Apartments for Rent in the Madison Square Neighborhood of Chicago, IL (303 Rentals)

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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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property at 228 N Pine Ave

228 N Pine Ave

ChicagoIL60644
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4814 W Monroe
2 to 3 Bedroom Apartments

4814 W Monroe

4814 W Monroe StChicago, IL 60644
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4832 W Monroe St
2 Bedroom Apartments

4832 W Monroe St

4832 W Monroe StChicago, IL 60644
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4815 W Monroe St
1 to 4 Bedroom Apartments

4815 W Monroe St

4815 W Monroe StChicago, IL 60644
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4712 W Monroe St
3 to 5 Bedroom Apartments

4712 W Monroe St

4712 W Monroe StChicago, IL 60644
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4818 W Adams St
1 to 3 Bedroom Apartments

4818 W Adams St

4818 W Adams StChicago, IL 60644
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4834 W Adams St
1 to 3 Bedroom Apartments

4834 W Adams St

4834 W Adams StChicago, IL 60644
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4828 W Adams St
2 Bedroom Apartments

4828 W Adams St

4828 W Adams StChicago, IL 60644
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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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4700-4702 W Adams St
Studio to 3 Bedroom Apartments

4700-4702 W Adams St

4700-4702 W Adams StChicago, IL 60644
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4919 W ADAMS
3 Bedroom Apartments

4919 W ADAMS

4919 W ADAMSChicago, IL 60644
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148 N La Crosse Ave
2 to 3 Bedroom Apartments

148 N La Crosse Ave

148 N La Crosse AveChicago, IL 60644
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4945-4951 W Monroe St
Studio to 3 Bedroom Apartments

4945-4951 W Monroe St

4945-4951 W Monroe StChicago, IL 60644
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5001 W Monroe St
Studio Apartments

5001 W Monroe St

5001 W Monroe StChicago, IL 60644
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163 N Lamon Ave
1 to 3 Bedroom Apartments

163 N Lamon Ave

163 N Lamon AveChicago, IL 60644
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Ativie Tower Apartments
3 Bedroom Apartments

Ativie Tower Apartments

4955-4959 W Washington BlvdChicago, IL 60644
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5001 W Adams St
Studio Apartments

5001 W Adams St

5001 W Adams StChicago, IL 60644
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4725 W maypole
5 Bedroom Apartments

4725 W maypole

4721-4725 W Maypole AveChicago, IL 60644
Showing Results 1-50, Page 1 of 7

Madison Square, Chicago, IL Local Guide

Quick Rent Budget Calculator

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The common "Rule of Thumb" is that rent should be no more than 30% of your income. How much is that? Enter your monthly income and click "Calculate My Budget" to find out.

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Pet Friendly Lifestyle
Madison Square, Chicago, IL

Ranked #88

Among neighborhoods in Chicago, IL for Apartment listings with Pet Friendly Amenities

Pet Friendliness Lifestyle Score

2.5
Pet Friendly

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Frequently Asked Questions about Madison Square

How much are Studio apartments in Madison Square?

There are currently 32 Studio Apartments in Madison Square with rent ranges from $795 to $850 with an average price of $824.

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 $1,199 to $1,395 with an average monthly rent of $1,273.

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 $1,575.

How expensive are Madison Square Three Bedroom Apartments?

There are currently 105 Three Bedroom Apartments listings available in Madison Square on ApartmentHomeLiving.com. The pricing ranges from $1,500 to $2,549 - averaging $2,006 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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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.