
Little Italy Holidays
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Your Little Italy Holiday
A well-liked food-lovers neighbourhood, Little Italy tempts visitors with its cafes, markets and bars and pubs. Lock in a holiday package to Little Italy and look forward to experiencing all of those highlights and more. Kick off your trip to Little Italy by checking out nearby attractions such as University of Illinois Chicago, United Centre and Anna and Frederick Douglass Park. Expedia can help you turn your dream Little Italy holiday into reality, whatever your travel plans or budget.
Our guide on where to stay in Little Italy

Downtown Chicago
The heart of the Midwest’s glittering metropolis has many offerings, from shopping and dining to parks, museums and exciting contemporary public art.
Our pick of the best Little Italy Hotel Deals

Hilton Chicago/Magnificent Mile Suites
Heating was perfect. Nice easy check in and out
Reviewed on 12 Dec 2025

Silversmith Hotel Chicago Downtown
Clean room, attentive staff, great lounge!
Reviewed on 15 Dec 2025

Club Quarters Hotel Wacker at Michigan, Chicago
Very clean and the staff was wonderful!
Reviewed on 13 Dec 2025
Frequently asked questions
Discover the most popular places to visit in Little Italy

University of Illinois Chicago
Enjoy the student vibe at University of Illinois Chicago during your visit to Chicago. Stroll along the riverfront or experience the entertainment choices in this vibrant area.
Activities

Wendella's 90-min Chicago River Architecture Tour
















