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Featured The Loop 5 Star hotels

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 $698 per night from Nov 23 to Nov 24
CA $698
CA $819 total
Nov 23 - Nov 24
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! (1,016 reviews)
Great beds

Reviewed on Oct 14, 2025

Opens in a new windowThe Langham, Chicago
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 $601 per night from Nov 9 to Nov 10
CA $601
CA $706 total
Nov 9 - Nov 10
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! (1,753 reviews)
The Trump never disappoints, always friendly, clean, and top notch service. We stay several times a year, they make you feel right at home.

Reviewed on Oct 26, 2025

Opens in a new windowTrump International Hotel & Tower 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 $683 per night from Nov 24 to Nov 25
CA $683
CA $802 total
Nov 24 - Nov 25
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)
Everything was great. Staff was very gracious. Perfect location.

Reviewed on Oct 12, 2025

Opens in a new windowFour Seasons Hotel 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 $798 per night from Nov 16 to Nov 17
CA $798
CA $936 total
Nov 16 - Nov 17
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! (1,024 reviews)
Amazing rooms, walkable to shopping and restaurants. Great rooftop bar

Reviewed on Oct 24, 2025

Opens in a new windowThe Peninsula 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 $658 per night from Nov 23 to Nov 24
CA $658
CA $772 total
Nov 23 - Nov 24
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! (1,003 reviews)
I had a beautifully appointed room with beautiful bath. 5 stars for the service and convenience of the hotel. Would not hesitate to stay there again

Reviewed on Oct 26, 2025

Opens in a new windowWaldorf Astoria 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 $483 per night from Nov 23 to Nov 24
CA $483
CA $567 total
Nov 23 - Nov 24
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! (739 reviews)
Great location

Reviewed on Oct 21, 2025

Opens in a new windowNobu Hotel 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 $690 per night from Nov 23 to Nov 24
CA $690
CA $810 total
Nov 23 - Nov 24
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)
This is a beautiful hotel with lots of amenities that feel kind of luxurious. We especially loved the huge tub in our room. Also, the staff was amazing. One gripe we had is that we paid quite a bit more for a lake view room and we were on the eighth floor, which did not really afford much of a view. ...

Reviewed on Oct 20, 2025

Opens in a new windowPark Hyatt 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 $619 per night from Nov 9 to Nov 10
CA $619
CA $727 total
Nov 9 - Nov 10
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! (1,001 reviews)
Great location

Reviewed on Oct 14, 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 $647 per night from Nov 24 to Nov 25
CA $647
CA $760 total
Nov 24 - Nov 25
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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