Explore top 2025 5 Star Hotels in Near South Side
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Top Near South Side 5 Star hotels

Trump International Hotel & Tower Chicago
401 N Wabash Ave, Chicago, IL
Fully refundableReserve now, pay when you stay
$461 nightly
The price is $541 total per night from Sep 14 to Sep 15
$541 total
Sep 14 - Sep 15
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 ...

Four Seasons Hotel Chicago
120 East Delaware Place, Chicago, IL
Fully refundableReserve now, pay when you stay
$590 nightly
The price is $693 total per night from Sep 28 to Sep 29
$693 total
Sep 28 - Sep 29
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
$563 nightly
The price is $660 total per night from Sep 21 to Sep 22
$660 total
Sep 21 - Sep 22
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, ...

The Peninsula Chicago
108 East Superior Street, Chicago, IL
Fully refundableReserve now, pay when you stay
$625 nightly
The price is $734 total per night from Sep 3 to Sep 4
$734 total
Sep 3 - Sep 4
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. ...

Waldorf Astoria Chicago
11 E. Walton Street, Chicago, IL
Fully refundableReserve now, pay when you stay
$532 nightly
The price is $625 total per night from Sep 21 to Sep 22
$625 total
Sep 21 - Sep 22
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 ...

Park Hyatt Chicago
800 N Michigan Ave, Chicago, IL
Fully refundableReserve now, pay when you stay
$615 nightly
The price is $722 total per night from Sep 3 to Sep 4
$722 total
Sep 3 - Sep 4
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, ...

Nobu Hotel Chicago
155 N. Peoria Street, Chicago, IL
$339 nightly
The price is $398 total per night from Sep 21 to Sep 22
$398 total
Sep 21 - Sep 22
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 ...

The Ritz-Carlton, Chicago
160 E Pearson Street, Chicago, IL
$540 nightly
The price is $634 total per night from Oct 2 to Oct 3
$634 total
Oct 2 - Oct 3
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, ...

The St. Regis Chicago
401 East Upper Wacker Drive, Chicago, IL
Fully refundableReserve now, pay when you stay
$653 nightly
The price is $767 total per night from Sep 21 to Sep 22
$767 total
Sep 21 - Sep 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 ...

Art Villa
467 N Armour St, Chicago, IL
$980 nightly
The price is $1,240 total per night from Sep 8 to Sep 9
$1,240 total
Sep 8 - Sep 9
Total with taxes and fees
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. ...
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