Cheap flights from New York to Grand Cayman from $93

The cheapest month to fly to Grand Cayman from New York is in January. Flight prices, which tend to average around $370, 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, when ticket prices are also cheap, with an average price of $373.

The cheapest day to depart from New York 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 because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $472.

Our most recent data shows that the best time of day to fly to Grand Cayman is in the afternoon. Flights from New York to Grand Cayman during this time can be as low as $342. If you have a flexible travel schedule, then try to avoid flying in the morning when prices are $436 on average. Flights to Grand Cayman from 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 New York when booking weeks ahead of your departure date. In general, you can expect to find flights to Grand Cayman for around $431 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 for as low as $377 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.

JetBlue, United Airlines, and Delta are the most popular carriers operating from New York to Grand Cayman

United Airlines, JetBlue and American Airlines are the top three most popular airlines that fly to Grand Cayman from New York according to our data. United Airlines is the first choice among our users, with 36% 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, 1 flights take off from New York and land in Grand Cayman each day. The most common flight departure time for this route is 8:00AM, with 71% of daily flights taking off at noon.

The number of flights available between New York and Grand Cayman is 13 per week as of April 2026. The most frequent departure day is Wed, with 38% of weekly flights leaving on this day.