Explore top 2026 5 Star Hotels in Near South Side
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Top Near South Side 5 Star hotels
Four Seasons Hotel Chicago
120 East Delaware Place Chicago IL
$420 nightly
The price is $493 total per night from Dec 21 to Dec 22
$493 total
Dec 21 - Dec 22
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 ...
9.2/10 Wonderful! (1,004 reviews)
The Four Seasons experience is without comparison. The smallest to the biggest request is provided by the staff without any questions asked.
Reviewed on Nov 26, 2025
The Langham, Chicago
330 North Wabash Avenue Chicago IL
Fully refundableReserve now, pay when you stay
$483 nightly
The price is $567 total per night from Dec 28 to Dec 29
$567 total
Dec 28 - Dec 29
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, ...
9.6/10 Exceptional! (1,007 reviews)
Great location
Reviewed on Nov 29, 2025
The Peninsula Chicago
108 East Superior Street Chicago IL
Fully refundableReserve now, pay when you stay
$506 nightly
The price is $594 total per night from Dec 8 to Dec 9
$594 total
Dec 8 - Dec 9
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. ...
9.6/10 Exceptional! (1,022 reviews)
Excellent service throughout the hotel
Reviewed on Nov 29, 2025
Trump International Hotel & Tower Chicago
401 N Wabash Ave Chicago IL
Fully refundableReserve now, pay when you stay
$371 nightly
The price is $436 total per night from Jan 1 to Jan 2
$436 total
Jan 1 - Jan 2, 2026
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 ...
9.4/10 Exceptional! (1,782 reviews)
Everything perfect , comfortable room , nice staff make out stay unforgettable.
Reviewed on Nov 27, 2025
Waldorf Astoria Chicago
11 E. Walton Street Chicago IL
Fully refundableReserve now, pay when you stay
$380 nightly
The price is $446 total per night from Jan 1 to Jan 2
$446 total
Jan 1 - Jan 2, 2026
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 ...
9.2/10 Wonderful! (1,006 reviews)
My room was great
Reviewed on Nov 24, 2025
Park Hyatt Chicago
800 N Michigan Ave Chicago IL
Fully refundableReserve now, pay when you stay
$435 nightly
The price is $511 total per night from Jan 2 to Jan 3
$511 total
Jan 2 - Jan 3, 2026
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, ...
9.4/10 Exceptional! (1,001 reviews)
It is always an amazing place to stay
Reviewed on Nov 26, 2025
Nobu Hotel Chicago
155 N. Peoria Street Chicago IL
Fully refundableReserve now, pay when you stay
$308 nightly
The price is $362 total per night from Dec 7 to Dec 8
$362 total
Dec 7 - Dec 8
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 ...
9.2/10 Wonderful! (753 reviews)
Clean room, great service and amenities
Reviewed on Nov 30, 2025
The Ritz-Carlton, Chicago
160 E Pearson Street Chicago IL
Fully refundableReserve now, pay when you stay
$371 nightly
The price is $435 total per night from Jan 2 to Jan 3
$435 total
Jan 2 - Jan 3, 2026
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, ...
9/10 Wonderful! (1,003 reviews)
10/10, great service fantastic staff and great bar and food
Reviewed on Nov 24, 2025
The St. Regis Chicago
401 East Upper Wacker Drive Chicago IL
Fully refundableReserve now, pay when you stay
$446 nightly
The price is $524 total per night from Dec 21 to Dec 22
$524 total
Dec 21 - Dec 22
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 ...
9/10 Wonderful! (81 reviews)
Room was wonderful
Reviewed on Nov 6, 2025
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
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View all propertiesLowest 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 Near South Side hotel reviews by fellow wanderers
Hilton Chicago
5 out of 5
Posted 2 days ago
Travelocity Verified Review
"Room was amazing and view was great. Service was excellent "
A verified traveler stayed at Hilton Chicago
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