
Luxury Homes for Rent in the Little Italy Neighborhood of Chicago, IL (221 Rentals) Page 3 of 5
The most luxurious Homes in the Little Italy area of Chicago with high-end amenities, features, and finishes.


513 S Damen Ave, Unit 702

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1314 W Randolph St, Unit SI ID1029629P

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1249 W Madison St, Unit SI FL2-ID1322525P

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1243 W Madison St, Unit SI ID1322528P

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180 N Jefferson St, Unit SI FL23-ID1334

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1044 W Van Buren St, Unit SI ID1029648P

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808 W Van Buren St, Unit SI FL10-ID535

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812 W Adams St, Unit SI FL6-ID1255

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109 S Paulina St, Unit SI ID1244958P
Smart Renter's Guide: Calculating Affordable Rent & Housing Costs
Wondering how to determine your rental budget? This comprehensive guide covers everything from the 30% rule to hidden fees and effective budgeting strategies.

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33 S Ashland Ave, Unit SI ID1057424P

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1243 W Madison St, Unit SI ID1026688P

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2022 W Warren Blvd, Unit SI ID1026696P

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165 N Desplaines St, Unit SI FL5-ID1138

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150 N Ashland Ave, Unit SI FL5-ID1064

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150 N Ashland Ave, Unit SI FL7-ID1054

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939 W Washington Blvd, Unit SI FL6-ID213

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808 W Van Buren St, Unit SI FL10-ID534

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939 W Washington Blvd, Unit SI FL8-ID254

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939 W Washington Blvd, Unit SI FL10-ID275

1131 W Madison St, Unit 3R

1051 W Monroe St

737 W Madison St

1061 W Madison St, Unit 2R

200 N Elizabeth St

190 N Ada St

216 N Elizabeth St

605 W Lake St, Unit 1511

1101 W Lake St

1102 W Lake St

1103 W Lake St

902 W Washington Blvd

1056 W Washington Blvd

1615 S Newberry Ave

961 W Washington Blvd

1071 W Monroe St

760 W Adams St

1450 W Washington Blvd

1039 W Rundell Pl

1407 S Halsted St

215 N Elizabeth St

228 N Elizabeth St

123 S Green St, Unit 802B

1455 W Taylor St

172 N Ada St

1132 W Van Buren St

15 S Aberdeen St

1015 W Van Buren St

1037 W Polk St, Unit 1

23 N Racine Ave, Unit 406
Little Italy, Chicago, IL Local Guide

How much does it cost to rent a home in Little Italy?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Little Italy 2 Bedroom Homes for Rent | $3,832 | $2,000 | $5,795 |
| Little Italy 3 Bedroom Homes for Rent | $5,096 | $2,300 | $8,500 |
| Little Italy 4 Bedroom Homes for Rent | $3,383 | $2,600 | $4,100 |
| Little Italy 5 Bedroom Homes for Rent | $6,096 | $5,500 | $6,395 |
Browse Homes for Rent in this Neighborhood
There are currently 221 rentals with your search options within a 1 mile radius of the Little Italy Neighborhood of Chicago, IL.
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Frequently Asked Questions about Little Italy
What type of rentals are currently available in Little Italy?
There are currently 474 Apartments for Rent in Little Italy, IL with pricing that ranges from $1,080 to $31,869. There are also 303 Single Family Homes for rent, Condos, and Townhome rentals currently available in Little Italy ranging from $1,300 to $8,500.
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 $1,300 to $8,500 with an average monthly rent of $3,413.
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 $1,109 to $17,750, while Three Bedroom Homes, Condos, and Townhomes for rent range from $2,300 to $8,500. Four Bedroom Single-Family rentals are also available starting from $2,600 and Four Bedroom Apartments start at $1,080.
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

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.

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.

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.

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

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.

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.

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.

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.