Apartments in Southwest Side

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Check prices for these dates

Next weekend
22 Aug - 24 Aug
In two weeks
29 Aug - 31 Aug
In one month
12 Sept - 14 Sept
In two months
10 Oct - 12 Oct

Featured Apartments in Southwest Side

Stylish 1BR in Lakeview Chicago
Fridge, microwave, oven, stovetop

Stylish 1BR in Lakeview Chicago

8.0 out of 10, Very good, (8)
"This is a great apartment. It was very clean, well equipped kitchen and comfortable bed. Close to restaurants, grocery store, Starbucks and Wrigley Field. We could not find any parking on the street where the apartment is. I do recommend that you get in touch with the property owners couple of days prior to your visit because there is a vetting process prior to getting the keys to the apartment. "
The price is AU$335
includes taxes & fees
9 Sept - 10 Sept
Stylish 1BR in Lakeview Chicago
Clean & Equipped 1BR Apt
1 bedroom, iron/ironing board, WiFi, bed sheets

Clean & Equipped 1BR Apt

7.6 out of 10, Good, (10)
The price is AU$313
includes taxes & fees
9 Sept - 10 Sept
Clean & Equipped 1BR Apt
Cozy, Fully Set-Up 1BR Space
Fridge, microwave, oven, stovetop

Cozy, Fully Set-Up 1BR Space

8.8 out of 10, Excellent, (13)
"Great place! 15 min walk to Wrigley "
The price is AU$319
includes taxes & fees
18 Aug - 19 Aug
Cozy, Fully Set-Up 1BR Space
Relaxing Chicago Studio
Desk, iron/ironing board, WiFi, bed sheets

Relaxing Chicago Studio

10.0 out of 10, Exceptional, (4)
"Had a great stay. Great location. "
The price is AU$390
includes taxes & fees
21 Aug - 22 Aug
Relaxing Chicago Studio
Lakeview 2BR Apartment
Fridge, microwave, oven, stovetop

Lakeview 2BR Apartment

9.2 out of 10, Wonderful, (11)
"Great experience overall. Check-in was easy and the unit was very well kept. Very happy that we were so close to so much public transportation. It is a little noisy for those who aren’t used to hearing the L train nearby. Parking is hard to find, but there is paid parking nearby and easy to access public transit. If you plan on parking your car for the full time you’re there."
The price is AU$341
includes taxes & fees
14 Aug - 15 Aug
Lakeview 2BR Apartment
Charming 2BR in Vibrant Lakeview
2 bedrooms, iron/ironing board, travel cot, WiFi

Charming 2BR in Vibrant Lakeview

8.8 out of 10, Excellent, (9)
The price is AU$347
includes taxes & fees
14 Aug - 15 Aug
Charming 2BR in Vibrant Lakeview
Nice 1BR Spot, Unwind & Relax
TV

Nice 1BR Spot, Unwind & Relax

10.0 out of 10, Exceptional, (10)
"Super clean. Cozy. SAFE. Short drive to nearly every big attraction! Host was very communicative and kind!!"
The price is AU$308
includes taxes & fees
18 Aug - 19 Aug
Nice 1BR Spot, Unwind & Relax
Bright & Roomy 4BR in Pilsen
Microwave, oven, stovetop, dishwasher

Bright & Roomy 4BR in Pilsen

7.8 out of 10, Good, (7)
The price is AU$615
includes taxes & fees
18 Aug - 19 Aug
Bright & Roomy 4BR in Pilsen
Your Perfect 2BR Home w/ Parking
Fridge, microwave, oven, stovetop

Your Perfect 2BR Home w/ Parking

8.0 out of 10, Very good, (4)
"Great location, close to United Center. Our host was super and was able to help me when I couldn't follow the instructions (lol). Wish I could have had a longer stay."
The price is AU$392
includes taxes & fees
2 Sept - 3 Sept
Your Perfect 2BR Home w/ Parking
Skyline Serenity: Sauna, Hot Tub, Peloton, Views, Free Parking, Wifi
Smart TV, fireplace, printers

Skyline Serenity: Sauna, Hot Tub, Peloton, Views, Free Parking, Wifi

10.0 out of 10, Exceptional, (14)
"Very clean, kitchen stocked with all necessary items, and beds were extremely comfortable."
Skyline Serenity: Sauna, Hot Tub, Peloton, Views, Free Parking, Wifi
BOUTIQUE DESIGNER FLAT IN LINCOLN PARK
Interior

BOUTIQUE DESIGNER FLAT IN LINCOLN PARK

BOUTIQUE DESIGNER FLAT IN LINCOLN PARK
Huge Projector and Designated Workspace - Near Wrigley!
2 bedrooms, desk, iron/ironing board, free WiFi

Huge Projector and Designated Workspace - Near Wrigley!

The price is AU$435
includes taxes & fees
14 Aug - 15 Aug
Huge Projector and Designated Workspace - Near Wrigley!
4BR Modern Gem Sleek, Bright & Central
Smart TV, offices

4BR Modern Gem Sleek, Bright & Central

4BR Modern Gem Sleek, Bright & Central
Charming 2-bedroom apartment in marvelous Blue Island with WiFi
2 bedrooms, WiFi, wheelchair access

Charming 2-bedroom apartment in marvelous Blue Island with WiFi

2.0 out of 10, (1)
The price is AU$479
includes taxes & fees
18 Aug - 19 Aug
Charming 2-bedroom apartment in marvelous Blue Island with WiFi
Uptown Studio Gem Sum
TV

Uptown Studio Gem Sum

8.8 out of 10, Excellent, (3)
"This studio is very clean and is located in a neighborhood with access to anything you would want to do or see. The stairway and halls are not pristine, but studio is good. Neighbors were quiet and seldom seen during my stay. Excellent restaurant right across the street and grocery nearby. Wrigley Field is easy walk. Check in was confusing for me, but it worked out. "
The price is AU$300
includes taxes & fees
3 Sept - 4 Sept
Uptown Studio Gem Sum
Cozy & Furnished 2BR Unit
Interior

Cozy & Furnished 2BR Unit

9.0 out of 10, Wonderful, (2)
"Nice cozy apartment with lots to do in close proximity. Would highly recommend "
The price is AU$346
includes taxes & fees
25 Aug - 26 Aug
Cozy & Furnished 2BR Unit
Mins to Wrigley Sleeps 6 + Sauna + Hot Tub+ Deck
Fridge, microwave, oven, coffee/tea maker

Mins to Wrigley Sleeps 6 + Sauna + Hot Tub+ Deck

10.0 out of 10, Exceptional, (6)
"Host went above and beyond to make the booking great. "
The price is AU$497
includes taxes & fees
25 Aug - 26 Aug
Mins to Wrigley Sleeps 6 + Sauna + Hot Tub+ Deck
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, (35)
"Great place to stay when you’re in town for the Cubbies! "
The price is AU$523
includes taxes & fees
17 Aug - 18 Aug
2-bedroom apartment just 2 minutes drive to Wrigley Field
Cozy studio in Andersonville Chicago
1 bedroom, iron/ironing board, free WiFi, bed sheets

Cozy studio in Andersonville Chicago

9.4 out of 10, Exceptional, (16)
"It was a great location, internet was a little spotty on streaming services but we were in walking distance to so much it was worth it "
The price is AU$277
includes taxes & fees
2 Sept - 3 Sept
Cozy studio in Andersonville Chicago
Artistic Loft Rooftop | 13 mins DT | 4 mins Lake
Terrace/patio

Artistic Loft Rooftop | 13 mins DT | 4 mins Lake

10.0 out of 10, Exceptional, (38)
"This was convenient and check-in process was easy. We would stay here again."
Artistic Loft Rooftop | 13 mins DT | 4 mins Lake
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
"Loved staying at this hotel! This was our second time and we enjoyed it. Super easy to get everywhere and can walk downtown. Would definitely stay here again"
Jacqueline 3-night trip
Posted 8 hours ago
The Wade