Apartments for Rent in Chicago, IL Under $2,000 (3,848 Rentals) Page 11 of 77

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1838 S May St, Unit Apt 2F
$1,520
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$1,520
Total Monthly Price
$1,520
2 Bedroom Apartment Available Now

1838 S May St, Unit Apt 2F

1838 S May StChicago, IL 60608
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1330 N Dearborn
$1,500 - $2,200
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$1,500 - $2,200
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Studio to 2 Bedroom Apartments Contact Us For Availability

1330 N Dearborn

1330 N Dearborn StChicago, IL 60610
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5329 N Central Ave, Unit 1
$1,500
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$1,500
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$1,500
1 Bedroom Apartment Available Aug 1

5329 N Central Ave, Unit 1

5329 N Central AveChicago, IL 60630
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2623 W Fitch Ave, Unit 1
$1,500
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Total Monthly Price

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$1,500
Total Monthly Price
$1,500
1 Bedroom Apartment Available Sep 1

2623 W Fitch Ave, Unit 1

2623 W Fitch AveChicago, IL 60645
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3735 N Spaulding Ave
$1,495 - $1,595
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$1,495 - $1,595
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$1,495 - $1,595
Studio Apartment Available Now

3735 N Spaulding Ave

3735 N Spaulding AveChicago, IL 60618
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Showing Results 501-550, Page 11 of 77

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

How much are Studio apartments in Chicago?

There are currently 8,250 Studio Apartments in Chicago with rent ranges from $595 to $4,964 with an average price of $2,022.

What is the current price range for One Bedroom Chicago Apartments for rent?

Today's rental pricing for One Bedroom Apartments in Chicago ranges from $640 to $9,987 with an average monthly rent of $2,461.

What does renting a Two Bedroom Apartment in Chicago cost?

The monthly rent prices of Two Bedroom Apartments currently available in Chicago range from $500 to $18,797. Today's average rental price for Two Bedrooms here is $3,030.

How expensive are Chicago Three Bedroom Apartments?

There are currently 4,990 Three Bedroom Apartments listings available in Chicago on ApartmentHomeLiving.com. The pricing ranges from $883 to $38,481 - averaging $3,646 for the location.

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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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.

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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.

Articles, How-To's, and Tips

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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.

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Pet-Friendly Renting: Everything You Need to Know Before You Move

Written by: Christine Leonard, Esq.

For so many of us, pets are the best companions and a big part of our lives. For this reason, a pet-friendly house or apartment is often a very important - and nonnegotiable - part of a move.