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 $706 per night from Dec 6 to Dec 7
CA $706
CA $840 total
Dec 6 - Dec 7
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 $652 per night from Nov 15 to Nov 16
CA $652
CA $775 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 breakfast (surcharge). Our guests praise the helpful staff and the clean ...
The Peninsula Chicago
108 East Superior Street Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $848 per night from Dec 6 to Dec 7
CA $848
CA $1,008 total
Dec 6 - Dec 7
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 $737 per night from Dec 6 to Dec 7
CA $737
CA $877 total
Dec 6 - Dec 7
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 $630 per night from Dec 6 to Dec 7
CA $630
CA $750 total
Dec 6 - Dec 7
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 Ritz-Carlton, Chicago
160 E Pearson Street Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $630 per night from Dec 7 to Dec 8
CA $630
CA $750 total
Dec 7 - Dec 8
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 $503 per night from Nov 22 to Nov 23
CA $503
CA $634 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 ...
9.4/10 Exceptional! (966 reviews)
"The wellness center was my favorite!"
Reviewed on Nov 8, 2026
Park Hyatt Chicago
800 N Michigan Ave Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $618 per night from Nov 22 to Nov 23
CA $618
CA $735 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
The price is CA $757 per night from Nov 22 to Nov 23
CA $757
CA $900 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. ...
9.4/10 Exceptional! (136 reviews)
"Gorgeous and family friendly"
Reviewed on Oct 25, 2026
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
Congress Plaza Hotel
4 out of 5
Posted less than an hour ago
Travelocity Verified Review
"Pros: Room very clean and quiet. Great location and convenient parking. Cons: Small bathroom. Though rooms were modernized the hallways could use some attention. Restaurant was temporarily closed during our stay."
A verified traveller stayed at Congress Plaza Hotel
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