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Find cheap flights from White Plains to Caribbean from $125

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from White Plains to Caribbean departing on 8/13. 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
qua 6/12
qua 6/19

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Best Caribbean Flight Deals

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

Punta Cana
Punta Cana2 stops$334
Montego Bay
Montego Bay1 stop$422
Santo Domingo
Santo Domingo1 stop$408
Oranjestad
Oranjestad2 stops$311
Nassau
Nassau2 stops$295
Kingston
Kingston1 stop$434
Simpson Bay
Simpson Bay2 stops$436
Providenciales
Providenciales1 stop$356
Port of Spain
Port of Spain2 stops$543
George Town
George Town2 stops$351
Aguadilla
Aguadilla1 stop$416
Willemstad
Willemstad2 stops$456
St. John's
St. John's1 stop$387

Good to know

Low season

September

High season

February

Cheapest flight

$125
Best time to beat the crowds with an average 11% drop in price.
Most popular time to fly and prices are also 5% lower on average.
Flight from White Plains to Oranjestad

FAQs - booking Caribbean flights

  • How does KAYAK find such low prices on flights from White Plains 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 White Plains to Caribbean.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Caribbean from White Plains 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 White Plains 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 to Caribbean with an airline and back to White Plains with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from White Plains 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 to Caribbean from White Plains up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Top tips for finding cheap flights to Caribbean

  • Morning departure is around 10% more expensive than an evening flight, on average*.
*Average of the lowest prices shown in KAYAK’s search results for departures within the next 30 days

Top 3 airlines serving from White Plains to Caribbean

 
Need help choosing which airline to fly with from White Plains to Caribbean? 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 10736 reviews
7.9Comfort
8.6Crew
8.0Entertainment
7.4Food
8.2Boarding
Airline reviews

The plane was FREEZING SEATS UNCOMFORTABLE Otherwise smooth Thank you

8.0 ExcellentBarbara, May 2024JFK - VCE
Read more about Delta reviews

The plane was FREEZING SEATS UNCOMFORTABLE Otherwise smooth Thank you

I'm a larger, athletic guy (6'2", 260lbs powerlifter) and I found the seats incredibly uncomfortable with minimal leg room, especially in a window seat. Now, I full understand that being smaller may change my view but even if I was 80lbs less, my legs would be the same size and I was sandwiched between my seat and the seat in front of me.

Seat back monitors and outlets were dead and not working.

The crew, food, and entertainment were all good. But my screen had some sort of bug where if I turned it off, it would turn back on after 2-5 minutes. At full brightness. It made it very hard to get any shut-eye on the overnight flight. Also, the older Boeing plane, while nicely cared for (and no doors fell off 😅👏) doesn't have the nice air quality of newer planes. So I felt a bit greasy by the time we landed in Sweden.

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

Service was good for such a short flight. Small plane but smooth flight.

The flight was delayed but we got to our final destination.

Uncomfortable seats on 14 hour flight. Mediocre food. On time and great crew.

The helpful attitude of the staff, and being a wheelchair passenger everyone was helpful and understanding. The trip was made comfortable by the upgraded seat which was given without my request, that was a great surprise. Thank you Delta.

We just spent $6000 on our first trip since pre COVID and we were stranded on the runway of our departing airport for 2 hours and 15 minutes while our layover was only an hour and a half. We were told by the pilot we were next for de-icing and then got bumped by 3 other planes. Pilot went on to say they only had one guy working the de-icing where they usually have at least 2. In Rochester. In the heart of winter. Someone missed a step and should be fired. I'm not done.

There were multiple delays but JetBlue tried to make the boarding and departure process as quick and efficient as possible. The crew was as detached from reality as could be, meaning: not very friendly and just doing things by the numbers.

Jetblue needs to improve on Onboarding as it seems to always be behind on departing. It never leaves on time. I would recommend to have an earlier Onboarding in order to leave on time and respect your customers time as well.

40 minute delay before take off after boarding flight. Bright lights throughout night flight due Issues with light panels. In flight Entertainment nonfunctional

I booked this flight using JetBlue points and I was just so happy. The plane was so clean, I had every need met. Thank you!!

Another horrible Jet Blue experience. This airline has suffered the biggest decline of all from best to worst. TVs didn’t work (again). internet was temperamental. Boarded late and couldn’t get organized to serve snacks.

I hate their constant delays! It’s as if I cannot confidently make plans for timing when I'm traveling with them. I slept through it, so all I can say is it was good.

The staff at JFK were rude and unhelpful. I was harassed for the same bag that I used on my flight to jfk with no issues claiming it was the inappropriate size. The women then allowed my travel companion to board with the same size bag because they thought she was more “humble”. Also on the flight when informing the flight attendant that nationals no longer have to fill out the Bahamas immigration form my statement was met with eye rolling and attitude.

One of the crew members, a male complained about my bag being too heavy, which I felt was really unnecessary. I am disabled and would have carried it myself if I thought it was going to be a problem. In addition the landing was rough because everyone gasped in unison which it touched down.

There was no wheelchair or wheelchair escort at the gate..unacceptable

Surly, unhelpful ground staff at JFK. There was a complete lack of empathy—a flawed check-in ordeal caused us to miss our flight. All airlines that I have ever flown would have worked to help me solve the ticket problem. Instead, frontline employees shrugged their shoulders and pointed fingers at us for having made an error. I will do anything to avoid EVER flying on Jet Blue again. It well deserves its low rank among airlines.

I was in business class. There was an excellent headset. But half an hour before arrival they collected them! The rest of the trip I had to use a cheap earphone. There must be a better way to protect the headphones.

WiFi connected but only let you go to the AA website, not even text messaging worked.

I think the seats on some of their planes are uncomfortable. You can be ok on a short flight of two hours but no more than that. The delays, and also the refreshments on the plane were not enough.

Awful customer service on the phone. No phone number on the website to call a real person. Website says changes are no charge but this is a lie. I had a cheaper ticket through Kayak therefore Finnair wouldn’t change it unless I would pay the entire fare again. I begged but their agents at the airport were rude and the online chat person cut off the call with no help. Super disappointed. Wont fly this airline again and will tell everyone I meet how bad it is. Crew on the flight was nice but otherwise huge disappointment.

The flight was excellent, provided that we had inclement weather. We departed earlier than scheduled and arrived early. There was a little turbulence, but nothing to be worried about.

It was less than what is expected for a business class ticket I thought that the staff actively ignored me because I either looked Indian or Hispanic to them and I guess I did not deserve their attention. The food which included a beef entree was not available so not enough food was ordered for number of seats available. I will say experience in Greenwich lounge was very good and the staff there at the airport were very nice. May be your crew needs to learn about racial equity so that everyone gets either the same aweful treatment or hopefully the best treatment which is what we expect I recommend you take a flight with Singapore airlines that I have taken and the crew remember your last names and use it to address each person, food never finishes if you are at the back of business class and crew anticipate your need even before you articulate. Same price and 100 times better service than American Airlines

pleased with overall experienced, but seats in coach are tight.

Don't often sit in 1st class. Our experience was great.

The 2 hour delay was frustrating but our crew did a great job getting us out quickly and keeping communication especially with the people who had connecting flights

The only problem experienced was a ground stop in Chicago due to weather. But the crew handled everything professionally. They prioritized rebooking those passengers who had connecting flights and then deplaning the other passengers. When the hold was lifted, they efficiently re-boarded all the passengers so that we could depart before our departure limit expired.

Book cheap flights from White Plains to Caribbean

Recent round-trip flight deals

9/5qui
2 stopsAmerican Airlines
8h 42mHPN-SJU
9/10ter
2 stopsAmerican Airlines
8h 33mSJU-HPN
$232
11/6qua
nonstopJetBlue
4h 00mHPN-SJU
11/12ter
nonstopJetBlue
3h 55mSJU-HPN
$263
9/5qui
2 stopsAmerican Airlines
12h 20mHPN-SJU
9/10ter
1 stopAmerican Airlines
17h 16mSJU-HPN
$273
9/5qui
2 stopsAmerican Airlines
12h 20mHPN-SJU
9/9seg
2 stopsAmerican Airlines
9h 13mSJU-HPN
$274
8/27ter
1 stopJetBlue
6h 13mHPN-SJU
8/28qua
1 stopJetBlue
9h 39mSJU-HPN
$283
10/23qua
1 stopJetBlue
9h 37mHPN-SJU
10/28seg
nonstopJetBlue
3h 55mSJU-HPN
$291
6/4ter
1 stopDelta
6h 53mHPN-NAS
6/5qua
1 stopDelta
15h 41mNAS-HPN
$347
8/17sáb
1 stopDelta
6h 07mHPN-NAS
8/20ter
1 stopDelta
9h 08mNAS-HPN
$400
6/11ter
2 stopsWestJet
20h 17mHPN-PUJ
6/18ter
2 stopsWestJet
21h 18mPUJ-HPN
$2,701
6/11ter
2 stopsWestJet
18h 00mHPN-MBJ
6/18ter
2 stopsWestJet
22h 18mMBJ-HPN
$2,771

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Recent one-way flight deals

8/13ter
2 stopsAmerican Airlines
20h 10mHPN-AUA
$125
10/28seg
nonstopJetBlue
3h 59mHPN-SJU
$132
8/12seg
2 stopsAmerican Airlines
20h 00mHPN-AUA
$145
8/14qua
2 stopsAmerican Airlines
18h 44mHPN-AUA
$147
5/26dom
1 stopAmerican Airlines
15h 31mHPN-PLS
$149
5/26dom
2 stopsAmerican Airlines
22h 01mHPN-PLS
$156
10/28seg
1 stopAmerican Airlines
11h 09mHPN-SJU
$157
5/31sex
1 stopJetBlue
6h 18mHPN-SDQ
$241
6/17seg
1 stopDelta
7h 55mHPN-SXM
$252
5/18sáb
1 stopDelta
8h 33mHPN-STT
$283

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Last minute flights from White Plains to Caribbean

Last minute flight, train and bus deals

5/18sáb
multi-stopAmerican Airlines
11h 05mHPN-SJU
5/21ter
multi-stopAmerican Airlines
15h 34mSJU-HPN
$498
5/18sáb
multi-stopAmerican Airlines
9h 20mHPN-PUJ
5/23qui
multi-stopAmerican Airlines
10h 47mPUJ-HPN
$510
5/14ter
multi-stopAmerican Airlines
12h 45mHPN-SJU
5/15qua
multi-stopAmerican Airlines
8h 12mSJU-HPN
$519
5/14ter
multi-stopAmerican Airlines
8h 46mHPN-SJU
5/15qua
multi-stopAmerican Airlines
8h 12mSJU-HPN
$520
5/14ter
multi-stopAmerican Airlines
11h 05mHPN-SJU
5/15qua
multi-stopAmerican Airlines
15h 34mSJU-HPN
$523
5/18sáb
multi-stopJetBlue
6h 58mHPN-PUJ
5/21ter
multi-stopJetBlue
11h 21mPUJ-HPN
$668
5/14ter
multi-stopJetBlue
13h 53mHPN-STI
5/18sáb
multi-stopJetBlue
11h 49mSTI-HPN
$787
5/18sáb
multi-stopDelta
9h 25mHPN-PUJ
5/23qui
multi-stopDelta
9h 16mPUJ-HPN
$826
5/16qui
multi-stop
30h 27mHPN-SDQ
5/26dom
multi-stop
20h 44mSDQ-HPN
$952
5/16qui
multi-stopDelta
6h 45mHPN-SDQ
5/26dom
multi-stopDelta
7h 52mSDQ-HPN
$991

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