Cheap Homes for Rent in Woodlawn Neighborhood of Chicago, IL from $700 (10 Rentals)

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Search the lowest-cost Homes available for rent right now in the Woodlawn area of Chicago.

property at 6211 S Woodlawn Ave

$750

Total Monthly Price

Total Monthly Price

Base Rent
$750

Total Monthly Price
$750

1 Bedroom, 2.5 Bath Condo for Rent

Available Jun 11

6211 S Woodlawn Ave

ChicagoIL60637
property at 6200 S Ingleside Ave

$850

Total Monthly Price

Total Monthly Price

Base Rent
$850

Total Monthly Price
$850

3 Bedroom, 3 Bath Townhome for Rent

Available Aug 9

6200 S Ingleside Ave

ChicagoIL60637

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Woodlawn, Chicago, IL Local Guide

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 ListingModel NameBed/BathPriced From
5748 Blackstone By 3L LivingNo Kitchenette with Shared BathroomStudio,1BA$726
Jeffery Parkway ApartmentsStudioStudio,1BA$925
Plaisance ApartmentsStudio Floor Plan S1Studio,1BA$1,084

Best Value Apartments for Rent in Woodlawn, IL

As of June 01, 2026 the best value apartment in the Woodlawn area is the $1.52 price per square foot 2 Bedrooms Floor Plan B2B Model at Oglesby Towers Apartments in the in the Woodlawn neighborhood starting from $1,846. The second greatest value Woodlawn apartment is the 3 Bedroom 1.5 Bath Plan A Model at Academy at Drexel starting at $1,825 with a $1.72 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 ListingModel NameBed/BathPrice Per Sq.Ft.
Oglesby Towers Apartments2 Bedrooms Floor Plan B2B2BR,2BA$1.52
Academy at Drexel3 Bedroom 1.5 Bath Plan A3BR,1.5BA$1.72
Cloistersclo-1b1b1BR,1BA$2.54
843 E Marquette Rd, Unit 1843 E Marquette Rd4BR,1BA$2.50
738 E Marquette Rd738 E Marquette Rd3BR,1BA$2.20
1021 E 62nd St, Chicago, IL, 60637-27791 bed 1 Bath1BR,1BA$1.31
6715 S Dorchester2 Bedroom 1 Bath Apartment2BR,1BA$1.42
Jeffery Parkway ApartmentsStudioStudio ,1BA$2.31
Plaisance ApartmentsStudio Floor Plan S1Studio ,1BA$2.89
5748 Blackstone By 3L LivingShared Kitchenette & BathroomStudio ,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

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A 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

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Real 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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Frequently Asked Questions about Woodlawn

What type of rentals are currently available in Woodlawn?

There are currently 276 Apartments for Rent in Woodlawn, IL with pricing that ranges from $726 to $4,150. There are also 52 Single Family Homes for rent, Condos, and Townhome rentals currently available in Woodlawn ranging from $750 to $7,500.

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 $750 to $7,500 with an average monthly rent of $3,022.

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 $1,665 to $3,760, while Three Bedroom Homes, Condos, and Townhomes for rent range from $850 to $3,200. Four Bedroom Single-Family rentals are also available starting from $2,375 and Four Bedroom Apartments start at $2,495.

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.

Helpful Local Expert Guides

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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.

decorative image for Top Student Friendly Neighborhoods to Rent Near Colleges in Chicago article

Top Student Friendly Neighborhoods to Rent Near Colleges in Chicago

Written by: Nicole Harms

With world-class museums lining its streets, Chicago is a place people go to learn. It’s not surprising, therefore, that it’s also home to multiple colleges and universities with national and global reputations.

decorative image for Best Neighborhoods to Rent in Near Chicago's Top Employers article

Best Neighborhoods to Rent in Near Chicago's Top Employers

Written by: Nicole Harms

Whenever life takes me into the city, I’m always impressed with the sheer amount of industry and commerce that it holds. With all of that commerce comes a wide range of employment options.

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Explore the Windy City (But Watch for Falling Ice) - An Insider's Guide to Renting in Chicago

Written by: Nicole Harms

From Lake Shore Drive to the O’Hare Airport, the city of Chicago is a study in diversity, resilience, and culture.

Articles, How-To's, and Tips

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Neighborhood and Market Insights: How to Choose the Right Area to Rent

Written by: Robin Stewart

Apartment-hunting can be a gargantuan task. Renters have a wish list of items—some luxuries, some necessities—but finding what you seek in the right place is perhaps the most important part of the journey.

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A Seasoned Property Manager's Step-by-Step Guide to Getting Your Deposit Back

Written by: Lauren Harrington

I’m going to talk with you as a seasoned property manager and friend. So, let’s start with your security deposit. I want you to think about this guide as insider information. You deserve your deposit back.

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Expert Solutions for Creating the Perfect Work-From-Home Apartment Layouts

Written by: Lauren Harrington

This article is based on first-hand experience managing apartment communities and helping renters adapt to their spaces after moving in.

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What Does “Rent Burdened” Mean? How Much Rent Is Too Much

Written by: Lauren Harrington

This article draws from first-hand renter experiences and recurring financial challenges reported after moving in.