Homes for Rent in Chicago, IL Under $2,000 (1,803 Rentals) Page 5 of 37

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property at 111 E Chestnut St

$1,950 - $6,500

Studio To 3 Bedroom Rentals

Available Now

111 E Chestnut St

ChicagoIL60611
property at 2134 W Giddings St

$1,945

Total Monthly Price

Total Monthly Price

Base Rent
$1,945
Total Monthly Price
$1,945

1 Bedroom, 1 Bath Condo for Rent

Available Now

2134 W Giddings St, Unit 2B

2134 W Giddings St
ChicagoIL60625
property at 300 N State St

$1,850 - $3,000

Studio To 1 Bedroom Rentals

Available Now

300 N State St

ChicagoIL60654
property at 816 W 18th St

$1,920 - $2,550

Total Monthly Price

Total Monthly Price

Base Rent
$1,920 - $2,550
Total Monthly Price
$1,920 - $2,550

1 To 2 Bedroom Condos for Rent

Available Now

816 W 18th St

ChicagoIL60608
property at 6118 N Winthrop Ave

$1,900 - $2,300

Total Monthly Price

Total Monthly Price

Base Rent
$1,900 - $2,300
Total Monthly Price
$1,900 - $2,300

1 To 2 Bedroom Condos for Rent

Available Now

6118 N Winthrop Ave

ChicagoIL60660
property at 7651 W Addison St

$1,900

Total Monthly Price

Total Monthly Price

Base Rent
$1,900
Total Monthly Price
$1,900

2 Bedroom, 1 Bath Condo for Rent

Available Sep 1

7651 W Addison St, Unit 1w

7651 W Addison St
ChicagoIL60634
Showing Results 201-250, Page 5 of 37

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 24253 Apartments for Rent in Chicago, IL with pricing that ranges from $595 to $43,181. There are also 5218 Single Family Homes for rent, Condos, and Townhome rentals currently available in Chicago ranging from $400 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 $400 to $58,000 with an average monthly rent of $2,793.

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 $950 to $40,000. Four Bedroom Single-Family rentals are also available starting from $1,160 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 The Windy City Price Tag: Your Complete Guide to the Cost of Living in Chicago article

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.

decorative image for Best Places to Live Near Chicago: 5 Cities That Keep the Windy City Accessible article

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.

decorative image for Chicago Relocation 101: Mastering Utilities, Registration, and the CTA article

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.

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 First Apartment Regrets: Real Renters Share What They'd Do Differently article

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.

decorative image for Renters Insurance 101: What It Is, What It Covers, and Why You Need It article

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.

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.