Find cheap flights from New York State to Caribbean Islands - Compare and Save

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Useful Info

Good to know

Low season

September
Best time to beat the crowds with an average 2% drop in price.
Most popular time to fly with an average 11% increase in price.

Flights from New York to Caribbean Islands: the best tips from KAYAK users

Insights shared by verified travelers who flew the route from New York to Caribbean Islands 
NicoleFlew with Delta-Jun 2026
Terminal has great options for food. Lots of seating and charging stations. If checking luggage and already paid online just drop them at the curbside and continue to the check point.
Maria AlejandraFlew with Frontier-Aug 2024
Buy some food and beverage for that 4 hours trip. And download some movies in Netflix

FAQs for booking flights from New York State to Caribbean Islands

  • How does KAYAK find such low prices on flights from New York State to Caribbean Islands?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from New York State to Caribbean Islands.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from New York State to Caribbean Islands?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from New York State to Caribbean Islands is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from New York State to Caribbean Islands?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly from New York State to Caribbean Islands with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from New York State to Caribbean Islands?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying from New York State to Caribbean Islands up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • Which airlines fly most frequently to Caribbean Islands?

    New York State and Caribbean Islands are connected by different airlines. The airlines that fly that route the most regularly are JetBlue (196 flights per week), United Airlines (133 flights per week), and Qatar Airways (119 flights per week).

  • How many airports are there in Caribbean Islands?

    There are 21 airports in Caribbean Islands. The busiest airport is San Juan Airport (SJU), with 24% of all flights arriving there.

  • Which is the cheapest airport to fly into in Caribbean Islands?

    Prices will differ depending on the departure airport, but generally, the cheapest airport to fly to in Caribbean Islands is George Town Owen Roberts Intl Airport (GCM), with an average flight price of $199.

  • What is the cheapest day to fly to Caribbean Islands?

    Based on KAYAK data, the cheapest day to fly to Caribbean Islands is Monday where round-trip tickets can be as cheap as $346. On the other hand, the most expensive day to fly is Thursday, where round-trip prices are $388 on average.

  • What is the cheapest time of day to fly to Caribbean Islands?

    The cheapest time of day to fly to Caribbean Islands is generally in the afternoon, when round-trip flights cost $305 on average. Morning departures are around 4% more expensive than evening flights, on average. The most expensive time of day to fly to Caribbean Islands is generally in the morning, which is peak travel time and where the average cost of a ticket is $379.

  • What is the cheapest flight to Caribbean Islands?

    The cheapest ticket to Caribbean Islands from New York State found in the last 5 days was to San Juan Luis Munoz Marin Intl Airport, at $248 round-trip. The most popular route is Newark Airport (EWR) to Santo Domingo (SDQ) and the cheapest round-trip airline ticket found on this route in the last 5 days was $252.

  • What is the cheapest month to fly from New York State to Caribbean Islands?

    The cheapest month for flights from New York State to Caribbean Islands is January, when tickets cost $210 (return) on average. On the other hand, the most expensive months are July and December, when the average cost of round-trip tickets is $326 and $301 respectively.

  • How far in advance should I book a flight from New York State to Caribbean Islands?

    To get a below average price on the flight from New York State to Caribbean Islands, you should book around 2 weeks before departure, which saves you about 12% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 26 weeks before departure.

  • How many cities have direct flights to Caribbean Islands?

    From New York State, there are direct flights to Caribbean Islands from 3 cities. The city with the most direct flights is New York, with 748 direct flights each week.

  • How many direct flights to Caribbean Islands are there each day?

    There are around 108 direct flights from within New York State to Caribbean Islands every day. Most flights (66%) depart in the morning.

  • How many direct flights to Caribbean Islands are there each week?

    Each week there are around 754 direct flights from within New York State to Caribbean Islands. The most common day for departures is Saturday, with 18% of flights taking off on this day.

  • How long is the flight to Caribbean Islands?

    An average nonstop flight from New York State to Caribbean Islands takes 4h 41m, covering a distance of 1674 miles. The shortest route is New York LaGuardia Airport (LGA) to Nassau (NAS) with an average flight time of 3h 11m.

  • How many long-haul flights are there to Caribbean Islands each week?

    Each week, there are 510 medium-haul flights (3-6 hour flight duration) and 244 short-haul flights (up to 3 hour flight duration) to Caribbean Islands. There aren't any long-haul flights (6-12 hour flight duration).

  • What are the most popular destinations in Caribbean Islands?

    Based on KAYAK flight searches, the most popular destination is Punta Cana (21% of total searches to Caribbean Islands). The next most popular destinations are Santo Domingo (21%) and Santiago de los Caballeros (20%). Searches for flights to Montego Bay (13%), to Kingston (6%) and to Nassau (6%) are also popular.

More options for your flight to Caribbean Islands

Complete your trip to Caribbean Islands with a hotel stay or car rental