1 Bedroom Apartments for Rent in the Madison Square Neighborhood of Chicago, IL (116 Rentals)

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La Rose Apartments
1 Bedroom Apartments

La Rose Apartments

5501 W Monroe StChicago, IL 60644
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123 N Central Ave
1 Bedroom Apartments

123 N Central Ave

123 N Central AveChicago, IL 60644
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5101 W Monroe St
1 Bedroom Apartments

5101 W Monroe St

5101-5103 W Monroe StChicago, IL 60644
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5314 W Washington Blvd
1 Bedroom Apartments

5314 W Washington Blvd

5201-5207 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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330 N Pine
1 Bedroom Apartments

330 N Pine

330 N Pine AveChicago, IL 60644
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5012 W Jackson Blvd
1 Bedroom Apartments

5012 W Jackson Blvd

5012 W Jackson BlvdChicago, IL 60644
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5011 W Maypole Ave
1 Bedroom Apartments

5011 W Maypole Ave

5011-5015 W Maypole AveChicago, IL 60644
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5019 W Jackson Blvd
1 Bedroom Apartments

5019 W Jackson Blvd

5019 W Jackson BlvdChicago, IL 60644
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5015 W Jackson Blvd
1 Bedroom Apartments

5015 W Jackson Blvd

5015 W Jackson BlvdChicago, IL 60644
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127 Central
1 Bedroom Apartments

127 Central

127 N Central AveChicago, IL 60644
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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.

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51-57 N Pine Ave
1 Bedroom Apartments

51-57 N Pine Ave

51-57 N Pine AveChicago, IL 60644
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163 N Lamon Ave
1 Bedroom Apartments

163 N Lamon Ave

163 N Lamon AveChicago, IL 60644
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5328 W Harrison
1 Bedroom Apartments

5328 W Harrison

5328 W Harrison StChicago, IL 60644
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4134 W Wilcox St
1 Bedroom Apartments

4134 W Wilcox St

4134 W Wilcox StChicago, IL 60624
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5235 W Lake St
1 Bedroom Apartments

5235 W Lake St

5235 W Lake StChicago, IL 60644
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4042 W Wilcox St
1 Bedroom Apartments

4042 W Wilcox St

4042 W Wilcox StChicago, IL 60624

Know Your Rights - How Discrimination Laws Impact Landlords and Tenants

Read our practical guide to landlord and tenant rights. Understand protected classes, reasonable accommodations, and legal exceptions to prevent housing discrimination.

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602 N Lorel Ave
1 Bedroom Apartments

602 N Lorel Ave

600-602 N Lorel AveChicago, IL 60644
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211 N Kolin Ave
1 Bedroom Apartments

211 N Kolin Ave

211 N Kolin AveChicago, IL 60624
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4101 W Gladys
1 Bedroom Apartments

4101 W Gladys

4101 W GladysChicago, IL 60624

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

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729 N Central
1 Bedroom Apartments

729 N Central

729 N Central AveChicago, IL 60644
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Guyon Apartments
1 Bedroom Apartments

Guyon Apartments

116 N Pulaski AveChicago, IL 60624
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4834 W Adams St
1 Bedroom Apartments

4834 W Adams St

4834 W Adams StChicago, IL 60644

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 5019 W Jackson Blvd and is listed at 650 square feet priced from $1,130. Here is today’s list of the largest available 2 Bedroom units in the area:

Apartment ListingModel NameSquare FootagePriced From
5019 W Jackson Blvd1 Bedroom 1 Bath Apartment650 Sq Ft$1,130
5011 W Maypole Ave1 Bedroom 1 Bath Apartment625 Sq Ft$1,105
618-632 S. Austin Blvd.618 S. Austin B, 624 S. Austin G, 626 S. Austin...530 Sq Ft$1,219
330 N Pine1 Bedroom 1 Bath Apartment515 Sq Ft$1,090
5101 W Monroe St1 Bedroom 1 Bath Apartment500 Sq Ft$1,020

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 $1,020 at 5101 W Monroe St. The average price for all 1 Bedroom apartments in Madison Square is currently $1,316. Here is today’s list of the cheapest available 1 Bedroom options in the area:

Apartment ListingModel NamePriced From
5101 W Monroe St1 Bedroom 1 Bath Apartment$1,020
330 N Pine1 Bedroom 1 Bath Apartment$1,090
5011 W Maypole Ave1 Bedroom 1 Bath Apartment$1,105
5019 W Jackson Blvd1 Bedroom 1 Bath Apartment$1,130
618-632 S. Austin Blvd.618 S. Austin B, 624 S. Austin G, 626 S. Austin...$1,219

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.

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Pet Friendly Lifestyle
Madison Square, Chicago, IL

Ranked #88

Among neighborhoods in Chicago, IL 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 5101 W Monroe St listed at $1,020.

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 $1,130 at 5019 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 643 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.

decorative image for A Local Expert’s Guide To 10 Budget-Friendly Neighborhoods to Rent in Chicago article

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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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.

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The Freedom of Short-Term Leases: Exploring the Advantages for Renters

Written by: Bobbi Jackson

If you’re looking to relocate right now, a popular solution that may best fit your current rental needs is a short-term lease.

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Navigating the Rental Market: Tips for First-Time Renters

Written by: Sandy Baker

Making the decision to rent is exciting and terrifying at the same time. For many people, there are a lot of unknowns.