Apartments in Southwest Side

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Check prices for these dates

Next weekend
17 Oct - 19 Oct
In two weeks
24 Oct - 26 Oct
In one month
7 Nov - 9 Nov
In two months
5 Dec - 7 Dec

Featured Apartments in Southwest Side

Spacious 3 Bedroom Apartment - 10 Minutes to Downtown - Sleeps up to 10
Interior

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

10.0 out of 10, Exceptional, (1)
"Family-friendly, quiet, perfect for a family or friends vacationing in Chicago. The apartment is very clean and the host was always available and responded quickly. The next time I come to Chicago, i will definitely stay at the apartment [if available]. "
The price is AU$406
includes taxes & fees
7 Oct - 8 Oct
Spacious 3 Bedroom Apartment - 10 Minutes to Downtown - Sleeps up to 10
Sunflower Apt 10 Min from Downtown Chicago - Sleeps up to 6
Fridge, microwave, oven, stovetop

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

8.6 out of 10, Excellent, (20)
"Clean and nice. My son loved the arcade game. Would stay again "
The price is AU$325
includes taxes & fees
22 Oct - 23 Oct
Sunflower Apt 10 Min from Downtown Chicago - Sleeps up to 6
W Pershing · Large Chicago Apt 3 Bed | 12 Min Downtown | Arcade
Fridge, microwave, oven, stovetop

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

9.0 out of 10, Wonderful, (6)
"It was great it had the basic amenities for a family to enjoy the stay"
The price is AU$402
includes taxes & fees
15 Oct - 16 Oct
W Pershing · Large Chicago Apt 3 Bed | 12 Min Downtown | Arcade
Dalia Flat - Sleeps 10 - 10 minutes to Downtown
Dining

Dalia Flat - Sleeps 10 - 10 minutes to Downtown

8.8 out of 10, Excellent, (15)
"Beautiful place to stay while passing through Chicago! Family friendly and clean. "
The price is AU$411
includes taxes & fees
14 Oct - 15 Oct
Dalia Flat - Sleeps 10 - 10 minutes to Downtown
Stylish 1BR in West Loop
Fridge, microwave, oven, stovetop

Stylish 1BR in West Loop

10.0 out of 10, Exceptional, (5)
"We stayed for 4th of July weekend and had a wonderful time. Property is close to coffee shops, book stores, and within walking distance of nice restaurants. Easy paid parking nearby. The apartment was clean and everything we needed"
The price is AU$310
includes taxes & fees
8 Oct - 9 Oct
Stylish 1BR in West Loop
The One: A 1BR Stay That Feels Like Home
Fridge, microwave, oven, stovetop

The One: A 1BR Stay That Feels Like Home

9.0 out of 10, Wonderful, (2)
"Very nice condo in a quiet neighborhood"
The price is AU$310
includes taxes & fees
7 Oct - 8 Oct
The One: A 1BR Stay That Feels Like Home
Your Chicago get Away
Interior

Your Chicago get Away

8.4 out of 10, Very good, (6)
"Clean, fun space and responsive host! Loved the views from our room!"
The price is AU$745
includes taxes & fees
23 Oct - 24 Oct
Your Chicago get Away
Studio Gold Coast City Living
Dining

Studio Gold Coast City Living

The price is AU$294
includes taxes & fees
7 Oct - 8 Oct
Studio Gold Coast City Living
Twice as Nice: Chic 2BR Stay with Style & Space
Interior

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

9.4 out of 10, Exceptional, (9)
"Had a very nice time in Chicago!"
The price is AU$347
includes taxes & fees
20 Oct - 21 Oct
Twice as Nice: Chic 2BR Stay with Style & Space
River North | Rooftop With In & Out Parking | 5
TV, offices

River North | Rooftop With In & Out Parking | 5

10.0 out of 10, Exceptional, (2)
"Everything was amazing, property was even better than expected"
The price is AU$570
includes taxes & fees
6 Nov - 7 Nov
River North | Rooftop With In & Out Parking | 5
Sun-Drenched 1BR Apartment
Fridge, microwave, oven, stovetop

Sun-Drenched 1BR Apartment

10.0 out of 10, Exceptional, (1)
"The location was fantastic. We were just a couple blocks from the Green and Pink line on Clinton. There was a code to get into the building so it felt safe. The code to the door was great because there was no key to worry about since I had to work and my hubby was in and out of the apartment all day. There were a couple small things, the bed squeaks a lot. Also, it is very clear in the listing that the train is close. It is about 30ft straight out from the window. I'm not a light sleeper so I...
The price is AU$310
includes taxes & fees
8 Oct - 9 Oct
Sun-Drenched 1BR Apartment
River North | Private Balcony With In&Out Parking
TV, offices

River North | Private Balcony With In&Out Parking

10.0 out of 10, Exceptional, (3)
"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. "
River North | Private Balcony With In&Out Parking
1BR Modern Luxe Apt with In-Unit Laundry
1 bedroom, WiFi, bed sheets

1BR Modern Luxe Apt with In-Unit Laundry

The price is AU$310
includes taxes & fees
8 Oct - 9 Oct
1BR Modern Luxe Apt with In-Unit Laundry
South Loop | Rooftop With In & Out Parking
Outdoor dining

South Loop | Rooftop With In & Out Parking

8.0 out of 10, Very good, (1)
"Really nice location and place. Only issue was some confusion with the parking "
The price is AU$659
includes taxes & fees
13 Oct - 14 Oct
South Loop | Rooftop With In & Out Parking
West Loop Living – Bright 1BR
Fridge, microwave, oven, stovetop

West Loop Living – Bright 1BR

The price is AU$310
includes taxes & fees
8 Oct - 9 Oct
West Loop Living – Bright 1BR
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, (5)
"The owner was awesome. Convenient parking and beautiful area! Will definitely make a reservation again."
The price is AU$409
includes taxes & fees
2 Nov - 3 Nov
Historic Oak Park Home
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."
The price is AU$392
includes taxes & fees
27 Oct - 28 Oct
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."
The price is AU$403
includes taxes & fees
2 Nov - 3 Nov
At Home in Oak Park
Complete 1BR Home Sum
TV, offices

Complete 1BR Home Sum

The price is AU$327
includes taxes & fees
20 Oct - 21 Oct
Complete 1BR Home Sum
Sleek 1BR Apt w/ Laundry
Fridge, microwave, oven, stovetop

Sleek 1BR Apt w/ Laundry

The price is AU$318
includes taxes & fees
5 Nov - 6 Nov
Sleek 1BR Apt w/ Laundry
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

Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton

10/10 Excellent
"Excellent customer service! "
Deborah 1-night trip
Posted 13 hours ago
Sable at Navy Pier Chicago, Curio Collection by Hilton

Find out more about Southwest Side

Find out more about Southwest Side

Southwest Side Apartments information

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