Cheap Apartments for Rent in the Little Italy Neighborhood of Chicago, IL from $700 (40 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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Wondering how to determine your rental budget? This comprehensive guide covers everything from the 30% rule to hidden fees and effective budgeting strategies.

property at 1008 W 18th St

1008 W 18th St

ChicagoIL60608

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1809 S Carpenter St
Studio Apartments

1809 S Carpenter St

1809 S Carpenter StChicago, IL 60608
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1810 S Throop St
1 Bedroom Apartments

1810 S Throop St

1810 S Throop StChicago, IL 60608
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R+D659
Studio to 3 Bedroom Apartments

R+D659

645-659 W Randolph StChicago, IL 60661
Furnished
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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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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
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Lexington 90
1 to 2 Bedroom Apartments

Lexington 90

1409 W Lexington StChicago, IL 60607

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1507 W Taylor St
2 Bedroom Apartments

1507 W Taylor St

1507 W Taylor StChicago, IL 60607
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1449-1453 W Flournoy St
2 Bedroom Apartments

1449-1453 W Flournoy St

1449-1453 W Flournoy StChicago, IL 60607
Student Housing
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1429 W Lexington St
2 Bedroom Apartments

1429 W Lexington St

1429 W Lexington StChicago, IL 60607
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Harris Point Chicago
1 to 2 Bedroom Apartments

Harris Point Chicago

808 S Loomis StChicago, IL 60607
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1435 W Lexington St
2 Bedroom Apartments

1435 W Lexington St

1435 W Lexington StChicago, IL 60607
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1621 S Carpenter St
1 Bedroom Apartments

1621 S Carpenter St

1621 S Carpenter StChicago, IL 60608
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Harris Point Chicago
1 Bedroom Apartments

Harris Point Chicago

907 S Laflin StChicago, IL 60607
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  • Smoke Free
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Harris Point Chicago
2 Bedroom Apartments

Harris Point Chicago

909 S Laflin StChicago, IL 60607
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  • Smoke Free

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

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. Addams Coliving has the second lowest priced unit, which is a 4 Beds apartment currently listed from $1,255. Here are the most affordable Little Italy apartments for rent in Chicago, IL:

Apartment ListingModel NameBed/BathPriced From
Letterman ChicagoMac - 3x23BR,2BA$1,075
Addams ColivingUnit 2184BR,4BA$1,255
768 W. JacksonStudioStudio,1BA$1,395
Roosevelt SquareStudioStudio,1BA$1,450
Westhaven Park StationOne Bedroom1BR,1BA$1,570
Presidential TowersSTUDIO SIXStudio,1BA$1,595
The RosieB1Studio,1BA$1,775
Sage West LoopX12Studio,1BA$2,016
The LydianS01Studio,1BA$2,137

Best Value Apartments for Rent in Little Italy, IL

As of May 16, 2025 the best value apartment in the Little Italy area is the $2.17 price per square foot 238 S Ashland Ave Model at 238 S Ashland Ave, Unit TH2 in the in the Near West Side neighborhood starting from $3,900. The second greatest value Little Italy apartment is the 1600 S Blue Island Ave Model at 1600 S Blue Island Ave, Unit 501 starting at $4,495 with a $2.78 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.
238 S Ashland Ave, Unit TH2238 S Ashland Ave3BR,2BA$2.17
1600 S Blue Island Ave, Unit 5011600 S Blue Island Ave3BR,3BA$2.78
229 S Racine Ave, Unit 1229 S Racine Ave2BR,2BA$2.06
Luxe on Madison2C2BR,2BA$2.76
814 W 18th St, Unit 3M814 W 18th St2BR,1BA$2.15
1638 W 18th Pl, Unit 1R1638 W 18th Pl2BR,1.5BA$2.61
The OtisC221BR,1BA$2.97
Letterman ChicagoCole - 2x12BR,1BA$1.93
Harris Point Chicago846 S. Loomis St. Apt GF2BR,1BA$2.87
Westhaven Park StationOne Bedroom1BR,1BA$2.50

Quick Rent Budget Calculator

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Pet Friendly Lifestyle
Little Italy, Chicago, IL

Ranked #28

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 the Cheapest Studio apartment in Little Italy?

Currently the most affordable Cheap Studio Apartment in Little Italy is at 768 W. Jackson listed at $1,395.

How much is rent for a Cheap One Bedroom Little Italy Apartment?

The lowest price for a Cheap One Bedroom Little Italy Apartment is $1,570 at Westhaven Park Station.

What is the lowest price for a Cheap Two Bedroom Little Italy Apartment for rent?

Today's best deal for a Cheap Two Bedroom Apartment in Little Italy is starting from $2,080 at Westhaven Park Station.

What is the most affordable Little Italy Three Bedroom Apartment?

The best deal on a cheap Little Italy Three Bedroom Apartment rental is at Letterman Chicago and starts from $1,075.

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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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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