Apartments for Rent in South Side, Chicago, IL

307 rentals available

Del Prado
$1,795
5307 South Hyde Park Boulevard, Chicago, IL 60615
(773) 839-0329
18 units available
Studio • 1 bed • 2 bed • 3 bed
Amenities
In unit laundry, Granite counters, Hardwood floors, Dishwasher, Pet friendly, Parking + more
Historic Charm
Elegant blend of history and modernity.
Del Prado offers a luxurious living experience in the vibrant South Side of Chicago. Residents appreciate its prime location in Hyde Park, allowing easy access to numerous restaurants, shops, and public transportation. The property's renovation is faithful to its historic charm while introducing modern amenities like a fitness center and lounge areas. Cats and dogs are welcome, making it perfect for pet owners seeking a blend of classic elegance and contemporary comfort.
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1400 E. 57th Street
$3,895
1400 East 57th Street, Chicago, IL 60637
(773) 527-0413
2 units available
3 bed
Amenities
In unit laundry, Hardwood floors, Dishwasher, Pet friendly, Parking, Recently renovated + more
Prime Location
Central to parks and transportation, pet-friendly assets.
Located in the sought-after South Side, 1400 E. 57th Street is a prime choice for those seeking a lively neighborhood. The property's pet-friendly policy, along with in-unit laundry facilities, ensures comfort and convenience. Residents praise the responsive management and cleanliness of the building, making it a delightful living experience.
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5350-5358 S. Maryland Avenue
$1,999
5350-5358 South Maryland Avenue, Chicago, IL 60615
(773) 831-4402
2 units available
2 bed • 3 bed
Amenities
On-site laundry, Granite counters, Hardwood floors, Dishwasher, Pet friendly, Recently renovated + more
Pet-Friendly Haven
Walkable charm in vibrant and historic location
Nestled in Chicago's vibrant South Side, 5350-5358 S. Maryland Avenue offers an attractive location in a pet-friendly neighborhood. The area is known for its historical charm, with Washington Park just a short stroll away, providing excellent opportunities for outdoor leisure. Residents laud the convenient transport links and walkable access to dining and shopping options.
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East Park Tower
$1,485
5242 South Hyde Park Boulevard, Chicago, IL 60615
(773) 974-9124
1 unit available
Studio
Amenities
On-site laundry, Patio / balcony, Granite counters, Hardwood floors, Dishwasher, Pet friendly + more
Prime Location
Ideal Hyde Park location with great amenities.
East Park Tower stands as a remarkable choice for those who desire the historic charm and vibrant setting of Hyde Park. Located within easy reach of the University of Chicago and local dining, residents can indulge in a lively cultural scene. With reviews praising the spacious and well-lit apartments, as well as the pet-friendly policy accommodating both cats and dogs, this property offers an inviting home in a dynamic neighborhood.
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5339-5345 S. Woodlawn Avenue
$3,999
5339 South Woodlawn Avenue, Chicago, IL 60615
(773) 985-5406
1 unit available
4 bed
Amenities
On-site laundry, Patio / balcony, Hardwood floors, Dishwasher, Cats allowed, Parking + more
Charming Design
Dynamic style meets vibrant neighborhood life.
This stunning property in a popular Chicago neighborhood exudes dynamic charm with its unique projected porches. Residents love relaxing on their porches, enjoying tranquil views. The property boasts modern amenities like in-unit laundry and beautifully renovated kitchens. Its pet-friendly policy and proximity to public transportation enhance the overall lifestyle experience.
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5706-10 S. Blackstone Ave
$4,285
5706 South Blackstone Avenue, Chicago, IL 60637
(773) 741-9459
1 unit available
4 bed
Amenities
In unit laundry, Patio / balcony, Hardwood floors, Pet friendly, Fireplace, and Microwave
Pet Haven
Elegant apartments in popular neighborhood with top-notch amenities
Located in a beloved neighborhood of Chicago, this property boasts stunning hardwood floors, cozy fireplaces, and the convenience of in-unit laundry. It warmly welcomes both dogs and cats, making it a haven for pet lovers. Close to a wealth of dining, parks, and entertainment, residents revel in vibrant local living.
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4.5
Regents Park
$1,790
5035 S East End Ave., Chicago, IL 60615
(312) 612-6156
Top rated for Amenities
“I love living here at Regents Park. Concierge, Maintenance & Office Staff are always nice, professional & helpful.”
66 units available
Studio • 1 bed • 2 bed • 3 bed
Amenities
On-site laundry, Granite counters, Hardwood floors, Dishwasher, Pet friendly, Parking + more
Luxury Haven
Prime location with abundant amenities in Hyde Park.
Regents Park offers a luxurious lakeside living experience in Hyde Park. Residents have praised its proximity to downtown attractions, extensive on-site amenities, and the convenience of public transport. With both cats and dogs welcome, and stunning lakefront views, it’s an ideal location for those seeking vibrant city living.
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5468-70 S. Hyde Park Boulevard
$3,295
5468-70 South Hyde Park Boulevard, Chicago, IL 60615
(773) 570-1806
1 unit available
4 bed
Amenities
In unit laundry, Patio / balcony, Hardwood floors, Dishwasher, Pet friendly, Parking + more
Charming Architecture
Unique character near Lake Michigan's scenic beauty.
Located just steps from Lake Michigan, this exceptional property offers scenic views and vibrant surroundings. Residents love the charming architecture, with Italianate porches and Old World details. Inside, spacious layouts and cozy fireplaces provide a warm and inviting atmosphere. Experience the vibrant Hyde Park lifestyle with shops, dining, and cultural attractions nearby.
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5507-5509 S Hyde Park Boulevard
$3,920
5507 South Hyde Park Boulevard, Chicago, IL 60637
(773) 570-7608
1 unit available
4 bed
Amenities
In unit laundry, Patio / balcony, Granite counters, Hardwood floors, Dishwasher, Pet friendly + more
Modern Luxury
Impeccable Renovations Near Lake Michigan
Experience modern living at 5507-5509 S Hyde Park Boulevard, where stunning renovations and high-end finishes create a luxurious ambiance. Located in a popular neighborhood, the property offers easy access to Lake Michigan, public transportation, and vibrant Restaurant Row. Spacious interiors and a pet-friendly policy enhance the appeal, making it a desirable choice.
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Woodlawn Court
$1,850
5218 South Woodlawn Avenue, Chicago, IL 60615
(773) 839-0409
2 units available
2 bed • 3 bed
Amenities
On-site laundry, Patio / balcony, Hardwood floors, Dishwasher, Pet friendly, Recently renovated + more
Historic Charm
Classic style meets modern convenience near University of Chicago.
Woodlawn Court's perfect blend of historic and modern design makes it a sought-after gem in Hyde Park. Just steps away from the University of Chicago, residents enjoy proximity to diverse dining and shopping along the 53rd Street Corridor. The neighborhood offers a vibrant pet-friendly environment with ample parks, making it ideal for those with pets.
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The Pepperland
$2,375
1509-1517 East 57th Street, Chicago, IL 60637
(773) 570-7757
2 units available
3 bed
Amenities
On-site laundry, Granite counters, Hardwood floors, Pet friendly, and Bike storage
Vibrant Locale
Eclectic charm in a lively, pet-friendly community.
The Pepperland is nestled in a vibrant neighborhood on Chicago's South Side, celebrated for its eclectic mix of architecture and design. Enjoy the airy interiors with unique bay windows and the convenience of nearby Jackson Park and Lake Shore Drive. Residents love the location's walkability, proximity to dining and shopping, and the warm community vibe.
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5508 S. Cornell Avenue
$2,999
5508 South Cornell Avenue, Chicago, IL 60637
(773) 570-2293
1 unit available
4 bed
Amenities
In unit laundry, Patio / balcony, Hardwood floors, Dishwasher, Pet friendly, 24hr maintenance + more
Vibrant Locale
Rich dining and cultural experiences in Hyde Park.
Located in Chicago's lively South Side, 5508 S. Cornell Avenue offers a rich blend of culture and convenience. Residents enjoy diverse international cuisines on Hyde Park's famed Restaurant Row and benefit from easy city access through nearby public transportation. Modern amenities and luxurious features create a cozy and fulfilling living environment.
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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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5715-5725 S. Kimbark Avenue
$2,270
5715 South Kimbark Avenue, Chicago, IL 60661
(773) 570-7823
5 units available
2 bed • 3 bed
Amenities
On-site laundry, Patio / balcony, Hardwood floors, Pet friendly, Parking, Recently renovated + more
Historic Charm
Blend of history and city convenience with pet amenities.
Discover the charm of 5715-5725 S. Kimbark Avenue in Chicago's popular South Side neighborhood. Located steps from the Midway Plaisance and the University of Chicago, this property features a stunning Italianate entry and a delightful landscaped courtyard. Residents love the seamless move-in process and the friendly, responsive team that makes living here a joy.
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1515 E. 54th Street
$3,750
1515-1521 East 54th Street, Chicago, IL 60615
(773) 570-1259
1 unit available
5 bed
Amenities
In unit laundry, Granite counters, Hardwood floors, Pet friendly, Parking, Recently renovated + more
Prime Location
Dynamic spot near culture and convenience.
Situated in the lively South Side, this property offers easy access to public transportation and the quaint variety of eateries along 53rd Street. With Lake Michigan within walking distance, residents enjoy breathtaking scenery and leisurely strolls. The property boasts in-unit and on-site laundry, a pet-friendly environment, and contemporary upgrades for modern living.
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5118 S. Greenwood
$3,599
5118-5120 South Greenwood Avenue, Chicago, IL 60615
(773) 570-2321
1 unit available
4 bed
Amenities
In unit laundry, Patio / balcony, Granite counters, Hardwood floors, Dishwasher, Pet friendly + more
Architectural Charm
Unique design, walkable neighborhood, pet-friendly lifestyle.
5118 S. Greenwood stands out with its Arts and Crafts architecture, featuring a charming Mission-style rooftop. Residents love the expansive bay windows offering views of Sycamore Park, and the street's walkable neighborhood includes convenient restaurants and public transport. Cats and dogs are welcome, making it a delightful choice for pet owners.
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Property Type

Chicago Short-term Apartments (157)

Frequently Asked Questions (FAQs)

Rental pricing for one-bedroom apartments in South Side ranges from $850 to $3,150 with an average rent of $1,571.

Rental pricing for two-bedroom apartments in South Side ranges from $850 to $4,250 with an average rent of $2,039.

Apartments for Rent in South Side, Chicago, IL

Del Prado

1400 E. 57th Street

5350-5358 S. Maryland Avenue

East Park Tower

5339-5345 S. Woodlawn Avenue

5706-10 S. Blackstone Ave

Regents Park

5468-70 S. Hyde Park Boulevard

5507-5509 S Hyde Park Boulevard

Woodlawn Court

The Pepperland

5508 S. Cornell Avenue

5429 S. Woodlawn Avenue

5715-5725 S. Kimbark Avenue

1515 E. 54th Street

5118 S. Greenwood

More Rental Options

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?