Explore top 2026 5 Star Hotels in South Chicago

Name: Art Villa
Rating: 10

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Top South Chicago 5 Star hotels

Four Seasons Hotel Chicago

120 East Delaware Place Chicago IL

Fully refundableReserve now, pay when you stay

$525 nightly

$624 total

Nov 1 - Nov 2

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 ...

9.4/10 Exceptional! (1,004 reviews)

"Was amazing experience we want to go back"

Reviewed on Oct 5, 2026

Trump International Hotel & Tower Chicago

401 N Wabash Ave Chicago IL

Fully refundableReserve now, pay when you stay

$461 nightly

$548 total

Nov 1 - Nov 2

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! (2,045 reviews)

"Hands down the best hotel in Chicago!"

Reviewed on Oct 5, 2026

The Langham, Chicago

330 North Wabash Avenue Chicago IL

Fully refundableReserve now, pay when you stay

$536 nightly

$637 total

Nov 1 - Nov 2

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, ...

9.8/10 Exceptional! (1,002 reviews)

"Our room was exceptionally clean with all the amenities. And we were especially impressed by the staff - everyone was friendly and anxious to help. A most enjoyable stay. We look forward to the next! 46676"

Reviewed on Oct 3, 2026

The Peninsula Chicago

108 East Superior Street Chicago IL

$625 nightly

$743 total

Nov 1 - Nov 2

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

$553 nightly

$658 total

Nov 1 - Nov 2

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 ...

Nobu Hotel Chicago

155 N. Peoria Street Chicago IL

Fully refundableReserve now, pay when you stay

$476 nightly

$566 total

Nov 1 - Nov 2

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 ...

Park Hyatt Chicago

800 N Michigan Ave Chicago IL

Fully refundableReserve now, pay when you stay

$543 nightly

$645 total

Nov 1 - Nov 2

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, ...

The Ritz-Carlton, Chicago

160 E Pearson Street Chicago IL

Fully refundableReserve now, pay when you stay

$476 nightly

$566 total

Nov 1 - Nov 2

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, ...

9.2/10 Wonderful! (1,000 reviews)

"The hotel was beautiful, the room was comfortable, and the staff was welcoming and attentive. Everything was clean and well maintained, and the location made it easy to get around the city. Overall, it was a really nice stay and I’d definitely consider coming back."

Reviewed on Sep 24, 2026

The St. Regis Chicago

401 East Upper Wacker Drive Chicago IL

$626 nightly

$744 total

Oct 29 - Oct 30

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

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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

Congress Plaza Hotel

4 out of 5

Posted less than an hour ago

Travelocity Verified Review

"Nice stay"

A verified traveler stayed at Congress Plaza Hotel

River Hotel

4 out of 5

Posted 2 hours ago

Travelocity Verified Review

"I would characterize this hotel as a basic/budget hotel. Rooms are small and clean, but basic. Staff is lovely. We had no major issues, and I’d say it’s a great value for the price if you are looking for a well-placed hotel at a budget price. We probably would not stay again as that’s not generally what we’re looking for when we travel, but I would totally recommend to someone looking for that specific type of hotel in a great location"

A verified traveler stayed at River Hotel

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

5 out of 5

Posted 6 hours ago

Travelocity Verified Review

"Midland hotel was clean and tidy, and the staff were accommodating, friendly, and helpful throughout our stay. We had a pleasant experience and would definitely return in the future!"

A verified traveler stayed at THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel