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Search Hotels with Pool in South Side
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Top South Side Hotels with Pool
Chicago Marriott Midway
Bedford Park
8.4 out of 10, Very good, (909)
"The property was excellent the rooms fantastic and the staff were equally wonderful and helpful. "
Leilani
The price is 3.821.158 ₫
4.489.097 ₫ total
includes taxes & fees
14 Dec - 15 Dec
Palmer House a Hilton Hotel
Downtown Chicago
8.4 out of 10, Very good, (2116)
"Loved and enjoyed our stay"
Luis
The price is 2.703.028 ₫
3.832.360 ₫ total
includes taxes & fees
29 Dec - 30 Dec
voco Chicago Downtown - Riverwalk by IHG
Downtown Chicago
8.8 out of 10, Excellent, (3431)
"Great hotel"
Clara
The price is 2.721.694 ₫
3.194.996 ₫ total
includes taxes & fees
24 Dec - 25 Dec
Aloft Chicago Mag Mile
Downtown Chicago
8.6 out of 10, Excellent, (2944)
"Great location and great staff!!"
lynne
The price is 2.373.390 ₫
2.786.121 ₫ total
includes taxes & fees
1 Jan - 2 Jan 2026
Holiday Inn Chicago Dwtn - The Mart by IHG
Downtown Chicago
8.8 out of 10, Excellent, (2025)
"Great hotel."
Mario
The price is 2.299.551 ₫
2.699.442 ₫ total
includes taxes & fees
23 Dec - 24 Dec
Sheraton Grand Chicago Riverwalk
Downtown Chicago
8.4 out of 10, Very good, (1569)
"Professional staff, great location. "
Kelly
The price is 3.665.569 ₫
5.094.144 ₫ total
includes taxes & fees
5 Jan - 6 Jan 2026
Hyatt Centric Chicago Magnificent Mile
Downtown Chicago
9.0 out of 10, Wonderful, (1045)
"Great Hotel!"
Wendy
The price is 2.577.765 ₫
3.800.028 ₫ total
includes taxes & fees
3 Jan - 4 Jan 2026
The Wade
Downtown Chicago
8.4 out of 10, Very good, (1501)
"Great location, walkable to so many area attractions. Would definitely stay here again. "
Debbie
The price is 2.505.435 ₫
2.941.132 ₫ total
includes taxes & fees
11 Dec - 12 Dec
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.
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