Apartments for Rent in the Madison Square Neighborhood of Chicago, IL Under $2,000 (47 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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16-18 N Lorel Ave
1 to 3 Bedroom Apartments

16-18 N Lorel Ave

16-18 N Lorel AveChicago, 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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4157 W Adams
3 Bedroom Apartments

4157 W Adams

4157-4159 W Adams StChicago, IL 60624
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418-24 S Laramie Ave
3 Bedroom Apartments

418-24 S Laramie Ave

418-424 S Laramie AveChicago, IL 60644
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5236 W Harrison
3 Bedroom Apartments

5236 W Harrison

5236 W HarrisonChicago, IL 60644
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200 N Kenneth
2 Bedroom Apartments

200 N Kenneth

200 N Kenneth AveChicago, IL 60624
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4725 W maypole
5 Bedroom Apartments

4725 W maypole

4721-4725 W Maypole AveChicago, 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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5302 W Ohio St
2 to 3 Bedroom Apartments

5302 W Ohio St

5302 W Ohio StChicago, IL 60644
  • Utilities Included
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5024 W Quincy St
3 Bedroom Apartments

5024 W Quincy St

5024-5028 W Quincy StChicago, IL 60644
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4152 W Lake St
2 Bedroom Apartments

4152 W Lake St

4152-4156 W Lake StChicago, IL 60624
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4443 W Gladys Ave
2 to 3 Bedroom Apartments

4443 W Gladys Ave

4443 W Gladys AveChicago, IL 60624
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5101 W Monroe St
2 Bedroom Apartments

5101 W Monroe St

5101-5103 W Monroe StChicago, IL 60644
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4814 W Monroe
2 Bedroom Apartments

4814 W Monroe

4814 W Monroe StChicago, IL 60644
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Jade Apartments
2 Bedroom Apartments

Jade Apartments

1-15 N Keeler AveChicago, IL 60624
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5500 W Van Buren
2 Bedroom Apartments

5500 W Van Buren

5500 W Van Buren StChicago, 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

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4815 W Monroe St
2 Bedroom Apartments

4815 W Monroe St

4815 W Monroe StChicago, IL 60644
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5100-04 W Madison St
2 Bedroom Apartments

5100-04 W Madison St

5100-5104 W Madison StChicago, IL 60644
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5314 W Washington Blvd
1 Bedroom Apartments

5314 W Washington Blvd

5201-5207 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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La Rose Apartments
1 to 2 Bedroom Apartments

La Rose Apartments

5501 W Monroe StChicago, IL 60644
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123 N Central Ave
Studio to 1 Bedroom Apartments

123 N Central Ave

123 N Central AveChicago, IL 60644
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Pine North
Studio Apartments

Pine North

542 N Pine AveChicago, IL 60644
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Garfield Apartments
Studio Apartments

Garfield Apartments

4342 W Washington BlvdChicago, IL 60624
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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 $869.

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.