Apartments for Rent in Chicago, IL with Parking (23,444 Rentals) Page 22 of 100

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529 W Surf St
$1,995 - $2,695

Total Monthly Price

Base Rent$1,995 - $2,695
Total Monthly Price$1,995 - $2,695
Studio to 1 Bedroom Apartment Available Oct 1

529 W Surf St

529 W Surf StChicago, IL 60657
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1555 W Hollywood Ave
$1,695 - $2,695

Total Monthly Price

Base Rent$1,695 - $2,695
Total Monthly Price$1,695 - $2,695
Studio to 2 Bedroom Apartment Available Now

1555 W Hollywood Ave

1555 W Hollywood AveChicago, IL 60660
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5647 N Ashland Ave
$1,695 - $2,695

Total Monthly Price

Base Rent$1,695 - $2,695
Total Monthly Price$1,695 - $2,695
Studio to 2 Bedroom Apartment Available Now

5647 N Ashland Ave

5647 N Ashland AveChicago, IL 60660
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2323 N Kedzie Blvd, Unit 1
$2,495

Total Monthly Price

Base Rent$2,495
Total Monthly Price$2,495
2 Bedroom Apartment Available Now

2323 N Kedzie Blvd, Unit 1

2323 N Kedzie BlvdChicago, IL 60647
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102 W Chicago Ave
$1,967 - $2,231

Total Monthly Price

Base Rent$1,967 - $2,231
Total Monthly Price$1,967 - $2,231
Studio to 1 Bedroom Apartment Available Now

102 W Chicago Ave

102 W Chicago AveChicago, IL 60654
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613 W Melrose St, Unit A3
$2,775

Total Monthly Price

Base Rent$2,775
Total Monthly Price$2,775
2 Bedroom Apartment Available Now

613 W Melrose St, Unit A3

613 W Melrose StChicago, IL 60657
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940 W Carmen Ave, Unit 1
$1,775

Total Monthly Price

Base Rent$1,775
Total Monthly Price$1,775
1 Bedroom Apartment Available Now

940 W Carmen Ave, Unit 1

940 W Carmen AveChicago, IL 60640
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1466 W Rascher Ave, Unit 1
$2,450

Total Monthly Price

Base Rent$2,450
Total Monthly Price$2,450
2 Bedroom Apartment Available Now

1466 W Rascher Ave, Unit 1

1466 W Rascher AveChicago, IL 60640
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423 W Belden Ave
$1,725 - $2,295

Total Monthly Price

Base Rent$1,725 - $2,295
Total Monthly Price$1,725 - $2,295
Studio to 1 Bedroom Apartment Available Nov 1

423 W Belden Ave

423 W Belden AveChicago, IL 60614
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1350 N Dearborn St
$1,895 - $2,595

Total Monthly Price

Base Rent$1,895 - $2,595
Total Monthly Price$1,895 - $2,595
Studio to 1 Bedroom Apartment Available Now

1350 N Dearborn St

1350 N Dearborn StChicago, IL 60610
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537 W Arlington Pl
$1,595 - $2,295

Total Monthly Price

Base Rent$1,595 - $2,295
Total Monthly Price$1,595 - $2,295
Studio to 1 Bedroom Apartment Available Oct 1

537 W Arlington Pl

537 W Arlington PlChicago, IL 60614
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Showing Results 1051-1100, Page 22 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

Written by: Nicole Harms

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

Written by: Nicole Harms

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

Written by: Nicole Harms

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.