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Featured Chicago 5 Stars Hotels

Estimated price for 1 night/2 adults

The Langham, Chicago
The Langham, Chicago
5.0 out of 5.0 330 North Wabash Avenue, Chicago, IL
Free Cancellation
$271
5.0/5 (63 reviews)

Best hotel i’ve stayed at. Everything was better than all expectations.

Reviewed on Apr 5, 2019
The Peninsula Chicago
The Peninsula Chicago
5.0 out of 5.0 108 East Superior Street, Chicago, IL
$319
4.8/5 (80 reviews)

Taylor at the front desk was Amazing as always. Will be back soon !!!

Reviewed on Dec 17, 2018
Four Seasons Hotel Chicago
Four Seasons Hotel Chicago
5.0 out of 5.0 120 East Delaware Place, Chicago, IL
Free Cancellation
$336
4.8/5 (31 reviews)

Business trip. Great service from staff there. Highly recommend it.

Reviewed on Jul 31, 2018
Trump International Hotel & Tower Chicago
Trump International Hotel & Tower Chicago
5.0 out of 5.0 401 N Wabash Ave, Chicago, IL
Free Cancellation
$276
4.7/5 (110 reviews)

The staff knew about the area, amenities offered in the hotel and gave my group attention we come to expect from TRUMP! A gorgeous building!

Reviewed on Feb 13, 2019
Waldorf Astoria Chicago
Waldorf Astoria Chicago
5.0 out of 5.0 11 E. Walton Street, Chicago, IL
Free Cancellation
$310
4.7/5 (55 reviews)

Great hotel and a great location. Second time to stay here. Lovely restaurant and cafe as well.

Reviewed on Feb 7, 2019
The Ritz-Carlton, Chicago
The Ritz-Carlton, Chicago
5.0 out of 5.0 160 E Pearson Street, Chicago, IL
Free Cancellation
$242
4.6/5 (54 reviews)

What can I say its the Ritz! Amazing service and place.

Reviewed on Feb 10, 2019
Park Hyatt - Chicago
Park Hyatt - Chicago
5.0 out of 5.0 800 N Michigan Ave, Chicago, IL
$245
4.6/5 (29 reviews)

Beautiful views of the lake. Awesome staff. Rooms were clean and well appointed.

Reviewed on Mar 29, 2019

Best 5 star hotels in Chicago

Guarantee yourself a relaxing time when you book the best of the best: 5 star hotels in Chicago. After all, treating yourself to the finer things is what vacations are about. 

What are the criteria for a 5 star hotel?
5 star hotel requirements include distinctive services and amenities that surpass all others. These Chicago hotels bring an incomparable degree of quality and attention to detail, with guest satisfaction being top priority. Your 5 star hotel should be dressed to impress, with design details like marble surfaces and hi-tech fixtures.

What amenities can I expect at a 5 star hotel?
Chicago 5 star hotels and resorts typically offer luxury amenities such as:

  • Gourmet restaurant
  • Full-service fitness center with pool
  • Luxury spa 
  • Welcome gifts upon arrival
  • Top-of-the-line beds and linens 
  • Designer personal care products
  • Premium cable, free Wi-Fi and device docking stations

How do I find an amazing 5 star hotel?
Finding 5 star hotel deals in Chicago with Orbitz is as easy as your stay will be. For the top-shelf vacation you deserve, we’ll help you choose the right hotel in the right place: 

  • Search hotels by price, ranging from $242 to $336
  • Find the best-loved hotels through word-of-mouth advice when you check out over 422 reviews by Orbitz travelers
  • Choose from 1546 5 star hotels in Chicago!