Leave a Message

Thank you for your message. We will be in touch with you shortly.

Little Italy

Little Italy boasts an old-school Chicago vibe that is both comforting and invigorating.

Welcome to Little Italy, Chicago

Where historical charm meets urban life, all within a walkable slice of the city.

Located within the bustling city of Chicago, Little Italy is a neighborhood that exudes a unique blend of historical richness and modern-day vibrancy. This area serves as a testament to the enduring spirit of its Italian heritage, all the while welcoming the academic energy brought forth by the University of Illinois at Chicago. Taylor Street, the neighborhood’s lifeline, buzzes with an eclectic mix of restaurants, cafes, and shops, offering residents and visitors alike a taste of community and culture that is hard to find elsewhere.

With its picturesque streets lined with 2 and 3-story multi-family homes, Little Italy boasts an old-school Chicago vibe that is both comforting and invigorating. The neighborhood's central location within the city means that it is not just a place to call home but a gateway to exploring the wider cityscape with ease. Whether you are drawn to its historical character, its walkable avenues, or the close-knit community atmosphere, Little Italy invites you to be a part of its continuing story.

What to Love

  • Historical Charm: A deep sense of history pervades the neighborhood, offering a glimpse into Chicago's past.
  • Walkability: Easily navigate through the neighborhood's streets to discover its hidden gems and vibrant main corridor, Taylor Street.
  • Community and Culture: The enduring Italian influence enriches the local culture, evident in its culinary scene and community events.
  • Central Location: Situated with convenient access to the broader city, making it an ideal base for urban explorers.

Local Lifestyle

Life in Little Italy is characterized by a warm blend of tradition and modernity. Residents enjoy the luxury of living in a neighborhood that not only respects its past but also embraces the future. The University of Illinois at Chicago brings youthful energy into the area, ensuring that the local lifestyle keeps pace with the times without losing its soul. Community events, like the Annual Fiesta Italiana Fest, bring neighbors together, fostering a sense of belonging. Whether it's enjoying a leisurely stroll in Sheridan or Arrigo Park, participating in local baseball leagues, or simply savoring a gelato on a sunny day, Little Italy offers a fulfilling and vibrant living experience.

Dining and Shopping

Dining in Little Italy is a delightful journey through Italy’s culinary gems, with a generous sprinkling of Chicago's flair. Tufano's Restaurant, a longstanding favorite, serves up heartwarming Italian classics that taste like they’re straight out of Nonna’s kitchen. For those hot summer days, Mario's Italian Ice offers a refreshing treat, its fame reaching far beyond the neighborhood borders. Conti Di Savoia and Tuscany Chicago are other culinary standouts, each providing unique interpretations of Italian cuisine that keep locals and visitors coming back for more. For casual Chicago-style fare, head to Carm’s, a local mainstay.

Shopping in Little Italy brings the pleasure of discovering unique items and supporting local businesses. From the inviting windows of small businesses to the neighborhood's hardware store, every shop has a story to tell. Taylor Street’s retail landscape is dotted with quaint boutiques, specialty stores, and cafes, making shopping a leisurely and enjoyable experience. Whether you’re searching for the perfect gift, the freshest ingredients for your next meal, or simply indulging in a little retail therapy, Little Italy's shopping scene is surprisingly eclectic and endlessly charming.

Things to Do and Entertainment

In addition to indulging in the finest Italian cuisine, Little Italy is a neighborhood full of activities and entertainment. The Annual Fiesta Italiana Fest transforms the streets into a vibrant showcase of Italian culture, food, and music, drawing crowds from across Chicago. It's an event that encapsulates the spirit of the community and offers a taste of Italy in the heart of the city.

For those who appreciate the outdoors and active lifestyle, Sheridan Park and Arrigo Park offer lush green spaces perfect for picnics, leisurely walks, or simply soaking in the sun. The Sheridan McGuane Baseball Little League is a community favorite, bringing together families and sports enthusiasts to enjoy America's pastime. Whether you're looking to immerse yourself in cultural festivities or enjoy the simple pleasures of park life, Little Italy is the place to be.


Education in Little Italy is served by a selection of schools that cater to varied learning needs and aspirations. Chicago World Language Academy, STEM Magnet Academy, and Galileo Scholastic Academy offer innovative programs that prepare students for a bright future. For those seeking a private education, St. Ignatius College Prep is renowned for its rigorous academic curriculum and holistic approach to student development. Each institution contributes to the vibrant educational landscape of Little Italy, ensuring that families have access to quality schooling right in their neighborhood.

Search Property Listings for Sale

More Real Estate Search Options

Search Properties by Type

Search Homes

Work With Us

At the The Armando Chacon Group, “Local expertise, boutique service, great results, every time” is more than a slogan, it is a commitment and a promise. It is what we strive to achieve with every client we serve. When working with us, you should expect the highest level of service.

Follow Us