6115 S Drexel Ave
ChicagoIL60637
Cheap Homes for Rent in Woodlawn Neighborhood of Chicago, IL from $700 (9 Rentals)
Search the lowest-cost Homes available for rent right now in the Woodlawn area of Chicago.
6612 S Maryland Ave
ChicagoIL60637
1114 E 62nd St
ChicagoIL60637
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from $1,125Studio Apartments Available Now
5728 S Blackstone Ave
5728 S Blackstone AveChicago, IL 60637
5728 S Blackstone Ave
ChicagoIL60637
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6700 S South Shore Dr
ChicagoIL60649
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6529 S Kimbark Ave
ChicagoIL60637
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Woodlawn, Chicago, IL Local Guide
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How much does it cost to rent a home in Woodlawn?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Woodlawn 2 Bedroom Homes for Rent | $1,663 | $1,075 | $2,200 |
| Woodlawn 3 Bedroom Homes for Rent | $2,275 | $1,595 | $3,000 |
| Woodlawn 4 Bedroom Homes for Rent | $2,475 | $1,700 | $3,800 |
| Woodlawn 5 Bedroom Homes for Rent | $5,083 | $4,350 | $6,550 |
Browse Homes for Rent in this Neighborhood
There are currently 9 rentals with your search options within a 2 mile radius of the Woodlawn Neighborhood of Chicago, IL.
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Woodlawn, Chicago, IL Local Guide
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Cheapest Available Woodlawn Apartments for Rent
The cheapest available apartment rental in the Woodlawn area of Chicago, IL is a Studio unit found at 5748 Blackstone By 3L Living priced from $726. Jeffery Parkway Apartments has the second lowest priced unit, which is a Studio apartment currently listed from $895. Here are the most affordable Woodlawn apartments for rent in Chicago, IL:
| Apartment Listing | Model Name | Bed/Bath | Priced From |
|---|---|---|---|
| 5748 Blackstone By 3L Living | No Kitchenette with Shared Bathroom | Studio,1BA | $726 |
| Jeffery Parkway Apartments | Studio | Studio,1BA | $895 |
| Plaisance Apartments | Studio Floor Plan S1 | Studio,1BA | $1,003 |
Best Value Apartments for Rent in Woodlawn, IL
As of July 14, 2025 the best value apartment in the Woodlawn area is the $2.29 price per square foot 1358-4bA Model at 1358 E. 58th Street in the in the Hyde Park neighborhood starting from $4,650. The second greatest value Woodlawn apartment is the 6622 S University Ave Model at 6622 S University Ave, Unit 3 starting at $2,395 with a $1.41 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 Listing | Model Name | Bed/Bath | Price Per Sq.Ft. |
|---|---|---|---|
| 1358 E. 58th Street | 1358-4bA | 4BR,2BA | $2.29 |
| 6622 S University Ave, Unit 3 | 6622 S University Ave | 3BR,2BA | $1.41 |
| 6630 S Ingleside Ave, Unit 1 | 6630 S Ingleside Ave | 3BR,1BA | $1.20 |
| 6610 S Minerva Ave, Unit 1 | 6610 S Minerva Ave | 3BR,1BA | $1.47 |
| 6636 S Woodlawn Ave, Unit 1 | 6636 S Woodlawn Ave | 3BR,1BA | $1.20 |
| 1140 E Marquette Rd, Unit 2D | 1140 E Marquette Rd | 2BR,2BA | $1.71 |
| 6217 S Kimbark Ave, Unit 3 | 6217 S Kimbark Ave | 3BR,2BA | $2.05 |
| Keystone Place Apartments | 2 Bedroom Market | 2BR,1BA | $1.37 |
| Academy at Drexel | 1 bd 1bth (1x1dx) | 1BR,1BA | $2.21 |
| Jeffery Parkway Apartments | Studio | Studio ,1BA | $2.24 |
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Frequently Asked Questions about Woodlawn
What type of rentals are currently available in Woodlawn?
There are currently 286 Apartments for Rent in Woodlawn, IL with pricing that ranges from $726 to $3,299. There are also 61 Single Family Homes for rent, Condos, and Townhome rentals currently available in Woodlawn ranging from $700 to $6,550.
What is the current price range for Rental Homes in Woodlawn?
Today's rental pricing for Homes for Rent, Condos and Townhomes in Woodlawn ranges from $700 to $6,550 with an average monthly rent of $2,323.
How much are larger Three and Four Bedroom Rentals in Woodlawn?
For those who are looking for larger living arrangements, Three Bedroom Apartments in Woodlawn range from $1,650 to $2,999, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,595 to $3,000. Four Bedroom Single-Family rentals are also available starting from $1,700 and Four Bedroom Apartments start at $1,750.
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.
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.
Roommate Matching: Finding the Right Fit and Avoiding Pitfalls
Written by: Cheryl Bowman
A fantastic way to save money and enjoy a built-in community is to share an apartment. However, a bad roommate situation can turn your dream rental into a nightmare.
The Art of the Rental Viewing: What to look for during a property tour
Written by: Marie Brown
You’ve scrolled through countless listings, walked through a blur of rentals, and finally found what feels like the one. The pictures? Fantastic. The neighborhood seems just right.
Know Your Budget: Calculating What You Can Realistically Afford When Renting
Written by: Lauren Harrington
Renting an apartment or house isn’t just about looking through online ads, choosing a few apartments or homes you want to tour, filling out an application, and putting down a deposit. Those things are all necessary and important.