Search and Rent Southwest 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 Southwest Side condo rentals

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.
$212 nightly
The price is $243
May 19 - May 20
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.
$237 nightly
The price is $254
May 3 - May 4
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, (51 reviews)
"Hosts were great, location is great, and it was a great stay."
United States
Ryan G.
$361 nightly
The price is $369
Apr 27 - Apr 28
Total with taxes and fees
Chic Urban Retreat Near Wrigley Field w/Parking

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.
$244 nightly
The price is $261
May 11 - May 12
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 22 - Apr 23
Total with taxes and fees
MDRN Kid-Friendly Apt|Charming|Private|Sunny|Fast Wi-Fi| Parking

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 23 - Apr 24
Total with taxes and fees
ModernFarmHouseChicago-Spacious 3-bedroom condo Near Downtown Chicago

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.
$340 nightly
The price is $360
Apr 26 - Apr 27
Total with taxes and fees
Cozy One Bedroom, Washer Dryer, Central Location, Fireplace, Monthly Discounts

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 25 - Apr 26
Total with taxes and fees
Wrigley Field MVP Suite 1 Bedroom Apartment

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.
$169 nightly
The price is $188
May 10 - May 11
Total with taxes and fees
Fully-Equipped Suite | Gym Access

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 22 - Apr 23
Total with taxes and fees
Wrigley Field All Star Suite 3 Bedrooms 2 Bath

Chicago 3BR/3BA | Jet Tub, Private Patio & Parking

Chicago 3BR/3BA | Jet Tub, Private Patio & Parking
West Town
10.0 out of 10, Exceptional, (35 reviews)
"Clean and convenient location for our stay. "
United States
Tony D.
$703 nightly
The price is $882
May 21 - May 22
Total with taxes and fees
Chicago 3BR/3BA | Jet Tub, Private Patio & Parking

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 22 - Apr 23
Total with taxes and fees
Wrigley Field Home Run 4 Bedroom, 2 Bathroom

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.
$171 nightly
The price is $190
May 3 - May 4
Total with taxes and fees
Air-Conditioned King Suite | Complimentary 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 22 - Apr 23
Total with taxes and fees
Wrigley Field Stadium Suite 4 Bedroom 2 Bathroom

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 22 - Apr 23
Total with taxes and fees
Wrigley Field Legend Suite 4 Bedrooms, 2 Bathrooms

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 22 - Apr 23
Total with taxes and fees
Wrigley Field Grand Slam 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 22 - Apr 23
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 Southwest Side Hotel Reviews

Find out more about Southwest Side

Southwest Side Condo Rentals information

Number of reviews
344
Accommodation
133 Condo Rentals
Lowest Price
$177
Highest Price
$1,083

Explore a world of travel with Expedia