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Our top choices for Southwest Side apartments

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 AED 342
AED 916 total
includes taxes & fees
26 May - 27 May
Sunflower Apt 10 Min from Downtown Chicago - Sleeps up to 6

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, (9 reviews)
"Great location, spacious, and family friendly. Had cousins over and they had a blast playing the video games. "
United States
Jessica H.
The price is AED 371
AED 1,109 total
includes taxes & fees
25 May - 26 May
W Pershing · Large Chicago Apt 3 Bed | 12 Min Downtown | Arcade

Sunlit 1BR Apartment | Warm & Welcoming Space

Sunlit 1BR Apartment | Warm & Welcoming Space
Downtown Chicago
10.0 out of 10, Exceptional, (2 reviews)
"Host was very friendly and informative. Place was clean and close to lots of fun. Trains loud and busy but knew that going in. "
United States
Tyler B.
The price is AED 650
AED 1,159 total
includes taxes & fees
10 May - 11 May
Sunlit 1BR Apartment | Warm & Welcoming Space

Chic Studio in the Heart of the Gold Coast

Chic Studio in the Heart of the Gold Coast
Downtown Chicago
10.0 out of 10, Exceptional, (5 reviews)
"The communication was really effective and made for a smooth check in and check out process. Host was friendly and made great recommendations, 10/10 would stay again!"
United States
Seynabou
The price is AED 514
AED 941 total
includes taxes & fees
3 Jun - 4 Jun
Chic Studio in the Heart of the Gold Coast

Modern Comfort: 1BR Unit w/ Laundry

Modern Comfort: 1BR Unit w/ Laundry
Downtown Chicago
8.8 out of 10, Excellent, (18 reviews)
"Great location, apt well equipped and host very responsive. Wonderful stay. "
United States
Gina G.
The price is AED 489
AED 947 total
includes taxes & fees
26 May - 27 May
Modern Comfort: 1BR Unit w/ Laundry

West Loop Living – Bright 1BR

West Loop Living – Bright 1BR
Downtown Chicago
9.8 out of 10, Exceptional, (10 reviews)
"Great spot next to the green line train a few restaurants and a Starbucks right up the street I will book again for sure "
United States
2k G.
The price is AED 646
AED 1,150 total
includes taxes & fees
10 May - 11 May
West Loop Living – Bright 1BR

River North Rooftop With In and Out Parking 3

River North Rooftop With In and Out Parking 3
Downtown Chicago
9.6 out of 10, Exceptional, (5 reviews)
"We had a very comfortable stay here. The hosts are exceptionally communicative and helpful. Loved having a place to park my car, and the hosts set it up so my license plate was recognized at the gate so that parking was free. The unit was very clean and spacious. Note, the kitchen does not have pots or pans to cook, so plan on eating out!"
United States
Jennifer M.
The price is AED 981
AED 2,217 total
includes taxes & fees
26 May - 27 May
River North Rooftop With In and Out Parking 3

Modern West Loop Gem-City Views & Prime Location 3

Modern West Loop Gem-City Views & Prime Location 3
Downtown Chicago
10.0 out of 10, Exceptional, (7 reviews)
"Loved the place 4 bedroom & 4 bathrooms was ideal for our stayGreat locationLoved the well stocked convenience store a block away "
United States
Tina Y.
The price is AED 646
AED 2,208 total
includes taxes & fees
20 May - 21 May
Modern West Loop Gem-City Views & Prime Location 3

Chicago-Themed 1BR in a Central Spot near Downtown

Chicago-Themed 1BR in a Central Spot near Downtown
Downtown Chicago
10.0 out of 10, Exceptional, (1 review)
"Clean spacious great location easy to get everywhere "
United States
Melissa M.
The price is AED 562
AED 1,047 total
includes taxes & fees
12 May - 13 May
Chicago-Themed 1BR in a Central Spot near Downtown

LIVN West Loop Chicago King Studio

LIVN West Loop Chicago King Studio
Downtown Chicago
10.0 out of 10, Exceptional, (2 reviews)
"Clean and easy experience. Didn’t love the mattress but overall enjoyed all other aspects of our stay! Would stay again! "
United States
Natalie C.
The price is AED 558
AED 746 total
includes taxes & fees
10 May - 11 May
LIVN West Loop Chicago King Studio

LIVN Millennium Park Downtown Chicago 2BR

LIVN Millennium Park Downtown Chicago 2BR
Downtown Chicago
10.0 out of 10, Exceptional, (2 reviews)
"Excellent location... Very cleaned....it is perfect"
United States
Granada
The price is AED 602
AED 798 total
includes taxes & fees
10 May - 11 May
LIVN Millennium Park Downtown Chicago 2BR

Spacious 4BR Central Apartment w/ Skyline Views

Spacious 4BR Central Apartment w/ Skyline Views
Near North Side
10.0 out of 10, Exceptional, (16 reviews)
"Great location, comfortable room, welcoming host."
United States
Treseanne A.
The price is AED 628
AED 1,813 total
includes taxes & fees
20 May - 21 May
Spacious 4BR Central Apartment w/ Skyline Views

Uptown Studio Gem Sum

Uptown Studio Gem Sum
Uptown
7.4 out of 10, Good, (6 reviews)
"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. "
United States
Leah W.
The price is AED 353
AED 733 total
includes taxes & fees
11 May - 12 May
Uptown Studio Gem Sum

Cozy Charm Studio Apt in Chicago

Cozy Charm Studio Apt in Chicago
Hyde Park
9.8 out of 10, Exceptional, (9 reviews)
"Room was clean, check in was easy, and the owner was very communicative."
United States
David
The price is AED 353
AED 724 total
includes taxes & fees
19 May - 20 May
Cozy Charm Studio Apt in Chicago

Cozy, Comfortable and Convenient apartment. Close to everything!

Cozy, Comfortable and Convenient apartment. Close to everything!
Oak Park
9.8 out of 10, Exceptional, (74 reviews)
"Nice, clean, safe house."
United States
Adrienne P.
The price is AED 430
AED 1,110 total
includes taxes & fees
6 May - 7 May
Cozy, Comfortable and Convenient apartment. Close to everything!

The Oak Park Loft

The Oak Park Loft
2.0 star property
Oak Park
10.0 out of 10, Exceptional, (5 reviews)
"Good location, nice neighborhood, restaurants close"
United States
Linda
The price is AED 592
AED 1,086 total
includes taxes & fees
9 May - 10 May
The Oak Park Loft

Cozy studio in Andersonville Chicago

Cozy studio in Andersonville Chicago
Edgewater
9.6 out of 10, Exceptional, (72 reviews)
"Great stay i loved it"
United States
Cedes W.
The price is AED 298
AED 594 total
includes taxes & fees
11 May - 12 May
Cozy studio in Andersonville Chicago

1BR Apartment in Chicago

1BR Apartment in Chicago
North Center
9.0 out of 10, Wonderful, (17 reviews)
"Everything about our stay was easy. Our hosts were easy to contact and provided prompt replies to our questions, even before we booked. The check-in process went smoothly. The apartment was very clean and comfortable. We were especially pleased with the price, given the location of the apartment. We would definitely recommend this property."
United States
Gregory M.
The price is AED 463
AED 926 total
includes taxes & fees
25 May - 26 May
1BR Apartment in Chicago

Modern Studio Unit Near UChicago

Modern Studio Unit Near UChicago
Hyde Park
8.8 out of 10, Excellent, (19 reviews)
"Clean room and convenient location! "
United States
Gabriela
The price is AED 301
AED 664 total
includes taxes & fees
11 May - 12 May
Modern Studio Unit Near UChicago

2-bedroom apartment just 2 minutes drive to Wrigley Field

2-bedroom apartment just 2 minutes drive to Wrigley Field
North Center
9.6 out of 10, Exceptional, (71 reviews)
"Nice property, great location, super helpful host!"
United States
Carin O.
The price is AED 559
AED 1,306 total
includes taxes & fees
10 May - 11 May
2-bedroom apartment just 2 minutes drive to Wrigley Field
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