close
View Me
from $669Studio Apartments Available Now
5445 Ingleside By 3L Living
5445 S Ingleside AveChicago, IL 60615
Cheap Apartments for Rent in the Woodlawn Neighborhood of Chicago, IL from $600 (25 Rentals)
Search the lowest-cost Apartments available for rent right now in the Woodlawn area of Chicago.
close
View Me
from $684Studio to 1 Bedroom Apartments Available Now
5748 Blackstone By 3L Living
5748 S Blackstone AveChicago, IL 60637
close
View Me
from $715Studio Apartments Available Now
5540 Hyde Park by 3L Living
5540 S Hyde Park BlvdChicago, IL 60637
6441 S Kenwood Ave
ChicagoIL60637
close
View Me
from $895Studio Apartments Available May 15
Jeffery Parkway Apartments
6731 S Jeffery BlvdChicago, IL 60649
Smart Renter's Guide: Calculating Affordable Rent & Housing Costs
Wondering how to determine your rental budget? This comprehensive guide covers everything from the 30% rule to hidden fees and effective budgeting strategies.
close
View Me
from $969Studio to 2 Bedroom Apartments Available Now
5401 Cornell by 3L Living
5401 S Cornell AveChicago, IL 60615
close
View Me
Rent Specials
from $1,080Studio to 1 Bedroom Apartments Available Now
Plaisance Apartments
6104 S Woodlawn AveChicago, IL 60637
close
View Me
from $1,098Studio to 3 Bedroom Apartments Available Now
Oglesby Towers Apartments
6700 S Oglesby AveChicago, IL 60649
close
View Me
from $1,110Studio to 2 Bedroom Apartments Available Now
The Flamingo Apartments
5500 S Shore DrChicago, IL 60637
close
View Me
from $1,1131 to 4 Bedroom Apartments Available Now
Keystone Place Apartments
6417 S Ellis AveChicago, IL 60637
Navigating the Rental Market: Tips for First-Time Renters
Entering the rental market? Learn these simple tips and strategies to avoid common pitfalls and make confident choices. Rent with peace of mind.
close
View Me
from $1,116Studio to 2 Bedroom Apartments Available Now
Museum Walk Apartments
5541 S Everett AveChicago, IL 60637
6106 S University Ave
ChicagoIL60637
6216 S Dorchester Ave
ChicagoIL60637
6106 S Ingleside Ave
ChicagoIL60637
close
View Me
Know Your Rights - How Discrimination Laws Impact Landlords and Tenants
Read our practical guide to landlord and tenant rights. Understand protected classes, reasonable accommodations, and legal exceptions to prevent housing discrimination.
close
View Me
close
View Me
close
View Me
close
View Me
close
View Me
Woodlawn - One of the Best Affordable Neighborhoods in Chicago
Named as one of the Best Affordable Neighborhoods to rent in Chicago by our Chicago, IL Local Expert Nicole Harms. See how it ranks!
close
View Me
close
View Me
close
View Me
close
View Me
close
View Me
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
Showing Results 1-25, 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 | $1,357 | $669 | $5,265 |
| Woodlawn 1 Bedroom Apartments | $2,190 | $1,113 | $8,505 |
| Woodlawn 2 Bedroom Apartments | $2,623 | $1,295 | $10,000+ |
| Woodlawn 3 Bedroom Apartments | $3,276 | $1,470 | $10,000+ |
| Woodlawn 4 Bedroom Apartments | $2,775 | $1,750 | $3,800 |
Browse Apartments in this Neighborhood
There are currently 25 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 5445 Ingleside By 3L Living priced from $669. 5748 Blackstone By 3L Living has the second lowest priced unit, which is a Studio apartment currently listed from $684. Here are the most affordable Woodlawn apartments for rent in Chicago, IL:
| Apartment Listing | Model Name | Bed/Bath | Priced From |
|---|---|---|---|
| 5445 Ingleside By 3L Living | Large Co-Living Single Room | Studio,1BA | $669 |
| 5748 Blackstone By 3L Living | No Kitchenette with Shared Bathroom | Studio,1BA | $684 |
| 5540 Hyde Park by 3L Living | _5540 - Single - East | Studio,1BA | $715 |
| 5401 Cornell by 3L Living | Renovated Studio | Studio,1BA | $969 |
| Plaisance Apartments | Studio Floor Plan S1 | Studio,1BA | $1,080 |
Best Value Apartments for Rent in Woodlawn, IL
As of May 10, 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 $1,700 with a $1.13 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 | $2.31 |
| 6630 S Ingleside Ave, Unit 1 | 6630 S Ingleside Ave | 3BR,1BA | $1.13 |
| 6526 S Maryland Ave, Unit 1 | 6526 S Maryland Ave | 3BR,2BA | $1.53 |
| 6435 S Kenwood Ave | 6435 S Kenwood Ave | 3BR,1BA | $1.46 |
| 5715-5725 S. Kimbark Avenue | 5715-2bB | 2BR,1BA | $2.80 |
| Keystone Place Apartments | 2 Bedroom Market | 2BR,1BA | $1.37 |
| Oglesby Towers Apartments | 1 Bedroom Floor Plan A3 | 1BR,1BA | $1.75 |
| 5401 Cornell by 3L Living | Renovated Studio | Studio ,1BA | $2.55 |
| 5748 Blackstone By 3L Living | Shared Kitchenette & Bathroom | Studio ,1BA | $2.41 |
| 5445 Ingleside By 3L Living | Large Co-Living Single Room | Studio ,1BA | $2.68 |
Quick 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 #77
Among neighborhoods in Chicago, IL 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)
5 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)
5 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 $1,620.
What is the price of a cheap apartment in Woodlawn?
The cheapest apartment in Woodlawn is Oglesby Towers Apartments which is listed at $1,199, while the average apartment in Woodlawn costs $4,500.
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 $875 which is $3,625 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.
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.
The Freedom of Short-Term Leases: Exploring the Advantages for Renters
Written by: Bobbi Jackson
If you’re looking to relocate right now, a popular solution that may best fit your current rental needs is a short-term lease.
Navigating the Rental Market: Tips for First-Time Renters
Written by: Sandy Baker
Making the decision to rent is exciting and terrifying at the same time. For many people, there are a lot of unknowns.