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Check prices for these dates

In two weeks
Nov 6 - Nov 8
In two months
Dec 18 - Dec 20
In three months
Jan 15 - Jan 17
In four months
Feb 12 - Feb 14

Our top choices for Southwest Side condo rentals

A modern living room with a grey sofa, white and patterned cushions, a round coffee table, and a ceiling fan.

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, (73 reviews)
"Easy access to the Green Line."
United States
Michael
$203 nightly
The price is $232
Nov 2 - Nov 3
Total with taxes and fees
Chic Suite/Mins to L Train /Laundry/Free Parking
A modern living room with a fireplace, a flat-screen TV, a sofa, and a dining area.

2. Chic Urban Retreat Near Wrigley Field w/Parking

Chic Urban Retreat Near Wrigley Field w/Parking
Lakeview
10.0 out of 10, Exceptional, (71 reviews)
"The app isn’t letting me give 5 stars but I would give 5 stars for all categories. It was perfect for our needs. Two adults and two kids. Perfect location and easy to get in and out with our car off the street. Beds were comfy and the main rooms were spacious. They were super responsive for our last minute booking. Would definitely stay here again!"
United States
Bridget
$206 nightly
The price is $212
Nov 5 - Nov 6
Total with taxes and fees
Chic Urban Retreat Near Wrigley Field w/Parking
Private kitchen

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

ModernFarmHouseChicago-Spacious 3-bedroom condo Near Downtown Chicago
Kenwood
10.0 out of 10, Exceptional, (5 reviews)
"Exactly as described, would recommend"
United States
Anonymous traveler
$497 nightly
The price is $613
Nov 5 - Nov 6
Total with taxes and fees
ModernFarmHouseChicago-Spacious 3-bedroom condo Near Downtown Chicago
A stone building with a covered entrance, benches, and potted plants.

4. Fully-Equipped Suite | Gym Access

Fully-Equipped Suite | Gym Access
York Center
10.0 out of 10, Exceptional, (2 reviews)
"Everything was nice. The breakfast was exceptional! Would definitely book again."
United States
Heather M.
$152 nightly
The price is $170
Nov 22 - Nov 23
Total with taxes and fees
Fully-Equipped Suite | Gym Access
A modern kitchen with stainless steel appliances, wooden cabinets, and a green tiled backsplash.

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.
$540 nightly
The price is $666
Oct 25 - Oct 26
Total with taxes and fees
Wrigley Field MVP Suite 1 Bedroom Apartment
A bathroom with a white sink, mirror, and toilet. There are two towels on the wall.

6. Stylish 1BR - A+ Location, Parking, Laundry

Stylish 1BR - A+ Location, Parking, Laundry
Lisle
10.0 out of 10, Exceptional, (1 review)
"Good VRBO stay..."
United States
Timothy
$234 nightly
The price is $235
Oct 25 - Oct 26
Total with taxes and fees
Stylish 1BR - A+ Location, Parking, Laundry
A modern living room with a sectional sofa, a fireplace, and a dining area with a view through large windows.

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

Ukrainian Village 3BR/3BA • Private Patio, Parking
West Town
10.0 out of 10, Exceptional, (41 reviews)
"Clean and convenient location for our stay. "
United States
Tony D.
$511 nightly
The price is $641
Nov 2 - Nov 3
Total with taxes and fees
Ukrainian Village 3BR/3BA • Private Patio, Parking
Private kitchen

8. 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
Oct 24 - Oct 25
Total with taxes and fees
Downtown Elmhurst! Where else would you want to be!!
A modern kitchen with white cabinetry, a stainless steel sink, a built-in oven, and a microwave.

9. Just remodeled apartment close to airport and mall

Just remodeled apartment close to airport and mall
Elk Grove Village
9.4 out of 10, Exceptional, (22 reviews)
"Great place! "
United States
Isabella T.
$255 nightly
The price is $273
Oct 26 - Oct 27
Total with taxes and fees
Just remodeled apartment close to airport and mall
A covered porch with wicker furniture, a table, and a railing.

10. Spacious Chicago Group Home! Walk to Train & Eats

Spacious Chicago Group Home! Walk to Train & Eats
Uptown
10.0 out of 10, Exceptional, (4 reviews)
"Perfect for us to stay for the weekend of the marathon with my son and a few of his friends."
United States
Jeffrey K.
$686 nightly
The price is $846
Nov 2 - Nov 3
Total with taxes and fees
Spacious Chicago Group Home! Walk to Train & Eats
A stone building with a covered entrance, benches, and potted plants.

11. Air-Conditioned King Suite | Complimentary Breakfast

Air-Conditioned King Suite | Complimentary Breakfast
York Center
8.8 out of 10, Excellent, (5 reviews)
"Very nice facility. Room was spacious and comfortable. Staff were friendly and helpful. Had a great experience. "
United States
Jeffery R.
$158 nightly
The price is $176
Nov 22 - Nov 23
Total with taxes and fees
Air-Conditioned King Suite | Complimentary Breakfast
A modern interior with a dining area, seating, a fireplace, and large windows offering a view of buildings outside.

12. 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, (38 reviews)
"Very nice place to stay with a great location. Thanks!"
United States
Robin M.
$407 nightly
The price is $462
Oct 26 - Oct 27
Total with taxes and fees
Chicago's Hidden Treasure "Evanston, IL" Urban Luxury with comfort
A modern living room with a grey sectional sofa, a black coffee table, and two framed pictures on the wall.

13. 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.
$343 nightly
The price is $363
Nov 1 - Nov 2
Total with taxes and fees
Cozy One Bedroom, Washer Dryer, Central Location, Fireplace, Monthly Discounts
A modern living room with a blue sofa, a round dining table, and a white desk.

14. 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, (29 reviews)
"Parking was convenient and accommodations were comfortable."
United States
Evan Q.
$427 nightly
The price is $485
Oct 25 - Oct 26
Total with taxes and fees
MDRN Kid-Friendly Apt|Charming|Private|Sunny|Fast Wi-Fi| Parking
A living room with a large arched window, a fireplace, and a sofa with patterned cushions.

15. 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
$880 nightly
The price is $1,086
Oct 24 - Oct 25
Total with taxes and fees
Wrigley Field Stadium Suite 4 Bedroom 2 Bathroom
A living room with a large arched window, a fireplace, and a sofa with patterned cushions.

16. Wrigley Field Legend Suite 4 Bedrooms, 2 Bathrooms

Wrigley Field Legend Suite 4 Bedrooms, 2 Bathrooms
Lakeview
9.6 out of 10, Exceptional, (33 reviews)
"This place was perfect for our quick weekend getaway!"
United States
Kate P.
$880 nightly
The price is $1,086
Oct 25 - Oct 26
Total with taxes and fees
Wrigley Field Legend Suite 4 Bedrooms, 2 Bathrooms
A stone building with a covered entrance, benches, and potted plants.

17. 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.
$175 nightly
The price is $195
Nov 1 - Nov 2
Total with taxes and fees
Fully-Equipped Suite | Complimentary Breakfast
A modern interior with a dining area, seating, a fireplace, and large windows offering a view of buildings outside.

18. "Serenity of Evanston" 2 BDR/2Bath Modern-Luxe Suite

"Serenity of Evanston" 2 BDR/2Bath Modern-Luxe Suite
Evanston
9.8 out of 10, Exceptional, (63 reviews)
"Great stay!"
United States
Angela D.
$493 nightly
The price is $560
Oct 25 - Oct 26
Total with taxes and fees
"Serenity of Evanston" 2 BDR/2Bath Modern-Luxe Suite
A modern living room with a sofa, a coffee table, and a TV stand. A kitchen with a microwave, refrigerator, and bar stools is visible in the background.

19. 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, (12 reviews)
"Great place overall! The coffee machine on the 3rd floor was great to have. Beds comfortable."
United States
Lisa m.
$404 nightly
The price is $459
Oct 26 - Oct 27
Total with taxes and fees
Half a mile from everything in the heart of Evanston, Illinois
A modern living room with a sofa, a coffee table, and a TV stand. A kitchen with a microwave, refrigerator, and bar stools is visible in the background.

20. 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
$407 nightly
The price is $462
Oct 26 - Oct 27
Total with taxes and fees
Chicago's Hidden Treasure, "EVANSTON, IL"
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

Eurostars Magnificent Mile

Eurostars Magnificent Mile

8/10 Good
"Lovely hotel in a great location, I stayed on the 23rd floor, the room was brilliant but the windows did not shield the sound of sirens all night!"
Stephen 5-night trip
Posted 2 hours ago
Eurostars Magnificent Mile

Find out more about Southwest Side

Southwest Side Condo Rentals information

Number of reviews
444
Accommodation
97 Condo Rentals
Lowest Price
$170
Highest Price
$1,086

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