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Top South Side Hotels with Pool

Chicago Marriott Midway
Bedford Park
8.4 out of 10, Very good, (909)
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)
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)
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)
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)
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)
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)
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)
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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