Condos for Rent in Chicago, IL Under $2,000 (1,297 Rentals) Page 4 of 26

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property at 528 W Surf St

$1,950 - $2,550

Total Monthly Price

Total Monthly Price

Base Rent
$1,950 - $2,550
Total Monthly Price
$1,950 - $2,550

Studio To 1 Bedroom Condos for Rent

Available Now

528 W Surf St

ChicagoIL60657
property at 2452 W Arthington St

$1,950

Total Monthly Price

Total Monthly Price

Base Rent
$1,950
Total Monthly Price
$1,950

2 Bedroom, 2 Bath Condo for Rent

Available Now

2452 W Arthington St, Unit 1

2452 W Arthington St
ChicagoIL60612
property at 111 E Chestnut St

$1,950 - $6,500

Studio To 3 Bedroom Rentals

Available Now

111 E Chestnut St

ChicagoIL60611
property at 1555 W Hollywood Ave

$1,925

Total Monthly Price

Total Monthly Price

Base Rent
$1,925
Total Monthly Price
$1,925

1 Bedroom, 1 Bath Condo for Rent

Available Now

1555 W Hollywood Ave, Unit 312

1555 W Hollywood Ave
ChicagoIL60660
property at 40 E 9th St

$1,925 - $3,000

1 To 2 Bedroom Rentals

Available Now

40 E 9th St

ChicagoIL60605
property at 331 S Wells St

$1,906 - $2,498

Studio To 1 Bedroom Rentals

Available Sep 7

331 S Wells St

ChicagoIL60607
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 151-200, Page 4 of 26

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 24086 Apartments for Rent in Chicago, IL with pricing that ranges from $595 to $43,181. There are also 5260 Single Family Homes for rent, Condos, and Townhome rentals currently available in Chicago ranging from $700 to $40,000.

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 $700 to $40,000 with an average monthly rent of $2,749.

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 $980 to $40,000. Four Bedroom Single-Family rentals are also available starting from $1,160 and Four Bedroom Apartments start at $1,025.

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

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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

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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

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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.

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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.