1 Bedroom Apartments for Rent in the Madison Square Neighborhood of Chicago, IL (145 Rentals)

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600 Laramie
1 Bedroom Apartments

600 Laramie

600 LaramieChicago, IL 60644
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5019 W Quincy St
1 Bedroom Apartments

5019 W Quincy St

5019 W Quincy StChicago, IL 60644

Expert Solutions for Creating the Perfect Work-From-Home Apartment Layouts

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.

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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.

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721 S Karlov Ave
1 Bedroom Apartments

721 S Karlov Ave

721 S Karlov AveChicago, IL 60624
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4016 W Wilcox St
1 Bedroom Apartments

4016 W Wilcox St

4016 W Wilcox StChicago, IL 60624
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4300 W Wilcox St
1 Bedroom Apartments

4300 W Wilcox St

4300 W Wilcox StChicago, IL 60624

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!

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Enola Dew Apartments
1 Bedroom Apartments

Enola Dew Apartments

4623 W Gladys AveChicago, IL 60644
Senior Living
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4037 W Monroe St
1 Bedroom Apartments

4037 W Monroe St

4037 W Monroe StChicago, IL 60624
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200 N Lamon Ave
1 Bedroom Apartments

200 N Lamon Ave

200 N Lamon AveChicago, IL 60644
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4818 W Adams St
1 Bedroom Apartments

4818 W Adams St

4818 W Adams StChicago, IL 60644
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5317 W Ohio St
1 Bedroom Apartments

5317 W Ohio St

5317 W Ohio StChicago, IL 60644

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.

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HICA Redevelopment
1 Bedroom Apartments

HICA Redevelopment

5042 W Washington BlvdChicago, IL 60644
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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.

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Madison Square, Chicago, IL Local Guide

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 5125 W Madison St Chicago, IL 60644 and is listed at 670 square feet priced from $1,080. Here is today’s list of the largest available 2 Bedroom units in the area:

Apartment ListingModel NameSquare FootagePriced From
5125 W Madison St Chicago, IL 606441 Bedroom 1 Bath Apartment670 Sq Ft$1,080
5018 W Jackson Blvd Chicago, IL 606441 Bedroom 1 Bath Apartment650 Sq Ft$1,125
418-24 S Laramie Ave Chicago, IL 606441 Bedroom 1 Bath Apartment with Dining620 Sq Ft$1,120
330 N Pine Ave Chicago, IL 606441 Bedroom 1 Bath Apartment with Dining555 Sq Ft$1,150
5501 W Washington Blvd Chicago, IL 606441 Bedroom 1 Bath Apartment500 Sq Ft$1,100

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 $1,080 at 5125 W Madison St Chicago, IL 60644. The average price for all 1 Bedroom apartments in Madison Square is currently $1,112. Here is today’s list of the cheapest available 1 Bedroom options in the area:

Apartment ListingModel NamePriced From
5125 W Madison St Chicago, IL 606441 Bedroom 1 Bath Apartment$1,080
5501 W Washington Blvd Chicago, IL 606441 Bedroom 1 Bath Apartment$1,100
418-24 S Laramie Ave Chicago, IL 606441 Bedroom 1 Bath Apartment with Dining$1,120
5018 W Jackson Blvd Chicago, IL 606441 Bedroom 1 Bath Apartment$1,125
330 N Pine Ave Chicago, IL 606441 Bedroom 1 Bath Apartment$1,125

10 Hidden Costs of Renting You Should Budget for Before Signing a Lease

Avoid financial stress when renting. Learn about the 10 most common hidden costs—from pet fees to utilities—you must budget for before you sign a lease.

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Don't Settle: How to Negotiate Your Apartment Lease and Save Money

Discover the insider tips from an attorney and real estate agent on how to negotiate your next apartment lease. Find out what's on the table and what's not, so you can save money and get the best terms possible.

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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

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The Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro

Moving is tough, especially long-distance. Learn how to minimize stress & expenses with proven strategies from a real estate pro, covering everything from logistics to finances.

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Cash or credit? Understanding the Importance of Credit Score in Real Estate and Renting

Discover how your credit score impacts your ability to lease or buy a home. Learn how credit scores are determined, how to check yours, and strategies to improve it for real estate success.

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A 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

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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.

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Pet Friendly Lifestyle
Madison Square, Chicago, IL

Ranked #84

Among cities in Illinois for Apartment listings with Pet Friendly Amenities.

Pet Friendliness Lifestyle Score

2.5
Pet Friendly

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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 5125 W Madison St Chicago, IL 60644 listed at $1,080.

How much is the average rent for a 1 Bedroom Madison Square Apartment?

The average rent for a 1 Bedroom Apartment in Madison Square is $1,112.

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 503 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

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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.

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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.

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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.

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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

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Expert Solutions for Creating the Perfect Work-From-Home Apartment Layouts

Written by: Lauren Harrington

This article is based on first-hand experience managing apartment communities and helping renters adapt to their spaces after moving in.

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What Does “Rent Burdened” Mean? How Much Rent Is Too Much

Written by: Lauren Harrington

This article draws from first-hand renter experiences and recurring financial challenges reported after moving in.

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Maximizing Your Refund: Essential Tax Tips for Renters

Written by: Christine Leonard, Esq.

Other than tax professionals, I can’t think of anyone who looks forward to tax season. For everybody else, April is a stressful month to collect information and meet deadlines.

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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.