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Find cheap flights from White Plains to Caribbean Islands from $67

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 Islands departing on 5/13. 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
Fri 5/24
Fri 5/31

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Best Caribbean Islands Flight Deals

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

Punta Cana
Punta Cana1 stop$381
Montego Bay
Montego Bay1 stop$336
Santo Domingo
Santo Domingo2 stops$392
Oranjestad
Oranjestad2 stops$331
Nassau
Nassau1 stop$290
Kingston
Kingston2 stops$452
Simpson Bay
Simpson Bay2 stops$354
Providenciales
Providenciales1 stop$321
Port of Spain
Port of Spain2 stops$609
George Town
George Town2 stops$341
Aguadilla
Aguadilla1 stop$296
Willemstad
Willemstad2 stops$415
St. John's
St. John's1 stop$470

Good to know

Low season

September

High season

February

Cheapest flight

$67
Best time to beat the crowds with an average 15% drop in price.
Most popular time to fly with an average 17% increase in price.
Flight from White Plains to Nassau

FAQs - booking Caribbean Islands flights

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

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Caribbean Islands 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 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 to Caribbean Islands 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 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 to Caribbean Islands 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 3 airlines serving from White Plains to Caribbean Islands

 
Need help choosing which airline to fly with from White Plains 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 11004 reviews
8.6crew
8.0entertainment
8.2boarding
7.5food
7.9comfort
Airline reviews

Seat back monitors and outlets were dead and not working.

8.0 ExcellentCarl, Apr 2024JFK - FLL
Read more about Delta reviews

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.

Everything went well with the flight. But one of the flight attendants had on inappropriate pants. She had on an old worn out pair of sweat pants. The back seam was unrivaled and should not have been worn for work. If I had not seen her in the airport with the standard type of luggage, I certainly would not have thought she was working for Delta. Not a good look at all for representation.

Great!! I haven’t had a bad experience with them.

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.

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.

It was right on time and crew were very courteous

Their computers were down upon arrival to the airport. They were unable to figure out how to board us. We were delayed over an hour and a half.

Our original flight was delayed and we almost missed our layover. Fortunately they delayed the second flight as well due to the number of people being on both flights so we got lucky. But it was due to mechanical issues which was frustrating.

Book cheap flights from White Plains to Caribbean Islands

Recent round-trip flight deals

9/20Fri
2 stopsAmerican Airlines
18h 51mHPN-SJU
9/27Fri
2 stopsAmerican Airlines
16h 51mSJU-HPN
$232
9/4Wed
1 stopJetBlue
10h 08mHPN-SJU
9/14Sat
1 stopJetBlue
7h 38mSJU-HPN
$283
9/14Sat
1 stopAmerican Airlines
6h 48mHPN-NAS
9/21Sat
1 stopAmerican Airlines
7h 42mNAS-HPN
$290
5/17Fri
1 stopAmerican Airlines
7h 25mHPN-NAS
5/18Sat
2 stopsAmerican Airlines
18h 51mNAS-HPN
$295
9/20Fri
2 stopsAmerican Airlines
18h 51mHPN-SJU
9/27Fri
1 stopAmerican Airlines
17h 16mSJU-HPN
$314
8/22Thu
1 stopJetBlue
10h 52mHPN-SJU
8/26Mon
1 stopJetBlue
9h 39mSJU-HPN
$318
6/4Tue
1 stopDelta
10h 09mHPN-NAS
6/11Tue
1 stopDelta
7h 01mNAS-HPN
$347
6/4Tue
1 stopDelta
5h 32mHPN-NAS
6/5Wed
2 stopsDelta
23h 00mNAS-HPN
$421
5/24Fri
2 stopsWestJet
25h 54mHPN-NAS
5/27Mon
2 stopsWestJet
32h 32mNAS-HPN
$2,861
5/23Thu
2 stopsWestJet
52h 34mHPN-NAS
5/28Tue
2 stopsWestJet
32h 32mNAS-HPN
$2,885

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Recent one-way flight deals

5/13Mon
1 stopAmerican Airlines
15h 01mHPN-NAS
$67
5/13Mon
2 stopsAmerican Airlines
27h 32mHPN-NAS
$122
4/30Tue
1 stopAmerican Airlines
7h 10mHPN-PUJ
$132
4/30Tue
2 stopsAmerican Airlines
8h 10mHPN-PUJ
$133
5/21Tue
1 stopJetBlue
6h 18mHPN-SDQ
$175
8/21Wed
1 stopDelta
6h 36mHPN-MBJ
$209
5/22Wed
1 stopJetBlue
6h 18mHPN-SDQ
$211
5/21Tue
3 stops
30h 36mHPN-SDQ
$213
5/13Mon
3 stops
23h 26mHPN-NAS
$289
6/23Sun
1 stopDelta
7h 49mHPN-STT
$314

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Last minute flights from White Plains to Caribbean Islands

Last minute flight, train and bus deals

4/26Fri
multi-stopAmerican Airlines
16h 02mHPN-SDQ
4/30Tue
multi-stopAmerican Airlines
16h 33mSDQ-HPN
$350
4/29Mon
multi-stopAmerican Airlines
8h 39mHPN-AUA
5/2Thu
multi-stopAmerican Airlines
8h 33mAUA-HPN
$375
4/29Mon
multi-stopAmerican Airlines
20h 15mHPN-AUA
5/2Thu
multi-stopAmerican Airlines
18h 59mAUA-HPN
$380
4/28Sun
multi-stopAmerican Airlines
11h 09mHPN-PUJ
5/2Thu
multi-stopAmerican Airlines
8h 58mPUJ-HPN
$381
4/25Thu
multi-stopDelta
7h 04mHPN-PUJ
5/2Thu
multi-stopDelta
8h 29mPUJ-HPN
$492
4/28Sun
multi-stop
22h 13mHPN-SJU
5/5Sun
multi-stop
13h 31mSJU-HPN
$492
4/28Sun
multi-stop
10h 25mHPN-SJU
5/5Sun
multi-stop
13h 31mSJU-HPN
$546
4/29Mon
multi-stopDelta
7h 15mHPN-SDQ
5/2Thu
multi-stopDelta
21h 10mSDQ-HPN
$615
4/26Fri
multi-stopJetBlue
10h 13mHPN-SJU
4/29Mon
multi-stopJetBlue
10h 54mSJU-HPN
$829
4/25Thu
multi-stopWestJet
32h 40mHPN-PUJ
5/4Sat
multi-stopWestJet
35h 29mPUJ-HPN
$1,476

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White Plains - Caribbean Islands Flights

Departure:

White Plains (HPN)United States

Return flight deals:

Caribbean Islands - White Plains

Cabin classes:

$536
$628
$360
$78