Cheap flights from New York to the Cayman Islands from $108

If you aren’t able to travel to Cayman Islands during the month of January, then flying in October is also cheap. Prices for this month can be found on momondo for an average of $369.

Our data shows that Wednesday is the least expensive day to fly to Cayman Islands. Tickets to fly out on this day can be as low as $377. Be sure to avoid booking your departure on a Tuesday as prices are generally higher than usual. According to our data, the average ticket price to Cayman Islands on Tuesday is $480.

According to our data, the cheapest time of day to fly to Cayman Islands is in the afternoon. momondo users have found flights departing from New York to Cayman Islands in the afternoon for as low as $341. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. If you have a flexible travel schedule, then try to avoid flying in the morning when prices are $438 on average. Flights to Cayman Islands 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 - Cayman Islands flight prices

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

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

Cayman Airways, United Airlines, and American Airlines are the most popular carriers operating from New York to Cayman Islands

United Airlines, JetBlue and American Airlines are the top three most popular airlines that fly to Cayman Islands 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 Cayman Islands. Keep in mind that there are 5 different airlines that fly to Cayman Islands on a routine basis, so you have a few additional options to choose from.

As of April 2026, there are 2 flights per day flying from New York to Cayman Islands. The most common time of day flights depart is 10:00AM, with 52% of flights taking off at noon.

The number of flights available between New York and Cayman Islands is 20 per week as of April 2026. The most frequent departure day is Fri, with 20% of weekly flights leaving on this day.