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.

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.

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.