
Apartments for Rent in the Madison Square Neighborhood of Chicago, IL (323 Rentals) Page 2 of 7


4655-4657 W Monroe St

4831 W West End Ave

4700-4702 W Adams St

4701 W West End Ave

4836 W West End Ave

4919 W ADAMS

148-150 N La Crosse Ave

4834 W West End Ave

5000 W Monroe St
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

163 N Lamon Ave

4740 W Jackson Blvd

4941 W West End

4958 W Washington Blvd

5000-5014 W Madison St

184 N Lamon Ave

4934 W Jackson Blvd

5030 W Washington Ave

8 UNITS /// AUSTIN NEIGHBORHOOD

200 N Lamon Ave
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.

5027-5029 W Washington Blvd

4937 W Maypole Ave

5019 W Quincy St

4747 W Fulton St

5014-5018 W West End Ave

4948 W Gladys Ave

HICA Redevelopment

5019 W Maypole Ave

3 UNITS /// AUSTIN NEIGHBORHOOD

4504 W Wilcox St

4540 W Jackson Blvd

4500 W Wilcox St

4930 W Van Buren St

Enola Dew Apartments

4701 W Van Buren St

5096-98 W Monroe St

223 N Kolmar

4949-4955 W Fulton St

4718 W Congress Pky

4501 W Maypole Ave

5137 W Washington

4412 W Monroe St

4459 W Jackson Blvd

5157 W Washington Blvd

5116 W Maypole Ave

221 N Leamington Ave

4407-4409 W Adams St

121-127 N Kostner Ave

4537 W Congress Pkwy

4400 W Jackson Blvd
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 | $887 | $825 | $920 |
| Madison Square 1 Bedroom Apartments | $1,137 | $1,125 | $1,150 |
| Madison Square 2 Bedroom Apartments | $1,405 | $1,110 | $1,900 |
| Madison Square 3 Bedroom Apartments | $1,757 | $1,350 | $2,500 |
| Madison Square 4 Bedroom Apartments | $2,200 | $2,100 | $2,300 |
Browse Apartments in this Neighborhood
There are currently 323 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 $825 to $920 with an average price of $887.
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 $1,125 to $1,150 with an average monthly rent of $1,137.
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 $1,900. Today's average rental price for Two Bedrooms here is $1,405.
How expensive are Madison Square Three Bedroom Apartments?
There are currently 127 Three Bedroom Apartments listings available in Madison Square on ApartmentHomeLiving.com. The pricing ranges from $1,350 to $2,500 - averaging $1,757 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
Written by: Nicole Harms
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
Written by: Nicole Harms
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
Written by: Nicole Harms
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

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.

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.

A Renters Guide for Tips on Writing Your Notice for Not Renewing Your Apartment
Written by: Bob Mallory
Packing up everything you own to move is so stressful for many that ending your apartment lease can feel like a small or unimportant task. Ending your lease involves more than simply turning over your keys on the last day.

Renting with Roommates: Realistic Expectations for Shared Lease
Written by: Christine Leonard, Esq.
Given the high costs for housing, I have found that many people are looking for a roommate to share expenses. These arrangements can increase opportunities for more desirable and larger spaces.