Search Condo Rentals in Southwest Side

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

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

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
20 Feb - 22 Feb
In two months
3 Apr - 5 Apr
In three months
1 May - 3 May
In four months
29 May - 31 May

Our top choices for Southwest Side condo rentals

Smart TV, fireplace, offices

Chic Urban Retreat Near Wrigley Field w/Parking

Chic Urban Retreat Near Wrigley Field w/Parking
Lakeview
10.0 out of 10, Exceptional, (46 reviews)
"One of my favorite stays! Wonderful place (clean, pretty, good beds - you name it) and you can’t beat the location! We loved walking to coffee, drinks, and meals - such a great neighborhood. "
United States
Shelby C.
The price is AED 327
AED 1,378 total
includes taxes & fees
6 Feb - 7 Feb
Chic Urban Retreat Near Wrigley Field w/Parking
Smart TV, books

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, (58 reviews)
"Super convenient if you want to see the Frank Lloyd wright house - walked to studio and train and great cafes. Perfect location "
United States
Travis S.
The price is AED 294
AED 791 total
includes taxes & fees
28 Feb - 1 Mar
Chic Suite/Mins to L Train /Laundry/Free Parking
TV

Comfortable Condo in the Heart of Bronzeville by RedAwning

Comfortable Condo in the Heart of Bronzeville by RedAwning
Bronzeville
7.8 out of 10, Good, (6 reviews)
"Very clean, everything needed with in. Manager was easily accessible. "
United States
Rosheena C.
The price is AED 536
AED 1,524 total
includes taxes & fees
1 Mar - 2 Mar
Comfortable Condo in the Heart of Bronzeville by RedAwning
Smart TV

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 AED 440
AED 1,116 total
includes taxes & fees
2 Mar - 3 Mar
Stylish 2-Bedroom Condo – Easy Drive to Downtown Chicago & Midway Airport
Paper towels

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, (15 reviews)
"Very nice place to stay in secure neighborhood "
United States
Christina F.
The price is AED 496
AED 939 total
includes taxes & fees
4 Feb - 5 Feb
Just remodeled apartment close to airport and mall
Exterior

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 AED 412
AED 542 total
includes taxes & fees
8 Feb - 9 Feb
Air-Conditioned King Suite | Complimentary Breakfast
Private kitchen

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 AED 657
AED 2,448 total
includes taxes & fees
4 Feb - 5 Feb
Wrigley Field MVP Suite 1 Bedroom Apartment
Smart TV, fireplace

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 AED 705
AED 1,277 total
includes taxes & fees
11 Feb - 12 Feb
Cozy One Bedroom, Washer Dryer, Central Location, Fireplace, Monthly Discounts
Smart TV, books, printers

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, (25 reviews)
"Good place to stay, comfortable and quiet."
United States
Andrew N.
The price is AED 1,149
AED 2,295 total
includes taxes & fees
4 Feb - 5 Feb
MDRN Kid-Friendly Apt|Charming|Private|Sunny|Fast Wi-Fi| Parking
Exterior

Fully-Equipped Suite | Gym Access

Fully-Equipped Suite | Gym Access
York Center
The price is AED 412
AED 544 total
includes taxes & fees
8 Feb - 9 Feb
Fully-Equipped Suite | Gym Access
TV

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 AED 1,392
AED 3,472 total
includes taxes & fees
4 Feb - 5 Feb
Wrigley Field All Star Suite 3 Bedrooms 2 Bath
Fireplace

Wrigley Field Legend Suite 4 Bedrooms, 2 Bathrooms

Wrigley Field Legend Suite 4 Bedrooms, 2 Bathrooms
Lakeview
9.6 out of 10, Exceptional, (28 reviews)
"The location was amazing! Comfortable beds and easy access. "
United States
Donald N.
The price is AED 1,759
AED 3,980 total
includes taxes & fees
4 Feb - 5 Feb
Wrigley Field Legend Suite 4 Bedrooms, 2 Bathrooms
Private kitchen

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 AED 1,759
AED 3,980 total
includes taxes & fees
4 Feb - 5 Feb
Wrigley Field Grand Slam Suite 4 Bedrooms, 2 Bathrooms
Living area

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 AED 1,759
AED 3,980 total
includes taxes & fees
4 Feb - 5 Feb
Wrigley Field Stadium Suite 4 Bedroom 2 Bathroom
Fireplace

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 AED 1,759
AED 3,980 total
includes taxes & fees
4 Feb - 5 Feb
Wrigley Field Home Run 4 Bedroom, 2 Bathroom
Exterior

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 AED 377
AED 501 total
includes taxes & fees
1 Mar - 2 Mar
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Southwest Side Hotel Reviews

DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile

10/10 Excellent
"It was amaizing"
Jose 3-night trip
Posted 3 hours ago
DoubleTree by Hilton Chicago - Magnificent Mile