$126 Find Cheap Flights from New York State to Caribbean - Compare and Save

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Cheap Flights from New York to Caribbean

Cheapest round-trip prices found by our users on KAYAK in the last 5 days
Sort by: Cheapest
Simpson Bay, St. Maarten
4h 11mNonstop
from $249per person
San Juan, Puerto Rico
3h 51mNonstop
from $251per person
Willemstad, Curaçao
4h 44mNonstop
from $271per person
Punta Cana, Dominican Republic
3h 38mNonstop
from $279per person
Oranjestad, Aruba
4h 40mNonstop
from $291per person
Nassau, The Bahamas
3h 10mNonstop
from $326per person
Providenciales, Turks and Caicos Islands
3h 30mNonstop
from $333per person
Montego Bay, Jamaica
3h 50mNonstop
from $344per person
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Useful Info

Good to know

Low season

September

Cheapest flight

$126
Best time to beat the crowds with an average 4% drop in price.
Most popular time to fly with an average 11% increase in price.
Flight from New York John F Kennedy Airport to Santo Domingo

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

Insights shared by verified travelers who flew the route from New York to Caribbean 
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

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

    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.

  • 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?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from New York State to Caribbean 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?

    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 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?

    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 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?

    New York State and Caribbean are connected by different airlines. The airlines that fly that route the most regularly are JetBlue (209 flights per week), Qatar Airways (126 flights per week), and United Airlines (120 flights per week).

  • How many airports are there in Caribbean?

    There are 80 airports in Caribbean. The busiest airport is San Juan Airport (SJU), with 16% of all flights arriving there.

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

    Prices will differ depending on the departure airport, but generally, the cheapest airport to fly to in Caribbean is George Town Owen Roberts Intl Airport (GCM), with an average flight price of $216.

  • What is the cheapest day to fly to Caribbean?

    Based on KAYAK data, the cheapest day to fly to Caribbean is Monday where round-trip tickets can be as cheap as $341. On the other hand, the most expensive day to fly is Thursday, where round-trip prices are $380 on average.

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

    The cheapest time of day to fly to Caribbean is generally in the afternoon, when round-trip flights cost $299 on average. Morning departures are around 2% more expensive than evening flights, on average. The most expensive time of day to fly to Caribbean is generally in the morning, which is peak travel time and where the average cost of a ticket is $372.

  • What is the cheapest flight to Caribbean?

    The cheapest ticket to Caribbean from New York State found in the last 5 days was to San Juan Luis Munoz Marin Intl Airport, at $233 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 $253.

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

    The cheapest month for flights from New York State to Caribbean is January, when tickets cost $195 (return) on average. On the other hand, the most expensive months are July and August, when the average cost of round-trip tickets is $319 and $281 respectively.

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

    To get a below average price on the flight from New York State to Caribbean, 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?

    From New York State, there are direct flights to Caribbean from 3 cities. The city with the most direct flights is New York, with 784 direct flights each week.

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

    There are around 113 direct flights from within New York State to Caribbean every day. Most flights (68%) depart in the morning.

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

    Each week there are around 790 direct flights from within New York State to Caribbean. The most common day for departures is Saturday, with 18% of flights taking off on this day.

  • How long is the flight to Caribbean?

    An average nonstop flight from New York State to Caribbean takes 4h 44m, covering a distance of 1674 miles. The shortest route is Newark Airport (EWR) to Nassau (NAS) with an average flight time of 3h 12m.

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

    Each week, there are 563 medium-haul flights (3-6 hour flight duration) and 227 short-haul flights (up to 3 hour flight duration) to Caribbean. There aren't any long-haul flights (6-12 hour flight duration).

  • What are the most popular destinations in Caribbean?

    Based on KAYAK flight searches, the most popular destination is Punta Cana (22% of total searches to Caribbean). The next most popular destinations are Santo Domingo (21%) and Santiago de los Caballeros (20%). Searches for flights to Montego Bay (13%), to Nassau (6%) and to Kingston (6%) are also popular.

More options for your flight to Caribbean

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