Pet Friendly Apartments for Rent in Chicago, IL Under $5,500 (3,865 Rentals) Page 44 of 78

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Apartments for rent in Chicago that love your dogs or cats as much as you do!

property at 368 E 59th St

$1,300 - $1,450

1 To 2 Bedroom Rentals

Available Now

368 E 59th St

ChicagoIL60637
property at 648.5 W Roscoe St

$1,645 - $2,445

Studio To 1 Bedroom Rentals

Available Jul 1

648.5 W Roscoe St

ChicagoIL60657
property at 450 E Waterside Dr

$2,175 - $7,635

Studio To 3 Bedroom Rentals

Available Jul 15

450 E Waterside Dr

ChicagoIL60601
property at 622 W Briar Pl

$3,800 - $9,000

2 To 3 Bedroom Rentals

Available Now

622 W Briar Pl

ChicagoIL60657
property at 43 N Menard Ave

$2,365 - $2,375

3 To 4 Bedroom Rentals

Available Now

43 N Menard Ave

ChicagoIL60644
property at 1049 W Lawrence Ave

$2,469 - $3,121

Total Monthly Price

Total Monthly Price

Base Rent
$3,121
Total Monthly Price
$3,121

1 Bedroom Rentals

Available Jul 19

1049 W Lawrence Ave

ChicagoIL60640
Showing Results 2151-2200, Page 44 of 78

Chicago, IL Area Reviews

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Nicole • 4+ years in Chicago

April 10, 2026

Big city challenges with traffic but also provides the amenities of the city you can't find elsewhere

Frequently Asked Questions about Pet Friendly Chicago Apartments

What is the Cheapest Pet Friendly apartment in Chicago?

Currently the most affordable Pet Friendly Apartment in Chicago is at 6246 S. King Dr. listed at $600.

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

The average rent for a Pet Friendly Apartment in Chicago is $2,818.

What is the largest Pet Friendly Chicago Apartment for rent?

Today's Pet Friendly apartment with the most square footage in Chicago is a 9,999 square feet unit starting from $4,800 at 3049 N Clybourn Ave, Unit #1.

What is the average size for Chicago Pet Friendly Apartments for rent?

The average size for a Pet Friendly rental in Chicago is currently at 904 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

decorative image for A Local Expert’s Guide To 10 Budget-Friendly Neighborhoods to Rent in Chicago article

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.

decorative image for Top Student Friendly Neighborhoods to Rent Near Colleges in Chicago article

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.

decorative image for Best Neighborhoods to Rent in Near Chicago's Top Employers article

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.

decorative image for Explore the Windy City (But Watch for Falling Ice) - An Insider's Guide to Renting in Chicago article

Explore the Windy City (But Watch for Falling Ice) - An Insider's Guide to Renting in Chicago

Written by: Nicole Harms

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

decorative image for Renters Insurance 101: What It Is, What It Covers, and Why You Need It article

Renters Insurance 101: What It Is, What It Covers, and Why You Need It

Written by: Robin Stewart

Insurance seems to be a part of life. In some states, having insurance is the law, as is the case for automobile insurance. Renters are no exception.

decorative image for Apartment Occupancy Rates: Renter Attraction vs Renter Retention article

Apartment Occupancy Rates: Renter Attraction vs Renter Retention

Written by: Robin Stewart

There’s a tenet in marketing about client or customer attraction and retention. Studies and data have consistently shown it costs less to keep a current customer than to attract a new one.

decorative image for How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide article

How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide

Written by: Robin Stewart

Evaluating rental properties for clients draws many parallels to house-hunting. Whether an apartment, loft, townhouse, or other rental, finding the right place means finding “home” for your client.

decorative image for Pet-Friendly Renting: Everything You Need to Know Before You Move article

Pet-Friendly Renting: Everything You Need to Know Before You Move

Written by: Christine Leonard, Esq.

For so many of us, pets are the best companions and a big part of our lives. For this reason, a pet-friendly house or apartment is often a very important - and nonnegotiable - part of a move.