everything you need to feel at home.

Whether you’re a first-time guest, or you’ve stayed in 5-star hotels in Chicago before, you’ll have no shortage of options to choose from on your next trip when you book with Travelocity. Browse our vast selection and find great deals on luxury lodging.