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Featured Hyde Park 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 $638 per night from Oct 5 to Oct 6
CA $638
CA $749 total
Oct 5 - Oct 6
includes taxes & fees
Stay at this 5-star 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! (1,733 reviews)
"Perfect"

Reviewed on Sep 23, 2025

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 $813 per night from Oct 23 to Oct 24
CA $813
CA $954 total
Oct 23 - Oct 24
includes taxes & fees
Stay at this 5-star 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! (1,009 reviews)
"Y"

Reviewed on Sep 21, 2025

Opens in a new windowThe Langham, 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 $865 per night from Sep 28 to Sep 29
CA $865
CA $1,015 total
Sep 28 - Sep 29
includes taxes & fees
Stay at this 5-star luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the helpful staff and the property condition ...
9.6/10 Exceptional! (1,009 reviews)
"The staff is amazing!"

Reviewed on Sep 21, 2025

Opens in a new windowThe Peninsula 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 $796 per night from Oct 5 to Oct 6
CA $796
CA $934 total
Oct 5 - Oct 6
includes taxes & fees
Stay at this 5-star luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff and the property ...
9.4/10 Exceptional! (1,003 reviews)
"Was very clean, although the toilet wasn’t flushing properly overall a great experience"

Reviewed on Sep 18, 2025

Opens in a new windowFour Seasons Hotel 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 $800 per night from Oct 5 to Oct 6
CA $800
CA $939 total
Oct 5 - Oct 6
includes taxes & fees
Stay at this 5-star luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. ...
9.2/10 Wonderful! (1,003 reviews)
"Simply love this hotel"

Reviewed on Sep 18, 2025

Opens in a new windowWaldorf Astoria 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 $865 per night from Sep 28 to Sep 29
CA $865
CA $1,015 total
Sep 28 - Sep 29
includes taxes & fees
Stay at this 5-star 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)
"Got pick pocketed in the elevator. I really like this hotel. Plan to return."

Reviewed on Sep 8, 2025

Opens in a new windowPark Hyatt 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 $746 per night from Oct 2 to Oct 3
CA $746
CA $876 total
Oct 2 - Oct 3
includes taxes & fees
Stay at this 5-star luxury hotel in Chicago. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the property ...
9.2/10 Wonderful! (723 reviews)
"Food/rooftop bar/pool/attentive staff"

Reviewed on Sep 15, 2025

Opens in a new windowNobu Hotel 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 $714 per night from Oct 23 to Oct 24
CA $714
CA $838 total
Oct 23 - Oct 24
includes taxes & fees
Stay at this 5-star luxury hotel in Chicago. Enjoy a full-service spa, breakfast (surcharge), and room service. Our guests praise the helpful staff in our reviews. ...
9/10 Wonderful! (1,004 reviews)
"Be prepared to be treated like you are the most important guest at the hotel. The staff here is incredibly professional, helpful and service oriented. Every single one."

Reviewed on Sep 15, 2025

Opens in a new windowThe Ritz-Carlton, 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 $854 per night from Oct 23 to Oct 24
CA $854
CA $1,002 total
Oct 23 - Oct 24
includes taxes & fees
Stay at this 5-star luxury hotel in Chicago. Enjoy a full-service spa, 2 restaurants, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. ...
9/10 Wonderful! (77 reviews)
"Clean room, amazing view"

Reviewed on Sep 7, 2025

Opens in a new windowThe St. Regis Chicago
Art Villa

Art Villa

5 out of 5
467 N Armour St, Chicago, IL
Stay at this 5-star luxury aparthotel in Chicago. Enjoy free WiFi, free parking, and a full-service spa. Popular attractions United Center and Chicago Riverwalk ...
10/10 Exceptional! (2 reviews)

Reviewed on Aug 12, 2025

Opens in a new windowArt Villa
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