Cheap flights from New York to Milan from C$ 399

In general, November is the cheapest month to fly from New York to Milan. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around C$ 722. If you aren’t able to travel during the month of November, then book flights to Milan from New York during January instead. Flights to Milan in January, while not as cheap as those in November, still average around C$ 748.

The cheapest day to depart from New York to Milan is on a Monday. Travellers who choose to depart for Milan on a Monday will often find tickets for as low as C$ 671. If your travel schedule is flexible, try to avoid departing on a Friday because tickets tend to average around C$ 1,457. These prices are subject to change though, so be sure to set up a Price Alert for flights to Milan.

In the afternoon is the cheapest time of day to fly from New York to Milan when you can find flight prices for as low as C$ 727. Flying to Milan in the afternoon is an ideal time because this is during off-peak travel hours. If you have a flexible travel schedule, then try to avoid flying in the evening when prices are C$ 1,292 on average. Flights to Milan from New York in the evening are generally more expensive because this time of day is more convenient for travellers’ schedules.

Fly from New York John F Kennedy Intl to Milan Malpensa for the best New York - Milan flight prices

You are more likely to see cheaper flights to Milan from New York when booking week ahead of your departure date. In general, you can expect to find flights to Milan for around C$ 995 when searching week out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Milan from New York for as low as C$ 923 on momondo.

There is only 1 cabin class available to choose from on New York 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 75% on your flight if you consider stops on a New York to Milan flight.

As of August 2026, prices for New York to Milan flights are approximately 40% cheaper when compared to flights at the same time last year.

Historically, on average around 21% of flights between New York and Milan have experienced a delay on any given week. The average delay length over the past 12 months has been 188 minutes.

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

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

According to our data, Neos Air has had the least delays on this route over the last 12 months, with about 19% of their flights experiencing any sort of delay.

Reykjavik (KEF) was the most common stop: 67% of momondo users choosing one-stop flights on this route connected there.

Flights via Reykjavik (KEF) offer the lowest average round-trip price of C$ 827.

Flights connecting via Reykjavik (KEF) have the shortest average one-way travel time: 12h 40m.

Reykjavik (KEF) has the shortest average layover time for this route: 1h 58m.

As of August 2026, 5 flights take off from New York and land in Milan each day. The most common flight departure time for this route is 5:00p.m., with 56% of daily flights taking off in the evening.

The number of flights available between New York and Milan is 41 per week as of August 2026. The most frequent departure day is Mon, with 17% of weekly flights leaving on this day.