Apartments for Rent in South Side, Chicago, IL

308 rentals available

Windermere House
$1,920
1642 East 56th Street, Chicago, IL 60637
(773) 825-5020
12 units available
1 bed • 2 bed • 3 bed
Amenities
On-site laundry, Granite counters, Hardwood floors, Dishwasher, Cats allowed, Parking + more
Historic Elegance
Classic charm with modern amenities and prime location.
Windermere House combines historic charm with contemporary living. Nestled in a popular neighborhood on Chicago's South Side, this residence is within walking distance of the University of Chicago and offers easy access to local dining and shopping options. With practical conveniences like a gym and in-unit laundry, plus the welcoming staff highlighted in reviews, residents enjoy a balanced lifestyle.
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5405-5407 S. Woodlawn Avenue
$1,415
5405-5407 South Woodlawn Avenue, Chicago, IL 60615
(240) 434-0195
1 unit available
Studio
Amenities
On-site laundry, Hardwood floors, Cats allowed, Parking, Range, and Oven
Prime Location
Charming property near Hyde Park attractions.
Discover a beautifully renovated gem in Chicago's vibrant South Side. This pet-friendly property, nestled in a popular neighborhood, offers cats a place to call home. Enjoy being steps away from Hyde Park’s cultural treasures and walking distance to Washington Park for easy, tranquil strolls.
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5130 S Dr Martin Luther King Jr Dr
$1,000
5130 South Doctor Martin Luther King Junior Drive, Chicago, IL 60615
(312) 471-9927
1 unit available
1 bed
Amenities
Patio / balcony, Hardwood floors, Parking, Some paid utils, Range, and Oven
Transit Access
Convenient Chicago Location with Great Commute Options
Located in a vibrant Chicago neighborhood, 5130 S Dr Martin Luther King Jr Dr offers residents easy access to the CTA Green Line and major bus routes, ensuring a seamless commute. The area is bustling with dining options, parks, and schools. High-end finishes and hardwood floors add to the property's appeal.
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7801-13 S Essex
$930
7801 South Essex Avenue, Chicago, IL 60649
(312) 827-2667
3 units available
1 bed • 2 bed
Amenities
On-site laundry, Hardwood floors, Some paid utils, Range, Oven, and Refrigerator
Convenient Locale
Modern living in vibrant South Shore neighborhood.
Nestled in the heart of South Shore, this property offers modern amenities and a vibrant community atmosphere. The convenient location ensures easy access to public transportation and local dining options like Joji Gyros and Subway. Residents love the welcoming community feel and praise the building's efficient maintenance team.
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Best market deals
These units are the best deal in town.
7104 S Crandon Ave. 7
Studio • 1 Bath • 360 sqft
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2235 E 71st St 2241-205
Studio • 1 Bath • 350 sqft
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Feb 28
7715 South Shore Drive 7715-411
Studio • 1 Bath • 400 sqft
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Feb 28
1628 E. 70th St.Apt 3B 1 Bed
1 Bed • 1 Bath
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Kingston 7706-3E
1 Bed • 1 Bath • 700 sqft
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Feb 28
7609 S Coles
$855
7609 South Coles Avenue, Chicago, IL 60649
(312) 626-6515
5 units available
1 bed • 2 bed • 3 bed
Amenities
On-site laundry, Hardwood floors, 24hr maintenance, Parking, Recently renovated, Fireplace + more
Beach Access
Perfect for water-lovers and transportation convenience.
Located in popular South Shore, 7609 S Coles offers beach access within walking distance, perfect for those who relish lakefront relaxation. Convenient public transport options like the Metra Electric and CTA bus lines enhance commuting ease. Residents appreciate the inclusive community and friendly atmosphere.
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5222-38 S. Drexel Avenue
$1,675
5222 South Drexel Avenue, Chicago, IL 60615
(773) 985-8999
3 units available
1 bed • 2 bed • 3 bed
Amenities
On-site laundry, Granite counters, Hardwood floors, Pet friendly, Recently renovated, Gym + more
Ideal Location
Comfort and convenience in vibrant Hyde Park.
Located in the vibrant South Side of Chicago, this property offers tenants a comfortable and convenient living experience. With proximity to the University of Chicago and easy access to public transportation, commuting is a breeze. The building boasts top-notch amenities, including a fitness center, a clubhouse, and positive community vibes bolstered by efficient management.
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7800-06 S Essex
$875
7800 South Essex Avenue, Chicago, IL 60649
(312) 313-3443
2 units available
1 bed • 2 bed
Amenities
On-site laundry, Hardwood floors, Some paid utils, Range, Oven, and Refrigerator
Cost-Effective Charm
Prime location with unbeatable value.
Located in the popular South Side neighborhood of Chicago, the property at 7800 South Essex Avenue offers exceptional value at prices well below the metro average. This charming 36-unit community provides excellent amenities with hardwood floors and utilities like heat and internet included. With convenient access to public transportation, and praised management, it ensures comfort and convenience.
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5300 S Michigan Ave
$1,550
5300 South Michigan Avenue, Chicago, IL 60615
(312) 629-5034
2 units available
3 bed
Amenities
Patio / balcony, Hardwood floors, Ceiling fan, Bathtub, Carpet, Range + more
Commuter Haven
Convenient South Side Location with Great Amenities
Located in Chicago's popular South Side, 5300 S Michigan Ave offers convenient access to the CTA Green and Red Lines, providing easy commutes throughout the city. The vibrant community boasts local gems like Dunkin Donuts and Washington Park. Residents enjoy spacious apartments with modern appliances and hardwood floors. Pets are welcome, adding to the home's warmth.
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5300-5308 S. Hyde Park Boulevard
$1,850
5300-5308 South Hyde Park Boulevard, Chicago, IL 60615
(773) 326-1546
2 units available
2 bed
Amenities
On-site laundry, Hardwood floors, Pet friendly, Parking, Recently renovated, and Bike storage
Elegant Design
Lake views and a vibrant community.
Nestled in the historically rich South Side neighborhood of Chicago, this property offers breathtaking views of Lake Michigan and an elegantly designed facade. Residents love the recently renovated apartments with beautiful hardwood floors and the warm, welcoming community atmosphere. Dog and cat owners will cherish the pet-friendly policies, ensuring comfort for all members of the family.
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5401-5405 S. Drexel Boulevard
$2,195
5401-5405 South Drexel Boulevard, Chicago, IL 60615
(773) 863-3180
1 unit available
2 bed
Amenities
On-site laundry, Patio / balcony, Granite counters, Hardwood floors, Dishwasher, Pet friendly + more
Architectural Beauty
Recently Renovated with Excellent Location
This property impresses with its historical architecture and modern renovations. Residents praise the beautiful interiors with hardwood floors and luxurious finishes. Located near the University of Chicago and Washington Park, it offers convenient access to education and recreation. The pet-friendly policy is a welcome bonus for animal lovers.
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Luxury apartments
Top units for an elevated lifestyle.
1025 E 48th Street 4 Bed
4 Beds • 4 Baths • 5000 sqft
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5230 Uni South University Ave. 3 Bed
3 Beds • 2 Baths • 2100 sqft
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4434 South Drexel Boulevard D
4 Beds • 3.5 Baths • 2187 sqft
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1323 E. 57th St 1323-2
4 Beds • 1 Bath • 1200 sqft
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Feb 28
1400 E. 57th Street 204
3 Beds • 2 Baths • 1112 sqft
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5326-5336 S. Greenwood Avenue
$2,675
5326 South Greenwood Avenue, Chicago, IL 60615
(773) 688-4471
2 units available
3 bed
Amenities
On-site laundry, Granite counters, Hardwood floors, Dishwasher, Pet friendly, Recently renovated + more
Prime Locale
Exceptional Hyde Park location with rich amenities.
Nestled between 53rd and 54th Streets in vibrant Hyde Park, this beautifully designed building offers residents a unique blend of historical charm and modern comforts. Enjoy a peaceful atmosphere with convenient access to universities and lively cultural venues. Residents cherish the friendly community, high-quality amenities, and the welcoming pets policy.
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5429 S. Woodlawn Avenue
$3,399
5429 South Woodlawn Avenue, Chicago, IL 60615
(773) 796-4581
1 unit available
3 bed
Amenities
In unit laundry, Hardwood floors, Dishwasher, Cats allowed, Parking, Recently renovated + more
Architectural Charm
Elegant architecture near the University of Chicago.
Discover the elegance of early 20th-century architecture at 5429 S. Woodlawn Avenue. With its exquisite Arts and Crafts mosaic floors and spacious, well-designed rooms, this property combines historic beauty with modern comforts. Located near the University of Chicago, the area boasts a vibrant community enriched with dining, parks, and festivities. Easily accessible by public transport and major highways, this location offers unparalleled convenience.
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1440 E. 52nd Street
$1,585
1440-1450 East 52nd Street, Chicago, IL 60615
(773) 985-7025
2 units available
1 bed
Amenities
On-site laundry, Pet friendly, Bike storage, Courtyard, and Range
Prime Location
Historic charm in vibrant Hyde Park near Lake Michigan.
Located in the vibrant South Side neighborhood of Chicago, this property offers the perfect blend of historic charm and modern convenience. Just steps from lively Harper Court and a buzzing farmers market, you'll have everything you need within walking distance, including shops, restaurants, and the Metra station. Plus, pet lovers will appreciate the welcoming atmosphere with parks and green spaces perfect for dog walks.
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Woodland Park
$2,385
637 East Woodland Park Avenue, Chicago, IL 60616
(708) 719-9962
1 unit available
2 bed
Amenities
In unit laundry, Granite counters, Pet friendly, Parking, Stainless steel, and Walk in closets
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5501 S. Cornell
$1,370
5501 S. Cornell Ave, Chicago, IL 60637
(773) 823-0544
1 unit available
Studio
Amenities
Granite counters, Hardwood floors, Stainless steel, Walk in closets, Microwave, Bathtub + more
Historic Luxury
Prestigious Hyde Park with striking architectural features.
Experience the charm of Hyde Park living at 5501 S. Cornell. The building's striking terra-cotta exterior with rich detailing complements the spacious, sunlit apartments with hardwood floors and original features. Enjoy easy access to diverse dining options, parks, and public transportation, all in a vibrant neighborhood.
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4901 S Drexel Blvd
$1,000
4901 South Drexel Boulevard, Chicago, IL 60615
(312) 598-2298
12 units available
Studio • 1 bed • 2 bed
Amenities
On-site laundry, Granite counters, Hardwood floors, Pet friendly, Recently renovated, Elevator + more
Prime Convenience
Scenic Boulevard, Top Amenities, Great Location
4901 S Drexel Blvd on Chicago's South Side offers distinct urban living. With beautifully renovated apartments featuring granite counters and hardwood floors, it's an excellent choice for those who value style and comfort. Beyond the modern interiors, the property boasts a quiet and peaceful atmosphere, with top accessibility to public transportation, nearby parks, and various eateries.
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Frequently Asked Questions (FAQs)

Rental pricing for one-bedroom apartments in South Side ranges from $800 to $3,100 with an average rent of $1,602.

Rental pricing for two-bedroom apartments in South Side ranges from $900 to $4,100 with an average rent of $2,073.

Apartments for Rent in South Side, Chicago, IL

Windermere House

5405-5407 S. Woodlawn Avenue

5130 S Dr Martin Luther King Jr Dr

7801-13 S Essex

7609 S Coles

5222-38 S. Drexel Avenue

7800-06 S Essex

5300 S Michigan Ave

5300-5308 S. Hyde Park Boulevard

5401-5405 S. Drexel Boulevard

5326-5336 S. Greenwood Avenue

5429 S. Woodlawn Avenue

1440 E. 52nd Street

Woodland Park

5501 S. Cornell

4901 S Drexel Blvd

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Frequently Asked Questions (FAQs)

What is the current price range for one-bedroom apartments in South Side?

What is the current price range for two-bedroom apartments in South Side?