Cheap flights from Boston to Kingston from $177

In general, November is the cheapest month to fly from Boston to Kingston. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $532. If you aren’t able to travel during the month of November, then book flights to Kingston from Boston during October instead. Flights to Kingston in October, while not as cheap as those in November, still average around $545.

You are more likely to see cheaper flights to Kingston from Boston when booking weeks ahead of your departure date. In general, you can expect to find flights to Kingston for around $642 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Kingston from Boston for as low as $486 on momondo.

You could potentially save up to 22% on your flight if you consider stops on a Boston to Kingston flight.

As of September 2026, prices for Boston to Kingston flights are approximately 50% more expensive when compared to flights at the same time last year.

Air Canada and JetBlue are the most popular carriers operating from Boston Logan Intl to Kingston Norman Manley

JetBlue, American Airlines and Delta are the top three most popular airlines that fly to Kingston from Boston 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 Kingston. Keep in mind that there are 7 different airlines that fly to Kingston on a routine basis, so you have a few additional options to choose from.

Miami (MIA) was the most common stop: 50% of momondo users choosing 1-stop flights on this route connected there.

Flights via New York (JFK) offer the lowest average round-trip price of $496.

Flights connecting via Miami (MIA) have the shortest average one-way travel time: 6h 29m.

Miami (MIA) has the shortest average layover time for this route: 1h 32m.