Apartments for Rent in the Madison Square Neighborhood of Chicago, IL (299 Rentals)

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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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4814 W Monroe
2 to 3 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

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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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

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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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
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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
  • Utilities Included

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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4945-4951 W Monroe St
Studio to 3 Bedroom Apartments

4945-4951 W Monroe St

4945-4951 W Monroe StChicago, IL 60644
  • Utilities Included
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5000 W Monroe St
2 to 3 Bedroom Apartments

5000 W Monroe St

5000 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
  • Utilities Included
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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
2 to 3 Bedroom Apartments

Ativie Tower Apartments

4955-4959 W Washington BlvdChicago, 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
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4725 W maypole
1 to 5 Bedroom Apartments

4725 W maypole

4721-4725 W Maypole AveChicago, IL 60644
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4941 W West End
3 Bedroom Apartments

4941 W West End

4941 W West EndChicago, IL 60644

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.

Madison Square, Chicago, IL Local Guide

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 #107

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 Madison Square

How much are Studio apartments in Madison Square?

There are currently 70 Studio Apartments in Madison Square with rent ranges from $850 to $880 with an average price of $874.

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 $1,100 to $1,850. Today's average rental price for Two Bedrooms here is $1,410.

How expensive are Madison Square Three Bedroom Apartments?

There are currently 122 Three Bedroom Apartments listings available in Madison Square on ApartmentHomeLiving.com. The pricing ranges from $1,600 to $1,900 - averaging $1,730 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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The Rental Move-In Inspection Checklist: A Guide for Renters

Written by: Trey Huguley

The move-in inspection checklist is a crucial tool for both tenants and landlords. This checklist, provided by the team at ApartmentHomeLiving.com, helps document the condition of an apartment at the time of move-in.

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Your Guide to Co-Signers: The Risks, Rewards, and Everything in Between

Written by: Christine Leonard, Esq.

For many people, obstacles can arise during the rental application process for a variety of issues.

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

Written by: Christine Leonard, Esq.

Hard truth. Moving is never easy. I’ve done it all – from local moves to cross-country relocations From packing to unpacking the last box, I have found moving to be an exhausting, expensive and stressful experience every time.