Cheap flights from New York John F Kennedy Intl Airport to Caribbean Islands from $101

The month of October is, on average, the cheapest month to fly to Caribbean Islands from New York John F Kennedy Intl Airport, with most prices found around $218. The month of September is another great option to travel to Caribbean Islands, with average flight prices from New York John F Kennedy Intl Airport averaging around $237.

The cheapest day to depart from New York John F Kennedy Intl Airport to Caribbean Islands is on a Monday. Travelers who choose to depart for Caribbean Islands on a Monday will often find tickets for as low as $279. If your travel schedule is flexible, try to avoid departing on a Thursday because tickets tend to average around $327. These prices are subject to change though, so be sure to set up a Price Alert for flights to Caribbean Islands.

According to our data, the cheapest time of day to fly to Caribbean Islands is at noon. momondo users have found flights departing from New York John F Kennedy Intl Airport to Caribbean Islands at noon for as low as $270. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. Try not to purchase tickets in the evening because they tend to be around $330. Of course, these prices can vary depending on the time of year and what airport you fly to.

Fly from New York John F Kennedy Intl to San Juan Luis Munoz Marin Intl for the best New York John F Kennedy Intl - Caribbean Islands flight prices

You are more likely to see cheaper flights to Caribbean Islands from New York John F Kennedy Intl Airport when booking weeks ahead of your departure date. In general, you can expect to find flights to Caribbean Islands for around $290 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Caribbean Islands from New York John F Kennedy Intl Airport for as low as $258 on momondo.

There are 4 cabin classes available to choose from on New York John F Kennedy Intl to Caribbean Islands flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Delta, Caribbean Airlines, and JetBlue are the most popular carriers operating from New York John F Kennedy Intl to Caribbean Islands

JetBlue, Delta and Frontier are the top three most popular airlines that fly to Caribbean Islands from New York John F Kennedy Intl Airport according to our data. JetBlue is the first choice among our users, with 60% of people opting to fly with this airline when traveling to Caribbean Islands. Keep in mind that there are 11 different airlines that fly to Caribbean Islands on a routine basis, so you have a few additional options to choose from.

As of March 2026, there are 94 flights per day flying from New York John F Kennedy Intl Airport to Caribbean Islands. The most common time of day flights depart is 8:00AM, with 38% of flights taking off in the evening.

663 flights are operational weekly from New York John F Kennedy Intl Airport to Caribbean Islands as of March 2026. The most popular departure day for this route is Sun, with 17% of flights per week taking off on this day.