Apartments for Rent in the Madison Square Neighborhood of Chicago, IL (305 Rentals)

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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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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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4814 W Monroe
2 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 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

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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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

Navigating the Rental Market: Tips for First-Time Renters

Entering the rental market? Learn these simple tips and strategies to avoid common pitfalls and make confident choices. Rent with peace of mind.

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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

How a Move-In Inspection Can Protect Your Security Deposit

Learn How a Move-In Inspection Can Protect Your Security Deposit from the Renter University at AparmentHomeLiving.com.

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Showing Results 1-50, Page 1 of 7

Madison Square, Chicago, IL Local Guide

Quick Rent Budget Calculator

How much rent can you afford?

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 #86

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 33 Studio Apartments in Madison Square with rent ranges from $810 to $880 with an average price of $835.

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 $1,100 to $1,250 with an average monthly rent of $1,165.

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 $975 to $1,860. Today's average rental price for Two Bedrooms here is $1,583.

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.