Cheap flights from Boston to Jamaica from $108

The cheapest month to fly to Jamaica from Boston is in January. Flight prices, which tend to average around $447, are often lower during this time because this is during the off-season. If you aren’t able to travel to Jamaica during the month of January, then flying in September is also cheap. Prices for this month can be found on momondo for an average of $447.

The cheapest day to depart on your flight to Jamaica is on a Tuesday when prices can be found for as low as $456. This is often the case because there is less demand to fly during this day of the week. On the other hand, Friday is the most expensive day to depart from Boston because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $548.

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

You are more likely to see cheaper flights to Jamaica from Boston when booking weeks ahead of your departure date. In general, you can expect to find flights to Jamaica for around $501 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Jamaica from Boston for as low as $456 on momondo.

There are 2 cabin classes available to choose from on Boston to Jamaica 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 26% on your flight if you consider stops on a Boston to Jamaica flight.

Spirit Airlines, Frontier, and Air Canada are the most popular carriers operating from Boston Logan Intl to Jamaica

JetBlue, American Airlines and Delta are the top three most popular airlines that fly to Jamaica from Boston according to our data. JetBlue is the first choice among our users, with 50% of people opting to fly with this airline when traveling to Jamaica. Keep in mind that there are 8 different airlines that fly to Jamaica on a routine basis, so you have a few additional options to choose from.

1 flights are operational daily from Boston to Jamaica as of April 2026. The most popular departure time for this route is 9:00AM, with 100% of flights per day taking off at noon.

As of April 2026, 10 flights take off from Boston and land in Jamaica each week. The most common flight departure day for this route is Thu, with 30% of weekly flights taking off on this day.