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Apartments in Southwest Side for Rent

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Check prices for these dates

In two weeks
Sep 18 - Sep 20
In two months
Oct 30 - Nov 1
In three months
Nov 27 - Nov 29
In four months
Dec 25 - Dec 27

Our top choices for Southwest Side apartments

A living room with a flat-screen TV, a sofa, a coffee table, and a staircase leading to another room.

1. 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 ￥14,767
￥39,889 total
includes taxes & fees
Sep 7 - Sep 8
Sunflower Apt 10 Min from Downtown Chicago - Sleeps up to 6
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 ￥11,575
￥41,826 total
includes taxes & fees
Sep 8 - Sep 9
Spacious 3 Bedroom Apartment - 10 Minutes to Downtown - Sleeps up to 10

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 ￥19,848
￥52,541 total
includes taxes & fees
Sep 15 - Sep 16
W Pershing · Large Chicago Apt 3 Bed | 12 Min Downtown | Arcade
A hotel room with a large grey sofa, a small table with a copper pot, a red lamp, and a bed with white linens.

4. 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 ￥26,516
￥35,441 total
includes taxes & fees
Sep 7 - Sep 8
LIVN Millennium Park Downtown Chicago 1 BR
A modern bedroom with a brick wall, a large bed, a sofa, a nightstand, and a mirror.

5. LIVN West Loop Chicago King Studio

LIVN West Loop Chicago King Studio
Downtown Chicago
10.0 out of 10, Exceptional, (5 reviews)
"Amazing studio apartment style room, super clean, very helpful staff, and great location."
United States
William
The price is ￥28,263
￥37,688 total
includes taxes & fees
Sep 7 - Sep 8
LIVN West Loop Chicago King Studio
A modern kitchen with a large island, a built-in refrigerator, and a view of the city through large windows.

6. River North Private Balcony With In and Out Parking

River North Private Balcony With In and Out Parking
Downtown Chicago
10.0 out of 10, Exceptional, (6 reviews)
"Place was easily accessible- very clean and an amazing alternative to hotel living for 2 colleagues. Coffee was available and all the basics of a hotel. "
United States
Rae M.
The price is ￥21,277
￥57,323 total
includes taxes & fees
Sep 7 - Sep 8
River North Private Balcony With In and Out Parking
A modern living room with a grey sofa, a coffee table, and a small round table. There are abstract wall art pieces and a large window with a view of a building and greenery.

7. Wabash 4BR - Pool, Free In & Out Parking 2

Wabash 4BR - Pool, Free In & Out Parking 2
Downtown Chicago
The price is ￥41,283
￥58,193 total
includes taxes & fees
Sep 13 - Sep 14
Wabash 4BR - Pool, Free In & Out Parking 2
A bedroom with a bed, a nightstand, a lamp, and a window with blinds.

8. Downtown Chicago Stay with Free In & Out Parking 1

Downtown Chicago Stay with Free In & Out Parking 1
Downtown Chicago
9.4 out of 10, Exceptional, (3 reviews)
"Spacious, free parking, family friendly"
United States
Majid
The price is ￥57,195
￥121,455 total
includes taxes & fees
Sep 13 - Sep 14
Downtown Chicago Stay with Free In & Out Parking 1
A modern kitchen with a central island, bar stools, and a dining table.

9. River North Private Deck With In and Out Parking

River North Private Deck With In and Out Parking
Downtown Chicago
9.8 out of 10, Exceptional, (13 reviews)
"Excellent location, very clean, spacious."
United States
John David K.
The price is ￥46,461
￥106,231 total
includes taxes & fees
Sep 29 - Sep 30
River North Private Deck With In and Out Parking
A spacious lobby with a sectional sofa, a dining area, and large windows.

10. South Loop Rooftop With In and Out Parking 3

South Loop Rooftop With In and Out Parking 3
Downtown Chicago
8.8 out of 10, Excellent, (5 reviews)
"Clean place. Family friendly. Location was great. A lot of restaurants close by. Great communication from the host."
United States
jaspreet
The price is ￥52,715
￥110,328 total
includes taxes & fees
Sep 13 - Sep 14
South Loop Rooftop With In and Out Parking 3
A modern hotel room with a large bed, a small dining table, a bench, and a view of the city through a large window.

11. 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 ￥24,770
￥32,998 total
includes taxes & fees
Sep 7 - Sep 8
LIVN West Loop Chicago Classic Queen Studio
A room with a large window, a round table with chairs, a television, and a lamp.

12. 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 ￥29,533
￥39,373 total
includes taxes & fees
Sep 7 - Sep 8
LIVN Millennium Park Downtown Chicago Superior 1BR
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.

13. LIVN West Loop Chicago Queen Superior Studio

LIVN West Loop Chicago Queen Superior Studio
Downtown Chicago
9.6 out of 10, Exceptional, (21 reviews)
"Incredible location, very clean and easy! Would book again!"
United States
Andrea K.
The price is ￥29,216
￥39,002 total
includes taxes & fees
Sep 7 - Sep 8
LIVN West Loop Chicago Queen Superior Studio
A room with a round table, two chairs, a vase with flowers, a plate with food, and a window with blinds.

14. LIVN Millennium Park Downtown Chicago Studio

LIVN Millennium Park Downtown Chicago Studio
Downtown Chicago
9.2 out of 10, Wonderful, (10 reviews)
"Great location, lovely furnishings and amenities."
United States
Georgina E.
The price is ￥26,516
￥35,441 total
includes taxes & fees
Sep 7 - Sep 8
LIVN Millennium Park Downtown Chicago Studio
A modern living room with a dining area, a large window, a flat-screen TV, and a piece of abstract art on the wall.

15. LIVN Millennium Park Downtown Chicago 2BR

LIVN Millennium Park Downtown Chicago 2BR
Downtown Chicago
10.0 out of 10, Exceptional, (8 reviews)
"Excellent location... Very cleaned....it is perfect"
United States
Granada
The price is ￥30,168
￥40,317 total
includes taxes & fees
Sep 7 - Sep 8
LIVN Millennium Park Downtown Chicago 2BR
A modern room with a sofa, a dining table, and a window with a view of buildings.

16. LIVN West Loop Chicago 2 BR City View

LIVN West Loop Chicago 2 BR City View
Downtown Chicago
9.4 out of 10, Exceptional, (11 reviews)
"Great property"
United States
duane
The price is ￥33,026
￥44,064 total
includes taxes & fees
Sep 7 - Sep 8
LIVN West Loop Chicago 2 BR City View
A modern kitchen with a marble island, wooden cabinets, and a dining area with a table and chairs.

17. River North Rooftop With In and Out Parking 3

River North Rooftop With In and Out Parking 3
Downtown Chicago
9.0 out of 10, Wonderful, (9 reviews)
"Not a bad thing to say about this experience. Host was extremely responsive and helpful, looked exactly like the pictures, had everything we needed, location was perfect and the included parking was such a perk! Highly recommend staying here. I hope to be back! "
United States
Kara B.
The price is ￥25,405
￥72,118 total
includes taxes & fees
Sep 8 - Sep 9
River North Rooftop With In and Out Parking 3
A room with a round table, two chairs, a vase with flowers, a plate with food, and a window with blinds.

18. LIVN Millennium Park Downtown Chicago Prem Studio

LIVN Millennium Park Downtown Chicago Prem Studio
Downtown Chicago
10.0 out of 10, Exceptional, (3 reviews)
"The check in and out process was very quick. Communication with the host was great. "
United States
Raquel W.
The price is ￥37,313
￥50,276 total
includes taxes & fees
Sep 9 - Sep 10
LIVN Millennium Park Downtown Chicago Prem Studio
A modern living room with a blue sofa, a leather armchair, and a geometric coffee table.

19. LIVN Millennium Park Downtown Chicago Superior 2 BR

LIVN Millennium Park Downtown Chicago Superior 2 BR
Downtown Chicago
8.6 out of 10, Excellent, (10 reviews)
"We loved the location."
United States
Nicoll M.
The price is ￥36,678
￥49,330 total
includes taxes & fees
Sep 9 - Sep 10
LIVN Millennium Park Downtown Chicago Superior 2 BR
A modern bar area with high stools, a counter, and a flat-screen TV.

20. Downtown Chicago Stay with Free In & Out Parking 5

Downtown Chicago Stay with Free In & Out Parking 5
Downtown Chicago
9.0 out of 10, Wonderful, (4 reviews)
"This VRBO was perfect for our family as we visited our college student in downtown Chicago. Plenty of space, sparkling clean, comfy beds. Only two things that I think could be improved/better communicated: only one key card is provided, and the beds are full size not queen (but they were SUPER comfortable!!!)"
United States
Gina C.
The price is ￥43,417
￥97,478 total
includes taxes & fees
Sep 10 - Sep 11
Downtown Chicago Stay with Free In & Out Parking 5
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
"Clean rooms, helpful staff"
Sara 2-night trip
Posted 4 hours ago
The Wade

Find out more about Southwest Side

Southwest Side Apartments information

Number of reviews
143
Accommodation
646 Apartments
Lowest Price
￥32,998
Highest Price
￥121,455

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