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Apartments in Southwest Side for Rent

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Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

Our top choices for Southwest Side apartments

A modern kitchen with a stainless steel refrigerator, a stove, and white cabinets.

1. Hyde Park Trendy Studio Apartment in Good Spot

Hyde Park Trendy Studio Apartment in Good Spot
Hyde Park
10.0 out of 10, Exceptional, (1 review)
"Such a cozy stay! Definitely recommend!"
United States
Angelina
The price is ￥10,433
￥25,607 total
includes taxes & fees
Oct 27 - Oct 28
Hyde Park Trendy Studio Apartment in Good Spot
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.

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

Flexhome Ukrainian Village • 2BR • Walkable + Private Balcony · Sleeps 6
West Town
9.0 out of 10, Wonderful, (16 reviews)
"Great location! Comfortable and quiet. "
United States
Jonalyn B.
The price is ￥10,086
￥26,101 total
includes taxes & fees
Nov 16 - Nov 17
Flexhome Ukrainian Village • 2BR • Walkable + Private Balcony · Sleeps 6
A modern kitchen with white cabinetry, stainless steel appliances, and a central island.

3. Cozy Luxury 1BR - 10 Min to Downtown Chicago

Cozy Luxury 1BR - 10 Min to Downtown Chicago
Lawndale
7.8 out of 10, Good, (12 reviews)
"Don't miss out on this spot!! It's truly a must & great location!!! I really enjoyed my time here for real"
United States
Alexis R.
The price is ￥10,749
￥34,938 total
includes taxes & fees
Oct 26 - Oct 27
Cozy Luxury 1BR - 10 Min to Downtown Chicago
A modern living room with a grey sofa, a coffee table, and a view of the outside through large windows.

4. Conveniently Situated 1BR Apartment

Conveniently Situated 1BR Apartment
Hyde Park
The price is ￥14,860
￥42,227 total
includes taxes & fees
Oct 26 - Oct 27
Conveniently Situated 1BR Apartment
A kitchen with a white refrigerator, a stove, a sink, wooden cabinets, and a window with blinds.

5. Cozy 1BR in Walkable Area

Cozy 1BR in Walkable Area
Lincoln Square
10.0 out of 10, Exceptional, (1 review)
"Exactly as described. Classic Chicago walkup in a quiet building and neighborhood!"
United States
Craig R.
The price is ￥12,806
￥30,360 total
includes taxes & fees
Oct 19 - Oct 20
Cozy 1BR in Walkable Area
Game room

6. Logan Square Boho Getaway - Sleeps 6 - Remodeled

Logan Square Boho Getaway - Sleeps 6 - Remodeled
Avondale
10.0 out of 10, Exceptional, (1 review)
"The host was very communicative. We had an issue with our AC when we arrived but he was on it immediately & had a tech over the next morning. As stated the parking is tight, and it being in Chicago it is understood. We were able to park our car on the same street where the house was on but had to wake up at 7am to move it daily as there’s only permit parking under certain hours but the park right up the street has good spaces available on the side of it. Space itself was extremely clean & all...
United States
Mayra R.
The price is ￥9,611
￥40,780 total
includes taxes & fees
Oct 27 - Oct 28
Logan Square Boho Getaway - Sleeps 6 - Remodeled
A hotel room with a bed, a wall-mounted mirror, a television displaying a space-themed image, and a window with curtains.

7. Private Workspace • Sleeps4 • Modern Stylish Stay

Private Workspace • Sleeps4 • Modern Stylish Stay
Irving Park
10.0 out of 10, Exceptional, (7 reviews)
"The apartment was just as described, modern, comfortable, very clean and perfect for two people for our five night stay. Very comfortable bed and we especially appreciated the easy entry lock. Great location. Good communication with property manager but we had zero complaints. We would stay again!"
United States
Margaret N.
The price is ￥8,347
￥45,366 total
includes taxes & fees
Nov 2 - Nov 3
Private Workspace • Sleeps4 • Modern Stylish Stay
A hotel room with a bed, two bedside lamps, a wall-mounted artwork, and a small table with a lamp.

8. 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 ￥16,598
￥38,939 total
includes taxes & fees
Nov 2 - Nov 3
2BR Apt with 2 Baths & Laundry
A modern kitchen with white cabinets, a central island with stools, a microwave, and a refrigerator.

9. 3BR Complete and Spacious Apartment in Ideal Spot

3BR Complete and Spacious Apartment in Ideal Spot
West Town
8.4 out of 10, Very good, (23 reviews)
"My wife and I stayed here when we came to town for a concert at the united center. We actually walked to the venue and it was about 45 mins, a lovely walk. It was a very convenient location, lovely apartment, and the host communicated very well. Check in and out was easy. Great neighborhood. Would definitely stay here again."
United States
Francis
The price is ￥15,810
￥39,792 total
includes taxes & fees
Oct 20 - Oct 21
3BR Complete and Spacious Apartment in Ideal Spot
A rooftop terrace with a fire pit, seating area, and a city skyline view.

10. Penthouse and Private Rooftop with Skyline Views, Grill, and Fire Pit - Sleeps 6

Penthouse and Private Rooftop with Skyline Views, Grill, and Fire Pit - Sleeps 6
West Town
9.8 out of 10, Exceptional, (6 reviews)
"Very happy with our stay. Loved the rooftop views! The host was very friendly and welcoming."
United States
Jessica C.
Penthouse and Private Rooftop with Skyline Views, Grill, and Fire Pit - Sleeps 6
Terrace/patio

11. At Home in Oak Park

At Home in Oak Park
3.5 star property
Oak Park
9.6 out of 10, Exceptional, (13 reviews)
"The apartment was clean and had everything we needed for a comfortable stay. Highly recommended!"
Italy
Marco
The price is ￥33,666
￥56,094 total
includes taxes & fees
Oct 25 - Oct 26
At Home in Oak Park
A round table with a wooden board holding cheese, crackers, and grapes, a bottle of wine, and two glasses.

12. Sleeps 7 • Huge Projector • Designated Workspace

Sleeps 7 • Huge Projector • Designated Workspace
Irving Park
9.0 out of 10, Wonderful, (9 reviews)
"Great location and easy on street parking. "
United States
Lori A.
The price is ￥16,693
￥56,935 total
includes taxes & fees
Oct 28 - Oct 29
Sleeps 7 • Huge Projector • Designated Workspace
A modern bedroom with a bed, a sofa, and a hanging plant.

13. Cozy studio in Andersonville Chicago

Cozy studio in Andersonville Chicago
Edgewater
9.6 out of 10, Exceptional, (104 reviews)
"Great location for us near the Edgewood neighborhood. Property was very clean, bed comfy, and owner responsive. We’d stay here again!"
United States
Sherry M.
The price is ￥9,959
￥22,043 total
includes taxes & fees
Nov 2 - Nov 3
Cozy studio in Andersonville Chicago
A kitchen with a stainless steel stove, oven, and microwave, with a clock on the wall.

14. Bright & Spacious 2BR– Prime Hyde Park Location

Bright & Spacious 2BR– Prime Hyde Park Location
Hyde Park
The price is ￥15,810
￥37,821 total
includes taxes & fees
Oct 20 - Oct 21
Bright & Spacious 2BR– Prime Hyde Park Location
Interior

15. Convenient 2BR Apt w/ In-Unit Laundry

Convenient 2BR Apt w/ In-Unit Laundry
West Town
The price is ￥17,389
￥39,267 total
includes taxes & fees
Nov 11 - Nov 12
Convenient 2BR Apt w/ In-Unit Laundry
A modern living room with a brick wall, large windows, a flat-screen TV, a sofa, a coffee table, and a side table.

16. River North Rooftop With In and Out Parking 6

River North Rooftop With In and Out Parking 6
Downtown Chicago
9.0 out of 10, Wonderful, (2 reviews)
"Host was amazing, very responsive. VRBO was spotless! Great location! Would definitely stay here again."
United States
Amy L.
The price is ￥44,737
￥99,694 total
includes taxes & fees
Oct 22 - Oct 23
River North Rooftop With In and Out Parking 6
A compact kitchen with wooden cabinets, a microwave, a stove, and a dining table with chairs.

17. 2BR Chic & Comfortable Furnished Unit

2BR Chic & Comfortable Furnished Unit
Hermosa
The price is ￥17,231
￥38,890 total
includes taxes & fees
Oct 26 - Oct 27
2BR Chic & Comfortable Furnished Unit
A living room with a grey sofa, a white coffee table, and a grey rug.

18. Small hidden Gem. Location!

Small hidden Gem. Location!
Cicero
9.2 out of 10, Wonderful, (25 reviews)
"Great viby place really enjoyed staying here"
United States
Edward S.
The price is ￥17,073
￥37,035 total
includes taxes & fees
Nov 2 - Nov 3
Small hidden Gem. Location!
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.

19. 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 ￥13,355
￥65,646 total
includes taxes & fees
Oct 20 - Oct 21
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 Wade

The Wade

10/10 Excellent
"Loved this trendy hotel. Great location, amenities, and service."
Sheilaann 3-night trip
Posted 2 hours ago
The Wade

Find out more about Southwest Side

Southwest Side Apartments information

Number of reviews
197
Accommodation
648 Apartments
Lowest Price
￥22,043
Highest Price
￥99,694

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