Homes for Rent in Chicago, IL Under $2,000 (1,758 Rentals) Page 2 of 36

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property at 400 E Randolph St

$2,000 - $3,400

Studio To 1 Bedroom Rentals

Available Now

400 E Randolph St

ChicagoIL60601

Navigating the Rental Market: Tips for First-Time Renters

Entering the rental market? Learn these simple tips and strategies to avoid common pitfalls and make confident choices. Rent with peace of mind.

Read Article

Chicago's Best Affordable Neighborhoods

Learn about Chicago and the best places to live with original content written by our Chicago, IL Local Expert Nicole Harms

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property at 1551 W Juneway Ter

$1,995 - $2,750

Total Monthly Price

Total Monthly Price

Base Rent
$1,995 - $2,750
Total Monthly Price
$1,995 - $2,750

3 Bedroom, 2 Bath Condo for Rent

Available Now

1551 W Juneway Ter

ChicagoIL60626
property at 811 S Kedzie Ave

$1,995

Total Monthly Price

Total Monthly Price

Base Rent
$1,995
Total Monthly Price
$1,995

2 Bedroom, 2 Bath Townhome for Rent

Available Now

811 S Kedzie Ave, Unit GDN, Unit GDN

811 S Kedzie Ave
ChicagoIL60612
property at 2704 W Ainslie St

$1,995

Total Monthly Price

Total Monthly Price

Base Rent
$1,995
Total Monthly Price
$1,995

1 Bedroom, 1 Bath Condo for Rent

Available Now

2704 W Ainslie St, Unit # 03, Unit # 03

2704 W Ainslie St
ChicagoIL60625
property at 2704 W Ainslie St

$1,995 - $2,125

Total Monthly Price

Total Monthly Price

Base Rent
$1,995 - $2,125
Total Monthly Price
$1,995 - $2,125

1 To 2 Bedroom Condos for Rent

Available Now

2704 W Ainslie St

ChicagoIL60625
property at 2120 N Dayton St

$1,995

Total Monthly Price

Total Monthly Price

Base Rent
$1,995
Total Monthly Price
$1,995

Studio, 1 Bath Condo for Rent

Available Now

2120 N Dayton St

ChicagoIL60614
property at 4455 N Artesian Ave

$1,995

Total Monthly Price

Total Monthly Price

Base Rent
$1,995
Total Monthly Price
$1,995

1 Bedroom, 1 Bath Condo for Rent

Available Now

4455 N Artesian Ave, Unit 2, Unit 2

4455 N Artesian Ave
ChicagoIL60625
Showing Results 51-100, Page 2 of 36

Chicago, IL Area Reviews

  • Parks
  • Entertainment
  • Local Vibes
  • Restaurants
  • Location
  • Traffic
  • Public Transportation
  • Outdoor Access
  • Cost of Living
  • Safety

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 24239 Apartments for Rent in Chicago, IL with pricing that ranges from $550 to $48,409. There are also 5053 Single Family Homes for rent, Condos, and Townhome rentals currently available in Chicago ranging from $630 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 $630 to $40,000 with an average monthly rent of $4,621.

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 $960 to $40,000. Four Bedroom Single-Family rentals are also available starting from $1,050 and Four Bedroom Apartments start at $970.

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.

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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 A Seasoned Property Manager's Step-by-Step Guide to Getting Your Deposit Back article

A Seasoned Property Manager's Step-by-Step Guide to Getting Your Deposit Back

Written by: Lauren Harrington

I’m going to talk with you as a seasoned property manager and friend. So, let’s start with your security deposit. I want you to think about this guide as insider information. You deserve your deposit back.

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Expert Solutions for Creating the Perfect Work-From-Home Apartment Layouts

Written by: Lauren Harrington

This article is based on first-hand experience managing apartment communities and helping renters adapt to their spaces after moving in.

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What Does “Rent Burdened” Mean? How Much Rent Is Too Much

Written by: Lauren Harrington

This article draws from first-hand renter experiences and recurring financial challenges reported after moving in.

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Maximizing Your Refund: Essential Tax Tips for Renters

Written by: Christine Leonard, Esq.

Other than tax professionals, I can’t think of anyone who looks forward to tax season. For everybody else, April is a stressful month to collect information and meet deadlines.