Cheap flights from New York to the Cayman Islands from $99

If you aren’t able to travel to Cayman Islands during the month of November, then flying in December is also cheap. Prices for this month can be found on momondo for an average of $105.

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 $381. 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 $461.

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 $343. 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 $433 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 Newark 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 $438 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.

JetBlue, 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.

The number of flights available between New York and Cayman Islands is 2 per week as of May 2026. The most frequent departure day is Wed, with 50% of weekly flights leaving on this day.

Flight times vary depending on what airport in New York you fly out of and what airport in Cayman Islands you fly into. For example, flying from Newark to George Town takes 3h 51m on average. On the other hand, flying from New York to George Town takes 5h 17m on average. Keep in mind that it’s always quicker to opt for a non-stop flight, so be sure to check momondo if there are any available for your route.