Search Condos in Southwest Side

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search 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 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, (60 reviews)
"Comfortable bed, spacious rooms and clean."
United States
Michael W.
The price is NZ$332
includes taxes & fees
30 Mar - 31 Mar
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.
The price is NZ$432
includes taxes & fees
28 Mar - 29 Mar
Just remodeled apartment close to airport and mall

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.
The price is NZ$878
includes taxes & fees
29 Mar - 30 Mar
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.
The price is NZ$584
includes taxes & fees
29 Mar - 30 Mar
Cozy One Bedroom, Washer Dryer, Central Location, Fireplace, Monthly Discounts

Fully-Equipped Suite | Gym Access

Fully-Equipped Suite | Gym Access
York Center
The price is NZ$285
includes taxes & fees
29 Mar - 30 Mar
Fully-Equipped Suite | Gym Access

Chic Urban Retreat Near Wrigley Field w/Parking

Chic Urban Retreat Near Wrigley Field w/Parking
Lakeview
10.0 out of 10, Exceptional, (49 reviews)
"Great spot in a wonderful location!"
United States
Jasson R.
The price is NZ$641
includes taxes & fees
13 Apr - 14 Apr
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.
The price is NZ$484
includes taxes & fees
13 Apr - 14 Apr
Stylish 2-Bedroom Condo – Easy Drive to Downtown Chicago & Midway Airport

ModernFarmHouseChicago-Spacious 3-bedroom condo Near Downtown Chicago

ModernFarmHouseChicago-Spacious 3-bedroom condo Near Downtown Chicago
Kenwood
The price is NZ$793
includes taxes & fees
29 Mar - 30 Mar
ModernFarmHouseChicago-Spacious 3-bedroom condo Near Downtown Chicago

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.
The price is NZ$1,146
includes taxes & fees
2 Apr - 3 Apr
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.
The price is NZ$1,596
includes taxes & fees
27 Mar - 28 Mar
Wrigley Field All Star Suite 3 Bedrooms 2 Bath

Large Chicago 3BR/3BA • Sleeps 7 • Near Downtown

Large Chicago 3BR/3BA • Sleeps 7 • Near Downtown
West Town
10.0 out of 10, Exceptional, (34 reviews)
"Stayed here for a weekend to explore Chicago and this place was perfect. House was clean, well kept and has a great layout. The location is also perfect for exploring the greater Chicago area. Would definitely stay here again. "
United States
Andrew L.
Large Chicago 3BR/3BA • Sleeps 7 • Near Downtown

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
The price is NZ$1,824
includes taxes & fees
2 Apr - 3 Apr
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.
The price is NZ$284
includes taxes & fees
29 Mar - 30 Mar
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.
The price is NZ$1,807
includes taxes & fees
29 Mar - 30 Mar
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.
The price is NZ$1,807
includes taxes & fees
29 Mar - 30 Mar
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.
The price is NZ$1,824
includes taxes & fees
30 Mar - 31 Mar
Wrigley Field Grand Slam Suite 4 Bedrooms, 2 Bathrooms

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.
The price is NZ$284
includes taxes & fees
5 Apr - 6 Apr
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
334
Accommodation
133 Condo Rentals
Lowest Price
NZ$284
Highest Price
NZ$1,824

Explore a world of travel with Expedia