Homes for Rent in Chicago, IL Under $2,000 (1,909 Rentals) Page 8 of 39

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property at 2326 N Rockwell St

$1,885 - $2,295

Total Monthly Price

Total Monthly Price

Base Rent
$1,885 - $2,295
Total Monthly Price
$1,885 - $2,295

Studio To 1 Bedroom Condos for Rent

Available Now

2326 N Rockwell St

ChicagoIL60647
property at 5103 N Winchester Ave

$1,875

Total Monthly Price

Total Monthly Price

Base Rent
$1,875
Total Monthly Price
$1,875

1 Bedroom, 1 Bath Condo for Rent

Available Aug 1

5103 N Winchester Ave, Unit 2

5103 N Winchester Ave
ChicagoIL60640
property at 1920 W Winona St

$1,875 - $2,400

Total Monthly Price

Total Monthly Price

Base Rent
$1,875 - $2,400
Total Monthly Price
$1,875 - $2,400

1 To 3 Bedroom Condos for Rent

Available Aug 1

1920 W Winona St

ChicagoIL60640
property at 7528 N Seeley Ave

$1,875 - $2,450

Total Monthly Price

Total Monthly Price

Base Rent
$1,875 - $2,450
Total Monthly Price
$1,875 - $2,450

1 To 2 Bedroom Condos for Rent

Available Now

7528 N Seeley Ave

ChicagoIL60645
property at 8352 S Ingleside Ave

$1,870

Total Monthly Price

Total Monthly Price

Base Rent
$1,870
Total Monthly Price
$1,870

3 Bedroom, 2 Bath Townhome for Rent

Available Now

8352 S Ingleside Ave

ChicagoIL60619
Showing Results 351-400, Page 8 of 39

Chicago, IL Area Reviews

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Nicole • 4+ years in Chicago

April 10, 2026

Big city challenges with traffic but also provides the amenities of the city you can't find elsewhere

Frequently Asked Questions about Chicago

What type of rentals are currently available in Chicago?

There are currently 24274 Apartments for Rent in Chicago, IL with pricing that ranges from $595 to $48,409. There are also 5295 Single Family Homes for rent, Condos, and Townhome rentals currently available in Chicago ranging from $600 to $58,000.

What is the current price range for Rental Homes in Chicago?

Today's rental pricing for Homes for Rent, Condos and Townhomes in Chicago ranges from $600 to $58,000 with an average monthly rent of $4,929.

How much are larger Three and Four Bedroom Rentals in Chicago?

For those who are looking for larger living arrangements, Three Bedroom Apartments in Chicago range from $883 to $38,481, while Three Bedroom Homes, Condos, and Townhomes for rent range from $910 to $40,000. Four Bedroom Single-Family rentals are also available starting from $750 and Four Bedroom Apartments start at $924.

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.

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.

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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

decorative image for Apartment Occupancy Rates: Renter Attraction vs Renter Retention article

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.

decorative image for How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide article

How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide

Written by: Robin Stewart

Evaluating rental properties for clients draws many parallels to house-hunting. Whether an apartment, loft, townhouse, or other rental, finding the right place means finding “home” for your client.

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Pet-Friendly Renting: Everything You Need to Know Before You Move

Written by: Christine Leonard, Esq.

For so many of us, pets are the best companions and a big part of our lives. For this reason, a pet-friendly house or apartment is often a very important - and nonnegotiable - part of a move.

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Creative Ways Developers Reimagine Retail Spaces as Residential Units

Written by: Robin Stewart

Adaptive reuse is when a commercial property is converted and repurposed. The real estate industry has embraced a growing number of these projects.