
Apartments for Rent in the Madison Square Neighborhood of Chicago, IL (337 Rentals) Page 4 of 7


4209 W Maypole Ave

4206 W Jackson St

5209 W Ferdinand St

124-126 N Long Ave

605 N Lavergne Ave

5442 W Adams St

5421-5423 W Quincy St

4205 W Gladys

4134 W Wilcox St

5349 W Van Buren St

4836 W Erie St

311-315 N Long Ave

640-642 N Cicero Ave

4300 W Flournoy St

5448-5450 W Quincy St

4317 W Flournoy St

5251-5253 W Ferdinand St

5449-5451 W Quincy St

4116 W West End Ave

4142 W Jackson Blvd

4110 W Washington Blvd

5501 West Quincy Street

4121 W Jackson Blvd

4114 W Maypole Ave

131 N Pine Ave

4050 W West End Ave

139 N Pine Ave

600 Laramie

42-46 N Pine Ave

5448-5450 W Congress Pky

4042 W Wilcox St

722-724 N Cicero Ave

4036 W Monroe St

4101 W Gladys

4037 W Monroe St

5550 W Monroe St

5521 W Gladys Ave

5502-5504 W Congress Pky

4049 W Jackson Blvd

4047-4049 W Jackson Blvd

5318 W Race Ave

4039 W Jackson Blvd

4801 W Chicago Ave

601 N Lockwood Ave

5522 W Congress Pky

4016 W Wilcox St

105 S Central Ave

224-228 N Pine Ave

5317 W Ohio St
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 | $850 | $890 |
| Madison Square 1 Bedroom Apartments | $1,185 | $1,000 | $2,500 |
| Madison Square 2 Bedroom Apartments | $2,301 | $1,110 | $10,000+ |
| Madison Square 3 Bedroom Apartments | $1,844 | $1,700 | $2,400 |
| Madison Square 4 Bedroom Apartments | $1,800 | $1,800 | $1,800 |
Browse Apartments in this Neighborhood
There are currently 337 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 $850 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 $2,500 with an average monthly rent of $1,185.
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 $1,110 to $11,011. Today's average rental price for Two Bedrooms here is $2,301.
How expensive are Madison Square Three Bedroom Apartments?
There are currently 123 Three Bedroom Apartments listings available in Madison Square on ApartmentHomeLiving.com. The pricing ranges from $1,700 to $2,400 - averaging $1,844 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
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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

A Seasoned Property Manager's Step-by-Step Guide to Getting Your Deposit Back
Written by: Lauren Harrington
I’m going to talk with you as a seasoned property manager and friend. So, let’s start with your security deposit. I want you to think about this guide as insider information. You deserve your deposit back.

Expert Solutions for Creating the Perfect Work-From-Home Apartment Layouts
Written by: Lauren Harrington
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
Written by: Lauren Harrington
This article draws from first-hand renter experiences and recurring financial challenges reported after moving in.

Maximizing Your Refund: Essential Tax Tips for Renters
Written by: Christine Leonard, Esq.
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.