
Apartments for Rent in the Madison Square Neighborhood of Chicago, IL (316 Rentals)


500 S Laramie

5501 W Washington Blvd Chicago, IL 60644

4114 W Washington Blvd Chicago, IL 60624

118 N Kostner Ave, Unit 3

4058 W Congress Pky, Unit 4058-2S

5423 W Quincy St, Unit 1

5529 W Monroe St, Unit Unit 2

4644 W Gladys Ave, Unit 1

4238 W Grenshaw St, Unit g
Explore the Windy City (But Watch for Falling Ice) - An Insider's Guide to Renting in Chicago
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4847 W Washington Blvd, Unit 2

5301 W Jackson Blvd, Unit 2

238 N Lockwood Ave

4616 W Jackson Blvd

4904 W Fulton St

4904 W Fulton St

4622 W Jackson Blvd

4119 W Van Buren St

10 N Long Ave

4538 W Jackson Blvd
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.

4837 W Monroe St

656 N Lockwood Ave

4058 W Congress Pkwy

5436 W Ferdinand St

220 N Laporte Ave

4839 W Huron St

4035 W Harrison St

5426 W Jackson Blvd

4955 W Washington Blvd

4039 W Wilcox St
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4443 W Gladys Ave

4058 W Jackson Blvd

5302 W Ohio St

4832 W Monroe St

4739 W Washington Blvd

4841 W Washington Blvd

4837 W Washington Blvd

4712 W Monroe St

4818 W Adams St

4900 W Madison 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

4828 W Adams St

4856-4858 W Washington Blvd

4831 W West End Ave

4906 W Washington Blvd

4911 W Adams St

4655-4657 W Monroe St

4700-4702 W Adams St

4701 W West End Ave

4834 W West End Ave

4919 W ADAMS
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.
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 | $895 | $825 | $950 |
| Madison Square 1 Bedroom Apartments | $1,089 | $1,005 | $1,130 |
| Madison Square 2 Bedroom Apartments | $2,755 | $1,100 | $10,000+ |
| Madison Square 3 Bedroom Apartments | $2,431 | $1,400 | $8,996 |
| Madison Square 4 Bedroom Apartments | $2,200 | $2,200 | $2,200 |
Browse Apartments in this Neighborhood
There are currently 316 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 70 Studio Apartments in Madison Square with rent ranges from $825 to $950 with an average price of $895.
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 $1,005 to $1,130 with an average monthly rent of $1,089.
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 $1,100 to $10,841. Today's average rental price for Two Bedrooms here is $2,755.
How expensive are Madison Square Three Bedroom Apartments?
There are currently 128 Three Bedroom Apartments listings available in Madison Square on ApartmentHomeLiving.com. The pricing ranges from $1,400 to $8,996 - averaging $2,431 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

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.

Apartment Common Area Rules: What Renters Need to Know
Written by: Christine Leonard, Esq.
Back in the day when I rented one of my first apartments, the property didn’t even have laundry in the building. Now, rental properties are often competing against each other to provide the best amenities.