Hotels with Pool & Resorts in South Side from NZ$144
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Our top choices for South Side hotels with a pool
8.4 out of 10, Very good, (910)
"The property was excellent the rooms fantastic and the staff were equally wonderful and helpful. "
Leilani
The price is NZ$277
includes taxes & fees
21 Dec - 22 Dec
8.6 out of 10, Excellent, (2956)
"Great location and great staff!!"
lynne
The price is NZ$164
includes taxes & fees
4 Jan - 5 Jan 2026
9.0 out of 10, Wonderful, (1049)
"Perfect location to surrounding area and activities, friendly staff, clean rooms, amazing gym, and delicious food."
Hannah
The price is NZ$249
includes taxes & fees
5 Jan - 6 Jan 2026
8.8 out of 10, Excellent, (3460)
"Amazing stay, beautiful view!"
Joshua
The price is NZ$213
includes taxes & fees
14 Dec - 15 Dec
DoubleTree by Hilton Chicago - Magnificent Mile
DoubleTree by Hilton Chicago - Magnificent MileDowntown Chicago
8.8 out of 10, Excellent, (2186)
"The staff was amazing , can’t wait to return "
Jasmin
The price is NZ$181
includes taxes & fees
4 Jan - 5 Jan 2026
8.4 out of 10, Very good, (2126)
"Loved and enjoyed our stay"
Luis
The price is NZ$267
includes taxes & fees
28 Dec - 29 Dec
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
Embassy Suites by Hilton Chicago Downtown Magnificent MileDowntown Chicago
8.2 out of 10, Very good, (2742)
"Clean room and friendly staff, overall good stay "
eesaa saalik
The price is NZ$207
includes taxes & fees
11 Jan - 12 Jan 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
Chinatown Hotel Chicago
10/10 Excellent
Hyatt Place Chicago-South/University Medical Center
10/10 Excellent
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