Photo by Richard Remington
Search Condo Rentals in South Side
- Change your mindBook hotels with free cancellation
- Be pickySearch almost a million properties worldwide
Check prices for these dates
In two weeks
In two months
In three months
In four months
Our top choices for South Side condo rentals

Serenity on the Shores - with easy transport to Chicago/SouthShore across the St
Serenity on the Shores - with easy transport to Chicago/SouthShore across the StPortage
9.6 out of 10, Exceptional, (12 reviews)
The price is HK$1,396
HK$1,747 total
includes taxes & fees
12 Jan - 13 Jan

Chic Urban Retreat Near Wrigley Field w/Parking
Chic Urban Retreat Near Wrigley Field w/ParkingLakeview
10.0 out of 10, Exceptional, (45 reviews)
The price is HK$1,130
HK$3,383 total
includes taxes & fees
12 Jan - 13 Jan

Just remodeled apartment close to airport and mall
Just remodeled apartment close to airport and mallElk Grove Village
10.0 out of 10, Exceptional, (15 reviews)
The price is HK$1,052
HK$1,976 total
includes taxes & fees
12 Jan - 13 Jan

Free Breakfast. Indoor Pool. Gym. Business Center.
Free Breakfast. Indoor Pool. Gym. Business Center.Schererville
The price is HK$1,217
HK$1,578 total
includes taxes & fees
12 Jan - 13 Jan

2BR w/Balcony, Fireplace & Wi-Fi
2BR w/Balcony, Fireplace & Wi-FiLisle
The price is HK$974
HK$3,032 total
includes taxes & fees
31 Jan - 1 Feb

Fully-Equipped Suite | Gym Access
Fully-Equipped Suite | Gym AccessYork Center
The price is HK$851
HK$1,130 total
includes taxes & fees
8 Feb - 9 Feb

Wrigley Field MVP Suite 1 Bedroom Apartment
Wrigley Field MVP Suite 1 Bedroom ApartmentLakeview
9.6 out of 10, Exceptional, (14 reviews)
The price is HK$1,395
HK$5,194 total
includes taxes & fees
12 Jan - 13 Jan

Cozy One Bedroom, Washer Dryer, Central Location, Fireplace, Monthly Discounts
Cozy One Bedroom, Washer Dryer, Central Location, Fireplace, Monthly DiscountsLombard
9.2 out of 10, Wonderful, (22 reviews)
The price is HK$1,497
HK$2,709 total
includes taxes & fees
19 Jan - 20 Jan
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.
Find holiday rentals that suit your style
Aparthotels
Apartments
Save an average of 15% on thousands of hotels when you're signed in
Top South Side Hotel Reviews

Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHG
10/10 Excellent
Find out more about South Side
South Side Condo Rentals information
Number of reviews | 201 |
|---|---|
Accommodation | 45 Condo Rentals |
Lowest Price | HK$996 |
Highest Price | HK$8,445 |
Explore a world of travel with Expedia
- Fairmont Hotels in Chatham Fields
- Resorts in Chicago Museum Campus-11th Street Station
- Accor Hotels in Washington Park Court
- Essex Hotels
- Hotels near Kam Isaiah Israel Congregation
- Aparthotels in Millennium Station
- Marriott Hotels & Resorts in Hyde Park
- B&B in Chicago
- Clubhouse Hotels in Ducktown
- Hotels near University of Chicago Medicine
- Bar Hotel Hotels in South Loop
- Motels in Hometown
- South Loop Hotels
- Hotel with Pool Hotels in South Loop
- The Loop Hotels
- Red Roof Inn Hotels in Kenwood
- Hostels in North Side
- Spa Hotel Hotels in Chinatown
- Apartments in Oak Park
- Cottages in Burnham
- Independent Hotels in Printers Row
- Fairmont Hotels in Fuller Park
- The Peninsula Group Hotels in South Commons
- Aparthotels in Chicago
- Apartments in Roosevelt Station
- Hyatt Hotels in Dearborn Homes
- Near South Side Hotels
- Marriott Hotels & Resorts in Central Station
- Motels in Irving Park Station
- Aparthotels in Central Chicago
- Apartments in Crestwood
- B&B in Chicago Wrightwood Station
- Destination Hotels in Kenwood
- Apartments in Chicago
- Hyatt Hotels in Oakland
- Hotels near University of Chicago
- Hilton Hotels in Essex
- Lower West Side Hotels
- Hotels near Ida B Wells House
- Hotels near Paul H. Douglas Nature Sanctuary
- Hotels near Arie Crown Theater
- Hotels near Court Theatre
- Hotels near Chicago 55th-56th-57th Street Station
- Guest Houses in Chicago
- Apartments in South Side
- Hotels near LaSalle Street Station
- Kenwood Hotels
- Hotels near Chicago 63rd Street Station
- B&B in 35th-Archer Station
- B&B in Chicago Union Station
- Hotels near DuSable Museum of African-American History
- Independent Hotels in Greater Grand Crossing
- Hostels in Chicago
- Woodlawn Hotels
- Guest Houses in UIC-Halsted Station
- Motel 6 Hotels in Central Station
- Hotels near Cottage Grove Station
- Motels in Chicago
- Chinatown Hotels
- Hotels near McCormick Tribune Center
- Hostels in Chicago Union Station
- Motel 6 Hotels in Essex
- B&B in Halsted Station
- Vacation Homes in Chicago
- Motels in Harvey 147th Street-Sibley Boulevard Station
- Swissotel Hotels in Greater Grand Crossing
- Pet-Friendly Hotel Hotels in Hyde Park
- Aparthotels in Chicago Station
- Chicago Hotels
- Hotels near Chicago 83rd Street Station
- 3 Star Hotels in Hyde Park
- Apartments in Kimball Station
- Hotel with Pool Hotels in Hyde Park
- 5 Star Hotels in Near South Side
- 5 Star Hotels in Dearborn Homes
- La Quinta Inn & Suites Hotels in Hyde Park
- 4 Star Hotels in South Loop
- 5 Star Hotels in Hyde Park
- Romantic Hotel Hotels in Hyde Park
- Hostels in Hometown
- Oakland Hotels
- Resorts in Chicago
- Destination Hotels in Douglas
- Hyde Park Hotels
- Hostels in Central Chicago
- Hyde Park Hair Salon
- Visit Jackson Park Highlands
- Visit Southwest Side
- Adventure Holiday Packages South Side
- Visit Chinatown
- Wintrust Arena
- Soldier Field
- Greater Salem Baptist Church
- Visit Hyde Park
- Visit Greater Grand Crossing
- Visit Washington Park
- Visit Fuller Park
- Pet-Friendly Holiday Packages South Side
- Grace Abbott Homes Holidays








































































