Search and Rent South Side Condos

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals
  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings
  • Upfront pricing

    We are not like the others - we include taxes and fees

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

ModernFarmHouseChicago-Spacious 3-bedroom condo Near Downtown Chicago

ModernFarmHouseChicago-Spacious 3-bedroom condo Near Downtown Chicago
Kenwood
10.0 out of 10, Exceptional, (1 review)
"This place was amazing! Close to downtown / Lakeshore. Felt very safe. Extremely clean, beautifully decorated and cozy. All the amenities. Top notch beds! It was quiet and peaceful at night. The host was wonderful and easy to reach. Would highly recommend and have no complaints! For what it's worth we traveled with a 2.5 year old toddler and it was very accommodating for children as well. "
United States
Bailey F.
$358 nightly
The price is $441
Apr 19 - Apr 20
Total with taxes and fees
ModernFarmHouseChicago-Spacious 3-bedroom condo Near Downtown Chicago

Chic Suite/Mins to L Train /Laundry/Free Parking

Chic Suite/Mins to L Train /Laundry/Free Parking
Oak Park
9.6 out of 10, Exceptional, (61 reviews)
"Comfortable bed, spacious rooms and clean."
United States
Michael W.
$216 nightly
The price is $247
May 13 - May 14
Total with taxes and fees
Chic Suite/Mins to L Train /Laundry/Free Parking

Just remodeled apartment close to airport and mall

Just remodeled apartment close to airport and mall
Elk Grove Village
10.0 out of 10, Exceptional, (16 reviews)
"Very nice place to stay in secure neighborhood "
United States
Christina F.
$254 nightly
The price is $272
May 1 - May 2
Total with taxes and fees
Just remodeled apartment close to airport and mall

Chic Urban Retreat Near Wrigley Field w/Parking

Chic Urban Retreat Near Wrigley Field w/Parking
Lakeview
10.0 out of 10, Exceptional, (50 reviews)
"Hosts were great, location is great, and it was a great stay."
United States
Ryan G.
$366 nightly
The price is $376
Apr 27 - Apr 28
Total with taxes and fees
Chic Urban Retreat Near Wrigley Field w/Parking

Free Breakfast. Indoor Pool. Gym. Business Center.

Free Breakfast. Indoor Pool. Gym. Business Center.
Schererville
$213 nightly
The price is $241
May 3 - May 4
Total with taxes and fees
Free Breakfast. Indoor Pool. Gym. Business Center.

Stylish 2-Bedroom Condo – Easy Drive to Downtown Chicago & Midway Airport

Stylish 2-Bedroom Condo – Easy Drive to Downtown Chicago & Midway Airport
Stickney
9.0 out of 10, Wonderful, (2 reviews)
"100% recommend "
United States
Ana Maria I.
$246 nightly
The price is $264
Apr 20 - Apr 21
Total with taxes and fees
Stylish 2-Bedroom Condo – Easy Drive to Downtown Chicago & Midway Airport

MDRN Kid-Friendly Apt|Charming|Private|Sunny|Fast Wi-Fi| Parking

MDRN Kid-Friendly Apt|Charming|Private|Sunny|Fast Wi-Fi| Parking
South Evanston
9.6 out of 10, Exceptional, (26 reviews)
"The apartment is warm and cozy, plenty of space. The host was very responsive throughout. "
United States
Vernon S.
$550 nightly
The price is $625
Apr 17 - Apr 18
Total with taxes and fees
MDRN Kid-Friendly Apt|Charming|Private|Sunny|Fast Wi-Fi| Parking

Cozy One Bedroom, Washer Dryer, Central Location, Fireplace, Monthly Discounts

Cozy One Bedroom, Washer Dryer, Central Location, Fireplace, Monthly Discounts
Lombard
9.2 out of 10, Wonderful, (22 reviews)
"Good location, clean, and very well kept"
United States
David A.
$343 nightly
The price is $363
Apr 26 - Apr 27
Total with taxes and fees
Cozy One Bedroom, Washer Dryer, Central Location, Fireplace, Monthly Discounts

Air-Conditioned King Suite | Complimentary Breakfast

Air-Conditioned King Suite | Complimentary Breakfast
York Center
9.0 out of 10, Wonderful, (2 reviews)
"Very nice facility. Room was spacious and comfortable. Staff were friendly and helpful. Had a great experience. "
United States
Jeffery R.
$159 nightly
The price is $177
Apr 19 - Apr 20
Total with taxes and fees
Air-Conditioned King Suite | Complimentary Breakfast

Wrigley Field MVP Suite 1 Bedroom Apartment

Wrigley Field MVP Suite 1 Bedroom Apartment
Lakeview
9.6 out of 10, Exceptional, (14 reviews)
"Great location. 30 steps to Wrigley field. Clean. Safe. Very clean apt."
United States
Curt M.
$540 nightly
The price is $666
Apr 19 - Apr 20
Total with taxes and fees
Wrigley Field MVP Suite 1 Bedroom Apartment

Wrigley Field All Star Suite 3 Bedrooms 2 Bath

Wrigley Field All Star Suite 3 Bedrooms 2 Bath
Lakeview
9.4 out of 10, Exceptional, (22 reviews)
"Everything was excellent. Highly recommended!!!"
United States
Donald S.
$766 nightly
The price is $945
Apr 19 - Apr 20
Total with taxes and fees
Wrigley Field All Star Suite 3 Bedrooms 2 Bath

Wrigley Field Home Run 4 Bedroom, 2 Bathroom

Wrigley Field Home Run 4 Bedroom, 2 Bathroom
Lakeview
9.6 out of 10, Exceptional, (20 reviews)
"Would definitely stay there again "
United States
Enrique
$878 nightly
The price is $1,083
Apr 19 - Apr 20
Total with taxes and fees
Wrigley Field Home Run 4 Bedroom, 2 Bathroom

Fully-Equipped Suite | Gym Access

Fully-Equipped Suite | Gym Access
York Center
10.0 out of 10, Exceptional, (1 review)
"Everything was nice. The breakfast was exceptional! Would definitely book again."
United States
Heather M.
$171 nightly
The price is $190
May 3 - May 4
Total with taxes and fees
Fully-Equipped Suite | Gym Access

King Bed Suite | Indoor Pool. Free Breakfast.

King Bed Suite | Indoor Pool. Free Breakfast.
Schererville
8.0 out of 10, Very Good, (1 review)
$365 nightly
The price is $409
May 3 - May 4
Total with taxes and fees
King Bed Suite | Indoor Pool. Free Breakfast.

Wrigley Field Stadium Suite 4 Bedroom 2 Bathroom

Wrigley Field Stadium Suite 4 Bedroom 2 Bathroom
Lakeview
10.0 out of 10, Exceptional, (22 reviews)
"Place is freaking perfect if you're in town for some sight seeing and a ball game."
United States
Elbert C.
$878 nightly
The price is $1,083
Apr 19 - Apr 20
Total with taxes and fees
Wrigley Field Stadium Suite 4 Bedroom 2 Bathroom

Wrigley Field Grand Slam Suite 4 Bedrooms, 2 Bathrooms

Wrigley Field Grand Slam Suite 4 Bedrooms, 2 Bathrooms
Lakeview
9.0 out of 10, Wonderful, (15 reviews)
"The apartment is literally across the street from the ballpark. Very clean, easy to check in, big space, everything we needed was there, couldn't have asked for more."
United States
vince h.
$878 nightly
The price is $1,083
Apr 17 - Apr 18
Total with taxes and fees
Wrigley Field Grand Slam Suite 4 Bedrooms, 2 Bathrooms

Wrigley Field Legend Suite 4 Bedrooms, 2 Bathrooms

Wrigley Field Legend Suite 4 Bedrooms, 2 Bathrooms
Lakeview
9.6 out of 10, Exceptional, (29 reviews)
"Host was great! Let us check in early, it was an easy check in/out! We'll be back for a Cubs game! "
United States
Caroline B.
$878 nightly
The price is $1,083
Apr 17 - Apr 18
Total with taxes and fees
Wrigley Field Legend Suite 4 Bedrooms, 2 Bathrooms

Downtown Elmhurst! Where else would you want to be!!

Downtown Elmhurst! Where else would you want to be!!
Elmhurst
3.6 out of 10, (4 reviews)
"Over all it was clean and the area was a great environment don't look like it from the outside but when you get in the inside it not bad If I would suggest anything just a little more Ac for the back room but other then that everything else was good"
United States
Karwarsky B.
$395 nightly
The price is $419
Apr 17 - Apr 18
Total with taxes and fees
Downtown Elmhurst! Where else would you want to be!!

Fully-Equipped Suite | Complimentary Breakfast

Fully-Equipped Suite | Complimentary Breakfast
York Center
2.0 out of 10, (1 review)
"Hotel staff were great. “Suite” was a total disaster. Carpets were at least 10 years old with holes and furniture was as old and very uncomfortable. Never would have rented this “Suite” if we knew the true condition. Online pictures paint a very different picture."
United States
Paul S.
$159 nightly
The price is $177
May 3 - May 4
Total with taxes and fees
Fully-Equipped Suite | Complimentary Breakfast
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.
Save an average of 15% on thousands of hotels when you're signed in

Top South Side Hotel Reviews

Find out more about South Side

South Side Condo Rentals information

Number of reviews
308
Accommodation
42 Condo Rentals
Lowest Price
$177
Highest Price
$1,083

Explore a world of travel with Expedia