
Apartments for Rent in the Madison Square Neighborhood of Chicago, IL Under $2,000 (91 Rentals) Page 2 of 2


4700 W Flournoy St

200 N Kenneth

5556-64 W Jackson Blvd Chicago, IL 60644

5036-38 W Quincy St Chicago, IL 60644

148 N La Crosse Ave

5314 W Washington Blvd Chicago, IL 60644

107-113 N Laramie Ave Chicago, IL 60644

654 N Pine Ave 5501-09 W Huron Chicago, IL 60644

400-08 S Laramie Ave Chicago, IL 60644
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

634 N Lamon Ave

4641-4643 W Jackson Blvd Chicago, IL 60644

5011 W Maypole Ave Chicago, IL 60644

5015 W Jackson Blvd Chicago, IL 60644

5012 W Jackson Blvd Chicago, IL 60644

4152-4156 W Lake St

Jade Apartments

4815 W Monroe

701 N Lotus Ave Chicago, IL 60644

Pangea Apartments

5500 W Van Buren St Chicago, IL 60644

5100-04 W Madison St Chicago, IL 60644

5263 W Congress Pky

5040-42 W Quincy St Chicago, IL 60644

5001 W Adams St 204-210 S Lavergne Chicago, IL 60644

5018 W Jackson Blvd Chicago, IL 60644

418-24 S Laramie Ave Chicago, IL 60644

600-602 N Lorel Ave

5024 W Quincy St Chicago, IL 60644

5125 W Madison St Chicago, IL 60644

729 N Central Chicago, IL 60644

5328 W Harrison St Chicago, IL 60644

723-25 N Central Ave Chicago, IL 60644

5100-04 W Monroe St Chicago, IL 60644

Austin Apartments

5201 W Washington Blvd (old)

400-402 S Kilbourn Ave Chicago, IL 60624

La Rose Apartments

123 N Central Ave

542 N Pine Ave

Garfield Apartments
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 | $886 | $875 | $890 |
| Madison Square 1 Bedroom Apartments | $1,112 | $1,000 | $1,150 |
| Madison Square 2 Bedroom Apartments | $2,002 | $1,110 | $2,800 |
| Madison Square 3 Bedroom Apartments | $1,840 | $1,350 | $2,500 |
| Madison Square 4 Bedroom Apartments | $1,800 | $1,800 | $1,800 |
Browse Apartments in this Neighborhood
There are currently 91 rentals with your search options within a 1 mile radius of the Madison Square Neighborhood of Chicago, IL.
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Frequently Asked Questions about Madison Square
How much are Studio apartments in Madison Square?
There are currently 68 Studio Apartments in Madison Square with rent ranges from $875 to $890 with an average price of $886.
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 $1,000 to $1,150 with an average monthly rent of $1,112.
How expensive are Madison Square Three Bedroom Apartments?
There are currently 126 Three Bedroom Apartments listings available in Madison Square on ApartmentHomeLiving.com. The pricing ranges from $1,350 to $2,500 - averaging $1,840 for the location.
Expert Rental Resources
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.
Helpful Local Expert Guides

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.

Top Student Friendly Neighborhoods to Rent Near Colleges in Chicago
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With world-class museums lining its streets, Chicago is a place people go to learn. It’s not surprising, therefore, that it’s also home to multiple colleges and universities with national and global reputations.

Best Neighborhoods to Rent in Near Chicago's Top Employers
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Whenever life takes me into the city, I’m always impressed with the sheer amount of industry and commerce that it holds. With all of that commerce comes a wide range of employment options.

Explore the Windy City (But Watch for Falling Ice) - An Insider's Guide to Renting in Chicago
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From Lake Shore Drive to the O’Hare Airport, the city of Chicago is a study in diversity, resilience, and culture.
Articles, How-To's, and Tips

Expert Solutions for Creating the Perfect Work-From-Home Apartment Layouts
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This article is based on first-hand experience managing apartment communities and helping renters adapt to their spaces after moving in.

What Does “Rent Burdened” Mean? How Much Rent Is Too Much
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This article draws from first-hand renter experiences and recurring financial challenges reported after moving in.

Maximizing Your Refund: Essential Tax Tips for Renters
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Other than tax professionals, I can’t think of anyone who looks forward to tax season. For everybody else, April is a stressful month to collect information and meet deadlines.

18 Must-Ask Rental Tour Questions That Reveal the Truth about a Property
Written by: Lauren Harrington
Renting your next home can feel thrilling and overwhelming at the same time.