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, (1053)
"Perfect location to surrounding area and activities, friendly staff, clean rooms, amazing gym, and delicious food."
Hannah
The price is ₩144,491
₩212,892 total
includes taxes & fees
Jan 2 - Jan 3, 2026
8.6 out of 10, Excellent, (2968)
"The room was very clean, the location was excellent."
Craig
The price is ₩112,054
₩131,540 total
includes taxes & fees
Dec 21 - Dec 22
8.8 out of 10, Excellent, (3485)
"Very helpful staff, clean rooms and really great breakfast buffet. "
Katherine
The price is ₩165,407
₩194,171 total
includes taxes & fees
Jan 1 - Jan 2, 2026
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 ₩120,724
₩184,990 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, (2190)
"Yes, very clean room and great hospitality "
leticia i Vasquez
The price is ₩131,782
₩154,699 total
includes taxes & fees
Dec 24 - Dec 25
9.2 out of 10, Wonderful, (2323)
"The room was beautiful ❤️❤️ I enjoyed the hot tub and the views !! "
Mary
The price is ₩163,658
₩239,300 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