Apartments for Rent in the Madison Square Neighborhood of Chicago, IL Under $1,500 (27 Rentals)

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4725 W maypole
5 Bedroom Apartments

4725 W maypole

4721-4725 W Maypole AveChicago, IL 60644
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5302 W Ohio St
2 to 3 Bedroom Apartments

5302 W Ohio St

5302 W Ohio StChicago, IL 60644
  • Utilities Included
  • Smoke Free

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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4443 W Gladys Ave
2 to 3 Bedroom Apartments

4443 W Gladys Ave

4443 W Gladys AveChicago, IL 60624
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4152 W Lake St
2 Bedroom Apartments

4152 W Lake St

4152-4156 W Lake StChicago, IL 60624
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Jade Apartments
2 Bedroom Apartments

Jade Apartments

1-15 N Keeler AveChicago, IL 60624
  • Utilities Included
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729 N Central
2 Bedroom Apartments

729 N Central

729 N Central AveChicago, IL 60644
  • Utilities Included
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5100-04 W Madison St
2 Bedroom Apartments

5100-04 W Madison St

5100-5104 W Madison StChicago, IL 60644
  • Utilities Included
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500-14 S Laramie Ave
2 Bedroom Apartments

500-14 S Laramie Ave

500-514 S Laramie AveChicago, IL 60644
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5314 W Washington Blvd
1 Bedroom Apartments

5314 W Washington Blvd

5314 W Washington BlvdChicago, IL 60644
  • Utilities Included
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5001 W Adams St
Studio Apartments

5001 W Adams St

5001 W Adams StChicago, IL 60644
  • Utilities Included
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La Rose Apartments
1 to 2 Bedroom Apartments

La Rose Apartments

5501 W Monroe StChicago, IL 60644
  • Utilities Included
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123 N Central Ave
Studio to 1 Bedroom Apartments

123 N Central Ave

123 N Central AveChicago, IL 60644
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Garfield Apartments
Studio Apartments

Garfield Apartments

4342 W Washington BlvdChicago, IL 60624
  • Utilities Included

Madison Square, Chicago, IL Local Guide

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Frequently Asked Questions about Madison Square

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

Today's rental pricing for One Bedroom Apartments in Madison Square ranges from $1,035 to $1,395 with an average monthly rent of $1,237.

What does renting a Two Bedroom Apartment in Madison Square cost?

The monthly rent prices of Two Bedroom Apartments currently available in Madison Square range from $1,250 to $1,860. Today's average rental price for Two Bedrooms here is $1,621.

How expensive are Madison Square Three Bedroom Apartments?

There are currently 103 Three Bedroom Apartments listings available in Madison Square on ApartmentHomeLiving.com. The pricing ranges from $1,300 to $2,549 - averaging $2,013 for the location.

Expert Rental Resources

Helpful Apartment Articles, How-To's and Tips

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.

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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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Renting Smart: Lease Basics Every Renter Needs

Written by: Christine Leonard, Esq.

Often, in the excitement of finding a new place to live, there’s a rush to make it happen, and - too often - a new tenant signs a lease without reading it carefully.

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Battling the Butts: Your Guide to the Reality of Smoke-Free Renting

Written by: Andrea Lee Negroni, JD

While many apartment buildings are “no smoking” properties, it’s hard to know exactly how many. In 2017, the National Apartment Association reported more than half of rental properties had smoke free policies.

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Understanding Amenity Fees: Know Where You Might Be Able to Save Money

Written by: Amber Kanuckel

With the rising costs of housing, a lot of renters are asking this question: Is it possible to opt out of various amenities that your rental property offers so that you can avoid paying the fees.