2 Bedroom Apartments for Rent in the Woodlawn Neighborhood of Chicago, IL (108 Rentals)

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
close
View Me
Oglesby Towers Apartments
$1,721 - $3,044
Total Monthly Price

Total Monthly Price

Base Rent
$1,051 - $2,994
Required Monthly Fees
$50
Total Monthly Price
$1,101 - $3,044
2 Bedroom Apartments Available Now

Oglesby Towers Apartments

6700 S Oglesby AveChicago, IL 60649
Corporate Housing
  • Verified
  • Customer Reviewed
  • 3D Tour

Roommate Matching: Finding the Right Fit and Avoiding Pitfalls

When searching for a roommate, follow this list of essential steps and set clear expectations to create a solid foundation for a harmonious living situation.

Read Article
close
View Me
Lakefront Place
2 Bedroom Apartments

Lakefront Place

6730 South Shore DrChicago, IL 60649
close
View Me
Kimbark Estates
2 Bedroom Apartments

Kimbark Estates

6324 S Kimbark AveChicago, IL 60637
close
View Me
6235 S Ellis Ave
2 Bedroom Apartments

6235 S Ellis Ave

6235 S Ellis AveChicago, IL 60637

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
close
View Me
1431 E 66th Pl
2 Bedroom Apartments

1431 E 66th Pl

1431 E 66th PlChicago, IL 60637
close
View Me
855 E 64th St
2 Bedroom Apartments

855 E 64th St

855 E 64th StChicago, IL 60637
close
View Me
814 E 67th St
2 Bedroom Apartments

814 E 67th St

814 E 67th StChicago, 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.

Read Article
close
View Me
1131 E 61st St
2 Bedroom Apartments

1131 E 61st St

1131 E 61st StChicago, IL 60637
close
View Me
1534 E 65th Pl
2 Bedroom Apartments

1534 E 65th Pl

1534 E 65th PlChicago, IL 60637
close
View Me
Woodlawn
2 Bedroom Apartments

Woodlawn

6517 S University AveChicago, IL 60637
close
View Me
Ingleside
2 Bedroom Apartments

Ingleside

6510 S Ingleside AveChicago, IL 60637
  • Smoke Free
close
View Me
1208 E 64th St
2 Bedroom Apartments

1208 E 64th St

1208 E 64th 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.

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

1529 E 65th Pl

1529 E 65th PlChicago, 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.

Read Article
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 $3,400. 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$3,400
Oglesby Towers Apartments2 Bedrooms Floor Plan B2B1,215 Sq Ft$1,846
5715-5725 S. Kimbark Avenue5715-2bB1,070 Sq Ft$3,150
5748 Blackstone By 3L LivingTwo Bedroom700 Sq Ft$1,499

Cheapest Available Woodlawn 2 Bedroom Apartments

Currently the lowest priced 2 Bedroom apartment unit Woodlawn of Chicago, IL is the Two Bedroom Model starting from $1,499 at 5748 Blackstone By 3L Living. The average price for all 2 Bedroom apartments in Woodlawn is currently $2,020. Here is today’s list of the cheapest available 2 Bedroom options in the area:

Apartment ListingModel NamePriced From
5748 Blackstone By 3L LivingTwo Bedroom$1,499
Oglesby Towers Apartments2 Bedrooms Floor Plan B1B$1,831
5715-5725 S. Kimbark Avenue5715-2bB$3,150
Cloistersclo-2b2b$3,350

Don't Settle: How to Negotiate Your Apartment Lease and Save Money

Discover the insider tips from an attorney and real estate agent on how to negotiate your next apartment lease. Find out what's on the table and what's not, so you can save money and get the best terms possible.

Read Article
Decorative image

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

A Local Expert's Guide to The 10 Best Chicago Neighborhoods near Major Local Employers. Find your perfect Chicago, IL apartment, condo, or rental home today at ApartmentHomeLiving.com

Read Article
Decorative image

The Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro

Moving is tough, especially long-distance. Learn how to minimize stress & expenses with proven strategies from a real estate pro, covering everything from logistics to finances.

Read Article
Decorative image

Cash or credit? Understanding the Importance of Credit Score in Real Estate and Renting

Discover how your credit score impacts your ability to lease or buy a home. Learn how credit scores are determined, how to check yours, and strategies to improve it for real estate success.

Read Article
Decorative image

A Local Expert's Top Student Friendly Neighborhoods to Rent Near Colleges in Chicago

A Local Expert's guide to the Best Student Friendly Neighborhoods Near Colleges in the Chicago, IL metro area for affordable living. Find your perfect Chicago Student apartment, condo, or rental home today at ApartmentHomeliving.com

Read Article
Decorative image

Quick Rent Budget Calculator

How much rent can you afford?

The common "Rule of Thumb" is that rent should be no more than 30% of your income. How much is that? Enter your monthly income and click "Calculate My Budget" to find out.

decorative image of people with a giant lease agreement

Best Local Schools in
Woodlawn, Chicago, IL

School data provided by Great Schools

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 $2,020.

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 $3,400 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 875 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.

decorative image for Top Student Friendly Neighborhoods to Rent Near Colleges in Chicago article

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.

decorative image for Best Neighborhoods to Rent in Near Chicago's Top Employers article

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.

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 Renting with Roommates: Realistic Expectations for Shared Lease article

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.

decorative image for Maximizing Your Refund: Essential Tax Tips for Renters article

Maximizing Your Refund: Essential Tax Tips for Renters

Written by: Christine Leonard, Esq.

Other than tax professionals, I can’t think of anyone who looks forward to tax season. For everybody else, April is a stressful month to collect information and meet deadlines.

decorative image for 18 Must-Ask Rental Tour Questions That Reveal the Truth about a Property article

18 Must-Ask Rental Tour Questions That Reveal the Truth about a Property

Written by: Lauren Harrington

Renting your next home can feel thrilling and overwhelming at the same time.

decorative image for A Renters Guide for Tips on Writing Your Notice for Not Renewing Your Apartment article

A Renters Guide for Tips on Writing Your Notice for Not Renewing Your Apartment

Written by: Bob Mallory

Packing up everything you own to move is so stressful for many that ending your apartment lease can feel like a small or unimportant task. Ending your lease involves more than simply turning over your keys on the last day.