Hotels with Pool & Resorts in South Side from AU$228
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14 Aug - 16 AugOur top choices for South Side hotels with a pool
1. Hilton Garden Inn Chicago Downtown South Loop
Hilton Garden Inn Chicago Downtown South LoopDowntown Chicago
- Dive into city centre luxury with a rejuvenating pool experience close to Chicago landmarks.
AU$267
includes taxes & fees
1 Sept - 2 Sept
2. Homewood Suites by Hilton Chicago West Loop Fulton Mkt Area
Homewood Suites by Hilton Chicago West Loop Fulton Mkt AreaDowntown Chicago
- Swim year-round at the urban indoor pool oasis with sun loungers and city centre Chicago views.
AU$228
includes taxes & fees
23 Aug - 24 Aug
3. Hilton Chicago
Hilton ChicagoDowntown Chicago
- Soak in relaxation at this historic Chicago hotel's indoor pool with spa amenities nearby.
AU$370
includes taxes & fees
30 Aug - 31 Aug
4. 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.
AU$283
includes taxes & fees
16 Aug - 17 Aug
5. Sentral Michigan Avenue
Sentral Michigan AvenueDowntown Chicago
- Indoor pool oasis at upscale Michigan Avenue aparthotel offers year-round swimming enjoyment.
AU$306
includes taxes & fees
1 Sept - 2 Sept
6. Radisson Blu Aqua Hotel Chicago
Radisson Blu Aqua Hotel ChicagoDowntown Chicago
- Luxurious indoor and seasonal outdoor pools form a relaxing oasis near Millennium Park and Michigan Avenue.
AU$413
includes taxes & fees
2 Sept - 3 Sept
7. DoubleTree by Hilton Chicago - Magnificent Mile
DoubleTree by Hilton Chicago - Magnificent MileDowntown Chicago
- Seasonal outdoor pool with cabanas and loungers provides sanctuary after exploring Chicago's Magnificent Mile.
AU$271
includes taxes & fees
30 Aug - 31 Aug
8. Palmer House a Hilton Hotel
Palmer House a Hilton HotelDowntown Chicago
- Dive into urban tranquility at the Palmer House pool, where historic charm meets modern luxury.
AU$379
includes taxes & fees
30 Aug - 31 Aug
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Top South Side Hotel Reviews
Chinatown Hotel Chicago
10/10 Excellent
"Greta everything. Coming back. Thank you!!"
Chicago Lake Shore Hotel
10/10 Excellent
"The room was clean and well laid-out / comfy bed / very helpful staff / parking was super convenient"
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