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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 (26 Rentals)
Cheap Apartments in the Woodlawn area of Chicago.
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from $684Studio to 1 Bedroom Apartments Available Now
5748 Blackstone By 3L Living
5748 S Blackstone AveChicago, IL 60637
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from $715Studio Apartments Available Now
5540 Hyde Park by 3L Living
5540 S Hyde Park BlvdChicago, IL 60637
6441 S Kenwood Ave
ChicagoIL60637
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Contact Us For PricingStudio to 2 Bedroom Apartments Contact Us For Availability
Jeffery Parkway Apartments
6731 S Jeffery BlvdChicago, IL 60649
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from $969Studio to 2 Bedroom Apartments Available Now
5401 Cornell by 3L Living
5401 S Cornell AveChicago, IL 60615
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.
5728 S Blackstone Ave
ChicagoIL60637
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Rent Specials
from $1,098Studio to 1 Bedroom Apartments Available Now
Plaisance Apartments
6104 S Woodlawn AveChicago, IL 60637
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from $1,103Studio to 3 Bedroom Apartments Available Now
Oglesby Towers Apartments
6700 S Oglesby AveChicago, IL 60649
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from $1,109Studio to 2 Bedroom Apartments Available Now
The Flamingo Apartments
5500 S Shore DrChicago, IL 60637
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from $1,1131 to 4 Bedroom Apartments Available Now
Keystone Place Apartments
6417 S Ellis AveChicago, IL 60637
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from $1,104Studio to 2 Bedroom Apartments Available Now
Museum Walk Apartments
5541 S Everett AveChicago, IL 60637
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.
6106 S University Ave
ChicagoIL60637
6216 S Dorchester Ave
ChicagoIL60637
6106 S Ingleside Ave
ChicagoIL60637
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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!
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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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Showing Results 1-26, 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 | $1,337 | $669 | $5,265 |
| Woodlawn 1 Bedroom Apartments | $2,234 | $1,113 | $8,505 |
| Woodlawn 2 Bedroom Apartments | $2,641 | $1,295 | $10,000+ |
| Woodlawn 3 Bedroom Apartments | $3,312 | $1,470 | $10,000+ |
| Woodlawn 4 Bedroom Apartments | $2,625 | $1,750 | $3,500 |
Browse Apartments in this Neighborhood
There are currently 26 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
- 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 - North | Studio,1BA | $715 |
| 5401 Cornell by 3L Living | Renovated Studio | Studio,1BA | $969 |
| Plaisance Apartments | Studio Floor Plan S1 | Studio,1BA | $1,098 |
| The Flamingo Apartments | Studio Floor Plan S1 | Studio,1BA | $1,109 |
| Oglesby Towers Apartments | 1 Bedroom Floor Plan A2 | 1BR,1BA | $1,126 |
| Museum Walk Apartments | Studio Floor Plan S6 | Studio,1BA | $1,158 |
| Keystone Place Apartments | 2 Bedroom Market | 2BR,1BA | $1,450 |
| The Del Prado | delp-0bT20 | Studio,1BA | $1,620 |
Best Value Apartments for Rent in Woodlawn, IL
As of May 03, 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 $1,750 with a $1.17 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 | $1.17 |
| 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
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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)
6 out of 10
Hyde Park Academy High School
City Of Chicago School District 299
Public School - Grades 9-12 (760)
2 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.
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.
Rise of Digital Nomads: Remote Work Tips for Apartment Renters
Written by: Brandie Parton
As a digital nomad, you no longer call a set address or office building your home for eight hours of the day or more.
Know Your Rights - How Discrimination Laws Impact Landlords and Tenants
Written by: Christine Leonard, Esq.
Everyone needs a place to live and to call home. For decades, the federal government has established protections to ensure that individuals and families can find housing free from discriminatory barriers.