2 Bedroom Apartments for Rent in the Madison Square Neighborhood of Chicago, IL (199 Rentals)

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property at 646 N Long Ave

$1,400

Total Monthly Price

Total Monthly Price

Base Rent
$1,400
Total Monthly Price
$1,400

2 Bedroom, 1 Bath Townhome for Rent

Available Now

646 N Long Ave

ChicagoIL60644

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5302 W Ohio St
2 Bedroom Apartments

5302 W Ohio St

5302 W Ohio StChicago, IL 60644
  • Utilities Included
  • Smoke Free
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4345 W Wilcox St
2 Bedroom Apartments

4345 W Wilcox St

4345 W Wilcox StChicago, IL 60624

Chicago Relocation 101: Mastering Utilities, Registration, and the CTA

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4101 W Gladys
2 Bedroom Apartments

4101 W Gladys

4101 W GladysChicago, IL 60624
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4205 W Gladys
2 Bedroom Apartments

4205 W Gladys

4205 W GladysChicago, 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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HICA Redevelopment
2 Bedroom Apartments

HICA Redevelopment

5042 W Washington BlvdChicago, IL 60644
  • Smoke Free

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Pine Race
2 Bedroom Apartments

Pine Race

557-563 N Pine AveChicago, IL 60644
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4134 W Wilcox St
2 Bedroom Apartments

4134 W Wilcox St

4134 W Wilcox StChicago, IL 60624
  • Utilities Included
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131 N Pine Ave
2 Bedroom Apartments

131 N Pine Ave

131 N Pine AveChicago, IL 60644
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726 N Pine Ave
2 Bedroom Apartments

726 N Pine Ave

726 N Pine AveChicago, IL 60644
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163 N Lamon Ave
2 Bedroom Apartments

163 N Lamon Ave

163 N Lamon AveChicago, IL 60644

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Madison Square, Chicago, IL Local Guide

Largest Available Madison Square 2 Bedroom Apartments

The largest available 2 Bedroom apartment unit in the Madison Square area of Chicago, IL is found at 5567 W Van Buren St and is listed at 2,875 square feet priced from $1,900. Here is today’s list of the largest available 2 Bedroom units in the area:

Apartment ListingModel NameSquare FootagePriced From
5567 W Van Buren St2Bd/1B - w/ an office2,875 Sq Ft$1,900
200 N Kenneth2/1.01,000 Sq Ft$1,350
400-08 S Laramie Ave Chicago, IL 606442 Bedroom 1 Bath Apartment951 Sq Ft$1,265
729 N Central Chicago, IL 606442 Bedroom 1 Bath Garden675 Sq Ft$1,270
5314 W Washington Blvd Chicago, IL 606442 Bedroom 1 Bath Apartment660 Sq Ft$1,295
5036-38 W Quincy St Chicago, IL 606442 Bedroom 1 Bath Apartment650 Sq Ft$1,325
5556-64 W Jackson Blvd Chicago, IL 606442 Bedroom 1 Bath Apartment646 Sq Ft$1,335
400-402 S Kilbourn Ave Chicago, IL 606242 Bedroom 1 Bath Apartment631 Sq Ft$1,170
5500 W Van Buren St Chicago, IL 606442 Bedroom 1 Bath Apartment626 Sq Ft$1,155

Cheapest Available Madison Square 2 Bedroom Apartments

Currently the lowest priced 2 Bedroom apartment unit Madison Square of Chicago, IL is the 2 Bedroom 1 Bath Apartment Model starting from $1,155 at 5500 W Van Buren St Chicago, IL 60644. The average price for all 2 Bedroom apartments in Madison Square is currently $3,444. Here is today’s list of the cheapest available 2 Bedroom options in the area:

Apartment ListingModel NamePriced From
5500 W Van Buren St Chicago, IL 606442 Bedroom 1 Bath Apartment$1,155
400-402 S Kilbourn Ave Chicago, IL 606242 Bedroom 1 Bath Apartment$1,170
400-08 S Laramie Ave Chicago, IL 606442 Bedroom 1 Bath Apartment$1,265
729 N Central Chicago, IL 606442 Bedroom 1 Bath Garden$1,270
5314 W Washington Blvd Chicago, IL 606442 Bedroom 1 Bath Apartment$1,295
5036-38 W Quincy St Chicago, IL 606442 Bedroom 1 Bath Apartment$1,325
5556-64 W Jackson Blvd Chicago, IL 606442 Bedroom 1 Bath Apartment$1,335
200 N Kenneth2/1.0$1,350
5567 W Van Buren St2Bd/1B - w/ an office$1,900

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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

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

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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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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 2 Bedroom Madison Square Apartments

What is the Cheapest apartment in Madison Square with 2 Bedroom?

Currently the most affordable 2 Bedroom in Madison Square is at 5500 W Van Buren St Chicago, IL 60644 listed at $1,155.

How much is the average rent for a 2 Bedroom Madison Square Apartment?

The average rent for a 2 Bedroom Apartment in Madison Square is $3,444.

What is the average size for Madison Square 2 Bedroom Apartments for rent?

The average size for a 2 Bedroom rental in Madison Square is currently 1,390 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

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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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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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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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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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