6115 S Drexel Ave
ChicagoIL60637
Cheap Homes for Rent in Woodlawn Neighborhood of Chicago, IL from $700 (11 Rentals)
Search the lowest-cost Homes available for rent right now in the Woodlawn area of Chicago.
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6707 S Chappel Ave
ChicagoIL60649
6634 S Greenwood Ave
ChicagoIL60637
6642 S Greenwood Ave
ChicagoIL60637
Your Guide to Co-Signers: The Risks, Rewards, and Everything in Between
Thinking about getting a co-signer for your rental application? We break down what a co-signer is, the potential benefits, and the serious risks for both parties. Find out if it's the right choice for you.
6611 S Greenwood Ave
ChicagoIL60637
6210 S Dorchester Ave
ChicagoIL60637
Roommate Matching: Finding the Right Fit and Avoiding Pitfalls
When searching for a roommate, follow this list of essential steps and set clear expectations to create a solid foundation for a harmonious living situation.
6210 S Dorchester Ave
ChicagoIL60637
6210 S Dorchester Ave
ChicagoIL60637
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Woodlawn, Chicago, IL Local Guide
Copyright CoStar Group, Inc
How much does it cost to rent a home in Woodlawn?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Woodlawn 2 Bedroom Homes for Rent | $1,845 | $1,300 | $2,300 |
| Woodlawn 3 Bedroom Homes for Rent | $2,230 | $1,495 | $4,000 |
| Woodlawn 4 Bedroom Homes for Rent | $3,115 | $2,700 | $4,000 |
| Woodlawn 5 Bedroom Homes for Rent | $4,975 | $4,350 | $5,600 |
Browse Homes for Rent in this Neighborhood
There are currently 11 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
- Nearby Chicago neighborhoods
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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 $749. Academy at Drexel has the second lowest priced unit, which is a 1 Bed apartment currently listed from $1,320. 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 | Shared Kitchenette & Bathroom | Studio,1BA | $749 |
| Academy at Drexel | 1 bd 1bth (1x1dx) | 1BR,1BA | $1,320 |
| Oglesby Towers Apartments | 2 Bedrooms Floor Plan B1B | 2BR,2BA | $1,911 |
Best Value Apartments for Rent in Woodlawn, IL
As of September 04, 2025 the best value apartment in the Woodlawn area is the $2.17 price per square foot 1358-4bA Model at 1358 E. 58th Street in the in the Hyde Park neighborhood starting from $4,395. The second greatest value Woodlawn apartment is the 6622 S University Ave Model at 6622 S University Ave, Unit 3 starting at $2,295 with a $1.35 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 | $2.17 |
| 6622 S University Ave, Unit 3 | 6622 S University Ave | 3BR,2BA | $1.35 |
| 6402 S Greenwood Ave | 6402 S Greenwood Ave | 3BR,1BA | $1.24 |
| Woodlawn Apartments | 4 Bed/2 Bath | 4BR,2BA | $1.51 |
| 6630 S Ingleside Ave, Unit 1 | 6630 S Ingleside Ave | 3BR,1BA | $1.20 |
| 6528 S Maryland Ave, Unit 3 | 6528 S Maryland Ave | 3BR,2BA | $1.53 |
| 6504 S Maryland Ave, Unit 2 | 6504 S Maryland Ave | 3BR,2BA | $1.48 |
| 6715 S Ridgeland Ave, Unit 2 | 6715 S Ridgeland Ave | 2BR,1BA | $1.39 |
| Oglesby Towers Apartments | 2 Bedrooms Floor Plan B1B | 2BR,2BA | $1.59 |
| 6217 S Kimbark Ave, Unit 3N | 6217 S Kimbark Ave | 3BR,2BA | $1.88 |
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Pet Friendly LifestyleWoodlawn, Chicago, IL
Ranked #120
Among cities in Illinois for Apartment listings with Pet Friendly Amenities.
Pet Friendliness Lifestyle Score
3.0Pet Friendly
Best Local Schools in Woodlawn, Chicago, IL
Carnegie Elementary School
City Of Chicago School District 299
Public School - Grades PK-8 (443)
4 out of 10
Hyde Park Academy High School
City Of Chicago School District 299
Public School - Grades 9-12 (760)
1 out of 10
Wadsworth PreK-8th STEM School
City Of Chicago School District 299
Public School - Grades PK-8 (460)
6 out of 10
School data provided by Great Schools
Frequently Asked Questions about Woodlawn
What type of rentals are currently available in Woodlawn?
There are currently 275 Apartments for Rent in Woodlawn, IL with pricing that ranges from $726 to $2,999. There are also 47 Single Family Homes for rent, Condos, and Townhome rentals currently available in Woodlawn ranging from $700 to $5,600.
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 $5,600 with an average monthly rent of $2,573.
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 $1,495 to $4,000. Four Bedroom Single-Family rentals are also available starting from $2,700 and Four Bedroom Apartments start at $1,650.
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.
Your Guide to Co-Signers: The Risks, Rewards, and Everything in Between
Written by: Christine Leonard, Esq.
For many people, obstacles can arise during the rental application process for a variety of issues.
The Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro
Written by: Christine Leonard, Esq.
Hard truth. Moving is never easy. I’ve done it all – from local moves to cross-country relocations From packing to unpacking the last box, I have found moving to be an exhausting, expensive and stressful experience every time.
Cash or credit? Understanding the Importance of Credit Score in Real Estate and Renting
Written by: Christine Leonard, Esq.
Throughout the day, think about all the times that you have to pay for something. So many of us reach automatically for a credit card or even our phone for a quick payment.