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Check prices for these dates

In two weeks
Aug 28 - Aug 30
In two months
Oct 9 - Oct 11
In three months
Nov 6 - Nov 8
In four months
Dec 4 - Dec 6

Our top choices for Southwest Side condo rentals

Smart TV, books

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

Chic Suite/Mins to L Train /Laundry/Free Parking
Oak Park
9.4 out of 10, Exceptional, (69 reviews)
"Very nice stay. Close to everything. Host very helpful. "
United States
Tamela S.
$221 nightly
The price is $253
Aug 18 - Aug 19
Total with taxes and fees
Chic Suite/Mins to L Train /Laundry/Free Parking
Smart TV, fireplace, offices

2. Chic Urban Retreat Near Wrigley Field w/Parking

Chic Urban Retreat Near Wrigley Field w/Parking
Lakeview
10.0 out of 10, Exceptional, (60 reviews)
"Hosts were great, location is great, and it was a great stay."
United States
Ryan G.
$276 nightly
The price is $284
Aug 24 - Aug 25
Total with taxes and fees
Chic Urban Retreat Near Wrigley Field w/Parking
Coffee/tea maker, fridge, microwave, oven

3. ModernFarmHouseChicago-Spacious 3-bedroom condo Near Downtown Chicago

ModernFarmHouseChicago-Spacious 3-bedroom condo Near Downtown Chicago
Kenwood
10.0 out of 10, Exceptional, (4 reviews)
"Exactly as described, would recommend"
United States
Anonymous traveler
$597 nightly
The price is $737
Sep 2 - Sep 3
Total with taxes and fees
ModernFarmHouseChicago-Spacious 3-bedroom condo Near Downtown Chicago
Exterior

4. 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.
$170 nightly
The price is $190
Aug 16 - Aug 17
Total with taxes and fees
Fully-Equipped Suite | Gym Access
Private kitchen

5. 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.
$548 nightly
The price is $676
Aug 20 - Aug 21
Total with taxes and fees
Wrigley Field MVP Suite 1 Bedroom Apartment
Smart TV, fireplace, video-game console, books

6. Ukrainian Village 3BR/3BA • Private Patio, Parking

Ukrainian Village 3BR/3BA • Private Patio, Parking
West Town
10.0 out of 10, Exceptional, (38 reviews)
"Clean and convenient location for our stay. "
United States
Tony D.
$711 nightly
The price is $892
Aug 30 - Aug 31
Total with taxes and fees
Ukrainian Village 3BR/3BA • Private Patio, Parking
Paper towels

7. 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, (18 reviews)
"Great place! "
United States
Isabella T.
$240 nightly
The price is $257
Aug 16 - Aug 17
Total with taxes and fees
Just remodeled apartment close to airport and mall
Smart TV, fireplace

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

Cozy One Bedroom, Washer Dryer, Central Location, Fireplace, Monthly Discounts
Lombard
9.4 out of 10, Exceptional, (23 reviews)
"The place was clean and wonderfull. Love the area."
United States
Jack W.
$358 nightly
The price is $379
Aug 17 - Aug 18
Total with taxes and fees
Cozy One Bedroom, Washer Dryer, Central Location, Fireplace, Monthly Discounts
Smart TV, books, printers

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

MDRN Kid-Friendly Apt|Charming|Private|Sunny|Fast Wi-Fi| Parking
South Evanston
9.4 out of 10, Exceptional, (27 reviews)
"Parking was convenient and accommodations were comfortable."
United States
Evan Q.
$461 nightly
The price is $523
Aug 18 - Aug 19
Total with taxes and fees
MDRN Kid-Friendly Apt|Charming|Private|Sunny|Fast Wi-Fi| Parking
Interior

10. Chicago's Hidden Treasure "Evanston, IL" Urban Luxury with comfort

Chicago's Hidden Treasure "Evanston, IL" Urban Luxury with comfort
Downtown Evanston
10.0 out of 10, Exceptional, (36 reviews)
"Very nice place to stay with a great location. Thanks!"
United States
Robin M.
$371 nightly
The price is $421
Aug 16 - Aug 17
Total with taxes and fees
Chicago's Hidden Treasure "Evanston, IL" Urban Luxury with comfort
Exterior

11. Air-Conditioned King Suite | Complimentary Breakfast

Air-Conditioned King Suite | Complimentary Breakfast
York Center
9.0 out of 10, Wonderful, (4 reviews)
"Sufficient for a quick overnight stay. Hotel was undergoing renovations."
United States
Anonymous traveler
$170 nightly
The price is $190
Aug 16 - Aug 17
Total with taxes and fees
Air-Conditioned King Suite | Complimentary Breakfast
TV

12. 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, (27 reviews)
"Enjoyed a dinner party with friends Place was perfect Management helpful "
United States
Vince K.
$776 nightly
The price is $958
Aug 23 - Aug 24
Total with taxes and fees
Wrigley Field All Star Suite 3 Bedrooms 2 Bath
Fireplace

13. Wrigley Field Legend Suite 4 Bedrooms, 2 Bathrooms

Wrigley Field Legend Suite 4 Bedrooms, 2 Bathrooms
Lakeview
9.6 out of 10, Exceptional, (32 reviews)
"This place was perfect for our quick weekend getaway!"
United States
Kate P.
$890 nightly
The price is $1,098
Sep 2 - Sep 3
Total with taxes and fees
Wrigley Field Legend Suite 4 Bedrooms, 2 Bathrooms
Exterior

14. 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.
$162 nightly
The price is $181
Aug 16 - Aug 17
Total with taxes and fees
Fully-Equipped Suite | Complimentary Breakfast
Interior

15. Half a mile from everything in the heart of Evanston, Illinois

Half a mile from everything in the heart of Evanston, Illinois
Downtown Evanston
10.0 out of 10, Exceptional, (11 reviews)
"Great place to stay"
United States
Barbara R.
$371 nightly
The price is $421
Aug 16 - Aug 17
Total with taxes and fees
Half a mile from everything in the heart of Evanston, Illinois
Interior

16. Chicago's Hidden Treasure, "EVANSTON, IL"

Chicago's Hidden Treasure, "EVANSTON, IL"
Downtown Evanston
9.6 out of 10, Exceptional, (9 reviews)
"Great location for Northwestern. Clean,Safe place. "
United States
friendolyn
$371 nightly
The price is $421
Aug 16 - Aug 17
Total with taxes and fees
Chicago's Hidden Treasure, "EVANSTON, IL"
Fireplace

17. 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
$890 nightly
The price is $1,098
Sep 7 - Sep 8
Total with taxes and fees
Wrigley Field Home Run 4 Bedroom, 2 Bathroom
Living area

18. Wrigley Field Stadium Suite 4 Bedroom 2 Bathroom

Wrigley Field Stadium Suite 4 Bedroom 2 Bathroom
Lakeview
9.8 out of 10, Exceptional, (28 reviews)
"Location cannot be beat! So close to Wrigley and so fun! "
United States
Celia A
$890 nightly
The price is $1,098
Aug 20 - Aug 21
Total with taxes and fees
Wrigley Field Stadium Suite 4 Bedroom 2 Bathroom
Private kitchen

19. 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.
$890 nightly
The price is $1,098
Aug 30 - Aug 31
Total with taxes and fees
Wrigley Field Grand Slam Suite 4 Bedrooms, 2 Bathrooms
Interior

20. Stylish 1BR | A+ Location, Parking, Laundry

Stylish 1BR | A+ Location, Parking, Laundry
Lisle
$277 nightly
The price is $279
Aug 17 - Aug 18
Total with taxes and fees
Stylish 1BR | A+ Location, Parking, Laundry
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.
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Top Southwest Side Hotel Reviews

The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown

10/10 Excellent
"The staff is exceptional! All of the doormen were extremely helpful and attentive, especially Lucas, our favorite. All of the housekeeping staff were wonderful and catered to our every need. The food at Hoyt's was excellent. The Hoyt's bar is a great place to mingle and decompress. The rooms are quiet and comfortable. Plenty of plugs for charging devices. The location is perfect, with a vast array of bus stops, across-the-street access to the Riverwalk, and easy walking distance to Millenium Park and the Chicago Art Institute. All-in-all, a wonderful stay. We really appreciated all of the humans taking care of us during our stay."
Mark 5-night trip
Posted 5 hours ago
The Royal Sonesta Chicago Downtown

Find out more about Southwest Side

Southwest Side Condo Rentals information

Number of reviews
433
Accommodation
99 Condo Rentals
Lowest Price
$181
Highest Price
$1,098

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