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Our top choices for Southwest Side apartments

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

Spacious 3 Bedroom Apartment - 10 Minutes to Downtown - Sleeps up to 10
Brighton Park
10.0 out of 10, Exceptional, (2 reviews)
"The rooms were spotless. The apartment was spacious. I enjoyed my stay. "
United States
Rachel
The price is €253
includes taxes & fees
9 Jun - 10 Jun
Spacious 3 Bedroom Apartment - 10 Minutes to Downtown - Sleeps up to 10

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 €227
includes taxes & fees
15 Jun - 16 Jun
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 €283
includes taxes & fees
30 Jun - 1 Jul
W Pershing · Large Chicago Apt 3 Bed | 12 Min Downtown | Arcade

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, (6 reviews)
"This was a great stay! Great size and location. Would recommend it a lot."
United States
Dulce
The price is €224
includes taxes & fees
16 Jun - 17 Jun
Chic Studio in the Heart of the Gold Coast

Sunlit 1BR Apartment | Warm & Welcoming Space

Sunlit 1BR Apartment | Warm & Welcoming Space
Downtown Chicago
8.0 out of 10, Very good, (3 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 €341
includes taxes & fees
23 Jun - 24 Jun
Sunlit 1BR Apartment | Warm & Welcoming Space

West Loop Living – Bright 1BR

West Loop Living – Bright 1BR
Downtown Chicago
10.0 out of 10, Exceptional, (11 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 €280
includes taxes & fees
16 Jun - 17 Jun
West Loop Living – Bright 1BR

River North Rooftop With In and Out Parking 5

River North Rooftop With In and Out Parking 5
Downtown Chicago
9.6 out of 10, Exceptional, (4 reviews)
"Everything was amazing, property was even better than expected"
United States
Jacob
The price is €443
includes taxes & fees
10 Jun - 11 Jun
River North Rooftop With In and Out Parking 5

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 €241
includes taxes & fees
8 Jun - 9 Jun
Chicago-Themed 1BR in a Central Spot near Downtown

Modern West Loop Gem-City Views & Prime Location 5

Modern West Loop Gem-City Views & Prime Location 5
Downtown Chicago
9.4 out of 10, Exceptional, (3 reviews)
"Great location, plenty of space and clean home. "
United States
Brittany T.
The price is €673
includes taxes & fees
28 Jun - 29 Jun
Modern West Loop Gem-City Views & Prime Location 5

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 €522
includes taxes & fees
28 Jun - 29 Jun
River North Rooftop With In and Out Parking 3

1BR Modern Luxe Apt with In-Unit Laundry

1BR Modern Luxe Apt with In-Unit Laundry
Downtown Chicago
8.8 out of 10, Excellent, (3 reviews)
"Great experience for me and my wife I would definitely come back "
United States
ShowtimeFam1
The price is €264
includes taxes & fees
10 Jun - 11 Jun
1BR Modern Luxe Apt with In-Unit Laundry

LIVN Millennium Park Downtown Chicago Studio

LIVN Millennium Park Downtown Chicago Studio
Downtown Chicago
10.0 out of 10, Exceptional, (2 reviews)
"Great location, lovely furnishings and amenities."
United States
Georgina E.
The price is €280
includes taxes & fees
10 Jun - 11 Jun
LIVN Millennium Park Downtown Chicago Studio

LIVN West Loop Chicago 2 BR City View

LIVN West Loop Chicago 2 BR City View
Downtown Chicago
9.6 out of 10, Exceptional, (4 reviews)
"Super clean, great communication! Thanks for a great stay."
United States
Tracey L.
LIVN West Loop Chicago 2 BR City View

Spacious 4BR Central Apartment w/ Skyline Views

Spacious 4BR Central Apartment w/ Skyline Views
Near North Side
10.0 out of 10, Exceptional, (17 reviews)
"Great location, comfortable room, welcoming host."
United States
Treseanne A.
The price is €642
includes taxes & fees
5 Jul - 6 Jul
Spacious 4BR Central Apartment w/ Skyline Views

Downtown Chicago Stay with Free In & Out Parking 4

Downtown Chicago Stay with Free In & Out Parking 4
Downtown Chicago
9.2 out of 10, Wonderful, (5 reviews)
"Our stay was wonderful. The views were fantastic. The apartment was centrally located so we were able to walk to restaurants, museums, and theaters. We bookmarked this location for future stays."
United States
Renae S.
The price is €578
includes taxes & fees
28 Jun - 29 Jun
Downtown Chicago Stay with Free In & Out Parking 4

Cozy studio in Andersonville Chicago

Cozy studio in Andersonville Chicago
Edgewater
9.6 out of 10, Exceptional, (79 reviews)
"Great stay i loved it"
United States
Cedes W.
The price is €177
includes taxes & fees
23 Jun - 24 Jun
Cozy studio in Andersonville Chicago

Bright Garden Studio

Bright Garden Studio
South Evanston
8.2 out of 10, Very good, (36 reviews)
"Easy access. Nice location. Available shrot notice."
United States
Drew H.
The price is €228
includes taxes & fees
10 Jun - 11 Jun
Bright Garden Studio

3BR Luxury Suite w/Gym and Balcony

3BR Luxury Suite w/Gym and Balcony
Downtown Chicago
9.4 out of 10, Exceptional, (29 reviews)
"The apartment is in a good location, close to restaurants and bars. There is a nice park not far away and we had a lovely stay. "
United States
shayna j.
The price is €1,413
includes taxes & fees
26 Jun - 27 Jun
3BR Luxury Suite w/Gym and Balcony

Trendy & Comfy Studio Unit

Trendy & Comfy Studio Unit
Portage Park
9.2 out of 10, Wonderful, (7 reviews)
"It was really a great place. Bb oo"
United States
Kate S.
The price is €170
includes taxes & fees
15 Jun - 16 Jun
Trendy & Comfy Studio Unit

Homey Hyde Park Studio Near UChicago

Homey Hyde Park Studio Near UChicago
Hyde Park
9.6 out of 10, Exceptional, (5 reviews)
"Location was just perfect!"
United States
Meg D.
The price is €170
includes taxes & fees
9 Jun - 10 Jun
Homey Hyde Park Studio Near UChicago
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

Southwest Side Apartments information

Number of reviews
153
Accommodation
678 Apartments
Lowest Price
€170
Highest Price
€1,413

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