2 Bedroom Apartments for Rent in the Woodlawn Neighborhood of Chicago, IL (102 Rentals)

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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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6700 S Merrill Ave
2 Bedroom Apartments

6700 S Merrill Ave

6700 S Merrill AveChicago, IL 60649
Utilities inc.
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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
Utilities inc.

Woodlawn

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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Cloisters
2 Bedroom Apartments

Cloisters

5801-5811 S Dorchester AveChicago, IL 60637
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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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6201 S Greenwood Ave
2 Bedroom Apartments

6201 S Greenwood Ave

6201 S Greenwood AveChicago, IL 60637
Utilities inc.
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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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6657 Minerva
2 Bedroom Apartments

6657 Minerva

6657 MinervaChicago, IL 60637
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Woodlawn Six
2 Bedroom Apartments

Woodlawn Six

6201-6207 S Kimbark 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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814 E 67th St
2 Bedroom Apartments

814 E 67th St

814 E 67th StChicago, IL 60637
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Woodlawn
2 Bedroom Apartments

Woodlawn

6600 S Ingleside AveChicago, IL 60637
Utilities inc.
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1131 E 61st St
2 Bedroom Apartments

1131 E 61st St

1131 E 61st StChicago, IL 60637

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 Oglesby Towers Apartments and is listed at 1,200 square feet priced from $1,853. Here is today’s list of the largest available 2 Bedroom units in the area:

Apartment ListingModel NameSquare FootagePriced From
Oglesby Towers Apartments2 Bedrooms Floor Plan B1B1,200 Sq Ft$1,853
Regents Park2bn101,135 Sq Ft$2,325
5715-5725 S. Kimbark Avenue5715-2bB1,070 Sq Ft$3,295
Keystone Place Apartments2 Bedroom Market1,057 Sq Ft$1,336
5401 Cornell by 3L Living2BR/2.0BA1,000 Sq Ft$1,899
Cloistersclo-2b1e910 Sq Ft$3,500
The Flamingo Apartments2 Bedroom Floor Plan B1790 Sq Ft$1,580

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 $2,258. 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
The Flamingo Apartments2 Bedroom Floor Plan B1$1,580
Oglesby Towers Apartments2 Bedrooms Floor Plan B1B$1,853
5401 Cornell by 3L Living2BR/2.0BA$1,899
Regents Park2bs01$2,250
5715-5725 S. Kimbark Avenue5715-2bB$3,295
Cloistersclo-2b1e$3,500

Quick Rent Budget Calculator

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Pet Friendly Lifestyle
Woodlawn, Chicago, IL

Ranked #82

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

Pet Friendliness Lifestyle Score

2.5
Pet Friendly

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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 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 $2,258.

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

Today's apartment with the most square footage in Woodlawn is a 1,200 square feet unit starting from $1,853 at Oglesby Towers Apartments.

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

The average size for a 2 Bedroom rental in Woodlawn is currently 1,162 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.

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