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$726 - $912Studio 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 $725 (34 Rentals)
Search the lowest-cost Apartments available for rent right now in the Woodlawn area of Chicago.
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$925Studio Apartments Available Now
Jeffery Parkway Apartments
6731 S Jeffery BlvdChicago, IL 60649
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$1,165 - $3,155Studio to 3 Bedroom Apartments Available Now
Oglesby Towers Apartments
6700 S Oglesby AveChicago, IL 60649
6618 S Maryland Ave
ChicagoIL60637
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Rent Specials
$1,295 - $1,5751 to 4 Bedroom Apartments Available Aug 29
Academy at Drexel
6140 S Drexel AveChicago, IL 60637
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$1,342 - $3,132Studio to 1 Bedroom Apartments Available Sep 27
Plaisance Apartments
6104 S Woodlawn AveChicago, IL 60637
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$1,3752 Bedroom Apartments Available Now
6525 S Evans Ave, Unit 1
6525 S Evans AveChicago, IL 60637
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$1,4502 Bedroom Apartments Available Now
6525 S Evans Ave, Unit 1
6525 S Evans AveChicago, IL 60637
The Windy City Price Tag: Your Complete Guide to the Cost of Living in Chicago
Chicago may cost more than the national average, but with the right neighborhood, a smart transit strategy, and a few local insider tips, living well in the Windy City is more achievable than you might think. Our local expert breaks down everything from rent and groceries to transportation and healthcare so you can plan your move with confidence.
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$1,5002 Bedroom Apartments Available Now
853 E 64th St
853 E 64th StChicago, IL 60637
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$1,6002 Bedroom Apartments Available Now
6656 S Woodlawn Ave, Unit 3
6656 S Woodlawn AveChicago, IL 60637
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1 to 3 Bedroom Apartments
6700 S Merrill Ave
6700 S Merrill AveChicago, IL 60649
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Studio to 1 Bedroom Apartments
Historic Strand Apartments
6321 S Cottage Grove AveChicago, IL 60637
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Studio to 2 Bedroom Apartments
NOVO Properties - Chicago
6720 S Jeffery BlvdChicago, IL 60649
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1 to 3 Bedroom Apartments
6516 S University
6516 S University AveChicago, IL 60637
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2 Bedroom Apartments
6650 S Drexel
6650-6658 S Drexel AveChicago, IL 60637
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1 to 3 Bedroom Apartments
Island Terrace
6430 S Stony Island AveChicago, IL 60637
Rent According to Income: A Look at Income-Restricted Rentals
Find income-restricted rentals and housing subsidies. Explore government programs designed to help low-income families secure stable, affordable housing.
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Studio to 4 Bedroom Apartments
Jackson Park Terrace
6040 S Harper AveChicago, IL 60637
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Studio to 1 Bedroom Apartments
Blackstone Court
5724-5734 S Blackstone AveChicago, IL 60637
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2 Bedroom Apartments
816-822 E Marquette Rd
816-822 E Marquette RdChicago, IL 60637
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1 to 3 Bedroom Apartments
Park Station Lofts
6300 S Maryland AveChicago, IL 60637
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Studio to 4 Bedroom Apartments
Park Heights by the Lake Apartments
2231 E 67th StChicago, IL 60649
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2 Bedroom Apartments
6715 S Dorchester
1400 E 67th PlChicago, IL 60637
6550 S Drexel Ave
ChicagoIL60637
5800 S Blackstone Ave
ChicagoIL60637
Best Places to Live Near Chicago: 5 Cities That Keep the Windy City Accessible
Looking for a rental near Chicago? These five cities offer excellent options! From small-town charm to excellent business options, you can't go wrong!
6529 S Kimbark Ave
ChicagoIL60637
6529 S Kimbark Ave, Unit 2R
6529 S Kimbark Ave
ChicagoIL60637
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1 to 4 Bedroom Apartments
Renaissance Apartments
6200 S University AveChicago, IL 60637
6525 S Evans Ave
ChicagoIL60637
6225 S Dorchester Ave
ChicagoIL60637
6634 S Greenwood Ave
ChicagoIL60637
6700 S Paxton Ave
ChicagoIL60649
6714 S Chappel Ave
ChicagoIL60649
Chicago Relocation 101: Mastering Utilities, Registration, and the CTA
Moving to Chicago? This essential relocation guide offers a complete checklist for new residents, covering finding the right neighborhood, setting up utilities (ComEd, People’s Gas), and mastering high-rise moving logistics and vehicle registration.
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Studio to 3 Bedroom Apartments
6424 S Ellis Ave
6424 S Ellis AveChicago, IL 60637
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1 to 2 Bedroom Apartments
6516 S Stony Island Ave
6516 S Stony Island AveChicago, IL 60637
Showing Results 1-34, 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 | $946 | $726 | $1,439 |
| Woodlawn 1 Bedroom Apartments | $1,419 | $1,279 | $1,673 |
| Woodlawn 2 Bedroom Apartments | $1,865 | $1,200 | $2,999 |
| Woodlawn 3 Bedroom Apartments | $2,362 | $1,665 | $3,599 |
| Woodlawn 4 Bedroom Apartments | $2,400 | $1,625 | $2,980 |
Note: Properties with the Total Monthly Price badge include all required fees. Hover over the badge for details.
Browse Apartments in this Neighborhood
There are currently 34 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 $726. Jeffery Parkway Apartments has the second lowest priced unit, which is a Studio apartment currently listed from $925. 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 | $925 |
| 6700-12 S Chappel | STUNNING + SPACIOUS 2 Bedroom apartment in quie... | 2BR,1BA | $1,650 |
| Oglesby Towers Apartments | 2 Bedrooms Floor Plan B1B | 2BR,2BA | $1,716 |
| Greenwood Apartments | 4 Bed/2 Bath | 4BR,2BA | $2,495 |
| Cloisters | clo-1b1a | 1BR,1BA | $2,495 |
| 5715-5725 S. Kimbark Avenue | 57152bb | 2BR,1BA | $2,999 |
Best Value Apartments for Rent in Woodlawn, IL
As of August 27, 2026 the best value apartment in the Woodlawn area is the $2.41 price per square foot 1358-4bA Model at 1358 E. 58th Street in the in the Hyde Park neighborhood starting from $4,895. The second greatest value Woodlawn apartment is the 4 Bed/3 Bath Model at Greenwood Apartments starting at $2,980 with a $1.70 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 | $2.41 |
| Greenwood Apartments | 4 Bed/3 Bath | 4BR,3BA | $1.70 |
| 843 E Marquette Rd, Unit 2 | 843 E Marquette Rd | 4BR,1BA | $1.67 |
| 1140 E Marquette Rd | 1140 E Marquette Rd | 3BR,2BA | $1.73 |
| 5756 S Kenwood Ave, Unit A | 5756 S Kenwood Ave | 3BR,2BA | $2.19 |
| Cloisters | clo-2b1c | 2BR,1BA | $2.56 |
| 5715-5725 S. Kimbark Avenue | 57153ba | 3BR,1BA | $2.92 |
| Oglesby Towers Apartments | 2 Bedrooms Floor Plan B1B | 2BR,2BA | $1.43 |
| Jeffery Parkway Apartments | Studio | Studio ,1BA | $2.31 |
| 5748 Blackstone By 3L Living | Shared Kitchenette & Bathroom | Studio ,1BA | $2.66 |
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.
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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 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 ArticleReal Estate and Rental Term Glossary | ApartmentHomeLiving.com Renter University
From the letter A all the way to the letter Z, the Real Estate and Rental Term Glossary from the content team at ApartmentHomeLiving.com provides our visitors and shoppers with a little clarity and helpful guidance in navigating the real estate world through definitions and explainers for the top subjects and terms that someone may come across during the leasing, buying, or selling process.
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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.
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Best Local Schools in Woodlawn, Chicago, IL
Carnegie Elementary School
City Of Chicago School District 299
Public School - Grades K-8 (389)
5 out of 10
Hyde Park Academy High School
City Of Chicago School District 299
Public School - Grades 9-12 (757)
2 out of 10
Wadsworth PreK-8th STEM School
City Of Chicago School District 299
Public School - Grades PK-8 (484)
4 out of 10
School data provided by Great Schools
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 $2,999.
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 3 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 $521 which is $1,279 cheaper than the average rent for all rentals in Woodlawn.
Expert Rental Resources
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.
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