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Featured The Loop 5 Star hotels

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 $786 per night from May 24 to May 25
CA $786
CA $934 total
May 24 - May 25
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)
N/a

Reviewed on Apr 10, 2026

Opens in a new windowFour Seasons Hotel 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 $624 per night from May 25 to May 26
CA $624
CA $742 total
May 25 - May 26
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! (1,000 reviews)
Highly recommend, super nice rooms and very polite staff.

Reviewed on Apr 21, 2026

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 $610 per night from May 25 to May 26
CA $610
CA $725 total
May 25 - May 26
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 ...
9.4/10 Exceptional! (1,851 reviews)
The Trump Hotel was located in the best center place possible in the heart of Downtown Chicago, walkable distance to literally everything, bars, restaurants, tourist attractions, walk by the river and boat tours, magnificent mile, millennium park and the bean, the willis skydeck... it's also Super ...

Reviewed on Apr 24, 2026

Opens in a new windowTrump International Hotel & Tower 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 $854 per night from May 25 to May 26
CA $854
CA $1,016 total
May 25 - May 26
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! (1,001 reviews)
Very good

Reviewed on Apr 21, 2026

Opens in a new windowThe Peninsula 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 $574 per night from May 25 to May 26
CA $574
CA $683 total
May 25 - May 26
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! (1,002 reviews)
Our family had an excellent stay! All staff were superb! Everyone met you and served you with a smile! When hands full with items and needing to use the elevator, someone would provide assistance……very observant of need……nice touch!

Reviewed on Apr 25, 2026

Opens in a new windowThe Ritz-Carlton, 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 $700 per night from May 25 to May 26
CA $700
CA $833 total
May 25 - May 26
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! (1,001 reviews)
Wonderful Hotel will definitely be looking forward to going back.

Reviewed on Apr 25, 2026

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 $389 per night from May 25 to May 26
CA $389
CA $463 total
May 25 - May 26
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! (828 reviews)
loved the property and restaurant

Reviewed on Apr 22, 2026

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 $745 per night from May 25 to May 26
CA $745
CA $886 total
May 25 - May 26
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! (1,001 reviews)
Great property

Reviewed on Apr 15, 2026

Opens in a new windowPark Hyatt 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 $868 per night from May 25 to May 26
CA $868
CA $1,032 total
May 25 - May 26
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! (108 reviews)
Excellent all around.

Reviewed on Apr 24, 2026

Opens in a new windowThe St. Regis Chicago
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