Cheap flights from New York State to Grand Cayman from $110

The cheapest month to fly to Grand Cayman from State of New York is in January. Flight prices, which tend to average around $369, 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 State of New York, when ticket prices are also cheap, with an average price of $369.

The cheapest day to depart from State of New York to Grand Cayman is on a Wednesday when prices can be found for as low as $377. On the other hand, Tuesday is the most expensive day to depart from State of New York 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 State of New York to Grand Cayman during this time can be as low as $341. If you have a flexible travel schedule, then try to avoid flying in the morning when prices are $438 on average. Flights to Grand Cayman from State of New York 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 - Grand Cayman flight prices

You are more likely to see cheaper flights to Grand Cayman from State of New York when booking weeks ahead of your departure date. In general, you can expect to find flights to Grand Cayman for around $437 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Grand Cayman from State of New York for as low as $385 on momondo.

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

Air Canada, Cayman Airways, and Delta are the most popular carriers operating from New York to Grand Cayman

United Airlines, American Airlines and JetBlue are the top three most popular airlines that fly to Grand Cayman from State of New York according to our data. United Airlines is the first choice among our users, with 33% of people opting to fly with this airline when traveling to Grand Cayman. Keep in mind that there are 5 different airlines that fly to Grand Cayman on a routine basis, so you have a few additional options to choose from.

As of April 2026, 2 flights take off from State of New York and land in Grand Cayman each day. The most common flight departure time for this route is 10:00AM, with 52% of daily flights taking off at noon.

18 flights are operational weekly from State of New York to Grand Cayman as of April 2026. The most popular departure day for this route is Wed, with 22% of flights per week taking off on this day.