Apartments for Rent in the Madison Square Neighborhood of Chicago, IL (303 Rentals)

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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.

property at 228 N Pine Ave

228 N Pine Ave

ChicagoIL60644
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4814 W Monroe
2 Bedroom Apartments

4814 W Monroe

4814 W Monroe StChicago, IL 60644
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4832 W Monroe St
2 Bedroom Apartments

4832 W Monroe St

4832 W Monroe StChicago, IL 60644
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4815 W Monroe St
1 to 4 Bedroom Apartments

4815 W Monroe St

4815 W Monroe StChicago, IL 60644
  • Utilities Included

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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4712 W Monroe St
3 to 5 Bedroom Apartments

4712 W Monroe St

4712 W Monroe StChicago, IL 60644
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4818 W Adams St
1 to 3 Bedroom Apartments

4818 W Adams St

4818 W Adams StChicago, IL 60644
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4834 W Adams St
1 to 3 Bedroom Apartments

4834 W Adams St

4834 W Adams StChicago, IL 60644
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4828 W Adams St
2 Bedroom Apartments

4828 W Adams St

4828 W Adams StChicago, IL 60644

How a Move-In Inspection Can Protect Your Security Deposit

Learn How a Move-In Inspection Can Protect Your Security Deposit from the Renter University at AparmentHomeLiving.com.

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4911 W Adams St
3 Bedroom Apartments

4911 W Adams St

4911 W Adams StChicago, IL 60644
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4700-4702 W Adams St
Studio to 3 Bedroom Apartments

4700-4702 W Adams St

4700-4702 W Adams StChicago, IL 60644
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4919 W ADAMS
3 Bedroom Apartments

4919 W ADAMS

4919 W ADAMSChicago, IL 60644

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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148 N La Crosse Ave
2 to 3 Bedroom Apartments

148 N La Crosse Ave

148 N La Crosse AveChicago, IL 60644
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4945-4951 W Monroe St
Studio to 3 Bedroom Apartments

4945-4951 W Monroe St

4945-4951 W Monroe StChicago, IL 60644
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5001 W Monroe St
Studio Apartments

5001 W Monroe St

5001 W Monroe StChicago, IL 60644
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163 N Lamon Ave
1 to 3 Bedroom Apartments

163 N Lamon Ave

163 N Lamon AveChicago, IL 60644
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Ativie Tower Apartments
3 Bedroom Apartments

Ativie Tower Apartments

4955-4959 W Washington BlvdChicago, IL 60644
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4725 W maypole
5 Bedroom Apartments

4725 W maypole

4721-4725 W Maypole AveChicago, IL 60644
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5001 W Adams St
Studio to 1 Bedroom Apartments

5001 W Adams St

5001 W Adams StChicago, IL 60644
  • Utilities Included

Madison Square, Chicago, IL Local Guide

Quick Rent Budget Calculator

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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 Madison Square

How much are Studio apartments in Madison Square?

There are currently 32 Studio Apartments in Madison Square with rent ranges from $820 to $865 with an average price of $848.

What does renting a Two Bedroom Apartment in Madison Square cost?

The monthly rent prices of Two Bedroom Apartments currently available in Madison Square range from $1,200 to $1,900. Today's average rental price for Two Bedrooms here is $1,559.

How expensive are Madison Square Three Bedroom Apartments?

There are currently 102 Three Bedroom Apartments listings available in Madison Square on ApartmentHomeLiving.com. The pricing ranges from $1,700 to $2,449 - averaging $2,101 for the location.

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.

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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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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.

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Rise of Digital Nomads: Remote Work Tips for Apartment Renters

Written by: Brandie Parton

As a digital nomad, you no longer call a set address or office building your home for eight hours of the day or more.

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Know Your Rights - How Discrimination Laws Impact Landlords and Tenants

Written by: Christine Leonard, Esq.

Everyone needs a place to live and to call home. For decades, the federal government has established protections to ensure that individuals and families can find housing free from discriminatory barriers.