Top Rated Apartments for Rent in the Madison Square Neighborhood of Chicago, IL (9 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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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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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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  • Utilities Included
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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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5501 W Congress Pky
1 to 4 Bedroom Apartments

5501 W Congress Pky

5501 W Congress PkyChicago, IL 60644
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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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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 $840 to $910 with an average price of $1,511.

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 $1,015 to $1,509 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 $1,250 to $1,860. Today's average rental price for Two Bedrooms here is $1,588.

How expensive are Madison Square Three Bedroom Apartments?

There are currently 102 Three Bedroom Apartments listings available in Madison Square on ApartmentHomeLiving.com. The pricing ranges from $1,535 to $2,250 - averaging $1,779 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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Roommate Matching: Finding the Right Fit and Avoiding Pitfalls

Written by: Cheryl Bowman

A fantastic way to save money and enjoy a built-in community is to share an apartment. However, a bad roommate situation can turn your dream rental into a nightmare.

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

Written by: Marie Brown

You’ve scrolled through countless listings, walked through a blur of rentals, and finally found what feels like the one. The pictures? Fantastic. The neighborhood seems just right.

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Know Your Budget: Calculating What You Can Realistically Afford When Renting

Written by: Lauren Harrington

Renting an apartment or house isn’t just about looking through online ads, choosing a few apartments or homes you want to tour, filling out an application, and putting down a deposit. Those things are all necessary and important.