Apartments in Southwest Side for Rent

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    Upfront pricing

    We're not like the others - we include taxes and fees

Check prices for these dates

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Sep 5 - Sep 7
In two weeks
Sep 12 - Sep 14
In one month
Sep 26 - Sep 28
In two months
Oct 24 - Oct 26

Apartments in Southwest Side

Our top choices for Southwest Side apartments

Twice as Nice: Chic 2BR Stay with Style & Space
Interior

Twice as Nice: Chic 2BR Stay with Style & Space

9.0 out of 10, Wonderful, (2)
"Had a very nice time in Chicago!"
$216 nightly
The price is $240
Sep 1 - Sep 2
Total with taxes and fees
Twice as Nice: Chic 2BR Stay with Style & Space
The One: A 1BR Stay That Feels Like Home
Fridge, microwave, oven, stovetop

The One: A 1BR Stay That Feels Like Home

8.0 out of 10, Very Good, (1)
"The apartment looked exactly like the pictures and was very well kept. Everything was clean and functional and we didn’t have any issues. The neighborhood is very quiet and safe and also has a target nearby for quick grocery trips. Connectivity wise, there’s a busy stop within walking distance but no train stations.The host was also very responsive and helpful. We didn’t have any trouble checking in or checking out.Overall a great experience and comfortable stay."
$194 nightly
The price is $217
Sep 2 - Sep 3
Total with taxes and fees
The One: A 1BR Stay That Feels Like Home
Stylish 1BR in West Loop
Fridge, microwave, oven, stovetop

Stylish 1BR in West Loop

10.0 out of 10, Exceptional, (5)
$194 nightly
The price is $217
Sep 1 - Sep 2
Total with taxes and fees
Stylish 1BR in West Loop
South Loop | Rooftop With In & Out Parking
Outdoor dining

South Loop | Rooftop With In & Out Parking

9.0 out of 10, Wonderful, (2)
"We loved the property! It was well kept, clean, with a seamless check in and check out process! I wish the parking garage would have been closer but otherwise everything was great! Shout out to the host for his promptness with all my questions! I would recommend this place if they are looking for a place to stay! "
$360 nightly
The price is $397
Sep 22 - Sep 23
Total with taxes and fees
South Loop | Rooftop With In & Out Parking
Your Chicago get Away
Interior

Your Chicago get Away

10.0 out of 10, Exceptional, (2)
"Clean, fun space and responsive host! Loved the views from our room!"
$485 nightly
The price is $546
Sep 18 - Sep 19
Total with taxes and fees
Your Chicago get Away
Sun-Drenched 1BR Apartment
Fridge, microwave, oven, stovetop

Sun-Drenched 1BR Apartment

$212 nightly
The price is $238
Sep 22 - Sep 23
Total with taxes and fees
Sun-Drenched 1BR Apartment
River North | Rooftop With In & Out Parking | 5
TV, offices

River North | Rooftop With In & Out Parking | 5

10.0 out of 10, Exceptional, (1)
"As advertised. Beautiful, well appointed apartment. Centrally located to restaurants, shopping and the L train. Hosts were very communicative and attentive to our needs. Highly recommend. "
$347 nightly
The price is $381
Sep 22 - Sep 23
Total with taxes and fees
River North | Rooftop With In & Out Parking | 5
West Loop Living – Bright 1BR
Fridge, microwave, oven, stovetop

West Loop Living – Bright 1BR

$195 nightly
The price is $218
Sep 1 - Sep 2
Total with taxes and fees
West Loop Living – Bright 1BR
1BR Modern Luxe Apt with In-Unit Laundry
1 bedroom, WiFi, bed sheets

1BR Modern Luxe Apt with In-Unit Laundry

$195 nightly
The price is $218
Sep 1 - Sep 2
Total with taxes and fees
1BR Modern Luxe Apt with In-Unit Laundry
River North | Rooftop With In & Out Parking | 3
Interior

River North | Rooftop With In & Out Parking | 3

$424 nightly
The price is $471
Sep 14 - Sep 15
Total with taxes and fees
River North | Rooftop With In & Out Parking | 3
Historic Oak Park Home
Exclusive Apartment, Private Bathroom, Garden View (1st Floor) | Interior

Historic Oak Park Home

2.0 star property
10.0 out of 10, Exceptional, (4)
"The owner was awesome. Convenient parking and beautiful area! Will definitely make a reservation again."
$267 nightly
The price is $306
Sep 21 - Sep 22
Total with taxes and fees
Historic Oak Park Home
3BR Luxury Modern Apartment
Property grounds

3BR Luxury Modern Apartment

2.0 star property
9.2 out of 10, Wonderful, (13)
"Our family of 5 really enjoyed our stay! The apartment was awesome with a great view of downtown Chicago, and the location was safe and close to the city."
$716 nightly
The price is $884
Sep 10 - Sep 11
Total with taxes and fees
3BR Luxury Modern Apartment
2-bedroom apartment just 2 minutes drive to Wrigley Field
Exterior

2-bedroom apartment just 2 minutes drive to Wrigley Field

2.0 star property
9.6 out of 10, Exceptional, (39)
"Great place to stay when you’re in town for the Cubbies! "
$268 nightly
The price is $331
Sep 2 - Sep 3
Total with taxes and fees
2-bedroom apartment just 2 minutes drive to Wrigley Field
The Oak Park Loft
Design Apartment, Private Bathroom (The Oak Park Loft) | View from property

The Oak Park Loft

2.0 star property
10.0 out of 10, Exceptional, (5)
"This apartment was is so cute! Hosts were awesome."
$267 nightly
The price is $306
Sep 14 - Sep 15
Total with taxes and fees
The Oak Park Loft
At Home in Oak Park
Apartment, Private Bathroom | Terrace/patio

At Home in Oak Park

3.5 star property
9.8 out of 10, Exceptional, (6)
"Great location in Oak Park- walkable, wondering area for restaurants and strolling through the beautiful neighborhoods."
$256 nightly
The price is $279
Sep 7 - Sep 8
Total with taxes and fees
At Home in Oak Park
Sleek 1BR Apt w/ Laundry
Fridge, microwave, oven, stovetop

Sleek 1BR Apt w/ Laundry

$258 nightly
The price is $292
Sep 14 - Sep 15
Total with taxes and fees
Sleek 1BR Apt w/ Laundry
Cozy Garden Unit 1st flr with private entrance and Turo vehicle available.
1 bedroom, desk, iron/ironing board, WiFi

Cozy Garden Unit 1st flr with private entrance and Turo vehicle available.

2.0 star property
9.6 out of 10, Exceptional, (4)
"Easy to locate shopping mall close by friendly neighborhood and safe. when you're looking at stay away from home that's where you want to be."
$182 nightly
The price is $194
Sep 2 - Sep 3
Total with taxes and fees
Cozy Garden Unit 1st flr with private entrance and Turo vehicle available.
Vintage Arcade Apt with Parking
Fridge, microwave, oven, stovetop

Vintage Arcade Apt with Parking

2.0 star property
6.8 out of 10, (3)
"Very clean and private"
$169 nightly
The price is $190
Sep 11 - Sep 12
Total with taxes and fees
Vintage Arcade Apt with Parking
Cozy Boho Chicago - 10 Minutes to Downtown Chicago
Fridge, microwave, oven, stovetop

Cozy Boho Chicago - 10 Minutes to Downtown Chicago

10.0 out of 10, Exceptional, (6)
"Very nice apartment close to downtown!"
$184 nightly
The price is $206
Sep 2 - Sep 3
Total with taxes and fees
Cozy Boho Chicago - 10 Minutes to Downtown Chicago
Mins to DT & Frank Lloyd Wright
Fridge, microwave, oven, stovetop

Mins to DT & Frank Lloyd Wright

2.0 star property
$176 nightly
The price is $189
Sep 3 - Sep 4
Total with taxes and fees
Mins to DT & Frank Lloyd Wright
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

Find out more about Southwest Side

Find out more about Southwest Side

Southwest Side Apartments information

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