Cheap flights from Boston to Milan from $249

The month of January is, on average, the cheapest month to fly to Milan from Boston, with most prices found around $589. The month of February is another great option to travel to Milan, with average flight prices from Boston averaging around $603.

Our data shows that Tuesday is the least expensive day to fly to Milan. Tickets to fly out on this day can be as low as $885. The most expensive day to fly to Milan is Friday, with ticket prices averaging around $989.

In the evening is the cheapest time of day to fly from Boston to Milan when you can find flight prices for as low as $948. Flying to Milan in the evening is an ideal time because this is during off-peak travel hours. Flights to Milan are more costly in the afternoon, with an average ticket price of $948. Departure times in the afternoon fall within the peak daily travel times, which is why tickets can be more expensive.

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

You are more likely to see cheaper flights to Milan from Boston when booking weeks ahead of your departure date. In general, you can expect to find flights to Milan for around $763 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Milan from Boston for as low as $740 on momondo.

There are 3 cabin classes available to choose from on Boston to Milan flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

You could potentially save up to 15% on your flight if you consider stops on a Boston to Milan flight.

As of September 2026, prices for Boston to Milan flights are approximately 7% more expensive when compared to flights at the same time last year.

TAP AIR PORTUGAL, British Airways, and KLM are the most popular carriers operating from Boston Logan Intl to Milan

JetBlue, Delta and Condor are the top three most popular airlines that fly to Milan from Boston according to our data. JetBlue is the first choice among our users, with 38% of people opting to fly with this airline when traveling to Milan. Keep in mind that there are 16 different airlines that fly to Milan on a routine basis, so you have a few additional options to choose from.

Copenhagen (CPH) was the most common stop: 18% of momondo users choosing 1-stop flights on this route connected there.

Flights via Lisbon (LIS) offer the lowest average round-trip price of $395.

Flights connecting via Munich (MUC) have the shortest average one-way travel time: 9h 55m.

Rome (FCO) has the shortest average layover time for this route: 1h 30m.

2 flights are operational daily from Boston to Milan as of September 2026. The most popular departure time for this route is 7:00PM, with 100% of flights per day taking off in the evening.

18 flights are operational weekly from Boston to Milan as of September 2026. The most popular departure day for this route is Wed, with 22% of flights per week taking off on this day.