Apartments for Rent in the Madison Square Neighborhood of Chicago, IL Under $1,500 (64 Rentals) Page 2 of 2

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5100 W Madison
1 to 3 Bedroom Apartments

5100 W Madison

5100-5104 W Madison StChicago, IL 60644
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5024 W Quincy
1 to 3 Bedroom Apartments

5024 W Quincy

5024-5028 W Quincy StChicago, IL 60644
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729 N Central
1 to 2 Bedroom Apartments

729 N Central

729 N Central AveChicago, IL 60644
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723 N Central
1 to 2 Bedroom Apartments

723 N Central

723-725 N Central AveChicago, IL 60644
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4114 W Washington
Studio to 1 Bedroom Apartments

4114 W Washington

4114 W Washington BlvdChicago, IL 60624
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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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5001 W Adams
Studio to 1 Bedroom Apartments

5001 W Adams

5001 W Adams StChicago, IL 60644
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400 S Kilbourn Ave
1 to 2 Bedroom Apartments

400 S Kilbourn Ave

400 S Kilbourn AveChicago, IL 60624
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5125 W Madison
Studio to 1 Bedroom Apartments

5125 W Madison

5125 W Madison StChicago, IL 60644
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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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La Rose Apartments
1 to 3 Bedroom Apartments

La Rose Apartments

5501 W Monroe StChicago, IL 60644
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Pine North
Studio to 3 Bedroom Apartments

Pine North

542 N Pine AveChicago, IL 60644
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Garfield Apartments
Studio to 1 Bedroom Apartments

Garfield Apartments

4342 W Washington BlvdChicago, IL 60624
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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

Frequently Asked Questions about Madison Square

How much are Studio apartments in Madison Square?

There are currently 67 Studio Apartments in Madison Square with rent ranges from $890 to $890 with an average price of $890.

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 $925 to $1,900. Today's average rental price for Two Bedrooms here is $1,470.

How expensive are Madison Square Three Bedroom Apartments?

There are currently 121 Three Bedroom Apartments listings available in Madison Square on ApartmentHomeLiving.com. The pricing ranges from $1,700 to $2,400 - averaging $1,988 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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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

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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

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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

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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.

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Creative Ways Developers Reimagine Retail Spaces as Residential Units

Written by: Robin Stewart

Adaptive reuse is when a commercial property is converted and repurposed. The real estate industry has embraced a growing number of these projects.