Homes for Rent in Chicago, IL Under $2,000 (1,756 Rentals) Page 8 of 36

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property at 3915 N Pine Grove Ave

$1,850 - $3,495

Total Monthly Price

Total Monthly Price

Base Rent
$1,850 - $3,495

Total Monthly Price
$1,850 - $3,495

1 To 3 Bedroom Condos for Rent

Available Now

3915 N Pine Grove Ave

ChicagoIL60613
property at 4800 S Chicago Beach Dr

$1,850

Total Monthly Price

Total Monthly Price

Base Rent
$1,850

Total Monthly Price
$1,850

1 Bedroom, 1 Bath Condo for Rent

Available Now

4800 S Chicago Beach Dr, Unit 1603S

4800 S Chicago Beach Dr
ChicagoIL60615
property at 721 W Barry Ave

$1,850

Total Monthly Price

Total Monthly Price

Base Rent
$1,850

Total Monthly Price
$1,850

Studio, 1 Bath Condo for Rent

Available Now

721 W Barry Ave, Unit # 0B1

721 W Barry Ave
ChicagoIL60657
property at 5344 W Eddy St

$1,850

Total Monthly Price

Total Monthly Price

Base Rent
$1,850

Total Monthly Price
$1,850

2 Bedroom, 1 Bath Condo for Rent

Available Sep 7

5344 W Eddy St, Unit 1

5344 W Eddy St
ChicagoIL60641
property at 744 W Addison St

$1,850 - $2,640

Total Monthly Price

Total Monthly Price

Base Rent
$1,850 - $2,640

Total Monthly Price
$1,850 - $2,640

Studio To 1 Bedroom Condos for Rent

Available Now

744 W Addison St

ChicagoIL60613
property at 509 W Aldine Ave

$1,850

Total Monthly Price

Total Monthly Price

Base Rent
$1,850

Total Monthly Price
$1,850

1 Bedroom, 1 Bath Condo for Rent

Available Now

509 W Aldine Ave, Unit G

509 W Aldine Ave
ChicagoIL60657
property at 2301 N Rockwell St

$1,850 - $2,050

Total Monthly Price

Total Monthly Price

Base Rent
$1,850 - $2,050

Total Monthly Price
$1,850 - $2,050

1 Bedroom, 1 Bath Condo for Rent

Available Now

2301 N Rockwell St

ChicagoIL60647
property at 3620 N Pine Grove Ave

$1,850

Total Monthly Price

Total Monthly Price

Base Rent
$1,850

Total Monthly Price
$1,850

1 Bedroom, 1 Bath Condo for Rent

Available Now

3620 N Pine Grove Ave, Unit 302

3620 N Pine Grove Ave
ChicagoIL60613
property at 7730 N Ashland Ave

$1,850 - $2,300

Total Monthly Price

Total Monthly Price

Base Rent
$1,850 - $2,300

Total Monthly Price
$1,850 - $2,300

1 To 2 Bedroom Condos for Rent

Available Now

7730 N Ashland Ave

ChicagoIL60626
property at 7742 N Ashland Ave

$1,850 - $1,950

Total Monthly Price

Total Monthly Price

Base Rent
$1,850 - $1,950

Total Monthly Price
$1,850 - $1,950

1 To 2 Bedroom Condos for Rent

Available Now

7742 N Ashland Ave

ChicagoIL60626
property at 736 W Addison St

$1,850 - $2,640

Total Monthly Price

Total Monthly Price

Base Rent
$1,850 - $2,640

Total Monthly Price
$1,850 - $2,640

Studio To 1 Bedroom Condos for Rent

Available Now

736 W Addison St

ChicagoIL60613
property at 777 N Michigan Ave

$1,850 - $2,025

Total Monthly Price

Total Monthly Price

Base Rent
$1,850 - $2,025

Total Monthly Price
$1,850 - $2,025

Studio, 1 Bath Condo for Rent

Available Now

777 N Michigan Ave

ChicagoIL60611
property at 1058 W Glenlake Ave

$1,850 - $3,300

Total Monthly Price

Total Monthly Price

Base Rent
$1,850 - $3,300

Total Monthly Price
$1,850 - $3,300

1 To 3 Bedroom Condos for Rent

Available Now

1058 W Glenlake Ave

ChicagoIL60660
property at 456 W Barry Ave

$1,850 - $1,895

Total Monthly Price

Total Monthly Price

Base Rent
$1,850 - $1,895

Total Monthly Price
$1,850 - $1,895

Studio To 1 Bedroom Condos for Rent

Available Now

456 W Barry Ave

ChicagoIL60657

Chicago, IL Area Reviews

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  • Cost of Living
  • Safety

Nicole4+ 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 24268 Apartments for Rent in Chicago, IL with pricing that ranges from $595 to $43,181. There are also 5098 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 $2,829.

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

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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.

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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.

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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.

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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

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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.

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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.

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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.