Cheap Apartments for Rent in the Woodlawn Neighborhood of Chicago, IL from $600 (23 Rentals)

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Search the lowest-cost Apartments available for rent right now in the Woodlawn area of Chicago.

Chicago's Best Affordable Neighborhoods

Learn about Chicago and the best places to live with original content written by our Chicago, IL Local Expert Nicole Harms

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6700 S Merrill Ave
1 to 3 Bedroom Apartments

6700 S Merrill Ave

6700 S Merrill AveChicago, IL 60649
  • Utilities Included
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6516 S University
1 to 3 Bedroom Apartments

6516 S University

6516 S University AveChicago, IL 60637
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Blackstone Court
Studio to 1 Bedroom Apartments

Blackstone Court

5724-5734 S Blackstone AveChicago, IL 60637
  • Utilities Included
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6650 S Drexel
2 Bedroom Apartments

6650 S Drexel

6650-6658 S Drexel AveChicago, IL 60637
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Island Terrace
1 to 3 Bedroom Apartments

Island Terrace

6430 S Stony Island AveChicago, IL 60637
  • Utilities Included

Woodlawn

Named as one of the Best Affordable Neighborhoods to rent in Chicago by our Chicago, IL Local Expert Nicole Harms. See how it ranks!

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Jackson Park Terrace
Studio to 4 Bedroom Apartments

Jackson Park Terrace

6040 S Harper AveChicago, IL 60637
  • Utilities Included
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Park Station Lofts
1 to 3 Bedroom Apartments

Park Station Lofts

6300 S Maryland AveChicago, IL 60637

Woodlawn, Chicago, IL Local Guide

Cheapest Available Woodlawn Apartments for Rent

 

The cheapest available apartment rental in the Woodlawn area of Chicago, IL is a Studio unit found at 5445 Ingleside By 3L Living priced from $600. 5540 Hyde Park by 3L Living has the second lowest priced unit, which is a Studio apartment currently listed from $699. Here are the most affordable Woodlawn apartments for rent in Chicago, IL:

Apartment ListingModel NameBed/BathPriced From
5445 Ingleside By 3L LivingLarge Co-Living Single RoomStudio,1BA$600
5540 Hyde Park by 3L Living_5540 - Single - NorthStudio,1BA$699
5748 Blackstone By 3L LivingNo Kitchenette with Shared BathroomStudio,1BA$699
Jeffery Parkway ApartmentsStudioStudio,1BA$895
5401 Cornell by 3L LivingRenovated StudioStudio,1BA$935

Best Value Apartments for Rent in Woodlawn, IL

As of March 28, 2025 the best value apartment in the Woodlawn area is the $2.31 price per square foot 1358-4bA Model at 1358 E. 58th Street in the in the Hyde Park neighborhood starting from $4,695. The second greatest value Woodlawn apartment is the 6630 S Ingleside Ave Model at 6630 S Ingleside Ave, Unit 1 starting at $1,575 with a $1.05 price per square foot in the Woodlawn neighborhood. Here is today’s list of the best values for Woodlawn apartments based on price per square foot:

Apartment ListingModel NameBed/BathPrice Per Sq.Ft.
1358 E. 58th Street1358-4bA4BR,2BA$2.31
6630 S Ingleside Ave, Unit 16630 S Ingleside Ave3BR,1BA$1.05
6528 S Maryland Ave, Unit 26528 S Maryland Ave3BR,2BA$1.53
6526 S Maryland Ave, Unit 16526 S Maryland Ave3BR,2BA$1.53
6620 S Kenwood Ave6620 S Kenwood Ave3BR,2BA$1.79
6620 S Kenwood Ave, Unit J09P6620 S Kenwood Ave3BR,2BA$1.79
6217 S Kimbark Ave, Unit 2N6217 S Kimbark Ave3BR,2BA$1.62
1517 E 65th St, Unit 11517 E 65th St3BR,2BA$1.91
Jeffery Parkway ApartmentsStudioStudio ,1BA$2.24
5445 Ingleside By 3L LivingLarge Co-Living Single RoomStudio ,1BA$2.40

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Pet Friendly Lifestyle
Woodlawn, Chicago, IL

Ranked #77

Among neighborhoods in Chicago, IL for Apartment listings with Pet Friendly Amenities

Pet Friendliness Lifestyle Score

2.5
Pet Friendly

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Getting Around the Woodlawn Neighborhood in Chicago, IL

Walk Score®

69 / 100

Somewhat Walkable

Some errands can be accomplished on foot

Bike Score®

71 / 100

Very Bikeable

Biking is convenient for most trips

Transit Score®

71 / 100

Excellent Transit

Transit is convenient for most trips

Frequently Asked Questions about Cheap Woodlawn Apartments

What is a cheap apartment in Woodlawn?

A cheap apartment is any apartment up to the 30% percentile of cost for the area, which in Woodlawn is under $1,700.

What is the price of a cheap apartment in Woodlawn?

The cheapest apartment in Woodlawn is The Flamingo Apartments which is listed at $1,302, while the average apartment in Woodlawn costs $2,695.

What types of apartments are the cheapest in Woodlawn?

Student, low-income, and by-the-bed apartments are typically the cheapest rentals in most cities, though they require qualifying criteria to rent. There are 6 regular apartments in Woodlawn that we think qualify as ‘cheap apartments’ that do not have special requirements to apply to rent.

How do the prices of cheap apartments compare to the average apartment in Woodlawn?

Cheap apartments in Woodlawn have an average cost of $322 which is $2,373 cheaper than the average rent for all rentals in Woodlawn.

Expert Rental Resources

Helpful Apartment Articles, How-To's and Tips

The rental experts at ApartmentHomeLiving.com provide you with top advice, tools, and tips for understanding the leasing process and finding the perfect rental. Here are a few helpful rental and leasing articles from our experts to guide you on your search.

decorative image for A Local Expert’s Guide To 10 Budget-Friendly Neighborhoods to Rent in Chicago article

A Local Expert’s Guide To 10 Budget-Friendly Neighborhoods to Rent in Chicago

Written by: Nicole Harms

I’m Nicole, your ApartmentHomeLiving.com Local Expert for Chicago, IL. As a resident of the Chicago area for over 20 years, I’ve learned which neighborhoods are great and which are best avoided.

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Understanding Amenity Fees: Know Where You Might Be Able to Save Money

Written by: Amber Kanuckel

With the rising costs of housing, a lot of renters are asking this question: Is it possible to opt out of various amenities that your rental property offers so that you can avoid paying the fees.

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Renting Smart: Lease Basics Every Renter Needs

Written by: Christine Leonard, Esq.

Often, in the excitement of finding a new place to live, there’s a rush to make it happen, and - too often - a new tenant signs a lease without reading it carefully.

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Battling the Butts: Your Guide to the Reality of Smoke-Free Renting

Written by: Andrea Lee Negroni, JD

While many apartment buildings are “no smoking” properties, it’s hard to know exactly how many. In 2017, the National Apartment Association reported more than half of rental properties had smoke free policies.