Pet Friendly Apartments for Rent in the Madison Square Neighborhood of Chicago, IL (59 Rentals)

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Apartments for rent in the Madison Square area of Chicago that love your dogs or cats as much as you do!

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5302 W Ohio St
Pet Friendly
Pet Details

5302 W Ohio St

5302 W Ohio StChicago, IL 60644
  • Utilities Included
  • Smoke Free
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Pine North
Pet Friendly
Pet Details

Pine North

542 N Pine AveChicago, IL 60644
  • Utilities Included

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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4815 W Monroe
Pet Friendly
Pet Details

4815 W Monroe

4815 W Monroe StChicago, IL 60644
  • Utilities Included
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4152 W Lake St
Pet Friendly
Pet Details

4152 W Lake St

4152-4156 W Lake StChicago, IL 60624

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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634-640 N Lamon
Pet Friendly
Pet Details

634-640 N Lamon

634 N Lamon AveChicago, IL 60644
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200 N Kenneth
Pet Friendly
Pet Details

200 N Kenneth

200 N Kenneth AveChicago, IL 60624
  • Utilities Included

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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4157 W Adams
Pet Friendly
Pet Details

4157 W Adams

4157-4159 W Adams StChicago, IL 60624
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5018 W Jackson Blvd
Pet Friendly
40 lb Weight Limit
Pet Details

5018 W Jackson Blvd

5018 W Jackson BlvdChicago, IL 60644
  • Utilities Included
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701 S Karlov Ave
Pet Friendly
Pet Details

701 S Karlov Ave

701 S Karlov AveChicago, IL 60624
  • Utilities Included
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5012 W Jackson Blvd
Pet Friendly
40 lb Weight Limit
Pet Details

5012 W Jackson Blvd

5012 W Jackson BlvdChicago, IL 60644
  • Utilities Included
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5440 W Ferdinand St
Pet Friendly
1 Pet Limit - $15 Monthly Pet Rent
Pet Details

5440 W Ferdinand St

5440 W Ferdinand StChicago, IL 60644
  • Utilities Included

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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617 N Central Ave
Pet Friendly
Pet Details

617 N Central Ave

617-619 N Central AveChicago, IL 60644
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4945-4951 W Monroe St
Pet Friendly
1 Pet Limit - $100 Fee
Pet Details

4945-4951 W Monroe St

4945-4951 W Monroe StChicago, IL 60644
  • Utilities Included
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327 N Pine Ave
Pet Friendly
1 Pet Limit - $100 Deposit
Pet Details

327 N Pine Ave

327 N Pine AveChicago, IL 60644
  • Utilities Included
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51 N Central Ave
Pet Friendly
Small Dogs
Pet Details

51 N Central Ave

51 N Central AveChicago, IL 60644
  • Utilities Included
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238 N Pine Ave
Pet Friendly
1 Pet Limit - $15 Monthly Pet Rent
Pet Details

238 N Pine Ave

238 N Pine AveChicago, IL 60644
  • Utilities Included
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219-227 N Central Ave
Pet Friendly
1 Pet Limit - $15 Monthly Pet Rent
Pet Details

219-227 N Central Ave

219-227 N Central AveChicago, IL 60644
  • Utilities Included
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5007 W Jackson Blvd
Pet Friendly
40 lb Weight Limit
Pet Details

5007 W Jackson Blvd

5007 W Jackson BlvdChicago, IL 60644
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215 N Central Ave
Pet Friendly
Pet Details

215 N Central Ave

215 N Central AveChicago, IL 60644
  • Utilities Included
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300 N Pine Ave
Pet Friendly
1 Pet Limit - $15 Monthly Pet Rent
Pet Details

300 N Pine Ave

300 N Pine AveChicago, 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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Showing Results 1-50, Page 1 of 2

Madison Square, Chicago, IL Local Guide

Cheapest Pet Friendly Apartment Rentals in Madison Square

The lowest priced apartment unit that allows pets currently in the Madison Square of Madison Square is the Studio Apartment Model at 4114 W Washington Blvd Chicago, IL 60624, which is a Studio unit starting from $825. The second cheapest Madison Square Pet Friendly apartment is the Studio Apartment Studio unit at 5501 W Washington Blvd Chicago, IL 60644 starting at $890. Here are the most affordable Pet Friendly Madison Square apartments:

Apartment ListingModel NamePriced From
4114 W Washington Blvd Chicago, IL 60624Studio Apartment$825
5501 W Washington Blvd Chicago, IL 60644Studio Apartment$890
500 S Laramie1 Bedroom 1 Bath Apartment$1,005

Don't Settle: How to Negotiate Your Apartment Lease and Save Money

Discover the insider tips from an attorney and real estate agent on how to negotiate your next apartment lease. Find out what's on the table and what's not, so you can save money and get the best terms possible.

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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

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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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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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 #147

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 Pet Friendly Madison Square Apartments

What is the Cheapest Pet Friendly apartment in Madison Square?

Currently the most affordable Pet Friendly Apartment in Madison Square is at 4114 W Washington Blvd Chicago, IL 60624 listed at $825.

How much is the average rent for a Pet Friendly Madison Square Apartment?

The average rent for a Pet Friendly Apartment in Madison Square is $1,171.

What is the largest Pet Friendly Madison Square Apartment for rent?

Today's Pet Friendly apartment with the most square footage in Madison Square is a 1,200 square feet unit starting from $1,800 at 4847 W Washington Blvd, Unit 2.

What is the average size for Madison Square Pet Friendly Apartments for rent?

The average size for a Pet Friendly rental in Madison Square is currently at 573 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

Written by: Nicole Harms

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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Best Neighborhoods to Rent in Near Chicago's Top Employers

Written by: Nicole Harms

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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18 Must-Ask Rental Tour Questions That Reveal the Truth about a Property

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Renting your next home can feel thrilling and overwhelming at the same time.

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A Renters Guide for Tips on Writing Your Notice for Not Renewing Your Apartment

Written by: Bob Mallory

Packing up everything you own to move is so stressful for many that ending your apartment lease can feel like a small or unimportant task. Ending your lease involves more than simply turning over your keys on the last day.

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Renting with Roommates: Realistic Expectations for Shared Lease

Written by: Christine Leonard, Esq.

Given the high costs for housing, I have found that many people are looking for a roommate to share expenses. These arrangements can increase opportunities for more desirable and larger spaces.

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Apartment Common Area Rules: What Renters Need to Know

Written by: Christine Leonard, Esq.

Back in the day when I rented one of my first apartments, the property didn’t even have laundry in the building. Now, rental properties are often competing against each other to provide the best amenities.