Cheap Homes for Rent in Little Italy Neighborhood of Chicago, IL from $1,300 (51 Rentals)

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Search the lowest-cost Homes available for rent right now in the Little Italy area of Chicago.

The Art of the Rental Viewing: What to look for during a property tour

Touring a rental? This guide helps you know exactly what to look for, from safety features to hidden flaws, so you can confidently sign your lease or keep searching.

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property at 1316 W 18th St

1316 W 18th St

ChicagoIL60608

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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

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Little Italy, Chicago, IL Local Guide

Cheapest Available Little Italy Apartments for Rent

 

The cheapest available apartment rental in the Little Italy area of Chicago, IL is a 3 Beds unit found at Letterman Chicago priced from $1,075. 561 W 18th St has the second lowest priced unit, which is a 1 Bed apartment currently listed from $1,150. Here are the most affordable Little Italy apartments for rent in Chicago, IL:

Apartment ListingModel NameBed/BathPriced From
Letterman ChicagoMac - 3x23BR,2BA$1,075
561 W 18th StGarden Apartment Util Included 1bd 1 bath1BR,1BA$1,150
768 W. JacksonStudioStudio,1BA$1,415
Roosevelt SquareStudioStudio,1BA$1,450
Westhaven Park StationOne Bedroom1BR,1BA$1,570
Presidential TowersSTUDIO SIXStudio,1BA$1,630
Atrio ApartmentsS1 (11 & 13)Studio,1BA$2,130
Scio at the Medical DistrictOne Bedroom B11BR,1BA$2,142

Best Value Apartments for Rent in Little Italy, IL

As of June 03, 2025 the best value apartment in the Little Italy area is the $1.82 price per square foot 1335 W Taylor St Model at 1335 W Taylor St, Unit 2 in the in the University Village neighborhood starting from $3,995. The second greatest value Little Italy apartment is the 1335 W Taylor St Model at 1335 W Taylor St, Unit 2 starting at $3,995 with a $1.82 price per square foot in the University Village neighborhood. Here is today’s list of the best values for Little Italy apartments based on price per square foot:

Apartment ListingModel NameBed/BathPrice Per Sq.Ft.
1335 W Taylor St, Unit 21335 W Taylor St4BR,2BA$1.82
1335 W Taylor St, Unit 21335 W Taylor St4BR,2BA$1.82
238 S Ashland Ave, Unit TH2238 S Ashland Ave3BR,2BA$2.17
850 S Loomis St, Unit 3f850 S Loomis St4BR,2BA$2.35
229 S Racine Ave, Unit 1229 S Racine Ave2BR,2BA$2.06
HIGHPOINT West Loop2 Bed 2 Bath2BR,2BA$2.25
1104 W Taylor St, Unit 2R1104 W Taylor St2BR,2BA$2.32
929 S Aberdeen St, Unit 929 2nd Floor929 S Aberdeen St3BR,1BA$1.94
814 W 18th St, Unit 3M814 W 18th St2BR,1BA$2.15
Letterman ChicagoBetty - 3x23BR,2BA$1.26

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Frequently Asked Questions about Little Italy

What type of rentals are currently available in Little Italy?

There are currently 487 Apartments for Rent in Little Italy, IL with pricing that ranges from $800 to $30,220. There are also 386 Single Family Homes for rent, Condos, and Townhome rentals currently available in Little Italy ranging from $1,300 to $6,500.

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 $6,500 with an average monthly rent of $3,149.

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 $950 to $16,890, while Three Bedroom Homes, Condos, and Townhomes for rent range from $2,200 to $6,500. Four Bedroom Single-Family rentals are also available starting from $2,700 and Four Bedroom Apartments start at $1,025.

Expert Rental Resources

Helpful Apartment Articles, How-To's and Tips

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.

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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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The Art of the Rental Viewing: What to look for during a property tour

Written by: Marie Brown

You’ve scrolled through countless listings, walked through a blur of rentals, and finally found what feels like the one. The pictures? Fantastic. The neighborhood seems just right.

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Know Your Budget: Calculating What You Can Realistically Afford When Renting

Written by: Lauren Harrington

Renting an apartment or house isn’t just about looking through online ads, choosing a few apartments or homes you want to tour, filling out an application, and putting down a deposit. Those things are all necessary and important.

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The Freedom of Short-Term Leases: Exploring the Advantages for Renters

Written by: Bobbi Jackson

If you’re looking to relocate right now, a popular solution that may best fit your current rental needs is a short-term lease.