Find Hotels with a Pool in South Side, IL
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Our top choices for South Side hotels with a pool
8.4 out of 10, Very Good, (911)
"The property was excellent the rooms fantastic and the staff were equally wonderful and helpful. "
Leilani
The price is ₩196,390
₩230,719 total
includes taxes & fees
Dec 20 - Dec 21
9.0 out of 10, Wonderful, (1052)
"Perfect location to surrounding area and activities, friendly staff, clean rooms, amazing gym, and delicious food."
Hannah
The price is ₩143,918
₩212,049 total
includes taxes & fees
Jan 4 - Jan 5, 2026
8.6 out of 10, Excellent, (2967)
"The room was very clean, the location was excellent."
Craig
The price is ₩111,610
₩131,019 total
includes taxes & fees
Dec 25 - Dec 26
8.8 out of 10, Excellent, (3481)
"Very helpful staff, clean rooms and really great breakfast buffet. "
Katherine
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)
"Excellent place to stay "
Teniesha
The price is ₩128,351
₩193,760 total
includes taxes & fees
Jan 11 - Jan 12, 2026
8.4 out of 10, Very Good, (2144)
"Beautiful hotel! Perfect for a holiday staycation! "
Melissa
The price is ₩159,589
₩224,202 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)
"Yes, very clean room and great hospitality "
leticia i Vasquez
The price is ₩131,259
₩154,085 total
includes taxes & fees
Dec 25 - Dec 26
9.2 out of 10, Wonderful, (2322)
"The room was beautiful ❤️❤️ I enjoyed the hot tub and the views !! "
Mary
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