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Apartments in Southwest Side for Rent

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Check prices for these dates

In two weeks
Oct 16 - Oct 18
In two months
Nov 27 - Nov 29
In three months
Dec 25 - Dec 27
In four months
Jan 22 - Jan 24

Our top choices for Southwest Side apartments

Game room

1. Large Chicago Apt 3 BR - King Bed - 12 Min Downtown w/ Arcade

Large Chicago Apt 3 BR - King Bed - 12 Min Downtown w/ Arcade
Brighton Park
9.4 out of 10, Exceptional, (13 reviews)
"It was great it had the basic amenities for a family to enjoy the stay"
United States
Damary T.
The price is ￥11,365
￥42,390 total
includes taxes & fees
Oct 13 - Oct 14
Large Chicago Apt 3 BR - King Bed - 12 Min Downtown w/ Arcade
A living room with a grey sofa, two chairs, a coffee table, and a small side table.

2. Spacious 3 Bedroom Apartment - 10 Minutes to Downtown - Sleeps up to 10

Spacious 3 Bedroom Apartment - 10 Minutes to Downtown - Sleeps up to 10
Brighton Park
10.0 out of 10, Exceptional, (2 reviews)
"The rooms were spotless. The apartment was spacious. I enjoyed my stay. "
United States
Rachel
The price is ￥21,310
￥53,988 total
includes taxes & fees
Oct 7 - Oct 8
Spacious 3 Bedroom Apartment - 10 Minutes to Downtown - Sleeps up to 10
A compact kitchen with a dining table, a refrigerator, and a trash can.

3. Spacious Apt | 4 Queen Beds | Free Parking

Spacious Apt | 4 Queen Beds | Free Parking
Brighton Park
The price is ￥18,596
￥61,550 total
includes taxes & fees
Oct 5 - Oct 6
Spacious Apt | 4 Queen Beds | Free Parking
Private kitchen

4. Cozy Boho - 10 Minutes to Downtown Chicago + Arcades

Cozy Boho - 10 Minutes to Downtown Chicago + Arcades
Lawndale
9.8 out of 10, Exceptional, (10 reviews)
"Wonderful space and convenient location. Really responsive host and super quiet neighborhood! "
United States
Jess S.
The price is ￥12,076
￥34,248 total
includes taxes & fees
Oct 8 - Oct 9
Cozy Boho - 10 Minutes to Downtown Chicago + Arcades
A modern living room with a blue sofa, a patterned rug, and a television.

5. Great Area Logan Square Apt Games Pets - Sleeps 5

Great Area Logan Square Apt Games Pets - Sleeps 5
Avondale
10.0 out of 10, Exceptional, (2 reviews)
"Place was nice and clean. Great communication from the host! Would stay here again!"
United States
Deborah J.
The price is ￥10,734
￥33,635 total
includes taxes & fees
Oct 13 - Oct 14
Great Area Logan Square Apt Games Pets - Sleeps 5
A rooftop terrace with a brick wall, large windows, and a metal railing.

6. Artistic Loft Rooftop | 13 mins DT | 4 mins Lake

Artistic Loft Rooftop | 13 mins DT | 4 mins Lake
Uptown
10.0 out of 10, Exceptional, (59 reviews)
"Clean, efficient, and conveniently located to plenty of transportation and culture."
United States
Michael S.
The price is ￥14,775
￥46,861 total
includes taxes & fees
Oct 5 - Oct 6
Artistic Loft Rooftop | 13 mins DT | 4 mins Lake
A rooftop terrace with a brick wall, large windows, and a metal railing.

7. Regal Stylish Loft Rooftop|13 mins DT |4 mins Lake

Regal Stylish Loft Rooftop|13 mins DT |4 mins Lake
Uptown
9.2 out of 10, Wonderful, (29 reviews)
"Was a great and clean place to stay.. "
United States
Ashly B.
The price is ￥11,365
￥42,379 total
includes taxes & fees
Oct 5 - Oct 6
Regal Stylish Loft Rooftop|13 mins DT |4 mins Lake
A living room with a gray sofa, a coffee table, a TV mounted on the wall, and a wooden door.

8. Spacious APT/Comfy Bed/Free Parking/22mins to ORD&MDW

Spacious APT/Comfy Bed/Free Parking/22mins to ORD&MDW
Berwyn
9.8 out of 10, Exceptional, (23 reviews)
"Great place to stay "
United States
Harquesha S.
The price is ￥10,685
￥28,318 total
includes taxes & fees
Oct 13 - Oct 14
Spacious APT/Comfy Bed/Free Parking/22mins to ORD&MDW
Game room

9. Logan Square Boho Getaway - Sleeps 6 - Remodeled

Logan Square Boho Getaway - Sleeps 6 - Remodeled
Avondale
The price is ￥9,345
￥40,443 total
includes taxes & fees
Oct 7 - Oct 8
Logan Square Boho Getaway - Sleeps 6 - Remodeled
A living room with a brick fireplace, a flat-screen TV mounted above it, and a large potted plant.

10. Classy Apt/Comfy Beds/25mins to ORD>MDW>DT>HOSP

Classy Apt/Comfy Beds/25mins to ORD>MDW>DT>HOSP
Berwyn
9.2 out of 10, Wonderful, (41 reviews)
"Beautiful clean and comfy loved my stay"
United States
Tania W.
The price is ￥12,079
￥30,824 total
includes taxes & fees
Oct 5 - Oct 6
Classy Apt/Comfy Beds/25mins to ORD>MDW>DT>HOSP
A modern kitchen with white cabinets, a central island with stools, a microwave, and a refrigerator.

11. 3BR Complete and Spacious Apartment in Ideal Spot

3BR Complete and Spacious Apartment in Ideal Spot
West Town
8.2 out of 10, Very good, (22 reviews)
"absolutely would stay here again. Great property and great communcation"
United States
Daniel J.
The price is ￥15,469
￥38,970 total
includes taxes & fees
Oct 5 - Oct 6
3BR Complete and Spacious Apartment in Ideal Spot
A modern kitchen with a large island, coffee maker, and a view of the city.

12. Skyline View Apt - 5 minutes to Downtown - Games + Arcades - Free Parking

Skyline View Apt - 5 minutes to Downtown - Games + Arcades - Free Parking
Lower West Side
9.0 out of 10, Wonderful, (4 reviews)
"We loved the location, the area is awesome! Great stay, highly recommend. "
United States
Db D.
The price is ￥19,996
￥49,325 total
includes taxes & fees
Oct 13 - Oct 14
Skyline View Apt - 5 minutes to Downtown - Games + Arcades - Free Parking
A modern living room with a sofa, a round coffee table, a TV mounted on the wall, and a bed with a headboard.

13. Studio Near Wrigley • Sleeps 4 • Games + Fireplace

Studio Near Wrigley • Sleeps 4 • Games + Fireplace
Irving Park
10.0 out of 10, Exceptional, (7 reviews)
"We had a great time at this property! After our previous rental cancelled at the last minute, we found this gem and couldn’t have been happier. Communication was clear, check-in was easy, and the property was clean and comfortable. Thanks for a great stay!"
United States
Emily G.
The price is ￥6,112
￥42,100 total
includes taxes & fees
Oct 14 - Oct 15
Studio Near Wrigley • Sleeps 4 • Games + Fireplace
A modern building with large glass windows, surrounded by a grassy area with trees and a pathway.

14. The Oak Park Loft

The Oak Park Loft
2.0 star property
Oak Park
9.4 out of 10, Exceptional, (8 reviews)
"Good location, nice neighborhood, restaurants close"
United States
Linda
The price is ￥17,174
￥37,189 total
includes taxes & fees
Oct 28 - Oct 29
The Oak Park Loft
A round table with a wooden board holding cheese, crackers, and grapes, a bottle of wine, and two glasses.

15. Sleeps 7 • Huge Projector • Designated Workspace

Sleeps 7 • Huge Projector • Designated Workspace
Irving Park
9.6 out of 10, Exceptional, (8 reviews)
"Great location and easy on street parking. "
United States
Lori A.
The price is ￥11,113
￥47,592 total
includes taxes & fees
Oct 26 - Oct 27
Sleeps 7 • Huge Projector • Designated Workspace
A hotel room with a geometric-patterned wall, a bed with white bedding and a beige throw, two bedside lamps, and a window with blinds.

16. Flexhome Ukrainian Village • 2BR • Walkable + Private Balcony · Sleeps 6

Flexhome Ukrainian Village • 2BR • Walkable + Private Balcony · Sleeps 6
West Town
8.8 out of 10, Excellent, (15 reviews)
"Great location! Comfortable and quiet. "
United States
Jonalyn B.
The price is ￥10,418
￥26,490 total
includes taxes & fees
Nov 2 - Nov 3
Flexhome Ukrainian Village • 2BR • Walkable + Private Balcony · Sleeps 6
A dining area with a table set for two, a black leather sofa, and a ceiling fan.

17. Private Parking/Comfy Bed/25mins to ORD>MDW>DT>HOSP

Private Parking/Comfy Bed/25mins to ORD>MDW>DT>HOSP
Berwyn
10.0 out of 10, Exceptional, (33 reviews)
"Relaxing stay and safe location. Host JD provided great communication throughout the stay. Stores are nearby in case you need items for your trip. Food options are abundant in the area. 30 min drive to downtown Chicago."
United States
Cynthia M.
The price is ￥10,840
￥28,484 total
includes taxes & fees
Oct 14 - Oct 15
Private Parking/Comfy Bed/25mins to ORD>MDW>DT>HOSP
A hotel room with a bed, two bedside lamps, a wall-mounted artwork, and a small table with a lamp.

18. 2BR Apt with 2 Baths & Laundry

2BR Apt with 2 Baths & Laundry
Near West Side
10.0 out of 10, Exceptional, (1 review)
"The property was very clean and perfect for our overnight stay. Thank you"
United States
michele
The price is ￥23,204
￥48,012 total
includes taxes & fees
Nov 2 - Nov 3
2BR Apt with 2 Baths & Laundry
A modern bedroom with a bed, a sofa, and a hanging plant.

19. Cozy studio in Andersonville Chicago

Cozy studio in Andersonville Chicago
Edgewater
9.6 out of 10, Exceptional, (100 reviews)
"The room was clean, comfortable, and well decorated. The location is walkable and safe. The hosts are very kind and accommodating. We would stay there again."
United States
Katie K.
The price is ￥10,655
￥22,888 total
includes taxes & fees
Oct 26 - Oct 27
Cozy studio in Andersonville Chicago
A modern dining area with a white table, chairs, and a chandelier. There is a painting on the wall and a plant on the sideboard.

20. Sleeps7 • 2BR • Coffee Station • Backyard w/ Grill

Sleeps7 • 2BR • Coffee Station • Backyard w/ Grill
Belmont Cragin
9.6 out of 10, Exceptional, (7 reviews)
"Room was nice and in a safe location."
United States
Jacob
The price is ￥8,890
￥59,282 total
includes taxes & fees
Oct 6 - Oct 7
Sleeps7 • 2BR • Coffee Station • Backyard w/ Grill
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 Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

10/10 Excellent
"I loved my stay here ! i love how close we were to everything, transportation wise . and staff was very friendly and helpful"
Jessica 3-night trip
Posted 6 hours ago
The Chicago Hotel Collection - Magnificent Mile

Find out more about Southwest Side

Southwest Side Apartments information

Number of reviews
365
Accommodation
646 Apartments
Lowest Price
￥22,888
Highest Price
￥61,550

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