Apartments for Rent in the Woodlawn Neighborhood of Chicago, IL (313 Rentals) Page 3 of 7

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1426 E 66th Pl
3 Bedroom Apartments

1426 E 66th Pl

1426 E 66th PlChicago, IL 60637
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1501 E 66th Pl
3 Bedroom Apartments

1501 E 66th Pl

1501 E 66th PlChicago, IL 60637
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1431 E 66th Pl
2 Bedroom Apartments

1431 E 66th Pl

1431 E 66th PlChicago, IL 60637
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1461 E 66th Pl
2 Bedroom Apartments

1461 E 66th Pl

1461 E 66th PlChicago, IL 60637
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1439 E 66th Pl
3 Bedroom Apartments

1439 E 66th Pl

1439 E 66th PlChicago, IL 60637

The Art of the Rental Viewing: What to look for during a property tour

Touring a rental? This guide helps you know exactly what to look for, from safety features to hidden flaws, so you can confidently sign your lease or keep searching.

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1425 E 66th Pl
2 Bedroom Apartments

1425 E 66th Pl

1425 E 66th PlChicago, IL 60637
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1165 E 63rd St
Studio Apartments

1165 E 63rd St

1165 E 63rd StChicago, IL 60637

Smart Renter's Guide: Calculating Affordable Rent & Housing Costs

Wondering how to determine your rental budget? This comprehensive guide covers everything from the 30% rule to hidden fees and effective budgeting strategies.

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1471 E 67th St
1 Bedroom Apartments

1471 E 67th St

1471 E 67th StChicago, IL 60637
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6142 S Woodlawn
Studio Apartments

6142 S Woodlawn

6142 S WoodlawnChicago, IL 60637
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1508 E 67th Pl
2 Bedroom Apartments

1508 E 67th Pl

1508 E 67th PlChicago, IL 60637
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1444 E 67th Pl
3 Bedroom Apartments

1444 E 67th Pl

1444 E 67th PlChicago, IL 60637
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1514 E 67th St
Studio Apartments

1514 E 67th St

1514 E 67th StChicago, IL 60637
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1448 E 67th Pl
3 Bedroom Apartments

1448 E 67th Pl

1448 E 67th PlChicago, IL 60637
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1454 E 67th Pl
Studio Apartments

1454 E 67th Pl

1454 E 67th PlChicago, IL 60637
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6520 S Minerva Ave
3 to 4 Bedroom Apartments

6520 S Minerva Ave

6520 S Minerva AveChicago, IL 60637
Showing Results 101-150, Page 3 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

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

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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

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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

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Articles, How-To's, and Tips

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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.

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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.