South Side
Travel Guide
Visit South Side
Holiday Inn Chicago – Midway Airport S by IHG
7353 S Cicero Avenue Chicago IL
The price is CA $146 per night from Aug 9 to Aug 10
CA $146
CA $185 total
Aug 9 - Aug 10
includes taxes & fees
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff and ...
Chicago Lake Shore Hotel
4900 S Lake Shore Dr Chicago IL
The price is CA $281 per night from Aug 4 to Aug 5
CA $281
CA $330 total
Aug 4 - Aug 5
includes taxes & fees
Stay at this hotel in Chicago. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the overall value in our reviews. ...
Jaslin Hotel
261 West Cermak Rd Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $204 per night from Aug 17 to Aug 18
CA $204
CA $242 total
Aug 17 - Aug 18
includes taxes & fees
Stay at this hotel in Chicago. Enjoy free WiFi, a 24-hour fitness center, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in ...
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.
23rd St - Modern 2 Bedroom with Parking - near McCormick Place, Chinatown
Chicago IL
Stay at this apartment in Chicago. Enjoy free WiFi, laundry facilities, and patios. Popular attractions Soldier Field and Grant Park are located nearby.
9/10 Wonderful! (7 reviews)
"The location is the best feature of this property. The upstairs neighbors were so loud it sounded like they were in our room. Parking was not possible for us so we paid 18 per day to park at the train station. The listing says there are available tandem spots but there were cars parked in a way that ..."
Reviewed on Jul 26, 2025
Bright Vintage U of C Center Condo with WiFi, AC in enjoyable Chicago
Chicago IL
Stay at this condo in Chicago. Enjoy laundry facilities and air conditioning. Popular attractions Soldier Field and Griffin Museum of Science and Industry are ...
Stylish Apartment near Chicago Downtown
3030 S Lyman St Chicago IL
Stay at this aparthotel in Chicago. Enjoy free WiFi and air conditioning. Popular attractions Soldier Field and United Center are located nearby.
9/10 Wonderful! (12 reviews)
"Check in was very smooth. They send a message with access info so check in was easy. Upon arriving at the property it was very nice looking and well furnished on the inside but like a hunted house on the outside. Now to the cons the were, several insects including spiders outside as well as inside ..."
Reviewed on Jun 30, 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.
Stay near popular South Side attractions
Things to do
Chicago: Navy Pier Centennial Wheel Ticket
CA $35
per adult
88% of travellers recommend
Wendella's Lake and River Architecture Tour
CA $64
per adult
94% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
CA $58
per adult
94% of travellers recommend
Chicago By Night River and Lake Cruise
CA $71
per adult
94% of travellers recommend
Explore a world of travel with Expedia
- Lincoln Park Hotels
- Hotels with Free Airport Shuttle in Chicago
- River North Hotels
- Magnificent Mile Hotels
- Hotels near United Center
- Hotels near O'Hare Intl.
- The Loop Hotels
- Fulton Market Hotels
- Hotels near Soldier Field
- Boutique Hotels in Chicago
- Hotels near McCormick Place
- Hotels near Millennium Park
- West Loop Hotels
- Hotels with a Pool in Chicago
- Marriott Hotels & Resorts in Chicago
- Hostels in Chicago
- All Inclusive Resorts and in Chicago
- Hotels near Grant Park
- Hotels near Wrigley Field
- Hotels near Navy Pier
- Cheap Hotels in Chicago
- Hotels with Kitchenettes in Chicago
- Family Hotels in Chicago
- Pet-Friendly Hotels in Chicago
- Hotels with Free Parking in Chicago
- Motels in Chicago
- Cheap Hotels in Downtown Chicago
- Downtown Chicago Hotels
- Hotels near Art Institute of Chicago
- Hotels with Free Breakfast in Chicago
- Chicago Hotels
- Flights from Kitchener (YKF) to Chicago (ORD)
- Flights from Hamilton (YHM) to Chicago (ORD)
- Flights from Vancouver (YVR) to Chicago (ORD)
- Flights from Montreal (YUL) to Chicago (ORD)
- Flights from Halifax (YHZ) to Chicago (ORD)
- Flights to Chicago
- Flights from Buffalo (BUF) to Chicago (ORD)
- Flights from Seattle (SEA) to Chicago (ORD)
- Flights from Calgary (YYC) to Chicago (ORD)
- Flights from Winnipeg (YWG) to Chicago (ORD)
- Flights from Toronto (YYZ) to Chicago (ORD)
- Flights from New York (LGA) to Chicago (ORD)
- Flights from Toronto (YTZ) to Chicago (MDW)
- Flights from Saskatoon (YXE) to Chicago (ORD)
- Flights from Toronto (YYZ) to Chicago (MDW)
- Flights from Chicago
- Flights from Regina (YQR) to Chicago (ORD)
- Flights from O'Hare Intl.
- Flights from Windsor (YQG) to Chicago (ORD)
- Flights from London (YXU) to Chicago (ORD)
- Flights from Detroit (DTW) to Chicago (ORD)
- Flights from Midway Intl.
- Flights from Ottawa (YOW) to Chicago (ORD)
- Flights from Edmonton (YEG) to Chicago (ORD)
- Visit Prairie District
- Visit Melrose Park
- Visit Noble Square
- Visit Cook County
- Visit Magnificent Mile
- Visit South Loop
- Visit Elk Grove Village
- Willis Tower
- Visit Chicago Lawn
- Downtown Chicago Vacations
- Visit Rush Street
- Visit Logan Square
- Visit East Side
- Visit Gold Coast
- Visit Back of the Yards
- Visit West Loop Gate
- Navy Pier
- Visit West Loop
- Visit Old Irving Park
- Art Institute of Chicago
- Visit Goose Island
- Visit Lincoln Park
- Visit Downtown Chicago
- Visit Irondale
- Visit Palmer Square
- Water Tower Place
- Golf Vacations
- Visit Streeterville
- Robie House
- Visit The Loop
- Chicago Vacations
- Visit Near North Side
- Wrigley Field
- Visit Canaryville
- Visit Gage Park
- Visit Chicago
- Visit Near South Side
- Grant Park
- Visit Rosemont
- Visit East Garfield Park
