Apartments for Rent in Chicago, IL with Parking (24,076 Rentals) Page 21 of 100

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556 W Arlington Pl
$1,895 - $2,650
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$1,895 - $2,650
Total Monthly Price
$1,895 - $2,650
Studio to 1 Bedroom Apartment Available Jul 1

556 W Arlington Pl

556 W Arlington PlChicago, IL 60614
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665 W Wrightwood
$1,695 - $2,250
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Total Monthly Price

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$1,695 - $2,250
Total Monthly Price
$1,695 - $2,250
Studio to 1 Bedroom Apartment Available Jul 1

665 W Wrightwood

665 W WrightwoodChicago, IL 60614
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7227 N Wolcott Ave, Unit 1
$1,800
Total Monthly Price

Total Monthly Price

Base Rent
$1,800
Total Monthly Price
$1,800
2 Bedroom Apartment Available Now

7227 N Wolcott Ave, Unit 1

7227 N Wolcott AveChicago, IL 60626
Affordability
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Showing Results 1001-1050, Page 21 of 100

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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 Chicago Apartments with Parking

What is the Cheapest Parking apartment in Chicago?

Currently the most affordable Apartment in Chicago with Parking is at 1121-1123 E 82nd St listed at $550.

How much is the average rent for Chicago Apartments with Parking?

The average rent for a Apartment in Chicago with Parking is $2,638.

What is the largest Chicago Apartment for rent with Parking?

Today's Apartment with Parking and the most square footage in Chicago is a 9,999 square feet unit starting from $2,345 at 839 W Cornelia Ave, Unit # 01S.

What is the average size for Chicago Apartments for rent with Parking?

The average size for a rental with Parking in Chicago is currently at 956 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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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 A Seasoned Property Manager's Step-by-Step Guide to Getting Your Deposit Back article

A Seasoned Property Manager's Step-by-Step Guide to Getting Your Deposit Back

Written by: Lauren Harrington

I’m going to talk with you as a seasoned property manager and friend. So, let’s start with your security deposit. I want you to think about this guide as insider information. You deserve your deposit back.

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Expert Solutions for Creating the Perfect Work-From-Home Apartment Layouts

Written by: Lauren Harrington

This article is based on first-hand experience managing apartment communities and helping renters adapt to their spaces after moving in.

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What Does “Rent Burdened” Mean? How Much Rent Is Too Much

Written by: Lauren Harrington

This article draws from first-hand renter experiences and recurring financial challenges reported after moving in.

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Maximizing Your Refund: Essential Tax Tips for Renters

Written by: Christine Leonard, Esq.

Other than tax professionals, I can’t think of anyone who looks forward to tax season. For everybody else, April is a stressful month to collect information and meet deadlines.