2 Bedroom Apartments for Rent in the Woodlawn Neighborhood of Chicago, IL (107 Rentals) Page 2 of 3

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1529 E 65th Pl
2 Bedroom Apartments

1529 E 65th Pl

1529 E 65th PlChicago, IL 60637
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Hats Properties
2 Bedroom Apartments

Hats Properties

6650-6660 S University AveChicago, IL 60637

Navigating the Rental Market: Tips for First-Time Renters

Entering the rental market? Learn these simple tips and strategies to avoid common pitfalls and make confident choices. Rent with peace of mind.

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Ingleside
2 Bedroom Apartments

Ingleside

6510 S Ingleside AveChicago, IL 60637
  • Smoke Free
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1208 E 64th St
2 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!

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Woodlawn
2 Bedroom Apartments

Woodlawn

6517 S University AveChicago, IL 60637
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6700 S Merrill Ave
2 Bedroom Apartments

6700 S Merrill Ave

6700 S Merrill AveChicago, IL 60649
  • Utilities Included
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6650 S Drexel
2 Bedroom Apartments

6650 S Drexel

6650-6658 S Drexel AveChicago, IL 60637
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Island Terrace
2 Bedroom Apartments

Island Terrace

6430 S Stony Island AveChicago, IL 60637
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Trianon Lofts
2 Bedroom Apartments

Trianon Lofts

803 E 61st StChicago, IL 60637
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Jackson Park Terrace
2 Bedroom Apartments

Jackson Park Terrace

6040 S Harper AveChicago, IL 60637
  • Utilities Included

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

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6124-28 S. Ingleside Ave.
2 Bedroom Apartments

6124-28 S. Ingleside Ave.

6124 S Ingleside AveChicago, IL 60637
Student Housing
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Woodlawn
2 Bedroom Apartments

Woodlawn

6600 S Ingleside AveChicago, IL 60637
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6156 S University Ave
2 Bedroom Apartments

6156 S University Ave

6156 S University AveChicago, IL 60637
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6201 S Greenwood Ave
2 Bedroom Apartments

6201 S Greenwood Ave

6201 S Greenwood AveChicago, IL 60637
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Woodlawn Six
2 Bedroom Apartments

Woodlawn Six

6201-6207 S Kimbark AveChicago, IL 60637
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Woodlawn Station
2 Bedroom Apartments

Woodlawn Station

6253 S Cottage Grove AveChicago, IL 60637
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6217 S Dorchester Ave
2 Bedroom Apartments

6217 S Dorchester Ave

6217 S Dorchester AveChicago, IL 60637
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6217-23 S. Kenwood Ave
2 Bedroom Apartments

6217-23 S. Kenwood Ave

6217-6227 S Kenwood AveChicago, IL 60637
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Ellis Place
2 Bedroom Apartments

Ellis Place

6441-6443 S Ellis AveChicago, IL 60637
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6700 S Constance Ave
2 Bedroom Apartments

6700 S Constance Ave

6700 S Constance AveChicago, IL 60649
  • Utilities Included
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6700 S Clyde Ave
2 Bedroom Apartments

6700 S Clyde Ave

6700 S Clyde AveChicago, IL 60649

Getting Around the Woodlawn Neighborhood in Chicago, IL

Walk Score®

69 / 100

Somewhat Walkable

Some errands can be accomplished on foot

Bike Score®

71 / 100

Very Bikeable

Biking is convenient for most trips

Transit Score®

71 / 100

Excellent Transit

Transit is convenient for most trips

Frequently Asked Questions about 2 Bedroom Woodlawn Apartments

What is the Cheapest apartment in Woodlawn with 2 Bedroom?

Currently the most affordable 2 Bedroom in Woodlawn is at 5748 Blackstone By 3L Living listed at $1,499.

How much is the average rent for a 2 Bedroom Woodlawn Apartment?

The average rent for a 2 Bedroom Apartment in Woodlawn is $1,978.

What is the largest available 2 Bedroom Woodlawn Apartment for rent?

Today's apartment with the most square footage in Woodlawn is a 1,285 square feet unit starting from $2,650 at Cloisters.

What is the average size for Woodlawn 2 Bedroom Apartments for rent?

The average size for a 2 Bedroom rental in Woodlawn is currently 1,147 sq ft.

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 A Local Expert’s Guide To 10 Budget-Friendly Neighborhoods to Rent in Chicago article

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.

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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.

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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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Renting with Roommates: Realistic Expectations for Shared Lease

Written by: Christine Leonard, Esq.

Given the high costs for housing, I have found that many people are looking for a roommate to share expenses. These arrangements can increase opportunities for more desirable and larger spaces.

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Apartment Common Area Rules: What Renters Need to Know

Written by: Christine Leonard, Esq.

Back in the day when I rented one of my first apartments, the property didn’t even have laundry in the building. Now, rental properties are often competing against each other to provide the best amenities.

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How to Negotiate Your Apartment Lease and Save Money

Written by: Christine Leonard, Esq.

Everything is a negotiation in real estate! 

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The Rental Move-In Inspection Checklist: A Guide for Renters

Written by: Trey Huguley

The move-in inspection checklist is a crucial tool for both tenants and landlords. This checklist, provided by the team at ApartmentHomeLiving.com, helps document the condition of an apartment at the time of move-in.