Hotels with Pool & Resorts in South Side from AU$133
Change your mindBook hotels with free cancellation
Be pickySearch almost a million properties worldwide
Check availability on South Side Hotels with Pool
Our top choices for South Side hotels with a pool
8.4 out of 10, Very good, (917 reviews)
"Great service, friendly staff. Great stay"
Adrian
The price is AU$214
includes taxes & fees
3 Feb - 4 Feb
DoubleTree by Hilton Chicago - Magnificent Mile
DoubleTree by Hilton Chicago - Magnificent MileDowntown Chicago
8.8 out of 10, Excellent, (2,243 reviews)
"Great hotel "
Jeffrey
The price is AU$150
includes taxes & fees
1 Feb - 2 Feb
8.8 out of 10, Excellent, (3,608 reviews)
"Great location and breakfast.. can be a bit pricey but worth it. "
Shaurya
The price is AU$188
includes taxes & fees
16 Feb - 17 Feb
8.6 out of 10, Excellent, (3,045 reviews)
"All around a nice stay for the holiday "
Alec
The price is AU$133
includes taxes & fees
25 Jan - 26 Jan
9.0 out of 10, Wonderful, (3,727 reviews)
"Great stay!!!"
Lorenzo Martrel
The price is AU$141
includes taxes & fees
25 Jan - 26 Jan
9.0 out of 10, Wonderful, (1,068 reviews)
"Amazing location, excellent service and great pool and hot tub. "
Tim
The price is AU$216
includes taxes & fees
25 Jan - 26 Jan
Courtyard by Marriott Chicago Magnificent Mile
Courtyard by Marriott Chicago Magnificent MileDowntown Chicago
9.0 out of 10, Wonderful, (1,663 reviews)
"Would definitely stay again…location was perfect "
Ashley
The price is AU$178
includes taxes & fees
5 Feb - 6 Feb
8.6 out of 10, Excellent, (1,823 reviews)
"Great hotel"
Yavuz
The price is AU$309
includes taxes & fees
1 Feb - 2 Feb
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
Explore a world of travel with Expedia
- Hotels near Auditorium Building and Theatre
- Avalon Park Hotels
- Brighton Park Hotels
- Hotels near Buckingham Fountain
- Central Station Hotels
- Hotels near Chicago 59th Street Station
- Apartments in Chicago 63rd Street Station
- B&B in Chicago Halsted Station
- All Inclusive Hotels in Chicago
- Business Hotels in Chicago
- Casino Hotels in Chicago
- Cheap Hotels in Chicago
- Luxury Hotels in Chicago
- Spa Hotels in Chicago
- Chicago Hotels
- Boutique Hotels in Chicago Lawn
- Family Hotels in Chicago Lawn
- Historic Hotels in Chicago Lawn
- Hotels with Pool in Chicago Lawn
- Romantic Hotels in Chicago Lawn
- Hotels near Chicago McCormick Place Station
- Inns in Chicago McCormick Place Station
- Hotels near Chicago Museum Campus-11th Street Station
- Business Hotels in Chicago Museum Campus
- Cheap Hotels in Chicago Museum Campus
- Historic Hotels in Chicago Museum Campus
- Hotels near Chicago South Shore Station
- Chinatown Hotels
- Hotels near Damen Station
- Downtown Chicago Hotels
- Boutique Hotels in Englewood
- Englewood Hotels
- Cheap Hotels in Essex
- Family Hotels in Essex
- Hotels near Field Museum of Natural History
- Fuller Park Hotels
- Four Seasons Hotels in Gold Coast
- Grace Abbott Homes Hotels
- Hotels near Grant Park
- Greater Grand Crossing Hotels
- Hotels near Halsted Station
- Boutique Hotels in Hyde Park
- Cheap Hotels in Hyde Park
- Green Hotels in Hyde Park
- Luxury Hotels in Hyde Park
- Spa Hotels in Hyde Park
- Hyde Park Hotels
- Hotels near Hyde Park Hair Salon
- Hotels near Illinois Institute of Technology
- Hotels near Jackson Park
- Hotels near Lakefront Trail
- Cheap Hotels in Little Italy
- Little Italy Hotels
- Hotels near Lollapalooza
- Lower West Side Hotels
- Hotels near McCormick Place
- Lgbt Welcoming Hotels in Near South Side
- Near South Side Hotels
- Luxury Hotels in Oakland
- Cheap Hotels in Pilsen
- Printers Row Hotels
- Hotels near Roosevelt University
- Hotels near SR Crown Hall
- Hotels near Soldier Field
- Boutique Hotels in South Chicago
- Historic Hotels in South Chicago
- Spa Hotels in South Chicago
- South Loop Hotels
- South Shore Hotels
- Hotels near University of Chicago
- Boutique Hotels in Washington Park
- Washington Park Hotels
- West Englewood Hotels
- Buckingham Fountain
- Visit Brighton Park
- Visit Canaryville
- Visit Grace Abbott Homes
- Visit Grand Boulevard
- Visit Jackson Park Highlands
- Chicago Museum of Science and Industry
- Visit South Loop
- Chicago Holidays
- Grace Abbott Homes Holidays
- Grant Park
- Greater Salem Baptist Church
- Hyde Park Hair Salon
- Robie House
- South Loop Holidays
- University of Illinois Chicago