Top Rated Apartments for Rent in the Madison Square Neighborhood of Chicago, IL (10 Rentals)

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Apartments in the Madison Square area of Chicago with the best features, newest construction, and richest amenities.

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4911 W Adams St
3 Bedroom Apartments

4911 W Adams St

4911 W Adams StChicago, IL 60644
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4500 W Wilcox St
3 Bedroom Apartments

4500 W Wilcox St

4500 W Wilcox StChicago, IL 60624
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4400 W Washington Blvd
2 to 3 Bedroom Apartments

4400 W Washington Blvd

4400 W Washington BlvdChicago, IL 60624
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4439 W Van Buren St
Studio Apartments

4439 W Van Buren St

4439 W Van Buren StChicago, IL 60624
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5322 W Washington Ave
1 to 3 Bedroom Apartments

5322 W Washington Ave

5322 W Washington AveChicago, IL 60644
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4114 W Maypole Ave
2 Bedroom Apartments

4114 W Maypole Ave

4114 W Maypole AveChicago, IL 60624
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5302 W Ohio St
2 to 3 Bedroom Apartments

5302 W Ohio St

5302 W Ohio StChicago, IL 60644
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5501 W Congress Pky
1 to 4 Bedroom Apartments

5501 W Congress Pky

5501 W Congress PkyChicago, IL 60644
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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

Madison Square, Chicago, IL Local Guide

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Frequently Asked Questions about Madison Square

How much are Studio apartments in Madison Square?

There are currently 33 Studio Apartments in Madison Square with rent ranges from $795 to $1,119 with an average price of $1,673.

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 $1,185 to $1,369 with an average monthly rent of $1,287.

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 $1,200 to $1,860. Today's average rental price for Two Bedrooms here is $1,573.

How expensive are Madison Square Three Bedroom Apartments?

There are currently 107 Three Bedroom Apartments listings available in Madison Square on ApartmentHomeLiving.com. The pricing ranges from $1,500 to $2,309 - averaging $1,828 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.

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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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.

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How Your Move-In Inspection Can Protect Your Security Deposit

Written by: Christine Leonard, Esq.

If you’re anything like most people, housing costs represent a huge chunk of your monthly budget. On top of that, moving can be both a stressful and expensive affair.