Apartments for Rent in the Woodlawn Neighborhood of Chicago, IL (313 Rentals) Page 2 of 7

How Many Bedrooms?Done
Select your price rangeDone
to
Note: Properties with the Total Monthly Price badge include all required fees. Hover over the badge for details.
Lifestyle Matching SearchDone
Learn more about Lifestyle Search
By AmenitiesDone
By Community TypeDone
Features and AvailabilityDone
Done

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

Learn about the best things about living in Chicago from a local in the Insiders Guide to Renting in Chicago. Find your perfect Chicago apartment today!

Read Article
property at 6723 S Chappel Ave

$1,800

Total Monthly Price

Total Monthly Price

Base Rent
$1,800
Total Monthly Price
$1,800

3 Bedroom, 1 Bath Condo for Rent

Available Now

6723 S Chappel Ave, Unit 3

6723 S Chappel Ave
ChicagoIL60649
property at 6453 S Ingleside Ave

$2,500

Total Monthly Price

Total Monthly Price

Base Rent
$2,500
Total Monthly Price
$2,500

2 Bedroom, 2 Bath Condo for Rent

Available Now

6453 S Ingleside Ave, Unit 3S

6453 S Ingleside Ave
ChicagoIL60637
property at 6529 S Kimbark Ave

$1,250

Total Monthly Price

Total Monthly Price

Base Rent
$1,250
Total Monthly Price
$1,250

2 Bedroom, 1 Bath Condo for Rent

Available Now

6529 S Kimbark Ave, Unit 2R

6529 S Kimbark Ave
ChicagoIL60637
close
View Me
6733 S Merrill Ave
3 Bedroom Apartments

6733 S Merrill Ave

6733 S Merrill AveChicago, IL 60649
  • Utilities Included
close
View Me
Kimbark Estates
2 Bedroom Apartments

Kimbark Estates

6324 S Kimbark AveChicago, IL 60637
close
View Me
6534 Maryland
3 Bedroom Apartments

6534 Maryland

6534 MarylandChicago, IL 60637
close
View Me
Lakefront Place
1 to 2 Bedroom Apartments

Lakefront Place

6730 South Shore DrChicago, IL 60649
close
View Me
Carmel Fields
1 to 3 Bedroom Apartments

Carmel Fields

1501 E 65th StChicago, IL 60637

Best Neighborhoods to Rent in Near Chicago's Top Employers: A Guide for Renters

Learn about the best places to live near major employers in Chicago with original content written by our Local Expert Nicole Harms

Read Article
close
View Me
1419 E 62nd St
Studio Apartments

1419 E 62nd St

1419 E 62nd StChicago, IL 60637
close
View Me
1415 E 62nd St
Studio Apartments

1415 E 62nd St

1415 E 62nd StChicago, IL 60637
close
View Me
1410 E 62nd St
Studio Apartments

1410 E 62nd St

1410 E 62nd StChicago, IL 60637
close
View Me
1534 E 65th Pl
2 Bedroom Apartments

1534 E 65th Pl

1534 E 65th PlChicago, IL 60637

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

Master your search for the perfect apartment. Location is everything. Discover how to leverage community insights, public data, and personal visits to make a fully informed decision about where to rent.

Read Article
close
View Me
1529 E 65th Pl
2 to 3 Bedroom Apartments

1529 E 65th Pl

1529 E 65th PlChicago, IL 60637
close
View Me
6420 S Kenwood Ave
1 to 3 Bedroom Apartments

6420 S Kenwood Ave

6420 S Kenwood AveChicago, IL 60637

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

Read Article
close
View Me
6427 S Kimbark Ave
2 to 3 Bedroom Apartments

6427 S Kimbark Ave

6427 S Kimbark AveChicago, IL 60637
close
View Me
6110 S Dorchester Ave
6 Bedroom Apartments

6110 S Dorchester Ave

6110 S Dorchester AveChicago, IL 60637
Student Housing
close
View Me
1312 E 62nd St
3 to 4 Bedroom Apartments

1312 E 62nd St

1312 E 62nd StChicago, IL 60637
close
View Me
1208 E 64th St
2 to 4 Bedroom Apartments

1208 E 64th St

1208 E 64th StChicago, IL 60637

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!

Read Article
Showing Results 51-100, Page 2 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.

decorative image for Best Places to Live Near Chicago: 5 Cities That Keep the Windy City Accessible article

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.

decorative image for Chicago Relocation 101: Mastering Utilities, Registration, and the CTA article

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.

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

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.

decorative image for First Apartment Regrets: Real Renters Share What They'd Do Differently article

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.

decorative image for Apartment Occupancy Rates: Renter Attraction vs Renter Retention article

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.