
Homes for Rent in Little Italy Neighborhood of Chicago, IL with Swimming Pool (67 Rentals)


1111 W 14th Pl, Unit 321

1043 W Madison St, Unit 27R

1500 W Monroe St, Unit 1620

200 N Jefferson St, Unit 21A

1056 W Van Buren St, Unit 1217

40 S Halsted St, Unit 303
It's time to soak up some sun!
One of the easiest and more obvious ways of enjoying the summer sun is to lounge out by your community pool. Learn a Few Rules to Keep in Mind while at the pool.

1061 W Madison St

823 W Madison St, Unit Studio

770 W Gladys Ave, Unit 23E

18 N Ada St, Unit 808

177 N Ada St, Unit 1

850 W Jackson Blvd, Unit 13E

1380 W Randolph St, Unit 520

800 W Adams St, Unit 2303

177 N Ada St, Unit 1205

165 N Canal St, Unit 77G
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.

200 N Jefferson St, Unit 3711

1440 W Randolph St, Unit 524

773 W Adams St, Unit 02

933 W Van Buren St, Unit 902

737 W Washington Blvd, Unit 2707

123 S Green St, Unit 11E

29 N Morgan St, Unit 1613

1224 W Van Buren St, Unit 420

130 S Green St, Unit 7D

932 W Randolph St, Unit 54F

230 S Halsted St, Unit 906

1152 W Randolph St, Unit 1
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.

15 N Elizabeth St, Unit 0701

917 W Madison St, Unit S 2.4

901 W Madison St, Unit 620N

1400 W Randolph St, Unit 416

900 W Washington Blvd, Unit 508

779 W Adams St, Unit 3301

1043 W Van Buren St

559 S Damen Ave

1120 W Van Buren St

938 W Washington Blvd
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.

34 N Sangamon St

177 N Desplaines St

930 W Washington Blvd

52 N Sangamon St

754 W Adams St

1525 W Monroe St

1371 W Randolph St

1494 W Randolph St

1397 W Randolph St

808 S Green St
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

743 W Madison St
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 | $3,551 | $1,595 | $6,494 |
Little Italy 3 Bedroom Homes for Rent | $4,219 | $2,200 | $10,000+ |
Little Italy 4 Bedroom Homes for Rent | $3,223 | $2,700 | $3,995 |
Little Italy 5 Bedroom Homes for Rent | $3,400 | $3,400 | $3,400 |
Browse Homes for Rent in this Neighborhood
There are currently 67 rentals with your search options within a 1 mile radius of the Little Italy Neighborhood of Chicago, IL.
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Little Italy, Chicago, IL Local Guide
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Quick Rent Budget Calculator
How much rent can you afford?
The common "Rule of Thumb" is that rent should be no more than 30% of your income. How much is that? Enter your monthly income and click "Calculate My Budget" to find out.
Frequently Asked Questions about Little Italy
What type of rentals are currently available in Little Italy?
There are currently 519 Apartments for Rent in Little Italy, IL with pricing that ranges from $950 to $16,890. There are also 299 Single Family Homes for rent, Condos, and Townhome rentals currently available in Little Italy ranging from $1,300 to $10,615.
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 $10,615 with an average monthly rent of $3,191.
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 $10,615. 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.

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.

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.

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.

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.