Pet Friendly Apartments for Rent in the Madison Square Neighborhood of Chicago, IL (57 Rentals)
Apartments for rent in the Madison Square area of Chicago that love your dogs or cats as much as you do!

417 S Karlov Ave

5314 W Washington Blvd

5263 W Congress Parkway
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

5302 W Ohio St

4700 W Flournoy St

Bethel Pace Center

Central Pine

5440 W Ferdinand St

4945-4951 W Monroe St

238 N Pine Ave

219-227 N Central Ave

729 N Central

215 N Central Ave

300 N Pine Ave

4815 W Monroe St

423-25 N Central Ave

Washington Lotus

602 N Lorel Ave

723-25 N Central Ave

5500 W Van Buren
Madison Square, Chicago, IL Local Guide

How much does it cost to rent an apartment in Madison Square?
Bedroom | Average Rent | Cheapest Rent | Highest Rent |
---|---|---|---|
Madison Square Studio Apartments | $833 | $810 | $850 |
Madison Square 1 Bedroom Apartments | $1,264 | $1,199 | $1,395 |
Madison Square 2 Bedroom Apartments | $1,575 | $1,250 | $1,860 |
Madison Square 3 Bedroom Apartments | $2,051 | $1,300 | $2,549 |
Madison Square 4 Bedroom Apartments | $2,250 | $2,250 | $2,250 |
Browse Apartments in this Neighborhood
There are currently 57 rentals with your search options within a 1 mile radius of the Madison Square Neighborhood of Chicago, IL.
See all Apartments in ChicagoExplore Chicago
Madison Square, Chicago, IL Local Guide
- Nearby Chicago neighborhoods
- Nearby Cities
- ZIP codes
- Local Counties
- School Districts
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, which is a Studio unit starting from $810. The second cheapest Madison Square Pet Friendly apartment is the Studio Apartment Studio unit at Washington Plaza starting at $840. Here are the most affordable Pet Friendly Madison Square apartments:
Apartment Listing | Model Name | Priced From |
---|---|---|
4114 W Washington Blvd | Studio Apartment | $810 |
Washington Plaza | Studio Apartment | $840 |
618-632 S. Austin Blvd. | 620 S. Austin C, 622 S. Austin F, 628 S. Austin... | $1,199 |
5735 W. Washington Blvd | 2BR/1.0BA | $1,275 |
415-425 S. Taylor Ave. | 417A S. Taylor B | $1,319 |
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.
Pet Friendly LifestyleMadison Square, Chicago, IL
Ranked #88
Among neighborhoods in Chicago, IL for Apartment listings with Pet Friendly Amenities
Pet Friendliness Lifestyle Score
2.5Pet Friendly
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 Washington Plaza listed at $840.
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 $1,601.
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 1,260 square feet unit starting from $2,150 at 5075 W Jackson Blvd.
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 882 sq ft.
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.

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.

Apartment Animals: What Renters Should Know About Pet Policies & Service Animals
Written by: Andrea Lee Negroni, JD
If you’re considering an apartment that accepts pets, it’s wise to learn about the rules that apply to animals in apartments. Conversely, if you want a no-pets building, you should understand what “no pets” means.

Renting Smart: Lease Basics Every Renter Needs
Written by: Christine Leonard, Esq.
Often, in the excitement of finding a new place to live, there’s a rush to make it happen, and - too often - a new tenant signs a lease without reading it carefully.

Battling the Butts: Your Guide to the Reality of Smoke-Free Renting
Written by: Andrea Lee Negroni, JD
While many apartment buildings are “no smoking” properties, it’s hard to know exactly how many. In 2017, the National Apartment Association reported more than half of rental properties had smoke free policies.