Cheap flights from New York to Caribbean from $114

In general, October is the cheapest month to fly from New York to Caribbean. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $377. If you don’t want to visit Caribbean in October, then you should wait until September to fly from New York, when ticket prices are also cheap, with an average price of $382.

The cheapest day to depart from New York to Caribbean is on a Monday when prices can be found for as low as $299. If your travel schedule is flexible, try to avoid departing on a Thursday because tickets tend to average around $349. These prices are subject to change though, so be sure to set up a Price Alert for flights to Caribbean.

At noon is the cheapest time of day to fly from New York to Caribbean when you can find flight prices for as low as $290. Flying to Caribbean at noon is an ideal time because this is during off-peak travel hours. Flights in the afternoon are often more expensive with an average ticket price of $346.

Fly from Newark to Montego Bay Sangster Intl for the best New York - Caribbean flight prices

You are more likely to see cheaper flights to Caribbean from New York when booking weeks ahead of your departure date. In general, you can expect to find flights to Caribbean for around $313 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Caribbean from New York for as low as $271 on momondo.

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

JetBlue, United Airlines and Delta are the top three most popular airlines that fly to Caribbean from New York according to our data. JetBlue is the first choice among our users, with 52% of people opting to fly with this airline when traveling to Caribbean. Keep in mind that there are 13 different airlines that fly to Caribbean on a routine basis, so you have a few additional options to choose from.

As of May 2026, 83 flights take off from New York and land in Caribbean each day. The most common flight departure time for this route is 8:00AM, with 52% of daily flights taking off at noon.

The number of flights available between New York and Caribbean is 587 per week as of May 2026. The most frequent departure day is Thu, with 16% of weekly flights leaving on this day.