Cheap flights from Italy to Boston from $299

In general, December is the cheapest month to fly from Italy to Boston. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $86. If you aren’t able to travel during the month of December, then book flights to Boston from Italy during August instead. Flights to Boston in August, while not as cheap as those in December, still average around $162.

The cheapest day to depart from Italy to Boston is on a Wednesday when prices can be found for as low as $768. Be sure to avoid booking your departure on a Tuesday as prices are generally higher than usual. According to our data, the average ticket price to Boston on Tuesday is $930.

According to our data, the cheapest time of day to fly to Boston is in the morning. momondo users have found flights departing from Italy to Boston in the morning for as low as $835. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. At noon is when there is more demand to fly to Boston, so prices are often more expensive at around $987 per ticket.

Fly from Milan Malpensa to Boston Logan Intl for the best Italy - Boston Logan Intl flight prices

You are more likely to see cheaper flights to Boston from Italy when booking weeks ahead of your departure date. In general, you can expect to find flights to Boston for around $764 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Boston from Italy for as low as $628 on momondo.

LEVEL, Iberia, and JetBlue are the most popular carriers operating from Italy to Boston Logan Intl

ITA Airways, Lufthansa and Delta are the top three most popular airlines that fly to Boston from Italy according to our data. ITA Airways is the first choice among our users, with 51% of people opting to fly with this airline when traveling to Boston. Keep in mind that there are 9 different airlines that fly to Boston on a routine basis, so you have a few additional options to choose from.

Historically, on average around 26% of flights between Italy and Boston have experienced a delay on any given week. The average delay length over the past 12 months has been 167 minutes.

Generally, flights departing in the early afternoon tend to experience fewer delays. Flights in the morning have, in the past, seen delays more frequently in comparison.

Tuesday is statistically the day of the week which experiences the fewest number of delays on this flight route. Saturday has historically seen more delays on average compared to the rest of the week.

According to our data, Delta have had the least number of delays on this route over the last 12 months; with about 18% of their flights experiencing any sort of delay.

As of April 2026, 3 flights take off from Italy and land in Boston each day. The most common flight departure time for this route is 1:00PM, with 53% of daily flights taking off in the afternoon.

As of April 2026, 25 flights take off from Italy and land in Boston each week. The most common flight departure day for this route is Mon, with 24% of weekly flights taking off on this day.