Luxury Homes for Rent in Little Italy Neighborhood of Chicago, IL (257 Rentals) Page 2 of 6

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The most luxurious Homes in the Little Italy area of Chicago with high-end amenities, features, and finishes.

property at 1001 W Madison St

$4,100

Total Monthly Price

Total Monthly Price

Base Rent
$4,100
Total Monthly Price
$4,100

2 Bedroom, 2 Bath Condo for Rent

Available Jun 19

1001 W Madison St, Unit 608, Unit 608

1001 W Madison St
ChicagoIL60607
property at 165 N Canal St

$4,200 - $4,250

Total Monthly Price

Total Monthly Price

Base Rent
$4,200 - $4,250
Total Monthly Price
$4,200 - $4,250

2 Bedroom, 2 Bath Condo for Rent

Available Jun 1

165 N Canal St

ChicagoIL60606
property at 842 W 15th Pl

$4,400

Total Monthly Price

Total Monthly Price

Base Rent
$4,400
Total Monthly Price
$4,400

3 Bedroom, 2 Bath Townhome for Rent

Available Now

842 W 15th Pl

ChicagoIL60608
property at 932 W Randolph St

$4,500

Total Monthly Price

Total Monthly Price

Base Rent
$4,500
Total Monthly Price
$4,500

2 Bedroom, 2 Bath Condo for Rent

Available Now

932 W Randolph St, Unit 54F, Unit 54F

932 W Randolph St
ChicagoIL60607
property at 1223 W Cottage Pl

$4,500

Total Monthly Price

Total Monthly Price

Base Rent
$4,500
Total Monthly Price
$4,500

3 Bedroom, 3 Bath Townhome for Rent

Available Now

1223 W Cottage Pl

ChicagoIL60607

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

Read Article
property at 949 W Madison St

$4,575

Total Monthly Price

Total Monthly Price

Base Rent
$4,575
Total Monthly Price
$4,575

2 Bedroom, 2 Bath Condo for Rent

Available Now

949 W Madison St, Unit 502, Unit 502

949 W Madison St
ChicagoIL60607
property at 400 S Green St

$4,995

Total Monthly Price

Total Monthly Price

Base Rent
$4,995
Total Monthly Price
$4,995

3 Bedroom, 3 Bath Condo for Rent

Available Now

400 S Green St, Unit 310, Unit 310

400 S Green St
ChicagoIL60607
property at 130 S Green St

$5,000

Total Monthly Price

Total Monthly Price

Base Rent
$5,000
Total Monthly Price
$5,000

2 Bedroom, 2 Bath Condo for Rent

Available Now

130 S Green St, Unit 7D, Unit 7D

130 S Green St
ChicagoIL60607
property at 1152 W Randolph St

$5,000

Total Monthly Price

Total Monthly Price

Base Rent
$5,000
Total Monthly Price
$5,000

2 Bedroom, 2 Bath Condo for Rent

Available Now

1152 W Randolph St, Unit 1, Unit 1

1152 W Randolph St
ChicagoIL60607
property at 29 N Morgan St

$5,000

Total Monthly Price

Total Monthly Price

Base Rent
$5,000
Total Monthly Price
$5,000

2 Bedroom, 2 Bath Condo for Rent

Available Now

29 N Morgan St, Unit 1613, Unit 1613

29 N Morgan St
ChicagoIL60607
Showing Results 51-100, Page 2 of 6

Frequently Asked Questions about Little Italy

What type of rentals are currently available in Little Italy?

There are currently 483 Apartments for Rent in Little Italy, IL with pricing that ranges from $1,160 to $23,656. There are also 319 Single Family Homes for rent, Condos, and Townhome rentals currently available in Little Italy ranging from $910 to $9,500.

What is the current price range for Rental Homes in Little Italy?

Today's rental pricing for Homes for Rent, Condos and Townhomes in Little Italy ranges from $910 to $9,500 with an average monthly rent of $3,162.

How much are larger Three and Four Bedroom Rentals in Little Italy?

For those who are looking for larger living arrangements, Three Bedroom Apartments in Little Italy range from $2,025 to $23,656, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,950 to $7,500. Four Bedroom Single-Family rentals are also available starting from $910 and Four Bedroom Apartments start at $1,160.

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

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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

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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

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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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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.

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18 Must-Ask Rental Tour Questions That Reveal the Truth about a Property

Written by: Lauren Harrington

Renting your next home can feel thrilling and overwhelming at the same time.