
3 Bedroom Apartments for Rent in the Madison Square Neighborhood of Chicago, IL (103 Rentals)


184 N Lamon Ave, Unit #1

4936 W Jackson Blvd, Unit 1E

4706 W Washington Blvd

228 N Pine Ave
Roommate Matching: Finding the Right Fit and Avoiding Pitfalls
When searching for a roommate, follow this list of essential steps and set clear expectations to create a solid foundation for a harmonious living situation.
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.
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.
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.
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 | $862 | $840 | $880 |
Madison Square 1 Bedroom Apartments | $1,166 | $1,100 | $1,250 |
Madison Square 2 Bedroom Apartments | $1,660 | $1,250 | $1,860 |
Madison Square 3 Bedroom Apartments | $1,772 | $1,200 | $2,300 |
Madison Square 4 Bedroom Apartments | $1,925 | $1,850 | $2,000 |
Browse Apartments in this Neighborhood
There are currently 103 rentals with your search options within a 1 mile radius of the Madison Square Neighborhood of Chicago, IL.
See all Apartments in ChicagoExplore Chicago
Madison Square, Chicago, IL Local Guide
- Nearby Chicago neighborhoods
- Nearby Cities
- ZIP codes
- Local Counties
- School Districts
Largest Available Madison Square 3 Bedroom Apartments
The largest available 3 Bedroom apartment unit in the Madison Square area of Chicago, IL is found at 423-25 N Central Ave and is listed at 1,050 square feet priced from $1,700. Here is today’s list of the largest available 2 Bedroom units in the area:
Apartment Listing | Model Name | Square Footage | Priced From |
---|---|---|---|
423-25 N Central Ave | 3 Bedroom 1 Bath Apartment | 1,050 Sq Ft | $1,700 |
418-24 S Laramie Ave | 3 Bedroom 2 Bathroom Apartment | 970 Sq Ft | $1,540 |
5236 W Harrison | 3 Bedroom 1 Bath Apartment | 850 Sq Ft | $1,535 |
Cheapest Available Madison Square 3 Bedroom Apartments
Currently the lowest priced 3 Bedroom apartment unit Madison Square of Chicago, IL is the 3 Bedroom 1 Bath Apartment Model starting from $1,535 at 5236 W Harrison. The average price for all 3 Bedroom apartments in Madison Square is currently $1,772. Here is today’s list of the cheapest available 3 Bedroom options in the area:
Apartment Listing | Model Name | Priced From |
---|---|---|
5236 W Harrison | 3 Bedroom 1 Bath Apartment | $1,535 |
418-24 S Laramie Ave | 3 Bedroom 2 Bathroom Apartment | $1,540 |
423-25 N Central Ave | 3 Bedroom 1 Bath Apartment | $1,700 |
Quick Rent Budget Calculator
How much rent can you afford?
The common "Rule of Thumb" is that rent should be no more than 30% of your income. How much is that? Enter your monthly income and click "Calculate My Budget" to find out.
Pet Friendly LifestyleMadison Square, Chicago, IL
Ranked #86
Among neighborhoods in Chicago, IL for Apartment listings with Pet Friendly Amenities
Pet Friendliness Lifestyle Score
2.5Pet Friendly
Frequently Asked Questions about 3 Bedroom Madison Square Apartments
What is the Cheapest apartment in Madison Square with 3 Bedroom?
Currently the most affordable 3 Bedroom in Madison Square is at 5236 W Harrison listed at $1,535.
How much is the average rent for a 3 Bedroom Madison Square Apartment?
The average rent for a 3 Bedroom Apartment in Madison Square is $1,772.
What is the largest available 3 Bedroom Madison Square Apartment for rent?
Today's apartment with the most square footage in Madison Square is a 1,050 square feet unit starting from $1,700 at 423-25 N Central Ave.
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.

Roommate Matching: Finding the Right Fit and Avoiding Pitfalls
Written by: Cheryl Bowman
A fantastic way to save money and enjoy a built-in community is to share an apartment. However, a bad roommate situation can turn your dream rental into a nightmare.

The Art of the Rental Viewing: What to look for during a property tour
Written by: Marie Brown
You’ve scrolled through countless listings, walked through a blur of rentals, and finally found what feels like the one. The pictures? Fantastic. The neighborhood seems just right.

Know Your Budget: Calculating What You Can Realistically Afford When Renting
Written by: Lauren Harrington
Renting an apartment or house isn’t just about looking through online ads, choosing a few apartments or homes you want to tour, filling out an application, and putting down a deposit. Those things are all necessary and important.