
Apartments for Rent in the Woodlawn Neighborhood of Chicago, IL Under $2,000 (61 Rentals)


Plaisance Apartments

Academy at Drexel

Oglesby Towers Apartments

Keystone Place Apartments

Jeffery Parkway Apartments

Total Monthly Price
1140 E Marquette Rd

6143 S Woodlawn Ave, Unit 6143 South Woodlawn Ave

6525 S Evans Ave, Unit 1

6439 S Kenwood Ave, Unit 14W
The Windy City Price Tag: Your Complete Guide to the Cost of Living in Chicago
Chicago may cost more than the national average, but with the right neighborhood, a smart transit strategy, and a few local insider tips, living well in the Windy City is more achievable than you might think. Our local expert breaks down everything from rent and groceries to transportation and healthcare so you can plan your move with confidence.

6124 S Ingleside Ave, Unit 1w

6525 S Evans Ave, Unit 1

6557 S Minerva Ave, Unit 2B

6656 S Woodlawn Ave, Unit 3

853 E 64th St

6143 S Woodlawn Ave, Unit 1

6635 S Ellis Ave, Unit 3S

6621-23 S Ingleside Ave

6417 S Evans Ave

1151 E 61st St
Renters Insurance 101: What It Is, What It Covers, and Why You Need It
From theft to fire to water damage, the unexpected can happen to any renter. Discover why renters insurance is one of the smartest and most affordable investments you can make as a tenant.

6620 S Drexel Ave

6360 S Greenwood Ave

6110 S Ingleside Ave

6649 S Drexel Ave

6426 S Ingleside Ave

6618 S Maryland Ave

1439 E 66th Pl

6321 S Drexel Ave

6104 S Dorchester Ave

6700 S South Shore Dr
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Looking for a rental near Chicago? These five cities offer excellent options! From small-town charm to excellent business options, you can't go wrong!

6143 S Woodlawn Ave

6714 S Chappel Ave

6700 S Paxton Ave

6225 S Dorchester Ave

6634 S Greenwood Ave

6525 S Evans Ave

6550 S Drexel Ave

5800 S Blackstone Ave

6529 S Kimbark Ave

6723 S Chappel Ave, Unit 3
Chicago Relocation 101: Mastering Utilities, Registration, and the CTA
Moving to Chicago? This essential relocation guide offers a complete checklist for new residents, covering finding the right neighborhood, setting up utilities (ComEd, People’s Gas), and mastering high-rise moving logistics and vehicle registration.

6529 S Kimbark Ave, Unit 2R

6733 S Merrill Ave

6700-12 S Chappel

1021 E 62nd St, Chicago, IL, 60637-2779

Trianon Lofts

6516 S Stony Island Ave

6424 S Ellis Ave

Renaissance Apartments

6715 S Dorchester

Park Heights by the Lake Apartments
How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide
Finding the right apartment starts with three things: location, cost, and amenities. Get the insider perspective from a real estate professional on how to nail all three.
Woodlawn, Chicago, IL Local Guide

How much does it cost to rent an apartment in Woodlawn?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Woodlawn Studio Apartments | $946 | $726 | $1,439 |
| Woodlawn 1 Bedroom Apartments | $1,419 | $1,279 | $1,673 |
| Woodlawn 2 Bedroom Apartments | $1,865 | $1,200 | $2,999 |
| Woodlawn 3 Bedroom Apartments | $2,362 | $1,665 | $3,599 |
| Woodlawn 4 Bedroom Apartments | $2,400 | $1,625 | $2,980 |
Browse Apartments in this Neighborhood
There are currently 61 rentals with your search options within a 2 mile radius of the Woodlawn Neighborhood of Chicago, IL.
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Woodlawn, Chicago, IL Local Guide
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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 ArticleReal Estate and Rental Term Glossary | ApartmentHomeLiving.com Renter University
From the letter A all the way to the letter Z, the Real Estate and Rental Term Glossary from the content team at ApartmentHomeLiving.com provides our visitors and shoppers with a little clarity and helpful guidance in navigating the real estate world through definitions and explainers for the top subjects and terms that someone may come across during the leasing, buying, or selling process.
Read ArticleQuick 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.
Best Local Schools in Woodlawn, Chicago, IL
Carnegie Elementary School
Hyde Park Academy High School
Wadsworth PreK-8th STEM School
School data provided by Great Schools
Frequently Asked Questions about Woodlawn
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

The Windy City Price Tag: Your Complete Guide to the Cost of Living in Chicago
Written by: Nicole Harms
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.

Best Places to Live Near Chicago: 5 Cities That Keep the Windy City Accessible
Written by: Nicole Harms
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.

Chicago Relocation 101: Mastering Utilities, Registration, and the CTA
Written by: Nicole Harms
Moving to a new city is always an exciting time, especially one as vibrant and diverse as Chicago. With world-class museums, a breathtaking lakefront, and numerous employment opportunities, there’s much to love about this city.

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

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.

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.

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.

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.