Cheap flights from New York John F Kennedy Intl Airport to Grand Cayman from $94

The cheapest month to fly to Grand Cayman from New York John F Kennedy Intl Airport is in January. Flight prices, which tend to average around $350, are often lower during this time because this is during the off-season. If you don’t want to visit Grand Cayman in January, then you should wait until October to fly from New York John F Kennedy Intl Airport, when ticket prices are also cheap, with an average price of $355.

The cheapest day to depart from New York John F Kennedy Intl Airport to Grand Cayman is on a Wednesday when prices can be found for as low as $379. On the other hand, Tuesday is the most expensive day to depart from New York John F Kennedy Intl Airport because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $480.

Our most recent data shows that the best time of day to fly to Grand Cayman is in the afternoon. Flights from New York John F Kennedy Intl Airport to Grand Cayman during this time can be as low as $344. If you have a flexible travel schedule, then try to avoid flying in the morning when prices are $439 on average. Flights to Grand Cayman from New York John F Kennedy Intl Airport in the morning are generally more expensive because this time of day is more convenient for travelers’ schedules.

Fly from New York John F Kennedy Intl to George Town Owen Roberts Intl for the best New York John F Kennedy Intl - Grand Cayman flight prices

You are more likely to see cheaper flights to Grand Cayman 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 Grand Cayman for around $436 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Grand Cayman from New York John F Kennedy Intl Airport for as low as $357 on momondo.

There are 3 cabin classes available to choose from on New York John F Kennedy Intl to Grand Cayman flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Cayman Airways is the most popular carrier operating from New York John F Kennedy Intl to Grand Cayman

JetBlue, Cayman Airways and American Airlines are the top three most popular airlines that fly to Grand Cayman from New York John F Kennedy Intl Airport according to our data. JetBlue is the first choice among our users, with 41% of people opting to fly with this airline when traveling to Grand Cayman. Keep in mind that there are 4 different airlines that fly to Grand Cayman on a routine basis, so you have a few additional options to choose from.

The number of flights available between New York John F Kennedy Intl Airport and Grand Cayman is 1 per day as of February 2026. The most frequent departure time is 10:00AM, with 100% of daily flights leaving at noon.

As of February 2026, there are 10 flights per week flying from New York John F Kennedy Intl Airport to Grand Cayman. The most common day of the week flights depart is Mon, with 30% of flights taking off on this day.