Cheap flights from Jamaica to Massachusetts from $202

In general, January is the cheapest month to fly from Jamaica to Massachusetts. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $336. If you aren’t able to travel to Massachusetts during the month of January, then flying in December is also cheap. Prices for this month can be found on momondo for an average of $339.

According to our data, Friday is the cheapest day to fly to Massachusetts from Jamaica. The lowest ticket price found for a Friday departure recently was $358. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. On the other hand, Sunday is the most expensive day to depart from Jamaica because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $462.

Our data shows that the cheapest Jamaica to Massachusetts flights are usually those with departure times in the afternoon. Our users have found flights to Massachusetts in the afternoon for as low as $339. If you have a flexible travel schedule, then try to avoid flying at noon when prices are $406 on average. Flights to Massachusetts from Jamaica at noon are generally more expensive because this time of day is more convenient for travelers’ schedules.

Fly from Montego Bay Sangster Intl to Boston Logan Intl for the best Jamaica - Massachusetts flight prices

You are more likely to see cheaper flights to Massachusetts from Jamaica when booking weeks ahead of your departure date. In general, you can expect to find flights to Massachusetts for around $425 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Massachusetts from Jamaica for as low as $353 on momondo.

There are 2 cabin classes available to choose from on Jamaica to Massachusetts flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

United Airlines, American Airlines, and JetBlue are the most popular carriers operating from Jamaica to Massachusetts

JetBlue, American Airlines and Delta are the top three most popular airlines that fly to Massachusetts from Jamaica according to our data. JetBlue is the first choice among our users, with 48% of people opting to fly with this airline when traveling to Massachusetts. Keep in mind that there are 5 different airlines that fly to Massachusetts on a routine basis, so you have a few additional options to choose from.

As of March 2026, 1 flights take off from Jamaica and land in Massachusetts each day. The most common flight departure time for this route is 2:00PM, with 100% of daily flights taking off in the afternoon.

The number of flights available between Jamaica and Massachusetts is 8 per week as of March 2026. The most frequent departure day is Sat, with 63% of weekly flights leaving on this day.