Find and compare 5 Star hotels in The Loop
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Featured The Loop 5 Star hotels
Four Seasons Hotel Chicago
120 East Delaware Place Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $672 per night from Nov 22 to Nov 23
CA $672
CA $799 total
Nov 22 - Nov 23
includes taxes & fees
Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. ...
Trump International Hotel & Tower Chicago
401 N Wabash Ave Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $646 per night from Nov 1 to Nov 2
CA $646
CA $768 total
Nov 1 - Nov 2
includes taxes & fees
Book a stay at this 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! (2,058 reviews)
"A+++ Worth every penny amazing place"
Reviewed on Oct 23, 2026
The Peninsula Chicago
108 East Superior Street Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $875 per night from Nov 15 to Nov 16
CA $875
CA $1,041 total
Nov 15 - Nov 16
includes taxes & fees
Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the helpful staff and the property condition ...
The Langham, Chicago
330 North Wabash Avenue Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $731 per night from Nov 22 to Nov 23
CA $731
CA $869 total
Nov 22 - Nov 23
includes taxes & fees
Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff and the clean ...
Waldorf Astoria Chicago
11 E. Walton Street Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $684 per night from Nov 22 to Nov 23
CA $684
CA $814 total
Nov 22 - Nov 23
includes taxes & fees
Book a stay at this 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! (1,000 reviews)
"Helpful staff, beautiful rooms, wonderful experience!"
Reviewed on Oct 19, 2026
The Ritz-Carlton, Chicago
160 E Pearson Street Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $541 per night from Nov 23 to Nov 24
CA $541
CA $643 total
Nov 23 - Nov 24
includes taxes & fees
Book a stay at this luxury hotel in Chicago. Enjoy a full-service spa, breakfast (surcharge), and room service. Our guests praise the helpful staff in our reviews. ...
Nobu Hotel Chicago
155 N. Peoria Street Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $475 per night from Nov 22 to Nov 23
CA $475
CA $600 total
Nov 22 - Nov 23
includes taxes & fees
Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the property ...
Park Hyatt Chicago
800 N Michigan Ave Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $649 per night from Nov 22 to Nov 23
CA $649
CA $772 total
Nov 22 - Nov 23
includes taxes & fees
Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. ...
The St. Regis Chicago
401 East Upper Wacker Drive Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $751 per night from Nov 22 to Nov 23
CA $751
CA $892 total
Nov 22 - Nov 23
includes taxes & fees
Book a stay at this luxury hotel in Chicago. Enjoy a full-service spa, 2 restaurants, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. ...
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Recent The Loop hotel reviews by fellow wanderers
Arlo Chicago
5 out of 5
Posted 2 days ago
Travelocity Verified Review
"Very nice hotel."
A verified traveller stayed at Arlo Chicago
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