Flights from your city to Italy in May
Where to fly from your city to Italy in May: saved round trips within May to Rome, Milan, Venice, Naples, Florence and Bologna and more. Pick a destination to see every date, or search your own dates in one tap.
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Dates: A May week, May 8 – May 15, 2027.
Choose your departure city
Each city page shows real round-trip fares from that city, with the cheapest one for each destination.
United States: Seattle · New York · San Francisco Bay Area · Los Angeles · Miami or Fort Lauderdale · Chicago · Denver · Minneapolis · Houston · Washington, DC · Dallas-Fort Worth · Atlanta · Orlando · Las Vegas · Charlotte · Phoenix · Boston · Detroit · Philadelphia · Salt Lake City · San Diego · Nashville · Tampa · Austin · Honolulu · Portland · Raleigh/Durham · Saint Louis · Sacramento · San Juan · New Orleans · Kansas City · Fort Myers · San Antonio · Indianapolis · Cleveland · Pittsburgh · Columbus · Cincinnati · West Palm Beach · Jacksonville · Maui · Hartford · Charleston · Milwaukee · Anchorage · Boise · Omaha · Albuquerque · Buffalo · Richmond · Norfolk
Where to go and why
- Rome: Rome's ancient sites, the Vatican and trattorias
- Milan: Milan's fashion, the Duomo and trains to the lakes
- Venice: Venice's canals and islands
- Naples: Naples, pizza and the gateway to Pompeii and the Amalfi Coast
- Florence: Florence's Duomo, Uffizi and the Tuscan hills
- Bologna: Bologna's food and a fast train to Florence and Venice
- Catania: Catania, Mount Etna and Sicily's east coast
- Palermo: Palermo's markets and Sicily's west
- Pisa: Pisa, the airport for Tuscany and the Cinque Terre
- Bari: Bari, the gateway to Puglia's coast and trulli