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Featured The Loop 5 Star hotels

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
401 N Wabash Ave, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is CA $639 per night from Sep 21 to Sep 22
CA $639
CA $750 total
Sep 21 - Sep 22
includes taxes & fees
Stay at this 5-star luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff and the clean ...
9.4/10 Exceptional! (1,702 reviews)
"Great bar on the 16th floor. Staff was great"

Reviewed on Sep. 10, 2025

Opens in a new windowTrump International Hotel & Tower Chicago
The Langham, Chicago

The Langham, Chicago

5 out of 5
330 North Wabash Avenue, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is CA $831 per night from Oct 5 to Oct 6
CA $831
CA $976 total
Oct 5 - Oct 6
includes taxes & fees
Stay at this 5-star luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff and the clean ...
9.6/10 Exceptional! (1,001 reviews)
Top notch :)
"This hotel was spectacular! The service was incredible and probably the friendliest I’ve ever experienced. The room was beyond perfect for our 5 day trip. So spacious and luxurious, we had great sleep. So many wonderful features about the room. Highly recommend staying here, we definitely will again ..."

Reviewed on Sep. 6, 2025

Opens in a new windowThe Langham, Chicago
The Peninsula Chicago

The Peninsula Chicago

5 out of 5
108 East Superior Street, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is CA $865 per night from Sep 21 to Sep 22
CA $865
CA $1,016 total
Sep 21 - Sep 22
includes taxes & fees
Stay at this 5-star luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the helpful staff and the property condition ...
9.6/10 Exceptional! (1,006 reviews)
"Excellent"

Reviewed on Sep. 8, 2025

Opens in a new windowThe Peninsula Chicago
Four Seasons Hotel Chicago

Four Seasons Hotel Chicago

5 out of 5
120 East Delaware Place, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is CA $734 per night from Sep 21 to Sep 22
CA $734
CA $861 total
Sep 21 - Sep 22
includes taxes & fees
Stay at this 5-star luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff and the property ...
9.4/10 Exceptional! (998 reviews)
"I loved it all. Brought my 5 year old grandson Mateo and they catered to him including their kid room key card , a treasure chest choice, a hat and stuffed animal and his own kid sized robe. He spilled some food in restaurant and we apologized profusely, but they waved it off saying they were family ..."

Reviewed on Aug. 14, 2025

Opens in a new windowFour Seasons Hotel Chicago
Waldorf Astoria Chicago

Waldorf Astoria Chicago

5 out of 5
11 E. Walton Street, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is CA $747 per night from Sep 21 to Sep 22
CA $747
CA $877 total
Sep 21 - Sep 22
includes taxes & fees
Stay at this 5-star luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. ...
9.2/10 Wonderful! (1,002 reviews)
"Everything was absolutely amazing! Definitely worth it"

Reviewed on Sep. 8, 2025

Opens in a new windowWaldorf Astoria Chicago
Park Hyatt Chicago

Park Hyatt Chicago

5 out of 5
800 N Michigan Ave, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is CA $869 per night from Sep 21 to Sep 22
CA $869
CA $1,021 total
Sep 21 - Sep 22
includes taxes & fees
Stay at this 5-star luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. ...
9.4/10 Exceptional! (999 reviews)
"Got pick pocketed in the elevator. I really like this hotel. Plan to return."

Reviewed on Sep. 8, 2025

Opens in a new windowPark Hyatt Chicago
Nobu Hotel Chicago

Nobu Hotel Chicago

5 out of 5
155 N. Peoria Street, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is CA $531 per night from Sep 28 to Sep 29
CA $531
CA $623 total
Sep 28 - Sep 29
includes taxes & fees
Stay at this 5-star luxury hotel in Chicago. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the property ...
9.2/10 Wonderful! (721 reviews)
"Na"

Reviewed on Sep. 7, 2025

Opens in a new windowNobu Hotel Chicago
The Ritz-Carlton, Chicago

The Ritz-Carlton, Chicago

5 out of 5
160 E Pearson Street, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is CA $748 per night from Oct 13 to Oct 14
CA $748
CA $878 total
Oct 13 - Oct 14
includes taxes & fees
Stay at this 5-star luxury hotel in Chicago. Enjoy a full-service spa, breakfast (surcharge), and room service. Our guests praise the helpful staff in our reviews. ...
9/10 Wonderful! (1,002 reviews)
"Très bel hôtel"

Reviewed on Sep. 1, 2025

Opens in a new windowThe Ritz-Carlton, Chicago
The St. Regis Chicago

The St. Regis Chicago

5 out of 5
401 East Upper Wacker Drive, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is CA $867 per night from Oct 13 to Oct 14
CA $867
CA $1,017 total
Oct 13 - Oct 14
includes taxes & fees
Stay at this 5-star luxury hotel in Chicago. Enjoy a full-service spa, 2 restaurants, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. ...
9/10 Wonderful! (77 reviews)
"Clean room, amazing view"

Reviewed on Sep. 7, 2025

Opens in a new windowThe St. Regis Chicago
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