
1 Bedroom Apartments for Rent in the Madison Square Neighborhood of Chicago, IL (148 Rentals)


Congress Commons

4616 W Jackson Blvd, Unit 4616 w Jackson Garden

320 N Pine Ave, Unit 403

22-26 N Pulaski Rd

24 N Pulaski Rd

5250-5256 W Fulton Ave

4700-4702 W Adams St

5137 W Washington

Adams / Lockwood Apartments
Genius Ideas and Studio Layout Tips That Maximize Every Square Inch
Transform your studio apartment layout and maximize storage. Get proven ideas from a 20-year property expert to make any small space stylish and functional.

Enola Dew Apartments

4655-4657 W Monroe St

3 UNITS /// AUSTIN NEIGHBORHOOD

5019 W Quincy St

600 Laramie

4300-4310 W West End Ave

4836 W West End Ave

4016 W Wilcox St

4300 W Wilcox St

4209 W Maypole Ave
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Create a productive work-from-home apartment setup, even in a small space or studio. Discover layout ideas, desk solutions, and organization tips that actually work.

4320 W Madison St

5448-5450 W Congress Pky

5027-5029 W Washington Blvd

721 S Karlov Ave

105 S Central Ave

505 S Lockwood Ave

5501 West Quincy Street

4206 W Jackson St

5014-5018 W West End Ave

5019 W Maypole Ave
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Entering the rental market? Learn these simple tips and strategies to avoid common pitfalls and make confident choices. Rent with peace of mind.

4701 W Van Buren St

5522 W Congress Pky

5261 W Congress Pkwy

4949-4955 W Fulton St

4037 W Monroe St

200 N Lamon Ave

5457-5473 W Chicago Ave

4818 W Adams St

5501 W Congress Pky

4459 W Jackson Blvd
Renting Smart: Lease Basics Every Renter Needs
Demystify Your Rental Lease. Learn the basics about renting, deposits, and tenant/landlord responsibilities. Rent smart and avoid surprises. | Renter University at ApartmentHomeLiving.com

4000 W Washington Blvd

4121 W Jackson Blvd

5317 W Ohio St

5448-5450 W Quincy St

HICA Redevelopment

8 UNITS /// AUSTIN NEIGHBORHOOD

4317 W Flournoy St

5521 W Gladys Ave

5556 W Harrison St

4739 W Washington Blvd
How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide
Finding the right apartment starts with three things: location, cost, and amenities. Get the insider perspective from a real estate professional on how to nail all three.
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 | $890 | $890 | $890 |
Madison Square 1 Bedroom Apartments | $1,115 | $1,000 | $1,200 |
| Madison Square 2 Bedroom Apartments | $1,500 | $1,095 | $2,100 |
| Madison Square 3 Bedroom Apartments | $1,973 | $1,700 | $2,400 |
| Madison Square 4 Bedroom Apartments | $2,346 | $1,740 | $3,500 |
Browse Apartments in this Neighborhood
There are currently 148 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 1 Bedroom Apartments
The largest available 1 Bedroom apartment unit in the Madison Square area of Chicago, IL is found at 5018 W Jackson Blvd and is listed at 650 square feet priced from $1,125. Here is today’s list of the largest available 2 Bedroom units in the area:
| Apartment Listing | Model Name | Square Footage | Priced From |
|---|---|---|---|
| 5018 W Jackson Blvd | 1 Bedroom 1 Bath Apartment | 650 Sq Ft | $1,125 |
| 418-424 S Laramie Ave | 1 Bedroom 1 Bath Apartment with Dining | 620 Sq Ft | $1,130 |
| 5001 W Adams St | 1 Bedroom 1 Bath Apartment | 600 Sq Ft | $1,125 |
| Austin Apartments | 1 Bedroom 1 Bath Apartment | 450 Sq Ft | $1,085 |
Cheapest Available Madison Square 1 Bedroom Apartments
Currently the lowest priced 1 Bedroom apartment unit Madison Square of Chicago, IL is the 1 Bedroom 1 Bath Apartment Model starting from $1,085 at Austin Apartments. The average price for all 1 Bedroom apartments in Madison Square is currently $1,115. Here is today’s list of the cheapest available 1 Bedroom options in the area:
| Apartment Listing | Model Name | Priced From |
|---|---|---|
| Austin Apartments | 1 Bedroom 1 Bath Apartment | $1,085 |
| 5001 W Adams St | 1 Bedroom 1 Bath Apartment | $1,125 |
| 5018 W Jackson Blvd | 1 Bedroom 1 Bath Apartment | $1,125 |
| 418-424 S Laramie Ave | 1 Bedroom 1 Bath Apartment with Dining | $1,130 |
Best Neighborhoods to Rent in Near Chicago's Top Employers: A Guide for Renters
A Local Expert's Guide to The 10 Best Chicago Neighborhoods near Major Local Employers. Find your perfect Chicago, IL apartment, condo, or rental home today at ApartmentHomeLiving.com
Read ArticleA Local Expert's Top Student Friendly Neighborhoods to Rent Near Colleges in Chicago
A Local Expert's guide to the Best Student Friendly Neighborhoods Near Colleges in the Chicago, IL metro area for affordable living. Find your perfect Chicago Student apartment, condo, or rental home today at ApartmentHomeliving.com
Read ArticleReal Estate and Rental Term Glossary | ApartmentHomeLiving.com Renter University
From the letter A all the way to the letter Z, the Real Estate and Rental Term Glossary from the content team at ApartmentHomeLiving.com provides our visitors and shoppers with a little clarity and helpful guidance in navigating the real estate world through definitions and explainers for the top subjects and terms that someone may come across during the leasing, buying, or selling process.
Read ArticleQuick 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 #92
Among cities in Illinois for Apartment listings with Pet Friendly Amenities.
Pet Friendliness Lifestyle Score
2.5Pet Friendly
Frequently Asked Questions about 1 Bedroom Madison Square Apartments
What is the Cheapest apartment in Madison Square with 1 Bedroom?
Currently the most affordable 1 Bedroom in Madison Square is at Austin Apartments listed at $1,085.
What is the largest available 1 Bedroom Madison Square Apartment for rent?
Today's apartment with the most square footage in Madison Square is a 650 square feet unit starting from $1,125 at 5018 W Jackson Blvd.
What is the average size for Madison Square 1 Bedroom Apartments for rent?
The average size for a 1 Bedroom rental in Madison Square is currently 490 sq ft.
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

Genius Ideas and Studio Layout Tips That Maximize Every Square Inch
Written by: Lauren Harrington
This article was written based on first-hand renter experiences and common layout challenges identified after move-in.

How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide
Written by: Robin Stewart
Evaluating rental properties for clients draws many parallels to house-hunting. Whether an apartment, loft, townhouse, or other rental, finding the right place means finding “home” for your client.

Pet-Friendly Renting: Everything You Need to Know Before You Move
Written by: Christine Leonard, Esq.
For so many of us, pets are the best companions and a big part of our lives. For this reason, a pet-friendly house or apartment is often a very important - and nonnegotiable - part of a move.

Creative Ways Developers Reimagine Retail Spaces as Residential Units
Written by: Robin Stewart
Adaptive reuse is when a commercial property is converted and repurposed. The real estate industry has embraced a growing number of these projects.