C$ 122 Find Cheap Flights from New York to Caribbean Islands

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from New York to Caribbean Islands departing on 7/6. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
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KAYAK searches hundreds of travel sites at once for deals on flights to Caribbean Islands

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from New York to Caribbean Islands, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from New York to Caribbean Islands, as well as popular online travel agencies
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Best Caribbean Islands Flight Deals from New York

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours

Punta Cana
Punta Cana1 stopC$ 441
Montego Bay
Montego BaydirectC$ 517
Kingston
KingstondirectC$ 559
Port of Spain
Port of SpaindirectC$ 546
Santo Domingo
Santo DomingodirectC$ 430
St. George's
St. George's1 stopC$ 578
Kingstown
KingstowndirectC$ 420

Cheap Flight Deals from New York to Caribbean Islands (JFK-zzEPX)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from New York to Caribbean Islands that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.

Recent round-trip flight deals from New York to Caribbean Islands

Recommended round-trip deals departing in the coming months from the most popular airlines that fly from New York to Caribbean Islands.
Discover the best prices for you by selecting your travel dates on KAYAK.
Choose your dates
JetBlue Logo
3:00 p.m. - 6:58 p.m.JFK-SJU
3h 58mdirect
JetBlue Logo
3:33 a.m. - 7:30 a.m.SJU-JFK
3h 57mdirect
C$ 265JetBlue
Find Deal
Tue, 27 May - Tue, 27 May
JetBlue Logo
3:00 p.m. - 6:56 p.m.JFK-SJU
3h 56mdirect
JetBlue Logo
3:23 a.m. - 7:24 a.m.SJU-JFK
4h 01mdirect
C$ 270JetBlue
Find Deal
Mon, 9 Jun - Thu, 12 Jun
Frontier Logo
11:00 a.m. - 2:58 p.m.JFK-SJU
3h 58mdirect
Frontier Logo
6:00 a.m. - 10:07 a.m.SJU-JFK
4h 07mdirect
C$ 284Frontier
Find Deal
Fri, 20 Jun - Wed, 25 Jun
Frontier Logo
11:04 a.m. - 3:06 p.m.JFK-SJU
4h 02mdirect
Frontier Logo
6:00 a.m. - 10:03 a.m.SJU-JFK
4h 03mdirect
C$ 324Frontier
Find Deal
Tue, 29 Jul - Fri, 8 Aug
Delta Logo
8:05 a.m. - 7:48 p.m.JFK-SJU
11h 43m1 stop
Delta Logo
6:00 p.m. - 10:19 p.m.SJU-JFK
4h 19mdirect
C$ 347Delta
Find Deal
Sat, 10 May - Tue, 13 May
Delta Logo
7:15 p.m. - 11:19 p.m.JFK-SJU
4h 04mdirect
Delta Logo
5:30 p.m. - 12:52 a.m.SJU-JFK
7h 22m1 stop
C$ 362Delta
Find Deal
Fri, 10 Oct - Wed, 15 Oct
Copa Airlines Logo
2:17 a.m. - 1:10 p.m.JFK-SDQ
10h 53m1 stop
Copa Airlines Logo
11:52 a.m. - 3:56 a.m.SDQ-JFK
16h 04m1 stop
C$ 484Copa Airlines
Find Deal
Wed, 4 Jun - Sun, 8 Jun
American Airlines Logo
2:30 p.m. - 9:36 p.m.JFK-NAS
7h 06m1 stop
American Airlines Logo
2:40 p.m. - 10:30 p.m.NAS-JFK
7h 50m1 stop
C$ 491American Airlines
Find Deal
Mon, 4 Aug - Mon, 11 Aug
Copa Airlines Logo
2:17 a.m. - 12:13 p.m.JFK-AUA
9h 56m1 stop
Copa Airlines Logo
1:18 p.m. - 3:56 a.m.AUA-JFK
14h 38m1 stop
C$ 503Copa Airlines
Find Deal
Sat, 31 May - Sun, 8 Jun
American Airlines Logo
6:30 a.m. - 1:25 p.m.JFK-NAS
6h 55m2 stops
American Airlines Logo
11:12 a.m. - 5:30 p.m.NAS-JFK
6h 18m1 stop
C$ 538American Airlines
Find Deal
Tue, 5 Aug - Thu, 14 Aug

KAYAK's insights & trends for New York to Caribbean Islands flights

Get data-powered insights and trends into flights from New York to Caribbean Islands to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest New York John F Kennedy Intl Airport to Caribbean Islands flight route?

The cheapest price for flight routes found by users searching on KAYAK in the last 2 weeks for round-trip flights from New York John F Kennedy Intl Airport to Caribbean Islands.
The cheapest ticket to Caribbean Islands from New York John F Kennedy Intl Airport found in the last 72 hours was to San Juan, at C$ 172 round-trip. The most popular route is from New York John F Kennedy Intl Airport (JFK) to San Juan Luis Munoz Marin Intl Airport (SJU), and the cheapest round-trip airline ticket found on this route in the last 72 hours was C$ 172.

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

The average price for all round-trip flights from New York John F Kennedy Intl Airport to Caribbean Islands depending on the time of departure, clicked by users on KAYAK in the last 2 weeks.
The cheapest time of day to fly to Caribbean Islands is generally in the morning, when round-trip flights cost C$ 470 on average. The most expensive time of day to fly to Caribbean Islands is generally in the afternoon, which is peak travel time and where the average cost of a ticket is C$ 548.

Can I save money by flying with a layover from New York John F Kennedy Intl Airport to Caribbean Islands?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.
No, with an average price for the route of C$ 599, prices are generally cheapest when you fly direct.

What is the cheapest month to fly from New York John F Kennedy Intl Airport to Caribbean Islands?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from New York John F Kennedy Intl Airport to Caribbean Islands, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.
The cheapest month for flights from New York John F Kennedy Intl Airport to Caribbean Islands is September, when tickets cost C$ 506 (return) on average. On the other hand, the most expensive months are December and August, when the average cost of round-trip tickets is C$ 840 and C$ 830 respectively.

How far in advance should I book a flight from New York John F Kennedy Intl Airport to Caribbean Islands?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from New York John F Kennedy Intl Airport to Caribbean Islands, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.
To get a below-average price on the flight from New York John F Kennedy Intl Airport to Caribbean Islands, you should book around 5 weeks before departure. For the absolute cheapest price, our data suggests you should book 23 weeks before departure.

Good to know

Low season

September

High season

July

Cheapest flight

C$ 122
Best time to beat the crowds (17% less expensive on average)
Most popular time to fly (15% more expensive on average)
Flight from New York John F Kennedy Airport to San Juan

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

Insights shared by verified travellers who flew the route from New York to Caribbean Islands 
DonroyFlew with Caribbean AirlinesJFK-SVDDec 2024
I’ve always had good experiences with Caribbean Airlines. From the checking in to boarding, the staff is efficient and communicate clearly.
NicoleFlew with JetBlueJFK-SJUOct 2024
I like this airline because upon arrival in SJU it has it own terminal, which is very easy por picking up passangers.
Maria AlejandraFlew with FrontierJFK-SJUAug 2024
Buy some food and beverage for that 4 hours trip. And download some movies in Netflix
TamaraFlew with JetBlueJFK-NASMar 2024
Fly delta if you want a less rude experience.

FAQs - booking Caribbean Islands flights

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

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

  • What is the Hacker Fare option on flights from New York 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 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 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 to Caribbean Islands up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Top airlines flying from New York to Caribbean Islands

 
See real verified KAYAK customer reviews for airlines flying from New York to Caribbean Islands. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from New York to Caribbean Islands? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
DeltaOverall score based on 7920 reviews
8.5Crew
7.9Entertainment
7.9Comfort
7.3Food
8.2Boarding
Airline reviews

After a 5 hour delay waiting at the gate (3 delays adding up) with no clear reason provided, we finally boarded flew 3/4 of the way to Toronto then were turned back to New York. As we neared New York, the pilot declared that it was his fault, something to do with timing and him not being allowed into the country???? How could the airline let his happen? They had hours to prepare and make sure they had a crew available for the flight! We ended up in Toronto a day late with no sleep.

2.0 MediocreCharles, Mar 2025LGA - YYZ
Read more Delta reviews

After a 5 hour delay waiting at the gate (3 delays adding up) with no clear reason provided, we finally boarded flew 3/4 of the way to Toronto then were turned back to New York. As we neared New York, the pilot declared that it was his fault, something to do with timing and him not being allowed into the country???? How could the airline let his happen? They had hours to prepare and make sure they had a crew available for the flight! We ended up in Toronto a day late with no sleep.

Terrible and im avoiding them in the future. My initial flight was delayed causing me to rebook my flight and when speaking with the representative to rebook I explained this is the second time my flights were delayed and they did nothing to help me. I wasn't booked to comfort plus or given a voucher or anything. I was almost late for my meeting that I needed to attend on Monday because of the games delta played delaying my flights even more and putting me in the very back of the plane next to an extremely intoxicated passenger

Although the flight left late, we arrived early. It was one of the quickest boarding and off boarding experiences I’ve had. It was kind of annoying the only drinks they had were water, coffee, and tea. The flight was very smooth, temperature was just right, and flight attendants were friendly.

Seats were really tight and the seat belts did not give enough slack.

The dear was very limited in space. I could put my water bottle in seat basket. Also, there was no inflight entertainment in the delta app?

We were forced to wait nearly 50 additional minutes before leaving the terminal.

Customer service at the gate in the flight was exceptional. On time. Aircraft and seat was decent. Thanks Delta. 💗

The WiFi has been awful on my last few Delta Air Lines flights.

Only one side of the heafphone jack work. Crew was friendly and helpful.

Typical flying experience in the US. Nothing particularly good or bad.

Excellent. Although they used to greet me as a mosaic member and provide a free drink, early boarding helps me to keep coming back to JetBlue.

No music app working: no economy meal on five hour flight; hour on tarmac at the end waiting for a gate. Flight itself was smooth and easy.

Communication with the customer and stay is important. Staff off with a minor inconvenience but it worked out of course. Also this was a very old Mint Class plane. They snuck this one in on us. The updated aircraft are much better.

The flight itself was fine, but the boarding process was extremely frustrating. There is no one scanning boarding passes - passengers just scan themselves and enter the jetway. By the time my husband and I got on the plane and were halfway to our seats they determined there were too many bags on the plane and everything at that point needed to be checked. This created a lot of unnecessary chaos. They should have alerted people before getting on the plane that they would need to start checking bags instead of waiting until people were already on the plane.

In flight on demand didn't work at our seats. Only a single beverage/snack run.

Traveling with JetBlue from NYC was convenient as accessing JFK airport was straightforward via the LIRR to the AirTrain. Maneuvering through the terminal was hassle-free, which was a pleasant start to the journey. However, the flight experience itself left much to be desired. The seating arrangement was notably uncomfortable; despite securing a window seat, space felt cramped. This was exacerbated by the middle seat passenger encroaching on my area, which made the flight less enjoyable. Additionally, while the in-flight entertainment system initially seemed like a reprieve, the sound outlet on my seat was inoperable. This issue turned what could have been a manageable three-hour flight into a rather tedious ordeal, as I was unable to use the entertainment system effectively. While JetBlue provided a smooth process in terms of airport logistics, the on-board experience highlighted areas in need of improvement, particularly in terms of comfort and entertainment system maintenance.

The flight crew that we had in our section may have been tired or something. I asked the flight attendant about my son’s screen not working and she spoke down to me like I was stupid. He still had no working screen throughout his flight. The other members had no personality and seemed like they were annoyed when you asked them for something. Definitely took a hit for simple things on my JB experience.

Over 2 hour delay for a 50-minute flight is unacceptable, especially in normal weather. Very poor communication via app

Kayak sent over to jet blue my account being Mike Callaghan instead of Michael. I have a jet blue account with Michael that was connected

Som delays but overall we almost made it on the original time.

Everything you need to know for your flight to Caribbean Islands

Information on your arrival and departure airports

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