Cheap Apartments for Rent in the Little Italy Neighborhood of Chicago, IL from $700 (29 Rentals)

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

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

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1809 S Carpenter St
Studio Apartments

1809 S Carpenter St

1809 S Carpenter StChicago, IL 60608
  • Utilities Included
  • Smoke Free

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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1810 S Throop St
1 Bedroom Apartments

1810 S Throop St

1810 S Throop StChicago, IL 60608
  • Utilities Included
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111 S Peoria St
Studio to 3 Bedroom Apartments

111 S Peoria St

111 S Peoria StChicago, IL 60607
Furnished
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R+D659
Studio to 3 Bedroom Apartments

R+D659

645-659 W Randolph StChicago, IL 60661
Furnished
  • Smoke Free
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1603 S Wood St
1 Bedroom Apartments

1603 S Wood St

1603 S Wood StChicago, IL 60608
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1413 W Taylor St
3 Bedroom Apartments

1413 W Taylor St

1413 W Taylor StChicago, IL 60607
  • Utilities Included
  • Smoke Free

Navigating the Rental Market: Tips for First-Time Renters

Entering the rental market? Learn these simple tips and strategies to avoid common pitfalls and make confident choices. Rent with peace of mind.

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Lexington 90
1 to 2 Bedroom Apartments

Lexington 90

1409 W Lexington StChicago, IL 60607

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. The Rosie has the second lowest priced unit, which is a Studio apartment currently listed from $1,147. Here are the most affordable Little Italy apartments for rent in Chicago, IL:

Apartment ListingModel NameBed/BathPriced From
Letterman ChicagoMac - 3x23BR,2BA$1,075
The RosieA2 - 60% AMI AROStudio,1BA$1,147
561 W 18th StGarden Apartment Util Included 1bd 1 bath1BR,1BA$1,150
768 W. JacksonStudioStudio,1BA$1,395
Roosevelt SquareStudioStudio,1BA$1,450
Westhaven Park StationOne Bedroom1BR,1BA$1,570
Presidential TowersSTUDIO NINEStudio,1BA$1,630
The DuncanM-A17 - 100% AMI AROStudio,1BA$1,725
Landmark West LoopNo. 5Studio,1BA$2,090
Scio at the Medical DistrictOne Bedroom B11BR,1BA$2,142

Best Value Apartments for Rent in Little Italy, IL

As of June 10, 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
1823 W 17th St, Unit 1F1823 W 17th St3BR,2BA$2.38
1823 W 17th St, Unit 1FR1823 W 17th St3BR,2BA$2.38
HIGHPOINT West Loop2 Bed 2 Bath2BR,2BA$2.25
1104 W Taylor St, Unit 2R1104 W Taylor St2BR,2BA$2.32
Letterman ChicagoBetty - 3x23BR,2BA$1.33

Quick Rent Budget Calculator

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Pet Friendly Lifestyle
Little Italy, Chicago, IL

Ranked #22

Among neighborhoods in Chicago, IL for Apartment listings with Pet Friendly Amenities

Pet Friendliness Lifestyle Score

4.0
Pet Friendly

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Lifestyle Ratings

ApartmentHomeLiving.com compiles millions of data points to bring you comprehensive Lifestyle Ratings of rentals and neighborhoods across the USA, and customized analysis for Central Chicago, IL. LifeStyle Ratings are a useful tool for comparing and sorting apartments and neighborhoods when choosing your rental home. This takes in many factors including filtering automatically for proximity to parks, luxury housing options, family-friendly amenities, raising pets, transit options, and other valuable search options. Use Lifestyle Search in the site filter options on this page - and find your Perfect place!

Getting Around the Little Italy Neighborhood in Chicago, IL

Walk Score®

92 / 100

Walker’s Paradise

Daily errands do not require a car

Bike Score®

93 / 100

Biker's Paradise

Daily errands can be accomplished on a bike

Transit Score®

70 / 100

Excellent Transit

Transit is convenient for most trips

Frequently Asked Questions about Cheap Little Italy Apartments

What is a cheap apartment in Little Italy?

A cheap apartment is any apartment up to the 30% percentile of cost for the area, which in Little Italy is under $2,142.

What is the price of a cheap apartment in Little Italy?

The cheapest apartment in Little Italy is 561 W 18th St which is listed at $1,150, while the average apartment in Little Italy costs $29,380.

What types of apartments are the cheapest in Little Italy?

Student, low-income, and by-the-bed apartments are typically the cheapest rentals in most cities, though they require qualifying criteria to rent. There are 28 regular apartments in Little Italy that we think qualify as ‘cheap apartments’ that do not have special requirements to apply to rent.

How do the prices of cheap apartments compare to the average apartment in Little Italy?

Cheap apartments in Little Italy have an average cost of $358 which is $29,022 cheaper than the average rent for all rentals in Little Italy.

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.