South Side Hotel with Pool
Change your mindBook hotels with free cancellation
Be pickySearch almost a million properties worldwide
Check availability on South Side Hotel with Pool
Tonight
7 Aug - 8 AugTomorrow
8 Aug - 9 AugThis weekend
7 Aug - 9 AugNext weekend
14 Aug - 16 AugOur 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.
HK$1,334
HK$1,567 total
includes taxes & fees
16 Aug - 17 Aug
2. JW Marriott Chicago
JW Marriott ChicagoDowntown Chicago
- Sleek indoor pool sanctuary opens onto Chicago adventures in this luxury retreat.
HK$2,189
HK$2,882 total
includes taxes & fees
30 Aug - 31 Aug
3. InterContinental Chicago Magnificent Mile by IHG
InterContinental Chicago Magnificent Mile by IHGDowntown Chicago
- World-class indoor pool in city centre offers lap swimming and family fun at this luxury hotel.
HK$1,857
HK$2,482 total
includes taxes & fees
23 Aug - 24 Aug
4. Hyatt Place Chicago/Downtown - The Loop
Hyatt Place Chicago/Downtown - The LoopDowntown Chicago
- Dive into modern bliss at this city centre hotel, where the indoor pool sparkles alongside skyline views.
HK$1,263
HK$1,502 total
includes taxes & fees
7 Sept - 8 Sept
5. Embassy Suites by Hilton Chicago Downtown Magnificent Mile
Embassy Suites by Hilton Chicago Downtown Magnificent MileDowntown Chicago
- Chicago hotel offers refreshing stays with indoor pool, fitness centre, and walkable Michigan Avenue access.
HK$1,315
HK$2,026 total
includes taxes & fees
30 Aug - 31 Aug
HK$1,260
HK$1,498 total
includes taxes & fees
30 Aug - 31 Aug
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.
HK$1,260
HK$1,498 total
includes taxes & fees
30 Aug - 31 Aug
8. Courtyard by Marriott Chicago Magnificent Mile
Courtyard by Marriott Chicago Magnificent MileDowntown Chicago
HK$1,294
HK$1,539 total
includes taxes & fees
7 Sept - 8 Sept
View all properties
Top South Side Hotel Reviews
Chinatown Hotel Chicago
10/10 Excellent
"Bj"
Holiday Inn Chicago – Midway Airport S by IHG
8/10 Good
"I thought for a hotel of that magnitude did the best they possibly could. I wish they had shuttle service to Midway airport. The rooms were clean, The staff was helpful. The breakfast was excellent. The kitchen was a little slow on dinner orders, but the bartender was good. They could have communicated better on the charges, though. All in all, this a good hotel and I would stay there if I went back to Chicago. Charles V Duncan"
Explore a world of travel with Expedia
- Kenwood Hotels
- Swissotel Hotels in Ducktown
- Cheap Hotels in The Loop
- Motel 6 Hotels in Central Station
- Hotels near Kam Isaiah Israel Congregation
- Hotels near LaSalle Street Station
- Hotels near Chicago 63rd Street Station
- Marriott Hotels & Resorts in Chinatown
- Accor Hotels in Washington Park Court
- Spa Hotel Hotels in Chinatown
- Clubhouse Hotels in Ducktown
- Hotels near University of Chicago
- Bar Hotel Hotels in West Loop
- Lower West Side Hotels
- Apartments in Roosevelt Station
- Cheap Hotels in Downtown Chicago
- The Peninsula Group Hotels in South Commons
- Hotels near Ping Tom Memorial Park
- Chicago Hotels
- Essex Hotels
- Resorts in Chicago Museum Campus-11th Street Station
- Hotels near Chicago South Shore Station
- Pet-Friendly Hotel Hotels in Hyde Park
- Hotel with Pool Hotels in Magnificent Mile
- Bar Hotel Hotels in Chinatown
- Hilton Hotels in Central Station
- Pet-Friendly Hotel Hotels in Near North Side
- Hyde Park Hotels
- Boutique Hotel Hotels in Chicago
- Hard Rock Hotels in Garfield Manor
- Casino Hotel Hotels in Chicago
- Kimpton Hotels in Avalon Park
- Independent Hotels in Printers Row
- Hotel with Pool Hotels in South Loop
- Luxury Hotel Hotels in Chicago
- Hilton Hotels in Essex
- Boutique Hotel Hotels in Chinatown
- Casino Hotel Hotels in Chinatown
- Spa Hotel Hotels in Armour Square
- Red Roof Inn Hotels in Kenwood
- B&B in 35th-Archer Station
- Hotels near Kedzie Station
- Fairmont Hotels in Fuller Park
- Lgbt Welcoming Hotel Hotels in Chicago
- Hotels near Chicago Symphony Orchestra
- Hotels near Chicago McCormick Place Station
- Hotels near DuSable Museum of African-American History
- Best Western Hotels in Dauphin Park
- Hotels near Ida B Wells House
- Hotels near Court Theatre
- Oakland Hotels
- Beach Hotel Hotels in Chicago
- Romantic Hotel Hotels in Chicago
- Luxury Hotel Hotels in Streeterville
- Cheap Hotels in Chicago
- Hotels near Chicago Stony Island Station
- Hotel with Pool Hotels in Hyde Park
- Hotels near Lollapalooza
- Spa Hotel Hotels in Chicago
- 5 Star Hotels in Hyde Park
- Motel 6 Hotels in Essex
- Fairmont Hotels in Chatham Fields
- Romantic Hotel Hotels in Hyde Park
- Hotels near Paul H. Douglas Nature Sanctuary
- Hotels near 87th Station
- Bar Hotel Hotels in Downtown Chicago
- 3 Star Hotels in Hyde Park
- Hyatt Hotels in Oakland
- Bar Hotel Hotels in South Loop
- Marriott Hotels & Resorts in South Loop
- Near South Side Hotels
- La Quinta Inn & Suites Hotels in Hyde Park
- Apartments in South Side
- 5 Star Hotels in Dearborn Homes
- Hotels near University of Chicago Medicine
- Destination Hotels in Douglas
- Spa Hotel Hotels in South Loop
- Beach Hotel Hotels in Downtown Chicago
- Marriott Hotels & Resorts in Hyde Park
- Omni Hotels in Jackson Park Highlands
- Destination Hotels in Kenwood
- Swissotel Hotels in Greater Grand Crossing
- Luxury Hotel Hotels in Magnificent Mile
- Historic Hotel Hotels in Chicago
- Hotels near Chicago 55th-56th-57th Street Station
- Waterpark Hotels in Chicago
- Adventure Holiday Packages South Side
- Visit Washington Park
- Greater Salem Baptist Church
- Ping Tom Memorial Park
- Visit Hyde Park
- Pet-Friendly Holiday Packages South Side
- Visit Jackson Park Highlands
- Visit Chicago Lawn
- Hyde Park Hair Salon
- Visit Greater Grand Crossing
- Wintrust Arena
- Visit Fuller Park
- Visit Chinatown