
2 Bedroom Apartments for Rent in the Madison Square Neighborhood of Chicago, IL (158 Rentals)


5735 W. Washington Blvd

Washington Plaza

5356 W Madison St

5354 W Madison St

5344 W Madison St

417 S Karlov Ave
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 | $833 | $810 | $850 |
Madison Square 1 Bedroom Apartments | $1,264 | $1,199 | $1,395 |
Madison Square 2 Bedroom Apartments | $1,575 | $1,250 | $1,860 |
Madison Square 3 Bedroom Apartments | $2,051 | $1,300 | $2,549 |
Madison Square 4 Bedroom Apartments | $2,250 | $2,250 | $2,250 |
Browse Apartments in this Neighborhood
There are currently 158 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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Largest Available Madison Square 2 Bedroom Apartments
The largest available 2 Bedroom apartment unit in the Madison Square area of Chicago, IL is found at 200 N Kenneth and is listed at 1,000 square feet priced from $1,300. Here is today’s list of the largest available 2 Bedroom units in the area:
Apartment Listing | Model Name | Square Footage | Priced From |
---|---|---|---|
200 N Kenneth | 2BR/1.0BA | 1,000 Sq Ft | $1,300 |
5735 W. Washington Blvd | 2BR/1.0BA | 750 Sq Ft | $1,275 |
729 N Central | 2 Bedroom 1 Bath Apartment | 700 Sq Ft | $1,155 |
500-14 S Laramie Ave | 2 Bedroom 1 Bathroom Apartment | 650 Sq Ft | $1,135 |
602 N Lorel Ave | 2 Bedroom 1 Bath Apartment | 550 Sq Ft | $1,140 |
Cheapest Available Madison Square 2 Bedroom Apartments
Currently the lowest priced 2 Bedroom apartment unit Madison Square of Chicago, IL is the 2 Bedroom 1 Bathroom Apartment Model starting from $1,135 at 500-14 S Laramie Ave. The average price for all 2 Bedroom apartments in Madison Square is currently $1,575. Here is today’s list of the cheapest available 2 Bedroom options in the area:
Apartment Listing | Model Name | Priced From |
---|---|---|
500-14 S Laramie Ave | 2 Bedroom 1 Bathroom Apartment | $1,135 |
602 N Lorel Ave | 2 Bedroom 1 Bath Apartment | $1,140 |
729 N Central | 2 Bedroom 1 Bath Apartment | $1,155 |
5735 W. Washington Blvd | 2BR/1.0BA | $1,275 |
200 N Kenneth | 2BR/1.0BA | $1,300 |
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Pet Friendly LifestyleMadison Square, Chicago, IL
Ranked #88
Among neighborhoods in Chicago, IL for Apartment listings with Pet Friendly Amenities
Pet Friendliness Lifestyle Score
2.5Pet Friendly
Frequently Asked Questions about 2 Bedroom Madison Square Apartments
What is the Cheapest apartment in Madison Square with 2 Bedroom?
Currently the most affordable 2 Bedroom in Madison Square is at 500-14 S Laramie Ave listed at $1,135.
How much is the average rent for a 2 Bedroom Madison Square Apartment?
The average rent for a 2 Bedroom Apartment in Madison Square is $1,575.
What is the largest available 2 Bedroom Madison Square Apartment for rent?
Today's apartment with the most square footage in Madison Square is a 1,000 square feet unit starting from $1,300 at 200 N Kenneth.
What is the average size for Madison Square 2 Bedroom Apartments for rent?
The average size for a 2 Bedroom rental in Madison Square is currently 900 sq ft.
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.

Renting Smart: Lease Basics Every Renter Needs
Written by: Christine Leonard, Esq.
Often, in the excitement of finding a new place to live, there’s a rush to make it happen, and - too often - a new tenant signs a lease without reading it carefully.

Battling the Butts: Your Guide to the Reality of Smoke-Free Renting
Written by: Andrea Lee Negroni, JD
While many apartment buildings are “no smoking” properties, it’s hard to know exactly how many. In 2017, the National Apartment Association reported more than half of rental properties had smoke free policies.

Understanding Amenity Fees: Know Where You Might Be Able to Save Money
Written by: Amber Kanuckel
With the rising costs of housing, a lot of renters are asking this question: Is it possible to opt out of various amenities that your rental property offers so that you can avoid paying the fees.