Start your Far Southwest Side search
How many bedrooms do you need?
1 of 2
$1,400
1 unit available
3 bed
Amenities
Parking and Recently renovated
1 of 21
$2,200
1 unit available
3 bed
Amenities
In unit laundry, Patio / balcony, Granite counters, Hardwood floors, Garage, Recently renovated + more
1 of 9
$1,500
1 unit available
2 bed
Amenities
Hardwood floors, Some paid utils, Microwave, Range, Oven, and Refrigerator
1 of 10
$1,500
1 unit available
2 bed
Amenities
Hardwood floors, Ceiling fan, Microwave, Range, Oven, and Refrigerator
1 of 37
$1,800
1 unit available
3 bed
Amenities
In unit laundry, Garage, Microwave, Range, and Refrigerator
1 of 1
Welcome Home. Stunning remodeled Chicago Brick Bungalow 5 bed / 2 bath home with a finished basement.(847) 674-5472
7738 South Paulina Street, Chicago IL 60620
$2,600
1 unit available
5 bed
Amenities
Hardwood floors, Recently renovated, Fireplace, and Accessible
1 of 1
Charming 3-Bedroom 1.5 bath + Bonus room Bungalow: Your Perfect Family Retreat Awaits!(847) 674-5472
8536 South Elizabeth Street, Chicago IL 60620
$2,350
1 unit available
3 bed • 4 bed
Amenities
Patio / balcony, Hardwood floors, Pet friendly, Ceiling fan, Game room, and Bbq/grill
1 of 10
$1,400
1 unit available
2 bed
Amenities
Granite counters, Hardwood floors, Recently renovated, Stainless steel, Air conditioning, Some paid utils + more
1 of 10
1 of 2
$2,500
1 unit available
4 bed
Amenities
W/D hookup, Hardwood floors, Parking, and Microwave
1 of 8
$1,250
1 unit available
Studio • 1 bed
Amenities
On-site laundry, Garage, Extra storage, and Online portal
1 of 16
$2,600
1 unit available
4 bed
Amenities
Hardwood floors, Pet friendly, Recently renovated, and Air conditioning
1 of 10
$1,500
1 unit available
2 bed
Amenities
Granite counters, Hardwood floors, Recently renovated, Stainless steel, Microwave, Range + more
1 of 14
$1,700
1 unit available
2 bed • 3 bed
Amenities
Patio / balcony, Garage, Recently renovated, and Some paid utils
1 of 11
$1,500
1 unit available
2 bed
Amenities
Recently renovated
1 of 1
$1,800
1 unit available
Studio
Top neighborhoods in Chicago

North Side
What it’s like to live in North Side
Chicago's diverse North Side encompasses everything from Wrigleyville's baseball energy to Lincoln Park's upscale shopping and Andersonville's Swedish heritage. Lake Michigan beaches and extensive park systems provide outdoor recreation throughout these neighborhoods, while historic theaters like the Riviera and Aragon Ballroom host national touring acts. Rental options range from vintage courtyard buildings with surprising architectural details to ultra-modern high-rises with lakefront views, creating opportunities across various price points and aesthetic preferences. Though winter parking challenges increase with snow accumulation, excellent public transportation including multiple L lines reduces car dependency compared to outlying neighborhoods. The area's density means competition for premier units moves quickly, requiring decisive action when ideal rentals become available in these desirable neighborhoods.
Great for
Families
Retirees
Professionals
Young Renters
Commuters
Neighborhood vibe
Mixed-Use
Peaceful
Mixed-Use & Commercial

West Side
What it’s like to live in West Side
Creative renters find inspiration in West Side Chicago, where industrial lofts and converted warehouses offer expansive space at significantly lower costs than downtown options. The neighborhood's renaissance continues through artist-led initiatives transforming former manufacturing districts into vibrant communities with gallery spaces and performance venues. Many buildings feature soaring ceilings and freight elevators perfect for artists working with larger materials or installations. Though some areas show transitional character with block-by-block variation, the authentic Chicago experience contrasts with more homogenized neighborhoods, and excellent public transportation connections provide easy access to downtown cultural institutions and employment centers without parking challenges.
Great for
Working-Class Residents
First-Time Renters
Investors
Commuters
Neighborhood vibe
Mixed-Use
Peaceful
Mixed-Use & Commercial

South Side
What it’s like to live in South Side
Cultural richness defines Chicago's South Side, where diverse neighborhoods showcase everything from historic grandeur in Hyde Park to authentic working-class character in Bridgeport. Rental options vary dramatically across this extensive region spanning multiple distinctive communities each with unique identity. While the area offers excellent access to both downtown via multiple transit options and Lake Michigan recreation, conditions vary significantly between specific neighborhoods requiring research into particular streets and blocks. Most suitable for urban enthusiasts comfortable researching specific sub-districts who appreciate authentic Chicago character beyond tourist-oriented neighborhoods and recognize the remarkable value available in many South Side communities despite varied investment levels.
Great for
Families
Retirees
Professionals
Young Renters
Commuters
Neighborhood vibe
Mixed-Use
Peaceful
Mixed-Use & Commercial
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Frequently Asked Questions
Frequently Asked Questions (FAQs)
Rental pricing for one-bedroom apartments in Far Southwest Side ranges from $700 to $2,500 with an average rent of $974.
Rental pricing for two-bedroom apartments in Far Southwest Side ranges from $1,000 to $3,000 with an average rent of $1,293.