Apartments for Rent in Chicago, IL Under $2,000 (3,780 Rentals) Page 2 of 76

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Explore the Windy City (But Watch for Falling Ice) - An Insider's Guide to Renting in Chicago

Learn about the best things about living in Chicago from a local in the Insiders Guide to Renting in Chicago. Find your perfect Chicago apartment today!

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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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3308 W Palmer St, Unit 2
$1,975

Total Monthly Price

Base Rent$1,975
Total Monthly Price$1,975
1 Bedroom Apartment Available Now

3308 W Palmer St, Unit 2

3308 W Palmer StChicago, IL 60647
Affordability
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1905 W 19th St, Unit 1
$1,975

Total Monthly Price

Base Rent$1,975
Total Monthly Price$1,975
2 Bedroom Apartment Available Now

1905 W 19th St, Unit 1

1905 W 19th StChicago, IL 60608
Affordability
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542 W Surf St
$1,950 - $2,550

Total Monthly Price

Base Rent$1,950 - $2,550
Total Monthly Price$1,950 - $2,550
Studio to 1 Bedroom Apartment Available Now

542 W Surf St

542 W Surf StChicago, IL 60657
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631 W Barry Ave, Unit s1
$1,950

Total Monthly Price

Base Rent$1,950
Total Monthly Price$1,950
1 Bedroom Apartment Available Oct 1

631 W Barry Ave, Unit s1

631 W Barry AveChicago, IL 60657
Affordability

The Art of the Rental Viewing: What to look for during a property tour

Touring a rental? This guide helps you know exactly what to look for, from safety features to hidden flaws, so you can confidently sign your lease or keep searching.

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502 W Briar Pl, Unit J08W
$1,950

Total Monthly Price

Base Rent$1,950
Total Monthly Price$1,950
1 Bedroom Apartment Available Now

502 W Briar Pl, Unit J08W

502 W Briar PlChicago, IL 60657
Affordability

Smart Renter's Guide: Calculating Affordable Rent & Housing Costs

Wondering how to determine your rental budget? This comprehensive guide covers everything from the 30% rule to hidden fees and effective budgeting strategies.

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7743 S East End Ave, Unit 3
$1,950

Total Monthly Price

Base Rent$1,950
Total Monthly Price$1,950
3 Bedroom Apartment Available Now

7743 S East End Ave, Unit 3

7743 S East End AveChicago, IL 60649
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Showing Results 51-100, Page 2 of 76

Chicago, IL Area Reviews

  • Parks
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  • 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

How much are Studio apartments in Chicago?

There are currently 8,267 Studio Apartments in Chicago with rent ranges from $600 to $15,622 with an average price of $2,086.

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 $800 to $9,999 with an average monthly rent of $2,492.

What does renting a Two Bedroom Apartment in Chicago cost?

The monthly rent prices of Two Bedroom Apartments currently available in Chicago range from $850 to $24,461. Today's average rental price for Two Bedrooms here is $3,058.

How expensive are Chicago Three Bedroom Apartments?

There are currently 5,034 Three Bedroom Apartments listings available in Chicago on ApartmentHomeLiving.com. The pricing ranges from $695 to $38,481 - averaging $3,685 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

decorative image for The Windy City Price Tag: Your Complete Guide to the Cost of Living in Chicago article

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.

decorative image for Best Places to Live Near Chicago: 5 Cities That Keep the Windy City Accessible article

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.

decorative image for Chicago Relocation 101: Mastering Utilities, Registration, and the CTA article

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.

decorative image for Explore the Windy City (But Watch for Falling Ice) - An Insider's Guide to Renting in Chicago article

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 Practical Tips for Renters: How to Identify a Great Rental and Avoid Red Flags article

Practical Tips for Renters: How to Identify a Great Rental and Avoid Red Flags

Written by: Robin Stewart

Renters want to find a great apartment, the right place for them, one that checks all the boxes of location, rental cost, amenities, safety, and more.

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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.

decorative image for Renters Insurance 101: What It Is, What It Covers, and Why You Need It article

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.