Homes for Rent in Chicago, IL Under $5,000 (5,537 Rentals) Page 2 of 111

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property at 877 W Lill Ave

$4,775

2 Bedroom, 2 Bath Condo for Rent

Available Mar 1, 2026

877 W Lill Ave, Unit 2

877 W Lill Ave
ChicagoIL60614
property at 2 W Delaware Pl

$4,512 - $8,999

1 To 3 Bedroom Rentals

Available Now

2 W Delaware Pl

ChicagoIL60610
property at 936 W Madison St

$4,500

2 Bedroom, 2 Bath Condo for Rent

Available Feb 1, 2026

936 W Madison St

ChicagoIL60607
Showing Results 51-100, Page 2 of 111

Frequently Asked Questions about Chicago

What type of rentals are currently available in Chicago?

There are currently 24475 Apartments for Rent in Chicago, IL with pricing that ranges from $450 to $77,776. There are also 5817 Single Family Homes for rent, Condos, and Townhome rentals currently available in Chicago ranging from $610 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 $610 to $58,000 with an average monthly rent of $3,720.

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 $740 to $38,481, while Three Bedroom Homes, Condos, and Townhomes for rent range from $610 to $40,000. Four Bedroom Single-Family rentals are also available starting from $710 and Four Bedroom Apartments start at $1,040.

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 How to Make Your Apartment Holiday-Ready: Renter-Friendly Tips article

How to Make Your Apartment Holiday-Ready: Renter-Friendly Tips

Written by: Justin Habersaat

Getting your apartment ready for the holidays can be exciting but sometimes challenging in a smaller space. Here are some modern tips to keep things festive, safe, and inviting this season.

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Renting with Roommates: Realistic Expectations for Shared Lease

Written by: Christine Leonard, Esq.

Given the high costs for housing, I have found that many people are looking for a roommate to share expenses. These arrangements can increase opportunities for more desirable and larger spaces.

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Apartment Common Area Rules: What Renters Need to Know

Written by: Christine Leonard, Esq.

Back in the day when I rented one of my first apartments, the property didn’t even have laundry in the building. Now, rental properties are often competing against each other to provide the best amenities.

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How to Negotiate Your Apartment Lease and Save Money

Written by: Christine Leonard, Esq.

Everything is a negotiation in real estate!