Explore top 2026 5 Star Hotels in South Chicago
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Top South Chicago 5 Star hotels
Trump International Hotel & Tower Chicago
401 N Wabash Ave Chicago IL
Fully refundableReserve now, pay when you stay
$469 nightly
The price is $557 total per night from Aug 9 to Aug 10
$557 total
Aug 9 - Aug 10
Total with taxes and fees
A full-service spa, an indoor pool, and a restaurant are all featured at this luxury hotel. Families will appreciate the onsite laundry facilities, kid-friendly ...
9.6/10 Exceptional! (1,955 reviews)
"Beautiful hotel and room!"
Reviewed on Jul 26, 2026
Four Seasons Hotel Chicago
120 East Delaware Place Chicago IL
Fully refundableReserve now, pay when you stay
$530 nightly
The price is $630 total per night from Aug 9 to Aug 10
$630 total
Aug 9 - Aug 10
Total with taxes and fees
A full-service spa, an indoor pool, and a restaurant are all featured at this smoke-free hotel. Traveling on business? Take advantage of the 24-hour business ...
The Langham, Chicago
330 North Wabash Avenue Chicago IL
Fully refundableReserve now, pay when you stay
$544 nightly
The price is $646 total per night from Aug 16 to Aug 17
$646 total
Aug 16 - Aug 17
Total with taxes and fees
A full-service spa, an indoor pool, and a restaurant are all featured at this luxury hotel. Traveling on business? Take advantage of the 24-hour business center, ...
Waldorf Astoria Chicago
11 E. Walton Street Chicago IL
Fully refundableReserve now, pay when you stay
$536 nightly
The price is $637 total per night from Aug 16 to Aug 17
$637 total
Aug 16 - Aug 17
Total with taxes and fees
A full-service spa, a gym, and a restaurant are all featured at this smoke-free hotel. Traveling on business? Take advantage of the business center, free WiFi ...
9.4/10 Exceptional! (1,003 reviews)
"Wife and I always come back to the Waldorf Astoria-Chicago as our preferred hotel in downtown. We’ve experienced a bunch, but none ever truly make us want to call it home."
Reviewed on Jul 26, 2026
The Peninsula Chicago
108 East Superior Street Chicago IL
Fully refundableReserve now, pay when you stay
$650 nightly
The price is $773 total per night from Aug 9 to Aug 10
$773 total
Aug 9 - Aug 10
Total with taxes and fees
A full-service spa, 2 restaurants, and an indoor pool are all featured at this luxury hotel. Families will appreciate the onsite laundry facilities and babysitting. ...
The Ritz-Carlton, Chicago
160 E Pearson Street Chicago IL
Fully refundableReserve now, pay when you stay
$476 nightly
The price is $566 total per night from Aug 23 to Aug 24
$566 total
Aug 23 - Aug 24
Total with taxes and fees
A full-service spa, an indoor pool, and a restaurant are all featured at this smoke-free hotel. Traveling on business? Take advantage of the business center, ...
Nobu Hotel Chicago
155 N. Peoria Street Chicago IL
Fully refundableReserve now, pay when you stay
$464 nightly
The price is $551 total per night from Aug 16 to Aug 17
$551 total
Aug 16 - Aug 17
Total with taxes and fees
This luxury hotel includes 2 restaurants, an indoor pool, and a gym. Enjoy the steam room and perks like free WiFi. There's a bar/lounge on site, and a 24-hour ...
9.4/10 Exceptional! (891 reviews)
"It’s a nice hotel in a good area. Nice rooftop too."
Reviewed on Jul 25, 2026
Park Hyatt Chicago
800 N Michigan Ave Chicago IL
Fully refundableReserve now, pay when you stay
$554 nightly
The price is $658 total per night from Aug 9 to Aug 10
$658 total
Aug 9 - Aug 10
Total with taxes and fees
A full-service spa, a 24-hour gym, and a restaurant are all featured at this luxury hotel. Traveling on business? Take advantage of the 24-hour business center, ...
9.6/10 Exceptional! (1,000 reviews)
"The hotel's prime location is highly advantageous for retail activities, with convenient access to several dining establishments. The accommodations were satisfactory, and the culinary offerings were acceptable. Upon arrival, our room was not prepared, resulting in a one-hour delay before we could ..."
Reviewed on Jul 22, 2026
The St. Regis Chicago
401 East Upper Wacker Drive Chicago IL
Fully refundableReserve now, pay when you stay
$563 nightly
The price is $669 total per night from Aug 23 to Aug 24
$669 total
Aug 23 - Aug 24
Total with taxes and fees
A full-service spa, 2 restaurants, and an indoor pool are all featured at this luxury hotel. Traveling on business? Take advantage of the free WiFi in public ...
Art Villa
467 N Armour St Chicago IL
A full-service spa and a hot tub are featured at this luxury aparthotel. Enjoy the a rooftop terrace and perks like free self parking and a free airport shuttle. ...
10/10 Exceptional! (2 reviews)
Reviewed on Aug 12, 2025
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 South Chicago hotel reviews by fellow wanderers
The Allegro Royal Sonesta Hotel Chicago Loop
5 out of 5
Posted less than an hour ago
Travelocity Verified Review
"It was great experience, I’ll be back"
A verified traveler stayed at The Allegro Royal Sonesta Hotel Chicago Loop
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