2 Bedroom Apartments for Rent in the Woodlawn Neighborhood of Chicago, IL (110 Rentals)

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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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6700 S Merrill Ave
2 Bedroom Apartments

6700 S Merrill Ave

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

6650 S Drexel

6650-6658 S Drexel AveChicago, IL 60637
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6516 S University
2 Bedroom Apartments

6516 S University

6516 S University 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
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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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Cloisters
2 Bedroom Apartments

Cloisters

5801-5811 S Dorchester AveChicago, IL 60637
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Wooded Isle Apartments
2 Bedroom Apartments

Wooded Isle Apartments

5736-5762 S Stony Island AveChicago, IL 60637
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Woodlawn
2 Bedroom Apartments

Woodlawn

6517 S University AveChicago, IL 60637
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Wolcott Apartments
2 Bedroom Apartments

Wolcott Apartments

6446 S Kenwood AveChicago, IL 60637
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6715-6733 S Paxton Ave
2 Bedroom Apartments

6715-6733 S Paxton Ave

6715-6733 S Paxton AveChicago, IL 60649
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Lakefront Place
2 Bedroom Apartments

Lakefront Place

6730 South Shore DrChicago, IL 60649
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1534 E 65th Pl
2 Bedroom Apartments

1534 E 65th Pl

1534 E 65th PlChicago, 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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6700 S Clyde Ave
2 Bedroom Apartments

6700 S Clyde Ave

6700 S Clyde AveChicago, IL 60649
Showing Results 1-50, Page 1 of 3

Woodlawn, Chicago, IL Local Guide

Largest Available Woodlawn 2 Bedroom Apartments

The largest available 2 Bedroom apartment unit in the Woodlawn area of Chicago, IL is found at Cloisters and is listed at 1,285 square feet priced from $2,895. Here is today’s list of the largest available 2 Bedroom units in the area:

Apartment ListingModel NameSquare FootagePriced From
Cloistersclo-2b1c1,285 Sq Ft$2,895
City Hyde Parkchp-2bT101,179 Sq Ft$3,395
Regents Park2bn101,135 Sq Ft$2,299
5401 Cornell by 3L Living2BR/1.0BA1,085 Sq Ft$2,069
5715-5725 S. Kimbark Avenue5715-2bB1,059 Sq Ft$2,995
Keystone Place Apartments2 Bedroom Market1,057 Sq Ft$1,336
The Del Pradodelp-2bT07910 Sq Ft$2,375

Cheapest Available Woodlawn 2 Bedroom Apartments

Currently the lowest priced 2 Bedroom apartment unit Woodlawn of Chicago, IL is the 2 Bedroom Market Model starting from $1,450 at Keystone Place Apartments. The average price for all 2 Bedroom apartments in Woodlawn is currently $2,593. Here is today’s list of the cheapest available 2 Bedroom options in the area:

Apartment ListingModel NamePriced From
Keystone Place Apartments2 Bedroom Market$1,450
6516 S Stony Island Ave2BR/1.0BA$1,800
5401 Cornell by 3L Living2BR/2.0BA$1,899
Regents Park2bs12$2,230
The Del Pradodelp-2b308$2,250
Cloistersclo-2b1c$2,895
5715-5725 S. Kimbark Avenue5715-2bB$2,995
City Hyde Parkchp-2bT01$3,155

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Pet Friendly Lifestyle
Woodlawn, Chicago, IL

Ranked #77

Among neighborhoods in Chicago, IL for Apartment listings with Pet Friendly Amenities

Pet Friendliness Lifestyle Score

3.0
Pet Friendly

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Best Local Schools in
Woodlawn, Chicago, IL

School data provided by Great Schools

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

What Are Walk Score®, Transit Score®, and Bike Score® Ratings?

  • Walk Score® measures the walkability of any address.
  • Transit Score® measures access to public transit.
  • Bike Score® measures the bikeability of any address.

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 Keystone Place Apartments listed at $1,450.

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

The average rent for a 2 Bedroom Apartment in Woodlawn is $2,593.

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 $2,895 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 1,220 sq ft.

Expert Rental Resources

Helpful Apartment Articles, How-To's and Tips

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.

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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Know Your Rights - How Discrimination Laws Impact Landlords and Tenants

Written by: Christine Leonard, Esq.

Everyone needs a place to live and to call home. For decades, the federal government has established protections to ensure that individuals and families can find housing free from discriminatory barriers.

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Renting Smart: Lease Basics Every Renter Needs

Written by: Christine Leonard, Esq.

Often, in the excitement of finding a new place to live, there’s a rush to make it happen, and - too often - a new tenant signs a lease without reading it carefully.

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Battling the Butts: Your Guide to the Reality of Smoke-Free Renting

Written by: Andrea Lee Negroni, JD

While many apartment buildings are “no smoking” properties, it’s hard to know exactly how many. In 2017, the National Apartment Association reported more than half of rental properties had smoke free policies.