
1 Bedroom Apartments for Rent in the Madison Square Neighborhood of Chicago, IL (148 Rentals) Page 2 of 3


746-754 N Lorel Ave

5316 W Washington Blvd

5416-5424 W Ferdinand St

5551 W Congress Pky

211 N Kildare Ave

726 N Pine Ave

163 N Lamon Ave

4501 W Maypole Ave

4049 W Jackson Blvd
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4134 W Wilcox St

4948 W Gladys Ave

4042 W Wilcox St

4537 W Congress Pkwy

4116 W West End Ave

211 N Kolin Ave

6 UNITS /// GARFIELD PARK NEIGHBORHOOD

5301 W Jackson Blvd

4101 W Gladys

4540 W Jackson Blvd
Chicago Relocation 101: Mastering Utilities, Registration, and the CTA
Moving to Chicago? This essential relocation guide offers a complete checklist for new residents, covering finding the right neighborhood, setting up utilities (ComEd, People’s Gas), and mastering high-rise moving logistics and vehicle registration.

5540 W Congress Pky

4345 W Wilcox St

La Rose Apartments

5007 W Jackson Blvd

5100-5104 W Monroe St

Austin Apartments

Oak Park Apartments

600-602 N Lorel Ave

5001 W Adams St

5018 W Jackson Blvd
Explore the Windy City (But Watch for Falling Ice) - An Insider's Guide to Renting in Chicago
Learn about the best things about living in Chicago from a local in the Insiders Guide to Renting in Chicago. Find your perfect Chicago apartment today!

5019 W Jackson Blvd

418-424 S Laramie Ave

Austin Apartments

5011-5015 W Maypole Ave

5263 W Congress Pky

Austin Apartments

5012 W Jackson Blvd

5015 W Jackson Blvd

16-18 N Lorel Ave

Guyon Apartments
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.

567 N Pine Ave

219-227 N Central Ave

4739-41 W West End Ave

5315 W Washington Blvd

431-439 N Central Ave

127 Central

51-57 N Pine Ave

5235 W Lake St

5200-5210 W Quincy St

Washington Lotus
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 | $890 | $890 | $890 |
Madison Square 1 Bedroom Apartments | $1,120 | $1,000 | $1,200 |
| Madison Square 2 Bedroom Apartments | $2,496 | $1,095 | $9,364 |
| Madison Square 3 Bedroom Apartments | $2,028 | $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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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
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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
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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
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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.