Apartments for Rent in the Woodlawn Neighborhood of Chicago, IL (313 Rentals) Page 5 of 7

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Ingleside
2 to 4 Bedroom Apartments

Ingleside

6510 S Ingleside AveChicago, IL 60637
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855 E 64th St
2 Bedroom Apartments

855 E 64th St

855 E 64th StChicago, IL 60637
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6700-12 S Chappel
1 to 3 Bedroom Apartments

6700-12 S Chappel

6700 S Chappel AveChicago, IL 60649
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6537 S Drexel Ave
3 to 5 Bedroom Apartments

6537 S Drexel Ave

6537 S Drexel AveChicago, IL 60637
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6711 S Chappel Ave
1 to 2 Bedroom Apartments

6711 S Chappel Ave

6711 S Chappel AveChicago, IL 60649
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6729 S Chappel Ave
2 to 3 Bedroom Apartments

6729 S Chappel Ave

6729 S Chappel AveChicago, IL 60649
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2101 E 67th St
1 Bedroom Apartments

2101 E 67th St

2101 E 67th StChicago, IL 60649
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6646 S Drexel Ave
2 to 3 Bedroom Apartments

6646 S Drexel Ave

6646 S Drexel AveChicago, IL 60637
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6658 S Drexel Ave
2 Bedroom Apartments

6658 S Drexel Ave

6658 S Drexel AveChicago, IL 60637
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825 E 61st St
2 Bedroom Apartments

825 E 61st St

825 E 61st StChicago, IL 60637
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6600 S Maryland St
1 to 2 Bedroom Apartments

6600 S Maryland St

6600 S Maryland StChicago, IL 60637
Showing Results 201-250, Page 5 of 7

Frequently Asked Questions about Woodlawn

What is the current pricing and availability for apartments for rent in the Woodlawn area of Chicago, IL?

As of today, August 27, 2026, there are currently 313 available Woodlawn apartments priced from $726 to $3,599, with an average monthly rent of $1,929.

How much are Studio apartments in Woodlawn?

There are currently 114 Studio Apartments in Woodlawn with rent ranges from $726 to $1,439 with an average price of $946.

What does renting a Two Bedroom Apartment in Woodlawn cost?

The monthly rent prices of Two Bedroom Apartments currently available in Woodlawn range from $1,200 to $2,999. Today's average rental price for Two Bedrooms here is $1,865.

How expensive are Woodlawn Three Bedroom Apartments?

There are currently 90 Three Bedroom Apartments listings available in Woodlawn on ApartmentHomeLiving.com. The pricing ranges from $1,665 to $3,599 - averaging $2,362 for the location.

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

decorative image for The Windy City Price Tag: Your Complete Guide to the Cost of Living in Chicago article

The Windy City Price Tag: Your Complete Guide to the Cost of Living in Chicago

Written by: Nicole Harms

When choosing a place to live, there are many things you must consider. Your employer, your shopping preferences, and even schools are all important to think about. Yet cost of living is also important to know and plan for.

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Best Places to Live Near Chicago: 5 Cities That Keep the Windy City Accessible

Written by: Nicole Harms

I’m Nicole, you’re ApartmentHomeLiving.com Local Expert for Chicago. There’s no denying I love the Windy City. Yet there’s also no denying that rental homes in Chicago can be pricy, small, and hard to find.

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Chicago Relocation 101: Mastering Utilities, Registration, and the CTA

Written by: Nicole Harms

Moving to a new city is always an exciting time, especially one as vibrant and diverse as Chicago. With world-class museums, a breathtaking lakefront, and numerous employment opportunities, there’s much to love about this city.

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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

decorative image for Practical Tips for Renters: How to Identify a Great Rental and Avoid Red Flags article

Practical Tips for Renters: How to Identify a Great Rental and Avoid Red Flags

Written by: Robin Stewart

Renters want to find a great apartment, the right place for them, one that checks all the boxes of location, rental cost, amenities, safety, and more.

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First Apartment Regrets: Real Renters Share What They'd Do Differently

Written by: Robin Stewart

Hindsight is 20/20. Live and Learn. With age comes wisdom. We’re familiar with all those expressions, and all of them apply to lessons first-time renters learn.

decorative image for Renters Insurance 101: What It Is, What It Covers, and Why You Need It article

Renters Insurance 101: What It Is, What It Covers, and Why You Need It

Written by: Robin Stewart

Insurance seems to be a part of life. In some states, having insurance is the law, as is the case for automobile insurance. Renters are no exception.

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Apartment Occupancy Rates: Renter Attraction vs Renter Retention

Written by: Robin Stewart

There’s a tenet in marketing about client or customer attraction and retention. Studies and data have consistently shown it costs less to keep a current customer than to attract a new one.