$118 Find Cheap Flights from White Plains to Caribbean - Compare and Save

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Cheap Flights from White Plains to Caribbean

Cheapest round-trip prices found by our users on KAYAK in the last 5 days
Punta Cana
Punta Cana1 stop$400
Santo Domingo
Santo Domingo1 stop$456
Montego Bay
Montego Bay2 stops$440
Nassau
Nassau1 stop$326
Kingston
Kingston1 stop$472
Providenciales
Providenciales2 stops$450
George Town
George Town2 stops$445
Aguadilla
Aguadilla1 stop$545
St. John's
St. John's2 stops$501
Punta Cana
Punta Cana1 stop$400
Santo Domingo
Santo Domingo1 stop$456
Montego Bay
Montego Bay2 stops$440
Nassau
Nassau1 stop$326
Kingston
Kingston1 stop$472
Providenciales
Providenciales2 stops$450
George Town
George Town2 stops$445
Aguadilla
Aguadilla1 stop$545
St. John's
St. John's2 stops$501
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?

The cheapest ticket to Caribbean from White Plains found in the last 5 days was to San Juan, at $301 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 5 days was $301.

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

The cheapest time of day to fly to Caribbean is generally in the morning, when round-trip flights cost $439 on average. The most expensive time of day to fly to Caribbean is generally in the morning, which is peak travel time and where the average cost of a ticket is $439.

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

No, with an average price for the route of $403, prices are generally cheapest when you fly direct.

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

The cheapest month for flights from White Plains to Caribbean is October, when tickets cost $271 (return) on average. On the other hand, the most expensive months are March and December, when the average cost of round-trip tickets is $567 and $548 respectively.

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

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

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

To get a below average price on the flight from White Plains to Caribbean, you should book around 3 weeks before departure, which saves you about 19% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 26 weeks before departure.

Good to know

Low season

September

Cheapest flight

$118
Best time to beat the crowds but there is an average 37% increase in price.
Most popular time to fly and prices are also 14% lower on average.
Flight from White Plains to San Juan

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.

  • How many flights are there between White Plains and Caribbean per day?

    There is a maximum of 1 nonstop flight a day that takes off from White Plains and lands in Caribbean, with an average flight time of 3h 59m. The most common departure time is 7:00 am and most flights take off in the morning. Each week, there are 5 flights.

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 $232 one-way - $365 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.
7.8
DeltaOverall score based on 8537 reviews
7.8Comfort
8.1Boarding
8.5Crew
7.2Food
7.8Entertainment
Airline reviews

The actual flight was smooth and we arrived earlier than expected which was great. The flight attendants gave unclear instructions and were rude. They seemed overwhelmed or flustered for the flight. Inflight service was delayed and unsure why.

6.0 GoodCynthia, Aug 2026
Read more Delta reviews

The actual flight was smooth and we arrived earlier than expected which was great. The flight attendants gave unclear instructions and were rude. They seemed overwhelmed or flustered for the flight. Inflight service was delayed and unsure why.

There were weather issues in the area apparently; however, that was not obvious from what we saw outside of LaGuardia. We were delayed leaving (which I understand); however, once we were on the plane we didn't leave for a long time. It may have been two hours?? - all I know is that we sat there for a long time with no information as to why we were not taking off. Finally, after 45 minutes to an hour (maybe?), the pilot gave us an update that no planes were able to go in the our flight path direction (or something like that) due to weather. There was nothing additional added. What does this mean? Why is this? What are the options? When will you give us another update? There were no updates for maybe another 30-45 minutes. There was no explanation as to why we couldn't be rerouted to avoid the weather. We had no information at all. We just sat on the plane (for about 2 hours) with very limited information. All I would have wanted is an explanation as to what was going on. Tell me there is bad weather coming our way. Tell me they are working to reroute us around it (which is what they did). Tell me SOMETHING.

My 4pm flight did not leave until about 10pm. I did not enjoy this experience.

Had one of the worst travel experiences I've ever had. 1.5-hour delay turned into being held on the tarmac and our pilots timing out. Was supposed to take off at 4pm and didn't take off until 10:30pm.

Great people making you feel great and pointing you in the right direction always

Delta is a perfect partner, offering the gold standard across the board.

We were delayed 2 hours because of a broken seat. Other than that it was a very nice flight.

Delta was fine though my flight was delayed 4 hours into LGA and my return into ORD involved a taxi of 1+ hour to the gate

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

The boarding announcement was hard to understand and I almost missed getting on board because of the garbled announcement.

Aa cancelled my flight where I was in first class seat 4B. They auto rebooked me on another flight, did not give me a seat assignment until at the gate. Where I got seat 29f, for a 4 hr flight. No accommodation at all for my first class ticket. Left 3 hrs late as well.

It was delayed 5 hours due weather and your app should be rebuilt or disabled. I could not change my original flight on delta so I did it through the delta app. Then rebooked on American once delta cancelled all flights from LGA to PIT on 8/27. American Airlines was fine once the flight took off 5 hours later. I wish my company would find a better provider than kayak.

DCA-LAX No screen on a 5 hour flight (almost) no food for sale on a 5 hour flight (practically) no wifi coverage or speed on a 5 hour flight I should have gotten my money back, shame on American

I had ridiculously long body search because I have knee and hip replacements

A crew member's attitude towards a couple passengers who couldn't speak English was rude. Just because they didn't understand what the passenger said, they were not given any snack.

If the service crew didn't make difference between people and they change my seat without asking me if is okay or not with me

The entire process could’ve been better. Delayed multiple times and American lied and said it was due to Weather in New York, even though other flights were taking off the entire time (including other American Airlines flights)

There were alot of delays without any information. First, my original flight was overbooked so I volunteered to stay back. The layover was hell, I sat in the airport for 4 hours. I was highly disappointed because no one was around to provide answers.

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.

Free wifi kept dropping so no inflight entertainment. And only snack option was cookies.

The plane was filthy and worn - the seat pockets were stuffed with tattered food and torn pamphlets. The cleaning crew that came on as we were deboarding were grabbing handfulls of trash and perfunctorily wiping down tables with dishrags. It's been a while since I flew Jetblue and it used to be a great experience. After this flight I will avoid flying Jetblue again if there is any alternative.

JFK is the worst airport and JetBlue is the worst airline

Very poor help no one answering a question regarding seating. Very rude staff. They don’t care, as if it’s not part of their job. Flight was delayed for no good reason and no apologies given.

You did a great job rescheduling my cancelled flight. However, you made me pay for two seats for $118 even though the seats on the original flight were free. I think that was a very unfair thing to do.

TV was broken and could not shut it off. The flicking was bother me and gave me a headache. The WiFi wouldn’t work correctly, I was able to text but not search the web or surf social media. The plane itself had a lot of wear and tear it is due for an update.

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

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

The best flight I’ve had in a while. The plane was like 25% capacity, if that. Smoothest boarding and deplaning process I’ve ever experienced. Wish all flights were this smooth.

Run out of snack choices. Why are the seats not padded for your butt? Are we sitting on blocks of wood or metal for $250-300 a pop? This ain’t spirit. Let’s get it together people

No WiFi No TV Bag of chips I guess it could be worse.

Frontier is good until they cancel your flight. Way too many cancellations.

Flight was delayed but it was very smooth. Crew was very nice. Seats are uncomfortable but ok.

The crew acted like they had never done this and kept barking passive aggressive orders at people. + the security line + the delay + sitting on the tarmac for 2 hours + none of the apps or signage updating with correct times

The worst. They don’t follow procedure for boarding per group. Flight got delayed for no understandably reasons, they changed our destination from PR to Miami, left us inside a plane for more than 8 hours, then cancelled flight in Miami leaving us stranded. Poorly managed re-accommodation for a new flight and overnight stay so I have to spend in a new ticket and my own hotel room to been able to get to my office next day. Lost 2 days of work and as a doctor, patients loosing their appointments. to other flights and besides

I was 2 hr arrive in the airport and 45 min in the line . After take to my turn . The agent tell me I’m later . I can not board . So my vacation was going to the floor . Just for their bad customer service agent in the airline

Since they are a budget airline, I wasn’t expecting too much but they did some things well. They were on time, the plane was clean, boarding was fairly straightforward and the staff was cheerful and friendly. The only downside was comfort. The seats were fairly hard and after a 2 hour flight your rear end is not feeling so great. Maybe a little more cushion in the seats, Frontier!

The flight left over two hours late. They charged me $180 to bring a carry on. There was an error with the spelling of my name and Frontair agent lied that I would need to pay $200 for her to fix the spelling, and pressured me that if I don't do it quick I would lose the flight. I called back and another agent said it costs $75 to fix. All in all, this company is a complete scam.

I took my first and last flight with FRONTIER. The seats are not able to be reclined so it’s not a very comfortable experience when you take a flight of 3 hours or longer. You must pay for your luggage either carry on or check in, so taking all this in consideration at the end what you think you’re saving your paying in services that should be included. Not a beverage in sight. . You’re seriously better off getting on a proper airline such as Delta, AA, United, etc.

Crew was excellent. Plane was small cramped Airbus A320. Seats were narrow.

They never updated the boarding pass on their apps to show their delay

Everything you need to know for your flight to Caribbean

Information on your arrival and departure airports