
Find Hotels with a Pool in South Side, IL
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Check availability on South Side Hotels with a Pool
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Sep 21 - Sep 22Tomorrow
Sep 22 - Sep 23This weekend
Sep 25 - Sep 27Next weekend
Oct 2 - Oct 4Our top choices for South Side hotels with a pool




1. Chicago Marriott Midway
Chicago Marriott MidwayBedford Park
- Splash into luxury at Chicago Marriott Midway's indoor pool, open from 5 AM to 11 PM for all-day aquatic enjoyment.
₩316,253
₩371,545 total
includes taxes & fees
Sep 26 - Sep 27




2. The Wade
The WadeDowntown Chicago
- Float away at this stunning luxury hotel with an indoor pool overlooking Lake Michigan and the city's iconic skyline.
₩206,946
₩246,038 total
includes taxes & fees
Sep 27 - Sep 28




3. Hilton Chicago
Hilton ChicagoDowntown Chicago
- Soak in relaxation at this historic Chicago hotel's indoor pool with spa amenities nearby.
₩293,961
₩390,255 total
includes taxes & fees
Sep 27 - Sep 28




4. Hampton Inn Chicago West Loop Fulton Market Area
Hampton Inn Chicago West Loop Fulton Market AreaDowntown Chicago
- Splash into urban relaxation at this West Loop hotel's stylish indoor pool, where sun loungers invite post-sightseeing unwinding.
₩249,419
₩296,533 total
includes taxes & fees
Sep 27 - Sep 28




5. Fairfield Inn and Suites by Marriott Chicago Midway Airport
Fairfield Inn and Suites by Marriott Chicago Midway AirportBedford Park
- Serene indoor pool sanctuary creates a refreshing escape after airport travel, with an all-season swimming haven for unwinding.
₩173,751
₩204,123 total
includes taxes & fees
Sep 27 - Sep 28




6. Hyatt Centric Chicago Magnificent Mile
Hyatt Centric Chicago Magnificent MileDowntown Chicago
- Splash into serenity at this Michigan Avenue retreat with a sparkling indoor pool, hot tub haven, and 24-hour fitness center.
₩294,447
₩391,360 total
includes taxes & fees
Sep 27 - Sep 28




7. Aloft by Marriott Chicago Mag Mile
Aloft by Marriott Chicago Mag MileDowntown Chicago
- Splash into the city at this downtown hotel with a sleek indoor pool, stylish loungers, and a vibrant atmosphere to match.
₩281,849
₩335,089 total
includes taxes & fees
Sep 27 - Sep 28




8. Courtyard by Marriott Chicago Magnificent Mile
Courtyard by Marriott Chicago Magnificent MileDowntown Chicago
₩270,836
₩321,997 total
includes taxes & fees
Sep 27 - Sep 28
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Top South Side Hotel Reviews
Hyatt Place Chicago-South/University Medical Center
10/10 Excellent
"Parking 2 check in may be a challenge but the location is worth the hiccup, multiple places to eat and a theater across the street, also there is parking at the hotel"
Best Western Inn & Suites - Midway Airport
8/10 Good
"The breakfast was great although it would be nice to have coconut water and stevia sweetener. It was clean and nice enough to sleep and relax."
Holiday Inn Chicago – Midway Airport S by IHG
8/10 Good
"The lighting in the room was lacking in the bathroom and main area. There was only one light in the bathroom and the main area only had lights on one side of the room. Also the front desk staff was not available on check we had to ask other staff to locate them for assistance."
Chicago Lake Shore Hotel
8/10 Good
"The stairs were steep and are difficult for seniors. The air conditioning was really cool."
Chinatown Hotel Chicago
10/10 Excellent
"China Town Chicago is my new favorite location in the state of Illinois"







