Find Hotels with a Pool in South Side, IL
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Check availability on South Side Hotels with a Pool
Our top choices for South Side hotels with a pool

8.4 out of 10, Very Good, (911)
The price is ₩200,898
₩236,015 total
includes taxes & fees
Dec 19 - Dec 20

9.0 out of 10, Wonderful, (1054)
The price is ₩143,918
₩212,049 total
includes taxes & fees
Jan 2 - Jan 3, 2026

8.6 out of 10, Excellent, (2967)
The price is ₩111,610
₩131,019 total
includes taxes & fees
Dec 22 - Dec 23

8.8 out of 10, Excellent, (3480)
The price is ₩168,883
₩198,252 total
includes taxes & fees
Dec 28 - Dec 29

Embassy Suites by Hilton Chicago Downtown Magnificent Mile
Embassy Suites by Hilton Chicago Downtown Magnificent MileDowntown Chicago
8.4 out of 10, Very Good, (2750)
The price is ₩120,421
₩184,464 total
includes taxes & fees
Jan 6 - Jan 7, 2026

8.4 out of 10, Very Good, (2143)
The price is ₩158,956
₩223,312 total
includes taxes & fees
Dec 30 - Dec 31

DoubleTree by Hilton Chicago - Magnificent Mile
DoubleTree by Hilton Chicago - Magnificent MileDowntown Chicago
8.8 out of 10, Excellent, (2200)
The price is ₩131,259
₩154,085 total
includes taxes & fees
Dec 23 - Dec 24

9.2 out of 10, Wonderful, (2322)
The price is ₩163,009
₩238,349 total
includes taxes & fees
Jan 4 - Jan 5, 2026
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

Hyatt Place Chicago-South/University Medical Center
10/10 Excellent

Chicago Marriott Midway
10/10 Excellent
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