Apartments for Rent in South Side, Chicago, IL

293 rentals available

5300 S Drexel
$1,550
5300 South Drexel Boulevard, Chicago, IL 60615
(773) 796-4537
1 unit available
1 bed
Amenities
On-site laundry, Dishwasher, Pet friendly, 24hr maintenance, Recently renovated, Air conditioning + more
Hyde Park
Steps from parks and UChicago innovation.
Situated in the vibrant Hyde Park neighborhood, 5300 S Drexel offers residents modern amenities combined with easy access to the dynamic community surrounding the University of Chicago. The property's recent renovations provide spacious living spaces with modern finishes and hardwood floors. Nearby, multiple parks and restaurants are just a short stroll away, enhancing the urban lifestyle and leisure options for residents.
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1323 E. 57th St
$4,995
1323 East 57th Street, Chicago, IL 60637
(312) 663-8727
2 units available
4 bed
Amenities
In unit laundry, Patio / balcony, Hardwood floors, Dishwasher, Pet friendly, Recently renovated + more
Cultural Hub
Vibrant community living near University of Chicago.
Nestled in the popular South Side neighborhood, 1323 E. 57th St offers an enriched lifestyle near the University of Chicago. Residents appreciate the vibrant community and are drawn to the pet-friendly environment with numerous green spaces. With responsive management and diverse local culture, this address is an ideal choice for those seeking convenience and charm.
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1358 E. 58th Street
$4,395
1358 East 58th Street, Chicago, IL 60637
(773) 570-2612
1 unit available
4 bed
Amenities
In unit laundry, Patio / balcony, Hardwood floors, Dishwasher, Pet friendly, and 24hr maintenance
Ideal Location
Prime spot near University of Chicago campus.
Nestled in a popular Chicago neighborhood, 1358 E. 58th Street offers convenience and charm. This property is ideally situated across the street from the University of Chicago campus, providing easy access to transportation and various local amenities. Residents appreciate the responsive management and well-kept common areas, making it a welcoming community home.
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City Hyde Park
$2,995
5105 South Harper Avenue, Chicago, IL 60615
(773) 985-3040
12 units available
1 bed • 2 bed • 3 bed
Amenities
In unit laundry, Patio / balcony, Granite counters, Hardwood floors, Dishwasher, Pet friendly + more
Prime Location
Unrivaled amenities in a vibrant Chicago neighborhood.
City Hyde Park offers a dynamic living experience in a highly sought-after area of Chicago. Residents enjoy modern comforts with amenities like in-unit laundry, a gym, and a stunning rooftop garden. Cats and dogs are welcomed, and having Whole Foods, fitness centers, and retail options at your doorstep adds to the unrivaled convenience.
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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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1628 E. 70th St.Apt 3B 1 Bed
1 Bed • 1 Bath
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Prairie Shores 4-0512
Studio • 1 Bath • 400 sqft
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Dec 15
4340 S. Drexel Blvd., 115 0 Bed
Studio • 1 Bath
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7249 S Ridgeland Ave 2 Bed
2 Beds • 1 Bath
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1515 E. 54th Street
$2,150
1515-1521 East 54th Street, Chicago, IL 60615
(773) 570-1259
3 units available
2 bed • 3 bed • 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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5416 S. Woodlawn Avenue
$2,000
5416 South Woodlawn Avenue, Chicago, IL 60615
(773) 231-5240
2 units available
2 bed
Amenities
On-site laundry, Hardwood floors, Pet friendly, Courtyard, Range, and Oven
Historic Elegance
Charming aesthetics with a vibrant neighborhood feel.
Experience the allure of Hyde Park living in this charming, classical building. The beautifully landscaped courtyard and Roman-influenced architecture create an inviting and elegant aesthetic. Access to the lively neighborhood, with proximity to the University of Chicago, makes it a standout choice for those who love an active lifestyle.
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5252
$2,680
5252 South Cornell Avenue, Chicago, IL 60615
(405) 463-4756
11 units available
1 bed • 2 bed
Amenities
In unit laundry, Patio / balcony, Hardwood floors, Dishwasher, Pet friendly, Garage + more
Vibrant Locale
World-class dining and shopping in vibrant Chicago neighborhood.
Situated in one of Chicago's most exciting neighborhoods, 5252 offers easy access to world-class dining and shopping. Residents will appreciate the property's modern amenities such as a well-equipped gym and refreshing pool. Stunning city and lake views from floor-to-ceiling windows amplify the luxurious living experience.
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5.0
5301-5307 S. Maryland Avenue
$1,875
5301 South Maryland Avenue, Chicago, IL 60615
(773) 974-8948
Top rated for Location
1 unit available
2 bed
Amenities
On-site laundry, Granite counters, Hardwood floors, Dishwasher, Pet friendly, Recently renovated + more
Historic Charm
Charming architecture in a vibrant neighborhood
Discover this beautifully renovated property in a popular Chicago neighborhood, showcasing classic architectural charm. Residents appreciate the vibrant community and the easy accessibility to restaurants, parks, and public transportation. With both dogs and cats allowed, this pet-friendly haven offers a welcoming atmosphere and top-notch maintenance services praised by many.
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The Cloisters
$2,175
5801 South Dorchester Avenue, Chicago, IL 60637
(773) 694-8393
10 units available
1 bed • 2 bed • 3 bed • 5 bed
Amenities
In unit laundry, Granite counters, Hardwood floors, Dishwasher, Pet friendly, Parking + more
Historic Elegance
Prestigious location near UChicago campus and cultural hotspots.
The Cloisters offers a distinguished and sophisticated living experience near the University of Chicago. Residents praise its neo-gothic architecture and the convenience of being within walking distance to campus, cultural attractions, and vibrant community spots. With amenities like in-unit laundry, a clubhouse, and walk-in closets, this property stands out in a highly sought-after neighborhood.
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Del Prado
$1,675
5307 South Hyde Park Boulevard, Chicago, IL 60615
(773) 839-0329
21 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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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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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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5452 S Ellis
$2,475
5452-5466 South Ellis Avenue, Chicago, IL 60615
(773) 796-4853
2 units available
3 bed
Amenities
On-site laundry, Patio / balcony, Granite counters, Hardwood floors, Dishwasher, Pet friendly + more
Charming Architecture
Classic charm near University and Lake Michigan.
Nestled in the vibrant South Side of Chicago, this property boasts classic charm and a location that's a walker's paradise. Proximity to the University of Chicago and Lake Michigan is ideal for scholars and nature lovers alike. The pet-friendly environment with ample modern amenities ensures a convenient and comforting lifestyle.
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5229 S Drexel Avenue
$2,050
5229 S Drexel Avenue, Chicago, IL 60615
(312) 872-8163
2 units available
2 bed • 3 bed
Amenities
In unit laundry, Patio / balcony, Granite counters, Hardwood floors, Dishwasher, Pet friendly + more
Historic Elegance
Historic charm in a vibrant neighborhood.
Experience the timeless charm of this recently renovated property with beautiful early 20th-century architectural details. Located in Chicago's popular South Side, enjoy convenient access to all the city's best spots. Cats and dogs are welcome, making it a perfect choice for pet lovers.
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Windermere House
$2,050
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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1400 E. 57th Street
$4,600
1400 East 57th Street, Chicago, IL 60637
(773) 527-0413
3 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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5034-5046 S. Woodlawn Avenue
$1,585
5034-5046 South Woodlawn Avenue, Chicago, IL 60615
(773) 906-4068
2 units available
1 bed • 2 bed
Amenities
On-site laundry, Hardwood floors, Pet friendly, Parking, Bike storage, Courtyard + more
Charming Courtyard
Hyde Park's Delightful Green Oasis
Nestled within this charming u-shaped courtyard building, you'll find a harmonious blend of Chicago's architectural styles, surrounded by serene garden views. Hyde Park, known for its vibrant community events, offers excellent dining and numerous parks, making it perfect for explorers. With pet-friendly amenities, it's not only welcoming to humans but their four-legged friends as well.
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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 $1,577.

Rental pricing for two-bedroom apartments in South Side ranges from $950 to $4,100 with an average rent of $2,057.

Apartments for Rent in South Side, Chicago, IL

5300 S Drexel

1323 E. 57th St

1358 E. 58th Street

City Hyde Park

1515 E. 54th Street

5416 S. Woodlawn Avenue

5252

5301-5307 S. Maryland Avenue

The Cloisters

Del Prado

5429 S. Woodlawn Avenue

5452 S Ellis

5229 S Drexel Avenue

Windermere House

1400 E. 57th Street

5034-5046 S. Woodlawn Avenue

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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?