Luxury Hotels in South Side, Chicago
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Our top choices for South Side luxury hotels
9.6 out of 10, Exceptional, (1000)
"Great staff, location and ambience."
Jaison
The price is P10,517
P13,932 total
includes taxes & fees
Dec 24 - Dec 25
9.4 out of 10, Exceptional, (3017)
"Great rooms, love the bar and amazing breakfast!"
Michelle
The price is P5,823
P8,491 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Sable at Navy Pier Chicago, Curio Collection by Hilton
Sable at Navy Pier Chicago, Curio Collection by HiltonDowntown Chicago
9.4 out of 10, Exceptional, (2276)
"Great staff and restaurants!!"
Abigale
The price is P5,020
P7,893 total
includes taxes & fees
Jan 20 - Jan 21, 2026
9.0 out of 10, Wonderful, (1058)
"Perfect location to surrounding area and activities, friendly staff, clean rooms, amazing gym, and delicious food."
Hannah
The price is P5,755
P8,479 total
includes taxes & fees
Jan 2 - Jan 3, 2026
8.4 out of 10, Very Good, (2401)
"The room was clean and the staff was outstanding. "
Albert
The price is P6,693
P9,581 total
includes taxes & fees
Dec 27 - Dec 28
8.6 out of 10, Excellent, (1943)
"The room was nice, the area was perfect for walking distance for food and activities. "
Alexis
The price is P5,590
P7,941 total
includes taxes & fees
Jan 19 - Jan 20, 2026
8.8 out of 10, Excellent, (4855)
"Great location, comfortable room, and nice staff."
Claudia
The price is P4,883
P5,733 total
includes taxes & fees
Dec 22 - Dec 23
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.
Top South Side Hotel Reviews
Chinatown Hotel Chicago
10/10 Excellent
