close
View Me
$699 - $1,549Studio to 2 Bedroom Apartments Available Now
5748 Blackstone By 3L Living
5748 S Blackstone AveChicago, IL 60637
Cheap Apartments for Rent in the Woodlawn Neighborhood of Chicago, IL from $600 (18 Rentals)
Search the lowest-cost Apartments available for rent right now in the Woodlawn area of Chicago.
1506 E 67th St
ChicagoIL60637
close
View Me
$895Studio Apartments Contact Us For Availability
Jeffery Parkway Apartments
6731 S Jeffery BlvdChicago, IL 60649
6411 S Evans Ave
ChicagoIL60637
6435-6437 S Evans Ave
ChicagoIL60637
close
View Me
$1,076 - $3,077Studio to 3 Bedroom Apartments Available Now
Oglesby Towers Apartments
6700 S Oglesby AveChicago, IL 60649
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.
close
View Me
Rent Specials
$1,126 - $2,775Studio to 1 Bedroom Apartments Available Nov 21
Plaisance Apartments
6104 S Woodlawn AveChicago, IL 60637
close
View Me
close
View Me
close
View Me
close
View Me
close
View Me
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.
close
View Me
close
View Me
close
View Me
close
View Me
close
View Me
close
View Me
Explore the Windy City (But Watch for Falling Ice) - An Insider's Guide to Renting in Chicago
Learn about the best things about living in Chicago from a local in the Insiders Guide to Renting in Chicago. Find your perfect Chicago apartment today!
Showing Results 1-18, Page 1 of 1
Woodlawn, Chicago, IL Local Guide
Copyright CoStar Group, Inc
How much does it cost to rent an apartment in Woodlawn?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Woodlawn Studio Apartments | $905 | $699 | $1,180 |
| Woodlawn 1 Bedroom Apartments | $1,453 | $1,050 | $2,195 |
| Woodlawn 2 Bedroom Apartments | $1,891 | $1,000 | $3,000 |
| Woodlawn 3 Bedroom Apartments | $2,220 | $1,400 | $3,665 |
| Woodlawn 4 Bedroom Apartments | $2,345 | $1,800 | $2,980 |
| Woodlawn 5 Bedroom Apartments | $5,995 | $5,995 | $5,995 |
Browse Apartments in this Neighborhood
There are currently 18 rentals with your search options within a 2 mile radius of the Woodlawn Neighborhood of Chicago, IL.
See all Apartments in ChicagoExplore Chicago
Woodlawn, Chicago, IL Local Guide
- Nearby Chicago neighborhoods
- Nearby Cities
- ZIP codes
- Local Counties
- School Districts
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 $699. Oglesby Towers Apartments has the second lowest priced unit, which is a Studio apartment currently listed from $1,076. 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 | $699 |
| Oglesby Towers Apartments | Studio Floor Plan S1 | Studio,1BA | $1,076 |
| Academy at Drexel | 1 Bedroom 1 Bath | 1BR,1BA | $1,320 |
| Cloisters | clo-1b1a | 1BR,1BA | $2,175 |
| 5715-5725 S. Kimbark Avenue | 5715-2bB | 2BR,1BA | $2,270 |
Best Value Apartments for Rent in Woodlawn, IL
As of November 17, 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 4 Bed/2 Bath Model at Greenwood Apartments starting at $2,495 with a $1.51 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 |
| Greenwood Apartments | 4 Bed/2 Bath | 4BR,2BA | $1.51 |
| 6530 S Maryland Ave, Unit 2 | 6530 S Maryland Ave | 3BR,2BA | $1.53 |
| Cloisters | clo-3b3b | 3BR,3BA | $2.32 |
| 6217 S Kimbark Ave, Unit GN | 6217 S Kimbark Ave | 3BR,2BA | $1.60 |
| 5715-5725 S. Kimbark Avenue | 5715-3bB | 3BR,1BA | $2.41 |
| 1140 E Marquette Rd, Unit 2D | 1140 E Marquette Rd | 2BR,2BA | $1.71 |
| 6441 S Kenwood Ave, Unit 26 | 6441 S Kenwood Ave | 2BR,1BA | $1.69 |
| 6619 S Drexel Ave, Unit 1 | 6619 S Drexel Ave | 2BR,2BA | $1.78 |
| Academy at Drexel | 1 Bedroom 1 Bath | 1BR,1BA | $2.21 |
Don't Settle: How to Negotiate Your Apartment Lease and Save Money
Discover the insider tips from an attorney and real estate agent on how to negotiate your next apartment lease. Find out what's on the table and what's not, so you can save money and get the best terms possible.
Read Article
Best Neighborhoods to Rent in Near Chicago's Top Employers: A Guide for Renters
A Local Expert's Guide to The 10 Best Chicago Neighborhoods near Major Local Employers. Find your perfect Chicago, IL apartment, condo, or rental home today at ApartmentHomeLiving.com
Read ArticleThe Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro
Moving is tough, especially long-distance. Learn how to minimize stress & expenses with proven strategies from a real estate pro, covering everything from logistics to finances.
Read ArticleA Local Expert's Top Student Friendly Neighborhoods to Rent Near Colleges in Chicago
A Local Expert's guide to the Best Student Friendly Neighborhoods Near Colleges in the Chicago, IL metro area for affordable living. Find your perfect Chicago Student apartment, condo, or rental home today at ApartmentHomeliving.com
Read ArticleQuick Rent Budget Calculator
How much rent can you afford?
The common "Rule of Thumb" is that rent should be no more than 30% of your income. How much is that? Enter your monthly income and click "Calculate My Budget" to find out.
Let everyone know!
Do you know the Woodlawn area?
If you’re an expert on all things Woodlawn, tell us what you love (and don't) by rating it and writing a review.
Write a Review
Pet Friendly LifestyleWoodlawn, Chicago, IL
Ranked #62
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
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
What Are Walk Score®, Transit Score®, and Bike Score® Ratings?
- Walk Score® measures the walkability of any address.
- Transit Score® measures access to public transit.
- Bike Score® measures the bikeability of any address.
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 $2,270.
What is the price of a cheap apartment in Woodlawn?
The cheapest apartment in Woodlawn is Oglesby Towers Apartments which is listed at $1,232, while the average apartment in Woodlawn costs $5,995.
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 12 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 $588 which is $5,407 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.
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.
Apartment Common Area Rules: What Renters Need to Know
Written by: Christine Leonard, Esq.
Back in the day when I rented one of my first apartments, the property didn’t even have laundry in the building. Now, rental properties are often competing against each other to provide the best amenities.
How to Negotiate Your Apartment Lease and Save Money
Written by: Christine Leonard, Esq.
Everything is a negotiation in real estate!
The Rental Move-In Inspection Checklist: A Guide for Renters
Written by: Trey Huguley
The move-in inspection checklist is a crucial tool for both tenants and landlords. This checklist, provided by the team at ApartmentHomeLiving.com, helps document the condition of an apartment at the time of move-in.