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

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The Windy City Price Tag: Your Complete Guide to the Cost of Living in Chicago

Chicago may cost more than the national average, but with the right neighborhood, a smart transit strategy, and a few local insider tips, living well in the Windy City is more achievable than you might think. Our local expert breaks down everything from rent and groceries to transportation and healthcare so you can plan your move with confidence.

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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
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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

Exploring Rental Options: Apartments, Townhomes, and Lofts—Oh My!

Looking for the perfect rental? From apartments and condos to lofts and single family rentals, explore the unique pros and cons of each rental type to help you land in your perfect new place.

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Enola Dew Apartments
1 Bedroom Apartments

Enola Dew Apartments

4623 W Gladys AveChicago, IL 60644
Senior Living

Best Places to Live Near Chicago: 5 Cities That Keep the Windy City Accessible

Looking for a rental near Chicago? These five cities offer excellent options! From small-town charm to excellent business options, you can't go wrong!

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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

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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4345 W Wilcox St
1 Bedroom Apartments

4345 W Wilcox St

4345 W Wilcox StChicago, IL 60624
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5317 W Ohio St
1 Bedroom Apartments

5317 W Ohio St

5317 W Ohio StChicago, IL 60644
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HICA Redevelopment
1 Bedroom Apartments

HICA Redevelopment

5042 W Washington BlvdChicago, IL 60644
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4801 W Chicago Ave
1 Bedroom Apartments

4801 W Chicago Ave

4801 W Chicago AveChicago, IL 60651
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Practical Tips for Renters: How to Identify a Great Rental and Avoid Red Flags

Looking for the perfect new rental? Learn great ways to spot the perfect apartment for you, identify common red flags, and avoid rental issues and scams with these expert provided actionable tips.

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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 567 N Pine Ave and is listed at 700 square feet priced from $1,000. Here is today’s list of the largest available 2 Bedroom units in the area:

Apartment ListingModel NameSquare FootagePriced From
567 N Pine Ave2B700 Sq Ft$1,000
5024 W Quincy1 Bedroom 1 Bath Apartment700 Sq Ft$1,200
723 N Central1 Bedroom 1 Bath Apartment675 Sq Ft$1,055
5018 W Jackson1 Bedroom 1 Bath Apartment650 Sq Ft$1,125
Pine North1BR/1.0BA640 Sq Ft$1,125
5101 W Monroe1 Bedroom 1 Bath Apartment500 Sq Ft$1,140
330 N Pine1 Bedroom 1 Bath Apartment with Dining500 Sq Ft$1,150
Washington Plaza1 Bedroom 1 Bath Apartment481 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 2B Model starting from $1,000 at 567 N Pine Ave. The average price for all 1 Bedroom apartments in Madison Square is currently $1,100. Here is today’s list of the cheapest available 1 Bedroom options in the area:

Apartment ListingModel NamePriced From
567 N Pine Ave2B$1,000
723 N Central1 Bedroom 1 Bath Apartment$1,055
Washington Plaza1 Bedroom 1 Bath Apartment$1,100
Pine North1BR/1.0BA$1,125
5018 W Jackson1 Bedroom 1 Bath Apartment$1,125
5101 W Monroe1 Bedroom 1 Bath Apartment$1,140
330 N Pine1 Bedroom 1 Bath Apartment with Dining$1,150
5024 W Quincy1 Bedroom 1 Bath Apartment$1,200

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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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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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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Real 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.

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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 #89

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

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 $1,100.

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 700 square feet unit starting from $1,000 at 567 N Pine Ave.

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 650 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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The Windy City Price Tag: Your Complete Guide to the Cost of Living in Chicago

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When choosing a place to live, there are many things you must consider. Your employer, your shopping preferences, and even schools are all important to think about. Yet cost of living is also important to know and plan for.

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Best Places to Live Near Chicago: 5 Cities That Keep the Windy City Accessible

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I’m Nicole, you’re ApartmentHomeLiving.com Local Expert for Chicago. There’s no denying I love the Windy City. Yet there’s also no denying that rental homes in Chicago can be pricy, small, and hard to find.

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Moving to a new city is always an exciting time, especially one as vibrant and diverse as Chicago. With world-class museums, a breathtaking lakefront, and numerous employment opportunities, there’s much to love about this city.

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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.

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