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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 $654 per night from Jun 21 to Jun 22
CA $654
CA $778 total
Jun 21 - Jun 22
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! (1,888 reviews)
"Welp maintained and clean w/ all the luxuries of a 5 star Property."

Reviewed on Jun 8, 2026

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 $716 per night from Jul 5 to Jul 6
CA $716
CA $852 total
Jul 5 - Jul 6
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 ...
9.8/10 Exceptional! (1,008 reviews)
"Incredible hotel and staff. The bar was great and the food was delicious. We would definitely stay here again."

Reviewed on Jun 10, 2026

Opens in a new windowThe Langham, 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 $726 per night from Jul 5 to Jul 6
CA $726
CA $863 total
Jul 5 - Jul 6
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! (1,003 reviews)
"We had a lovely 2 night stay in Chicago and the room with lake view was superb with lovely touches by the cleaning staff who made the stay very special"

Reviewed on Jun 1, 2026

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 $837 per night from Jul 2 to Jul 3
CA $837
CA $995 total
Jul 2 - Jul 3
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 ...
9.8/10 Exceptional! (1,007 reviews)
"We had a wonderful stay! It was absolutely beautiful and the service was top notch! We have a new favorite place to stay in Chicago! 😍"

Reviewed on Jun 9, 2026

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 $715 per night from Jul 5 to Jul 6
CA $715
CA $850 total
Jul 5 - Jul 6
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! (1,004 reviews)
"Fabulous"

Reviewed on Jun 7, 2026

Opens in a new windowWaldorf Astoria 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 $623 per night from Jul 2 to Jul 3
CA $623
CA $740 total
Jul 2 - Jul 3
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. ...
9.2/10 Wonderful! (1,000 reviews)
"best service. nicest people. great room. excellent restaurants. its the Ritz and lived up to its reputation."

Reviewed on May 26, 2026

Opens in a new windowThe Ritz-Carlton, 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 $694 per night from Jun 28 to Jun 29
CA $694
CA $826 total
Jun 28 - Jun 29
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. ...
9.6/10 Exceptional! (1,002 reviews)
"This is a very good hotel. It is in a great location and it does everything so well."

Reviewed on Jun 8, 2026

Opens in a new windowPark Hyatt Chicago
Nobu Hotel Chicago

Nobu Hotel Chicago

5 out of 5
155 N. Peoria Street Chicago IL
The price is CA $451 per night from Jul 1 to Jul 2
CA $451
CA $536 total
Jul 1 - Jul 2
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! (866 reviews)
"Fabulous walkable neighborhood. Roo.s are spacious and very nicely designed"

Reviewed on Jun 10, 2026

Opens in a new windowNobu Hotel 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 $899 per night from Jul 5 to Jul 6
CA $899
CA $1,068 total
Jul 5 - Jul 6
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. ...
9.2/10 Wonderful! (120 reviews)
"👌"

Reviewed on Jun 7, 2026

Opens in a new windowThe St. Regis Chicago
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