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$50 Find cheap flights from Caribbean Islands to New York

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to New York departing on 5/22. 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.
1 adult
0 bags
Mon 6/3
Mon 6/10

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Good to know

Low season

February

High season

December

Cheapest flight

$50
Best time to beat the crowds with an average 0% drop in price.
Most popular time to fly and prices are also 8% lower on average.
Flight from San Juan Airport to Newark Liberty Airport

FAQs for booking flights from Caribbean Islands to New York

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

    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 Caribbean Islands to New York.

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

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

    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 to New York with an airline and back to Caribbean Islands with another airline.

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

    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 to New York from Caribbean Islands up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Prefer to fly non-stop from Caribbean Islands to New York?

Find which airlines fly direct from Caribbean Islands to New York, which days they fly and book direct flights.

Nonstop departures

Caribbean Islands to New York

Monday

ANA, ASKY, Aer Lingus, +93 more

ANA, ASKY, +94 more

Tuesday

ANA, Aer Lingus, Aerolineas Argentinas, +88 more

ANA, Aer Lingus, +89 more

Wednesday

ANA, ASKY, Aer Lingus, +91 more

ANA, ASKY, +92 more

Thursday

ANA, Aer Lingus, Aerolineas Argentinas, +89 more

ANA, Aer Lingus, +90 more

Friday

ANA, Aer Lingus, Aerolineas Argentinas, +89 more

ANA, Aer Lingus, +90 more

Saturday

ANA, ASKY, Aer Lingus, +93 more

ANA, ASKY, +94 more

Sunday

ANA, ASKY, Aer Lingus, +92 more

ANA, ASKY, +93 more

See more direct flights

Nonstop returns

New York to Caribbean Islands

Monday

ANA, ASKY, Aer Lingus, +93 more

ANA, ASKY, +94 more

Tuesday

ANA, Aer Lingus, Aerolineas Argentinas, +88 more

ANA, Aer Lingus, +89 more

Wednesday

ANA, ASKY, Aer Lingus, +91 more

ANA, ASKY, +92 more

Thursday

ANA, Aer Lingus, Aerolineas Argentinas, +89 more

ANA, Aer Lingus, +90 more

Friday

ANA, Aer Lingus, Aerolineas Argentinas, +89 more

ANA, Aer Lingus, +90 more

Saturday

ANA, ASKY, Aer Lingus, +93 more

ANA, ASKY, +94 more

Sunday

ANA, ASKY, Aer Lingus, +92 more

ANA, ASKY, +93 more

See more direct flights
See more direct flights

Top 5 airlines serving from Caribbean Islands to New York

 
Need help choosing which airline to fly with from Caribbean Islands to New York? 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 10848 reviews
7.4Food
8.6Crew
8.2Boarding
8.0Entertainment
7.9Comfort
Airline reviews

It was a crowded flight. They did the best they could.

6.0 GoodNetty, Apr 2024SYR - JFK
Read more about Delta reviews

It was a crowded flight. They did the best they could.

Super good crew... food was pretty awful- overall Delta is my favorite carrier- takes off on time, good boarding process etc.

Boarding was a little confusing as many folks were trying to get on through priority boarding instead of general. Everything else was excellent.

When checking our bags at the Virgin Atlantic counter, the employee told us that we should go to Delta because we needed to verify our passports and our names. Fortunately the employee organizing the line stopped us and asked why we didn't hand over our suitcases. He sent us to another line and told the employee that we already have the passports verified in the reservation. She understood and received our suitcases. In London they have a general waiting room, where you stay until the gate number of your flight is announced. KAYAK informed us the gate number hours before the airlines did. Just like the flight to London, the legroom is too small. abusive for a flight of so many hours.

Boarding was great. The flight landed early. It took the crew over an hour and a half to bring out drinks. I paid to upgrade my seat to Comfort+ only to be near a crying/screaming baby who was seldom quiet. Noise-cancelling earbuds didn’t even help. Waste of money to upgrade.

Seats were broken in premium select and so was monitored on my seat and other people around me

Boarding was a sh!t show. JFK BOARDING was awful. The agent called three sections at a time Clogging the area then yelling at people to not block the walk way. How are you going to call delta one , premium select and comfort plus at once and the yell at highest paying passengers. Need to do a lot better and the flight attendants in the galley need to understand that their voices travel. They were talking about others and everyone in the cabin heard them

The main person that was coordinating everything was a short white/light skin Spanish man and he was very rude. It honestly made me feel like it was everyone’s First day at work. His announcements were very not reasonable and they did not make sense. The stewardess on the flight that made the announcements she didn’t even know what she was talking about she sounded inebriated. There were no snacks or drinks on our flight there wasn’t even much turbulence. This flight was not enjoyable nor was it what a Delta flight should be and just this past week I flew with Delta 3 times.

Great flight crew, easy boarding, delicious snacks and spacious seats. Love flying delta - worth the price.

Horrible. First delta flight was delayed. I ran to my connecting flight and arrived to the gate 13 mins before departure. I told the gate agent “I’m here”, she told me flight was closed while giving my already confirmed seat to an stand by passenger. I said again “madam, I’m here with my confirmed seat” and she said “no you’re not here@ and gave two stand by people a boarding pass and let them board. I asked “madam, why do you do that?”, and she repeated “you’re not here”. That was very rude. I’m disappointed of delta. It used to have a good customer service. Things have changed, but not for good.

There was no music on the flights unless you came with your headset.

Their bar selection could be greatly improved; they only had one spirit option

Music would have been great and information about the flight. Meaning how high and the weather conditions.

It was good but the food was small for the duration of the flight.

I wrote to the entertainment and food OK because it was non-applicable All excellent

Checking in online still requires going on the physical check in line

I enjoyed the smooth flow and well coordinated boarding and the very courteous attitude from the cabin crew We look forward to flying with ya’ll again

Pleasant experience checking in. Seating is way too tight, especially for persons who are not petite. I thought the pilot was excellent in terms of his commentary and information. Wrong gate information on boarding passes. If I was not alert I could have lined up to board the wrong plane.

The crew was excellent, check in was easy ,the food wasn't good, movies should be recent and more selections

The captain was great he made jokes and make thebflight very comfortable. Alerted us about the islands we flew over and Yolandra and her team took great care of us, very personable.

Great. Loved that there was WiFi on flight to keep in touch and excellent service of beverages and snacks.

Flew business class. Everything was excellent. No issues at all. Not very many “good” movies to choose from. But lots of mediocre ones

great flight. Pilot was communicative, flight attendants were excellent. Really nice experience except my tv didn’t work.

The best experience that I have had traveling with JetBlue!

Overall, the flight was better than the flight I took to go to Florida, which had a bunch of problems. The crew is really nice and the plane was new so it had a small problem when we were on the runway, but the flight itself was great. They even made some time back up, which is always a good thing.

Crew was just ok. Flight was packed. On a 3/4 hour flight I would hope they would come around more than once to see if you needed anything further. Not very attentive.

After 14 hour delaybwith departure time changed 9 times then announcing the flight was canceled. Another later announcement said the cancelation was in error. Also after paying a higher fare to leave in the afternoon then departing at 4am was not right.

I cannot say this enough, I NEVER BOARDED OR HAVE HAD ANY TRAVEL IN THE PAST YEAR. However your app says ive been traveling a lot lately. GET REAL HUMANS TO GIVE CUSTOMER SUPPORT.

Everything was good except for deplaning in NY. Took way too long!!

Jet Blue keeps getting iit wrong. 4 hour mechanical delay followed by terrible boarding experience. This is my third horrific jet blue flight in 2024. I am going to try to avoid this loser in the sky

It was fine. Flight was on time and arrived at destination with 15 min to spare.

The flight was delayed due to weather issue…WiFi did not work and even though I wanted to pay for WiFi I couldn’t buy it. Overall very disappointing even though I paid and reserved Business class

United business class just sucks. There’s no reason to go business class with United. This time there were no screens. Boarding is ridiculous, always. The pull-out table was broken. The female crew members were very nice. The male crew member liked to listen to himself talk on the intercom. And gives his stupid comments on almost anything.

We waited to takeoff for about 1 hour delay for a 20 min flight.

Packed in like sardines, very uncomfortable. Sitting the aisle my shoulder was rammed into numerous times by rushing flight attendants. Also flight was very cold.

Your app is impossible to use. I couldn't load it. Then i couldn't open it. When i finally got both those things done -with much help -then i couldn't open the app to install a credit card. The upshot was 4 flights without access to food or drink. When i first tried to download united app some company called starlier opened instead and i would up signing up for some 49 dollar a month music service which i still have not been able to cancel.

I was happy to be seated with my teen daughter. On my arrival flight we were not together. Drink choices were great. Food was ok. Lots of entertainment options. Pilot communicated well and gave us a heads up about wind and turbulence. Made it less anxious.

Overall it was good. The flight was bumpy at times, but the pilot made us aware every time. As a result, no snacks/drinks were made available. Seats were tight but that’s okay as I had a window seat.

the head jack on my seat didn't work and the power outlet didn't work for my seat

The crew’s attitud was not good, only worried for pilot’s comfort, so I ask myself why do I pay so much for so less. The plane is old and broken. I will rey another airline

Comfort of seats, ease of boarding. Food selection could be better

I arrived to the airport 2 hours before my American Airlines flight was scheduled to take off. I have TSA pre-check. The airport was crazy packed when I arrived. After momentarily standing in the pre-check line, the TSA agent said that I am not pre-check. Of course I said that I am because I entered my KTN number on all my traveling sites and programs. I had to get out of line and go back to the AA counter to discover that American Airlines did not add my KTN to my boarding pass. I had to call TSA to find out my number, then have AA enter it onto my boarding pass. The emblem would not load onto my boarding pass. By this time, I decided to use my Clear in order to get through TSA but the line was ridiculous long. By the time I made through TSA, I missed my 11:08am flight and was re-booked for the 5:30pm. This is after the AA employee told me I should have gotten to the airport early. AA use to be a dependable airline not I use them only if I have too.

Horrible people at the gate, they force me to check in my carry on, even thought no one behind me has to do it. I had to get out of the airport in NY to get my bag and go thru security again on my way to Honk Kong. The worst part is the employee threatened me with loosing the flights if don’t comply.

Transfer from Terminal 1 to Terminal 3 by bus is chaotic, because as per information Free Shuttle Bus was supposed to take passengers from Domestic Terminal 1 to International Terminal 3, but the bus took us from Terminal 1 to terminal 2, then to Terminal 1 ,, 2 and finally to Terminal 3

The flight crew was really wonderful, incredibly helpful as well as patient. I was able to watch entertainment on my phone but didn't have access to my headphones and I didn't want to bother the flight attendants. The food wasn't an issue for me because I am a vegan and brought my own food on board. The flight left on time and arrived ahead of schedule. It was overall a good flight.

Cut off carry ons, had to check, got on and there was plenty of bin space. Disappointing.

One of the worst flights I have ever taken Delayed over an hour without communication from the crew; very scary Entertainment not working Crew NASTY cabin cold

May never fly American again Delay in take off WITHOUT EXPLANATION Cabin freezing Crew NASTY entertainment did not work entire flight

Crew was rude and the flight is not comfortable for long haul.

The flight was so short that the lack of leg room didn't bother me for long. The plane was smaller so only two seats per row and there were chargers. However, they didn't serve any snacks.

Book cheap flights from Caribbean Islands to New York

Recent round-trip flight deals

6/1Sat
1 stopSpirit Airlines
13h 03mSJU-EWR
6/4Tue
1 stopSpirit Airlines
11h 28mEWR-SJU
$117
5/31Fri
nonstopSpirit Airlines
4h 16mSJU-EWR
6/4Tue
1 stopSpirit Airlines
11h 28mEWR-SJU
$119
10/25Fri
nonstopDelta
4h 04mSJU-JFK
10/29Tue
nonstopDelta
3h 54mJFK-SJU
$165
9/26Thu
nonstopDelta
4h 04mSJU-JFK
9/30Mon
nonstopDelta
3h 54mJFK-SJU
$175
5/30Thu
nonstopJetBlue
4h 13mSJU-EWR
6/4Tue
nonstopJetBlue
4h 00mEWR-SJU
$228
5/19Sun
1 stopAmerican Airlines
16h 30mSJU-JFK
5/31Fri
1 stopAmerican Airlines
8h 15mJFK-SJU
$240
5/16Thu
1 stopAmerican Airlines
14h 26mSJU-JFK
5/20Mon
1 stopAmerican Airlines
12h 15mJFK-SJU
$252
5/15Wed
nonstopJetBlue
4h 13mSJU-EWR
5/19Sun
nonstopJetBlue
4h 00mEWR-SJU
$253
9/11Wed
nonstopUnited Airlines
4h 10mSJU-EWR
9/14Sat
nonstopUnited Airlines
4h 01mEWR-SJU
$265
9/7Sat
1 stopUnited Airlines
6h 48mSJU-EWR
9/16Mon
nonstopUnited Airlines
4h 03mEWR-SJU
$270

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Recent one-way flight deals

5/22Wed
1 stopSpirit Airlines
11h 53mSJU-EWR
$50
9/14Sat
nonstopFrontier
4h 00mSJU-JFK
$52
5/17Fri
nonstopJetBlue
4h 13mSJU-EWR
$127
5/9Thu
1 stopAmerican Airlines
6h 04mSJU-LGA
$127
5/9Thu
1 stopAmerican Airlines
7h 04mSJU-JFK
$128
5/30Thu
nonstopJetBlue
4h 13mSJU-EWR
$130
5/9Thu
1 stopDelta
8h 14mSJU-EWR
$133
5/17Fri
1 stopDelta
11h 24mSJU-EWR
$139
5/23Thu
nonstopUnited Airlines
4h 09mSJU-EWR
$149
5/10Fri
nonstopUnited Airlines
4h 03mSTI-EWR
$152

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Last minute flights from Caribbean Islands to New York

Last minute flight, train and bus deals

5/8Wed
multi-stopFrontier
10h 44mSJU-LGA
5/20Mon
multi-stopFrontier
8h 18mLGA-SJU
$167
5/8Wed
multi-stopSpirit Airlines
6h 55mSJU-EWR
5/14Tue
multi-stopSpirit Airlines
9h 41mEWR-SJU
$175
5/8Wed
multi-stopAmerican Airlines
7h 29mSJU-LGA
5/12Sun
multi-stopAmerican Airlines
14h 15mLGA-SJU
$253
5/8Wed
multi-stopAmerican Airlines
7h 26mSJU-JFK
5/10Fri
multi-stopAmerican Airlines
8h 45mJFK-SJU
$253
5/7Tue
nonstopJetBlue
4h 13mSJU-EWR
5/19Sun
nonstopJetBlue
4h 00mEWR-SJU
$258
5/7Tue
nonstopJetBlue
4h 13mSJU-EWR
5/18Sat
nonstopJetBlue
4h 00mEWR-SJU
$261
5/8Wed
nonstopDelta
4h 00mSJU-JFK
5/15Wed
nonstopDelta
4h 06mJFK-SJU
$268
5/8Wed
nonstopDelta
3h 49mSTI-JFK
5/15Wed
nonstopDelta
3h 56mJFK-STI
$298
5/8Wed
nonstopUnited Airlines
4h 03mSTI-EWR
5/20Mon
nonstopUnited Airlines
3h 46mEWR-STI
$308
5/4Sat
nonstopUnited Airlines
4h 09mSJU-EWR
5/12Sun
multi-stopUnited Airlines
8h 42mEWR-SJU
$338

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Flights to New York

Return flight deals:

New York - Caribbean Islands

Cabin classes:

$252
$260
$167
$35

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