$91 Find Cheap Flights from White Plains to Caribbean

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 11/10. 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
1 adult, Economy, 0 bags

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Cheap Flights from White Plains to Caribbean

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Punta Cana
Punta Cana2 stops$302
Santo Domingo
Santo Domingo1 stop$351
Montego Bay
Montego Bay1 stop$361
Oranjestad
Oranjestad2 stops$327
Nassau
Nassau1 stop$289
Kingston
Kingston1 stop$401
Simpson Bay
Simpson Bay2 stops$322
Providenciales
Providenciales2 stops$353
Port of Spain
Port of Spain2 stops$1,736
George Town
George Town2 stops$309
Willemstad
Willemstad2 stops$575
St. John's
St. John's2 stops$349
Aguadilla
Aguadilla1 stop$260
Punta Cana
Punta Cana2 stops$302
Santo Domingo
Santo Domingo1 stop$351
Montego Bay
Montego Bay1 stop$361
Oranjestad
Oranjestad2 stops$327
Nassau
Nassau1 stop$289
Kingston
Kingston1 stop$401
Simpson Bay
Simpson Bay2 stops$322
Providenciales
Providenciales2 stops$353
Port of Spain
Port of Spain2 stops$1,736
George Town
George Town2 stops$309
Willemstad
Willemstad2 stops$575
St. John's
St. John's2 stops$349
Aguadilla
Aguadilla1 stop$260

Book Cheap White Plains to Caribbean Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from White Plains to Caribbean 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.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from White Plains to Caribbean

Wed, Nov 12 - Wed, Nov 19
JetBlue Logo
8:00 am - 12:51 pmHPN-SJU
3h 51mnonstop
JetBlue Logo
6:00 pm - 9:05 pmSJU-HPN
4h 05mnonstop
$200JetBlue
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Sun, Apr 19 - Fri, Apr 24
JetBlue Logo
8:00 am - 12:00 pmHPN-SJU
4h 00mnonstop
JetBlue Logo
4:00 pm - 7:55 pmSJU-HPN
3h 55mnonstop
$204JetBlue
Find Deal
Sun, Jan 25 - Wed, Jan 28
JetBlue Logo
8:45 am - 1:31 pmHPN-SJU
3h 46mnonstop
JetBlue Logo
2:15 pm - 11:00 pmSJU-HPN
9h 45m1 stop
$217JetBlue
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Wed, Jan 14 - Wed, Jan 21
American Airlines Logo
7:00 am - 5:01 pmHPN-SJU
9h 01m1 stop
American Airlines Logo
6:00 am - 5:00 pmSJU-HPN
12h 00m1 stop
$229American Airlines
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Sun, Nov 9 - Wed, Nov 12
JetBlue Logo
8:00 am - 12:51 pmHPN-SJU
3h 51mnonstop
JetBlue Logo
6:00 pm - 9:05 pmSJU-HPN
4h 05mnonstop
$236JetBlue
Find Deal
Mon, Nov 10 - Thu, Nov 13
American Airlines Logo
7:59 am - 8:48 pmHPN-SJU
11h 49m1 stop
American Airlines Logo
8:00 am - 10:47 pmSJU-HPN
15h 47m1 stop
$240American Airlines
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Tue, Feb 10 - Tue, Feb 17
Delta Logo
6:40 pm - 12:55 pmHPN-AUA
17h 15m1 stop
Delta Logo
4:25 pm - 9:50 amAUA-HPN
18h 25m1 stop
$340Delta
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Fri, Dec 5 - Sun, Dec 7
Multiple Airlines Logo
12:10 pm - 11:14 pmHPN-SJU
10h 04m1 stop
Multiple Airlines Logo
12:00 pm - 11:28 amSJU-HPN
24h 28m1 stop
$341Multiple Airlines
Find Deal
Tue, Feb 10 - Mon, Feb 16
Delta Logo
6:40 pm - 12:55 pmHPN-AUA
17h 15m1 stop
Delta Logo
4:25 pm - 4:35 pmAUA-HPN
25h 10m2 stops
$344Delta
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Fri, Mar 6 - Sat, Mar 14
WestJet Logo
12:59 pm - 1:31 pmHPN-PLS
24h 32m2 stops
WestJet Logo
2:30 pm - 4:35 pmPLS-HPN
26h 05m2 stops
$3,076WestJet
Find Deal
Booking Insights

KAYAK's insights & trends for White Plains to Caribbean flights

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

What is the cheapest White Plains to Caribbean flight route?

Data is based on round-trip flight searches on KAYAK over the past month.

The cheapest ticket to Caribbean from White Plains found in the last 72 hours was to San Juan, at $204 round-trip. The most popular route is from White Plains (HPN) 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 $204.

Can I save money by flying with a layover from White Plains to Caribbean?

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 $346, prices are generally cheapest when you fly direct.

What is the cheapest month to fly from White Plains to Caribbean?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from White Plains to Caribbean, 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 White Plains to Caribbean is October, when tickets cost $238 (return) on average. On the other hand, the most expensive months are August and December, when the average cost of round-trip tickets is $516 and $492 respectively.

What’s the cheapest day of the week to fly from White Plains to Caribbean?

The average price of all round-trip flights from White Plains to Caribbean clicked on KAYAK for each day over the last 12 months.

When flying from White Plains to Caribbean, you should consider leaving on a Tuesday and avoid Thursdays if you are looking for the best rates. For your return to White Plains, you’ll find the best rates on Thursdays and the most expensive ones on Sundays.

How far in advance should I book a flight from White Plains to Caribbean?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from White Plains to Caribbean, 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 White Plains to Caribbean, you should book around 2 weeks before departure, which saves you about 24% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 9 weeks before departure.

Good to know

Low seasonSeptember
Cheapest flight$91
Best time to beat the crowds with an average 17% drop in price.
Most popular time to fly with an average 1% increase in price.
Flight from White Plains to Nassau

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

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

    The cheapest time of day to fly to Caribbean is generally at night, when round-trip flights cost $171 on average. Morning departures are around 18% cheaper than evening flights, on average. The most expensive time of day to fly to Caribbean is generally in the afternoon, which is peak travel time and where the average cost of a ticket is $511.

Top tips for finding cheap flights to Caribbean

  • Looking for a cheap flight? 25% of our users found tickets from White Plains to the following destinations at these prices or less: San Juan $213 one-way - $236 round-trip

Reviews of the top 4 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.
7.9
DeltaOverall score based on 7996 reviews
7.3Food
7.9Comfort
7.9Entertainment
8.2Boarding
8.5Crew
Airline reviews

The aircraft interior is old and tired on this aircraft. The entertainment system never worked despite the crews attempt to reset the system.

6.0 GoodDavid, Oct 2025JFK - KEF
Read more Delta reviews

The aircraft interior is old and tired on this aircraft. The entertainment system never worked despite the crews attempt to reset the system.

The flight was great. The gate location was way to far away!!!

This route with Delta always has delays or is cancelled. Aircrafts seem smaller and older. I fly Delta quite a bit - haven’t had issues with the international flights. But this route has always been the troublesome one

Three seats in first class were broken and while they were able to still acommodate us it was looking very touch and go and they had others they could not acommodate

I believe that a four-hour trip should have a meal. Delta had none.

Was charged for my luggage despite having been on one ticket from an international flight. Too tired to argue after 15 hours on flight. Was charged for rechecking it at JFK airport. Not sure why those off Kenya Airways were required to do that.

My experience on any Delta flight is always overshadowed by the time Delta removed me from a flight for no apparent reason.

Flight was canceled, and no effort was made to help with rebooking, no hotel vouchers, no car transportation and minimal food voucher and most places for food were closed by the time the voucher was given. Waited for 3 hours for bags. Simply the worst travel experience I have ever had

At first, we were on the runway for about an hour, literally. The Captain did explain that the Control Tower just had a change shift (sounds like an unrealistic excuse) and then that we had to change a runway. A regular economy seat is made for 12 yo twiggy. I understand Delta wants to push for an upgrade, but after sitting in a Comfort seat and in First class. I would say First class is not worthy of my money. The landing was delayed because of the weather in NYC, I don't hold that against Delta, of course. The Captain did alert us to that upon takeoff in Vegas and again as we reached NY.

Not a "Delta" issue, but a JFK issue: We booked a connecting flight with 3 1/2 hours between to clearn immigration and customs. Our inbound flight (BCN to JFK) was on the taxiway 45 minutes which ate into our layover time. Immigtration was insanely quick with the CBP MPC app; however, clearing TSA (again, after we were ALREADY cleared in Spain on the inbound international flight) took over 95 minutes. This left us with 10 minutes before boarding the connecting flight (JFK to SAN) to walk to the far end of Terminal 4 and try to find food. We didn't find any food that could promise to serve us in under 10 minutes so we boarded the Delta flight after coming off a plance and an 8-hour flight knowing that we wouldn't be served any food on the next 5 1/2 hour flight. I feel like Delta needs to put pressure on the JFK TSA to open more screening stations (by our count, we saw only 5 scanners open and a line of - as we said - over 90 minutes. The insult is that we WERE ALREADY SCREENED through TSA, but as you come off one flight into the USA, you have to go through the whole process again. It seems like if you have a connecting flight, there should be a way to pass through immigration and customs without needing to return through TSA.

Disliked having to wait a little longer to disembark from the plan when we landed in London

Food should be better quality. Video screens have poor resolution and the library of movies is poor. The other airlines are much better.

They only offered water for Group 6. Awful announcements from the Crew. Couldn't understand a single word. Barely came by for the trash afterwards. Man, I love water for a premium flight. Wow. Water in a cup.

Great. Quick and quiet and east. The breakfast choices were a welcome surprise!

We arrived 4 hours early and still almost missed the flight because they weren’t able to access one of the boarding tickets. They then sent hour bags late and we were all of our without clothing and eventually had to take an expensive cab back and forth to the airport as they wouldn’t deliver the bag which arrived late at night that day and we would have to wait until noon the began day (messing up a second day of plans). Also, all the food has dairy or pork. No vegan or even vegetarian option in the flight—even for purchase.

The comfort of the seats was great, the crew eased my child’s anxieties and the fact that I had full cans of my beverage choice was great.

Pathetic check in experience at JFK. Everything is self check in. Not enough staff present to help with when the check in process or the kiosk gets stuck. Staff present not welcoming or pleasant at all. On the other hand the NY based flight crew was great. Courteous and friendly throughout the flight. Special meals leave a lot to be desired. Kids meals should be made available when kids are flying and same goes for special kids meals too.

Waited on the runway for takeoff for 2.5 hours. Air traffic rerouted us. The plane didn't have enough fuel, so had to go back to the gate. Had to wait for a new pilot. Should have landed at 5:22. Didn't land until 9:10. Trash flight.

There were five broken seats on the plane. The crew was very rude in telling people they had to get off the plane and get a flight the next day. No call for volunteers, but telling people they had to get off. One woman was flying with her elderly mother and daughter and was told she had to leave or all three had to leave. Fortunately, a volunteer offered to stay. The situation was handled poorly.

Delays on all NY flights. There was no communication on why but they didn’t say it was weather. Other carriers were not delayed.

Plane was in bad shape. TV’s and WiFi didn’t work. Plane need a refresh. Not enough room for bags.

Everything was great. I liked the text updates so that I never miss a gate change & I have all the latest info.

No internet on a flight over three hours in this age is criminal. Staff inattentive and dismissive

Worst flight experience ever flights canceled. JetBlue told us just did not even bother standing in line to come back in one and a half hours then without any information we had to go pick up all of our luggage and spend over $2000 in accommodation just to get home. JetBlue said that the next flight available for us to get home would be three days later. Absolutely absurd hasn’t offered to give us any compensation do not fly JetBlue horrible company. They said it was based on the weather and the weather is great in all locations that we would’ve been flying to total hoax. I think it’s a conspiracy theory.

flight was delayed for hours with no explanation. The plane was a very old aircraft.

Communication since no reason or explanation was given for 3 hrs delay

The flight departed more than 1 hour late. Leg room is bigger than most airlines

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.

Terrible. The canceled my entire flight when I requested a refund for a trip frontier canceled trip one way.

Boarding was on time and plane departed as scheduled. There are obviously no amenities (food, drink, entertainment) on Frontier, but there also didn't seem to be any issues with luggage space either.

Inbound plane was on time and flight departed on time with no issues while boarding.

I knew going into this that Frontier, being a low cost carrier, would be pretty bare bones and charge for most extras but this was made up for by the fact that the airplane was a reasonably new Airbus, every employee was great and best of all, Everett Washington is an amazing airport - thanks Frontier for flying there!!!

i was unable to check in the flight. refund requested

It was well done. It was my first time flying with them and I was nervous b/c I have heard of many cancelled and/or delray flights. Everything went smoothly.

Just know that everything, and I mean everything is “ala cart”. 60$ just to put something in the overhead bin. I will never fly Frontier again nor do I recommend them to anyone else.

The single worst check in experience I could imagine. I’ll never do any business with Frontier or any affiliated company

Too many extra fees, uncomfortable, little leg room. Will not recommend this airline.

Everyone seemed to be in zone 1 for boarding. Maybe break it up a little. Otherwise, smooth flight.

Everything you need to know for your flight to Caribbean

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