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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 $882 per night from Sep 20 to Sep 21
CA $882
per night
Sep 20 - Sep 21
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)
"Everyone was accommodating, responsive and friendly."
Reviewed on Sep 8, 2026
Trump International Hotel & Tower Chicago
401 N Wabash Ave Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $698 per night from Sep 20 to Sep 21
CA $698
per night
Sep 20 - Sep 21
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 Langham, Chicago
330 North Wabash Avenue Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $954 per night from Oct 4 to Oct 5
CA $954
per night
Oct 4 - Oct 5
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 $999 per night from Sep 10 to Sep 11
CA $999
per night
Sep 10 - Sep 11
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 ...
Waldorf Astoria Chicago
11 E. Walton Street Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $871 per night from Sep 20 to Sep 21
CA $871
per night
Sep 20 - Sep 21
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. ...
Nobu Hotel Chicago
155 N. Peoria Street Chicago IL
The price is CA $618 per night from Sep 13 to Sep 14
CA $618
per night
Sep 13 - Sep 14
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 ...
The Ritz-Carlton, Chicago
160 E Pearson Street Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $711 per night from Sep 20 to Sep 21
CA $711
per night
Sep 20 - Sep 21
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. ...
9.2/10 Wonderful! (1,000 reviews)
"Excellent staff."
Reviewed on Sep 8, 2026
Park Hyatt Chicago
800 N Michigan Ave Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $988 per night from Sep 30 to Oct 1
CA $988
per night
Sep 30 - Oct 1
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. ...
9.6/10 Exceptional! (1,000 reviews)
"Amazing"
Reviewed on Sep 8, 2026
The St. Regis Chicago
401 East Upper Wacker Drive Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $927 per night from Oct 4 to Oct 5
CA $927
per night
Oct 4 - Oct 5
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! (131 reviews)
"The location is great. Lovely hotel with great staff."
Reviewed on Sep 5, 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
Hyatt Regency Chicago
5 out of 5
Posted less than an hour ago
Travelocity Verified Review
"Close to the music venue, shopping and restaurants"
A verified traveller stayed at Hyatt Regency Chicago
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