Apartments for Rent in Chicago, IL with Parking (23,444 Rentals) Page 21 of 100

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2433 W Dakin St, Unit B
$1,450

Total Monthly Price

Base Rent$1,450
Total Monthly Price$1,450
1 Bedroom Apartment Available Now

2433 W Dakin St, Unit B

2433 W Dakin StChicago, IL 60618
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2921 W George St, Unit 1
$1,795

Total Monthly Price

Base Rent$1,795
Total Monthly Price$1,795
1 Bedroom Apartment Available Now

2921 W George St, Unit 1

2921 W George StChicago, IL 60618
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456 W Barry Ave
$2,095 - $3,495

Total Monthly Price

Base Rent$2,095 - $3,495
Total Monthly Price$2,095 - $3,495
1 to 2 Bedroom Apartment Available Oct 1

456 W Barry Ave

456 W Barry AveChicago, IL 60657
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3401 W Fullerton Ave, Unit 1
$2,095

Total Monthly Price

Base Rent$2,095
Total Monthly Price$2,095
1 Bedroom Apartment Available Oct 1

3401 W Fullerton Ave, Unit 1

3401 W Fullerton AveChicago, IL 60647
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822 N Winchester Ave, Unit 2R
$2,950

Total Monthly Price

Base Rent$2,950
Total Monthly Price$2,950
2 Bedroom Apartment Available Sep 30

822 N Winchester Ave, Unit 2R

822 N Winchester AveChicago, IL 60622
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152 W Huron St
$2,125 - $2,325

Total Monthly Price

Base Rent$2,125 - $2,325
Total Monthly Price$2,125 - $2,325
Studio to 1 Bedroom Apartment Available Now

152 W Huron St

152 W Huron StChicago, IL 60654
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700 N La Salle Dr, Unit 1
$2,325

Total Monthly Price

Base Rent$2,325
Total Monthly Price$2,325
1 Bedroom Apartment Available Now

700 N La Salle Dr, Unit 1

700 N La Salle DrChicago, IL 60654
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1318 S Kolin Ave, Unit 2
$2,200

Total Monthly Price

Base Rent$2,200
Total Monthly Price$2,200
3 Bedroom Apartment Available Oct 1

1318 S Kolin Ave, Unit 2

1318 S Kolin AveChicago, IL 60623
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Showing Results 1001-1050, Page 21 of 100

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 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 $2,590.

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 $2,150 at 3939 N Janssen Ave, Unit # 0S1.

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 914 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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The Windy City Price Tag: Your Complete Guide to the Cost of Living in Chicago

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When choosing a place to live, there are many things you must consider. Your employer, your shopping preferences, and even schools are all important to think about. Yet cost of living is also important to know and plan for.

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Best Places to Live Near Chicago: 5 Cities That Keep the Windy City Accessible

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I’m Nicole, you’re ApartmentHomeLiving.com Local Expert for Chicago. There’s no denying I love the Windy City. Yet there’s also no denying that rental homes in Chicago can be pricy, small, and hard to find.

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Chicago Relocation 101: Mastering Utilities, Registration, and the CTA

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Moving to a new city is always an exciting time, especially one as vibrant and diverse as Chicago. With world-class museums, a breathtaking lakefront, and numerous employment opportunities, there’s much to love about this city.

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

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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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How Commercial-to-Residential Property Conversions Help the Housing Crisis

Written by: Robin Stewart

Many housing markets throughout America share a common complaint: a lack of affordable rental properties.

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Exploring Rental Options: Apartments, Townhomes, and Lofts - Oh My!

Written by: Robin Stewart

Where do you see yourself? When you think of home, sweet home, are you in a 3/2 apartment? Dreaming of a tall townhome? Maybe an industrial loft heavy on cool vibes is on your visioning board.

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Practical Tips for Renters: How to Identify a Great Rental and Avoid Red Flags

Written by: Robin Stewart

Renters want to find a great apartment, the right place for them, one that checks all the boxes of location, rental cost, amenities, safety, and more.

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First Apartment Regrets: Real Renters Share What They'd Do Differently

Written by: Robin Stewart

Hindsight is 20/20. Live and Learn. With age comes wisdom. We’re familiar with all those expressions, and all of them apply to lessons first-time renters learn.