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Apartments in Southwest Side for Rent

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Check prices for these dates

In two weeks
Sep 11 - Sep 13
In two months
Oct 23 - Oct 25
In three months
Nov 20 - Nov 22
In four months
Dec 18 - Dec 20

Our top choices for Southwest Side apartments

A living room with a grey sofa, two chairs, a coffee table, and a small side table.

1. 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 ￥11,940
￥42,893 total
includes taxes & fees
Sep 8 - Sep 9
Spacious 3 Bedroom Apartment - 10 Minutes to Downtown - Sleeps up to 10
A living room with a flat-screen TV, a sofa, a coffee table, and a staircase leading to another room.

2. Sunflower Apt 10 Min from Downtown Chicago - Sleeps up to 6

Sunflower Apt 10 Min from Downtown Chicago - Sleeps up to 6
Brighton Park
8.6 out of 10, Excellent, (21 reviews)
"Excellent location and go anywhere so close."
United States
Yiu S.
The price is ￥14,010
￥39,506 total
includes taxes & fees
Sep 7 - Sep 8
Sunflower Apt 10 Min from Downtown Chicago - Sleeps up to 6

3. W Pershing · Large Chicago Apt 3 Bed | 12 Min Downtown | Arcade

W Pershing · Large Chicago Apt 3 Bed | 12 Min Downtown | Arcade
Brighton Park
9.4 out of 10, Exceptional, (12 reviews)
"It was great it had the basic amenities for a family to enjoy the stay"
United States
Damary T.
The price is ￥19,582
￥52,328 total
includes taxes & fees
Sep 15 - Sep 16
W Pershing · Large Chicago Apt 3 Bed | 12 Min Downtown | Arcade
A living room with a brick fireplace, a flat-screen TV mounted above it, and a large potted plant.

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

Classy Apt/Comfy Beds/25mins to ORD>MDW>DT>HOSP
Berwyn
9.4 out of 10, Exceptional, (39 reviews)
"Beautiful clean and comfy loved my stay"
United States
Tania W.
The price is ￥12,182
￥31,428 total
includes taxes & fees
Aug 30 - Aug 31
Classy Apt/Comfy Beds/25mins to ORD>MDW>DT>HOSP

5. 4BR Downtown Retreat | Free Street Parking

4BR Downtown Retreat | Free Street Parking
Armour Square
The price is ￥32,954
￥90,040 total
includes taxes & fees
Sep 22 - Sep 23
4BR Downtown Retreat | Free Street Parking
A modern kitchen with a large island, coffee maker, and a view of the city.

6. 5 Mins to Downtown CHI Sleeps 10 - Parking + Games

5 Mins to Downtown CHI Sleeps 10 - Parking + Games
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 ￥21,922
￥52,673 total
includes taxes & fees
Sep 8 - Sep 9
5 Mins to Downtown CHI Sleeps 10 - Parking + Games
A room with a checkered table, a potted plant, and a bunk bed in the background.

7. 10 Minutes to Downtown Chicago - Sleeps 12 - King Beds - Games and Arcades

10 Minutes to Downtown Chicago - Sleeps 12 - King Beds - Games and Arcades
Lawndale
8.0 out of 10, Very Good, (4 reviews)
"Great stay, perfect for our group of 6, everyone had there own room! Necessities right around the corner if needed Cermack rd a few feet away, gets you about everywhere! We wanted a real life Chicago experience, and it was great. Owner very responsive! Permit on street parking pretty accessible most times. Definitely will stay again!"
United States
Beth
The price is ￥19,629
￥57,969 total
includes taxes & fees
Sep 14 - Sep 15
10 Minutes to Downtown Chicago - Sleeps 12 - King Beds - Games and Arcades
A hotel room with a large grey sofa, a small table with a copper pot, a red lamp, and a bed with white linens.

8. LIVN Millennium Park Downtown Chicago 1 BR

LIVN Millennium Park Downtown Chicago 1 BR
Downtown Chicago
10.0 out of 10, Exceptional, (1 review)
"Great location to sights, shops, and food."
United States
Adrianna W.
The price is ￥28,159
￥37,968 total
includes taxes & fees
Aug 30 - Aug 31
LIVN Millennium Park Downtown Chicago 1 BR
A rooftop terrace with a brick wall, large windows, and a metal railing.

9. 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, (58 reviews)
"So hospitable "
United States
Adrian
The price is ￥11,462
￥42,941 total
includes taxes & fees
Sep 1 - Sep 2
Artistic Loft Rooftop | 13 mins DT | 4 mins Lake
A hotel room with a large bed, a window with a view of buildings, a nightstand with a lamp, and two framed pictures on the wall.

10. LIVN West Loop Chicago Queen Superior Studio

LIVN West Loop Chicago Queen Superior Studio
Downtown Chicago
9.4 out of 10, Exceptional, (20 reviews)
"Highly recommend! Will be staying here again."
United States
Sheila M.
The price is ￥25,136
￥33,829 total
includes taxes & fees
Aug 30 - Aug 31
LIVN West Loop Chicago Queen Superior Studio
A modern kitchen with white cabinets, stainless steel appliances, and a black countertop.

11. 3BR | Complete & Well-Located Apt in Hyde Park

3BR | Complete & Well-Located Apt in Hyde Park
Hyde Park
7.6 out of 10, Good, (5 reviews)
"Enjoyed our stay. Thank you"
United States
Nicolle C.
The price is ￥18,467
￥43,444 total
includes taxes & fees
Aug 31 - Sep 1
3BR | Complete & Well-Located Apt in Hyde Park
A modern building with a glass facade, surrounded by a parking area and greenery.

12. Spacious 4BR Central Apartment w/ Skyline Views

Spacious 4BR Central Apartment w/ Skyline Views
Near North Side
10.0 out of 10, Exceptional, (30 reviews)
"An incredible experience and wonderful place to stay. A perfect location, quiet, and my twin boys loved having their own spaces. Thank you so much!"
United States
Miriam B.
The price is ￥21,014
￥69,939 total
includes taxes & fees
Aug 31 - Sep 1
Spacious 4BR Central Apartment w/ Skyline Views
A modern kitchen with wooden cabinets, a stainless steel dishwasher, a microwave, a coffee maker, and a toaster.

13. Smart Simple and Spacious 4BR Apt

Smart Simple and Spacious 4BR Apt
Near South Side
8.0 out of 10, Very Good, (11 reviews)
"Some issues checking in, but otherwise a fantastic stay!"
United States
James B.
The price is ￥21,174
￥66,073 total
includes taxes & fees
Aug 31 - Sep 1
Smart Simple and Spacious 4BR Apt
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.

14. 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, (14 reviews)
"Great location! Comfortable and quiet. "
United States
Jonalyn B.
The price is ￥10,857
￥27,150 total
includes taxes & fees
Sep 1 - Sep 2
Flexhome Ukrainian Village • 2BR • Walkable + Private Balcony · Sleeps 6
A modern living room with a sectional sofa, a TV on a stand, a small dining area, and a door leading to another room.

15. Stylish 2BR Near Hyde Park, UChicago & Lake

Stylish 2BR Near Hyde Park, UChicago & Lake
Woodlawn
10.0 out of 10, Exceptional, (5 reviews)
"Definitely would rent again "
United States
Brittney J.
The price is ￥26,746
￥65,817 total
includes taxes & fees
Aug 31 - Sep 1
Stylish 2BR Near Hyde Park, UChicago & Lake
A modern hotel room with a large bed, a small dining table, a bench, and a view of the city through a large window.

16. LIVN West Loop Chicago Classic Queen Studio

LIVN West Loop Chicago Classic Queen Studio
Downtown Chicago
10.0 out of 10, Exceptional, (7 reviews)
"Excellent stay. Great area and very happy with everything"
United States
Abigail B.
The price is ￥23,721
￥31,778 total
includes taxes & fees
Aug 31 - Sep 1
LIVN West Loop Chicago Classic Queen Studio

17. Bright & Spacious Boho Oasis: A Warm Retreat

Bright & Spacious Boho Oasis: A Warm Retreat
West Town
10.0 out of 10, Exceptional, (1 review)
"We had the best stay! Saw a show at United Center and it was minutes away. Close enough for short drives to the major sights. Beautiful decor and an ultra comfortable bed were a huge bonus. Always found close street parking at the end of the day. We would definitely come back!"
United States
Natalie M.
The price is ￥17,881
￥60,999 total
includes taxes & fees
Aug 31 - Sep 1
Bright & Spacious Boho Oasis: A Warm Retreat

18. Peaceful Zen Flat | 2BR Oasis with Free Parking

Peaceful Zen Flat | 2BR Oasis with Free Parking
West Town
10.0 out of 10, Exceptional, (6 reviews)
"Highly recommended rental. Great location near United Center. Excellent communication from landlord. Free parking! I would stay here again."
United States
DAVID
The price is ￥25,447
￥70,392 total
includes taxes & fees
Sep 1 - Sep 2
Peaceful Zen Flat | 2BR Oasis with Free Parking
A modern kitchen with dark cabinets, a central island, and a yellow bar stool.

19. Stylish friendly 3BR Suite near McCormick

Stylish friendly 3BR Suite near McCormick
Near South Side
The price is ￥25,814
￥85,549 total
includes taxes & fees
Sep 2 - Sep 3
Stylish friendly 3BR Suite near McCormick
A room with a large window, a round table with chairs, a television, and a lamp.

20. LIVN Millennium Park Downtown Chicago Superior 1BR

LIVN Millennium Park Downtown Chicago Superior 1BR
Downtown Chicago
10.0 out of 10, Exceptional, (2 reviews)
"Excelente, well located. Recommended."
United States
Sandra S.
The price is ￥29,273
￥39,471 total
includes taxes & fees
Aug 30 - Aug 31
LIVN Millennium Park Downtown Chicago Superior 1BR
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

Congress Plaza Hotel

Congress Plaza Hotel

10/10 Excellent
"Convenient - right across from Grant Park..."
Leonard 2-night trip
Posted less than an hour ago
Congress Plaza Hotel

Find out more about Southwest Side

Southwest Side Apartments information

Number of reviews
218
Accommodation
646 Apartments
Lowest Price
￥27,150
Highest Price
￥90,040

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