Apartments in Southwest Side

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Check prices for these dates

Next weekend
12 Sept - 14 Sept
In two weeks
19 Sept - 21 Sept
In one month
3 Oct - 5 Oct
In two months
31 Oct - 2 Nov

Featured Apartments in Southwest Side

Our top choices for Southwest Side apartments

4BR Corporate Suite Central and Modern
Property amenity

4BR Corporate Suite Central and Modern

2.0 star property
10.0 out of 10, Exceptional, (3)
"We loved at our stay at this property. It was one of the best stays we have had on vacation."
4BR Corporate Suite Central and Modern
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

9.6 out of 10, Exceptional, (4)
"It was great it had the basic amenities for a family to enjoy the stay"
The price is NZ$455
includes taxes & fees
9 Sept - 10 Sept
W Pershing · Large Chicago Apt 3 Bed | 12 Min Downtown | Arcade
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

8.8 out of 10, Excellent, (19)
"It was great for our needs! Definitely hear EVERYTHING though as usual for most older places in the city."
The price is NZ$361
includes taxes & fees
29 Sept - 30 Sept
Sunflower Apt 10 Min from Downtown Chicago - Sleeps up to 6
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, (3)
"Host was easy to communicate with and very thoughtful. We were in town for a concert and they gifted us with ear protection for us all. Location was great too "
The price is NZ$519
includes taxes & fees
7 Oct - 8 Oct
Twice as Nice: Chic 2BR Stay with Style & Space
Sun-Drenched 1BR Apartment
Fridge, microwave, oven, stovetop

Sun-Drenched 1BR Apartment

The price is NZ$419
includes taxes & fees
22 Sept - 23 Sept
Sun-Drenched 1BR Apartment
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! "
The price is NZ$803
includes taxes & fees
29 Sept - 30 Sept
South Loop | Rooftop With In & Out Parking
Your Chicago get Away
Interior

Your Chicago get Away

8.0 out of 10, Very good, (3)
"Clean, fun space and responsive host! Loved the views from our room!"
The price is NZ$771
includes taxes & fees
6 Oct - 7 Oct
Your Chicago get Away
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."
The price is NZ$367
includes taxes & fees
16 Sept - 17 Sept
The One: A 1BR Stay That Feels Like Home
1BR Modern Luxe Apt with In-Unit Laundry
1 bedroom, WiFi, bed sheets

1BR Modern Luxe Apt with In-Unit Laundry

The price is NZ$367
includes taxes & fees
10 Sept - 11 Sept
1BR Modern Luxe Apt with In-Unit Laundry
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. "
The price is NZ$685
includes taxes & fees
29 Sept - 30 Sept
River North | Rooftop With In & Out Parking | 5
Stylish 1BR in West Loop
Fridge, microwave, oven, stovetop

Stylish 1BR in West Loop

10.0 out of 10, Exceptional, (5)
The price is NZ$399
includes taxes & fees
16 Sept - 17 Sept
Stylish 1BR in West Loop
River North | Rooftop With In & Out Parking | 1
Fridge, microwave, oven, stovetop

River North | Rooftop With In & Out Parking | 1

The price is NZ$691
includes taxes & fees
24 Sept - 25 Sept
River North | Rooftop With In & Out Parking | 1
West Loop Living – Bright 1BR
Fridge, microwave, oven, stovetop

West Loop Living – Bright 1BR

The price is NZ$406
includes taxes & fees
16 Sept - 17 Sept
West Loop Living – Bright 1BR
3BR Luxury Modern Apartment
Property grounds

3BR Luxury Modern Apartment

2.0 star property
9.2 out of 10, Wonderful, (14)
"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."
3BR Luxury Modern Apartment
4BR Modern Gem Sleek, Bright & Central
Outdoor dining

4BR Modern Gem Sleek, Bright & Central

The price is NZ$1,927
includes taxes & fees
11 Sept - 12 Sept
4BR Modern Gem Sleek, Bright & Central
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."
The price is NZ$556
includes taxes & fees
21 Sept - 22 Sept
Historic Oak Park Home
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"
Vintage Arcade Apt with Parking
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! "
The price is NZ$559
includes taxes & fees
9 Sept - 10 Sept
2-bedroom apartment just 2 minutes drive to Wrigley Field
Studio- King Bed| HDTV| Airport| Safe Neighborhood
Smart TV

Studio- King Bed| HDTV| Airport| Safe Neighborhood

10.0 out of 10, Exceptional, (4)
"The studio apartment was lovely, clean, and featured tasteful decor and a variety of useful appliances. Getting in and out was a breeze. It was the perfect place for my girlfriend and I to crash after either a day of traveling or vacation activities in the area"
The price is NZ$532
includes taxes & fees
10 Sept - 11 Sept
Studio- King Bed| HDTV| Airport| Safe Neighborhood
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 NZ$519
includes taxes & fees
21 Sept - 22 Sept
The Oak Park Loft
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

Number of reviews
Accommodation
683 Apartments
Lowest Price
NZ$272
Highest Price
NZ$680

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