$400/$500 flights from Boston to Italy.

Even Bostonians have to recognize the only place with better Italian food than the North End is Italy. Get some cannoli in Sicily, or have yourself an authentic wood-fired pizza somewhere in the Bay of Naples. When in Rome, have a scoop of pistachio gelato from Gelateria del Teatro, my all time favorite.

Tell me if you book any of these flights, or if you have any other travel-related questions 🙂 Also, for the absolute cheapest price (and to help support this website), book your flight through my DoHop search engine link.


Boston-Bologna: March 27-April 4 on TAP Portugal for $488. 


Boston-Milan: March 20-April 4 on TAP Portugal and Norwegian for $419.


Boston-Naples: March 20-30 on Iberia and British Airways for $494.

Piazza del Duomo, Pisa

Boston-Pisa: March 20-30 on Iberia and Ryanair for $466.

Cruise On The Tiber

Boston-Rome: March 19-28 on Alitalia for $498.

If you want to fly somewhere else besides Italy you can book a cheap connecting flight using one of these awesome flight search engines. It might help to check this handy infographic on budget airlines, since there are so many budget carriers in Europe. And if you want to travel somewhere else in Europe without flying or paying a lot of money to rent a car, this list of travel websites and apps will come in handy.

And if you haven’t subscribed yet for free flight updates and cheap travel tips for Europe, do so by clicking here

tags: cheap flights to italy, flight from boston to bologna, flight deal from boston to rome, flight from boston to milan, flight deal from boston to pisa, flight deal from boston to naples, flight hacking, cheap flights to europe

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