
Apartments for Rent in the Madison Square Neighborhood of Chicago, IL Under $2,000 (47 Rentals)


Washington Plaza

4114 W Washington Blvd

5547 W Congress Pky, Unit 3 Bedroom Apartment

4340 W Maypole Ave, Unit Garden Unit

4936 W Jackson Blvd, Unit 2W
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.

4117 W Wilcox St, Unit 1

120 N LeClaire Ave, Unit G

4838 W Adams St

219 S Lotus Ave

4702 W Fulton St

5331 W Congress Pkwy

4240 W Gladys Ave

5356 W Madison St

5354 W Madison St

228 N Pine Ave

5344 W Madison St
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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Entering the rental market? Learn these simple tips and strategies to avoid common pitfalls and make confident choices. Rent with peace of mind.
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
Madison Square, Chicago, IL Local Guide

How much does it cost to rent an apartment in Madison Square?
Bedroom | Average Rent | Cheapest Rent | Highest Rent |
---|---|---|---|
Madison Square Studio Apartments | $869 | $840 | $910 |
Madison Square 1 Bedroom Apartments | $1,287 | $1,015 | $1,509 |
Madison Square 2 Bedroom Apartments | $1,588 | $1,250 | $1,860 |
Madison Square 3 Bedroom Apartments | $1,779 | $1,535 | $2,250 |
Madison Square 4 Bedroom Apartments | $2,033 | $1,850 | $2,250 |
Browse Apartments in this Neighborhood
There are currently 47 rentals with your search options within a 1 mile radius of the Madison Square Neighborhood of Chicago, IL.
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Madison Square, Chicago, IL Local Guide
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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.
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.

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.

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.

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.

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.