$157 Find Cheap Flights from Caribbean to White Plains

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to White Plains departing on 5/28. 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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Flight Deals

Cheap Flights from Caribbean to White Plains

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Caribbean to White Plains 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 Caribbean to White Plains

Wed, Aug 26 - Sun, Aug 30
American Airlines Logo
6:00 am - 2:51 pm
SJU
-
HPN
8h 51m
2 stops
American Airlines Logo
7:55 am - 12:15 am
HPN
-
SJU
16h 20m
1 stop
$272American Airlines
Wed, Aug 26 - Sun, Aug 30
American Airlines Logo
6:00 am - 2:51 pm
SJU
-
HPN
8h 51m
2 stops
American Airlines Logo
7:55 am - 2:53 pm
HPN
-
SJU
6h 58m
1 stop
$273American Airlines
Wed, Aug 26 - Sun, Aug 30
American Airlines Logo
6:00 am - 2:51 pm
SJU
-
HPN
8h 51m
2 stops
American Airlines Logo
7:55 am - 2:53 pm
HPN
-
SJU
6h 58m
1 stop
$274American Airlines
Wed, Aug 26 - Sun, Aug 30
American Airlines Logo
3:47 pm - 9:29 am
SJU
-
HPN
17h 42m
1 stop
American Airlines Logo
7:55 am - 2:53 pm
HPN
-
SJU
6h 58m
1 stop
$282American Airlines
Wed, Aug 19 - Sat, Aug 29
American Airlines Logo
1:38 pm - 11:29 pm
SJU
-
HPN
9h 51m
2 stops
American Airlines Logo
11:00 am - 12:15 am
HPN
-
SJU
13h 15m
2 stops
$331American Airlines
Fri, Jun 5 - Mon, Jun 8
JetBlue Logo
8:45 am - 7:59 pm
SDQ
-
HPN
11h 14m
1 stop
JetBlue Logo
4:00 pm - 12:22 am
HPN
-
SDQ
8h 22m
1 stop
$394JetBlue
Fri, Sep 11 - Mon, Sep 21
JetBlue Logo
3:55 pm - 10:53 pm
STI
-
HPN
6h 58m
1 stop
JetBlue Logo
9:00 pm - 8:54 am
HPN
-
STI
11h 54m
1 stop
$406JetBlue
Wed, Jun 10 - Sat, Sep 19
Delta Logo
2:41 pm - 10:25 pm
SDQ
-
HPN
7h 44m
1 stop
Delta Logo
3:15 pm - 1:41 pm
HPN
-
SDQ
22h 26m
2 stops
$446Delta
Wed, Jun 10 - Mon, Sep 21
Delta Logo
2:41 pm - 10:25 pm
SDQ
-
HPN
7h 44m
1 stop
Delta Logo
3:15 pm - 1:41 pm
HPN
-
SDQ
22h 26m
2 stops
$487Delta
Wed, Jun 10 - Sun, Jun 21
Multiple Airlines Logo
5:45 pm - 9:01 pm
STT
-
HPN
27h 16m
1 stop
Multiple Airlines Logo
8:00 am - 3:12 pm
HPN
-
STT
7h 12m
1 stop
$699Multiple Airlines
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Good to know

Cheapest flight$157
Most popular time to fly and prices are also 28% lower on average.
Flight from San Juan to White Plains

FAQs for booking flights from Caribbean to White Plains

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

    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 to White Plains.

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

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

    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 White Plains with an airline and back to Caribbean with another airline.

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

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

Reviews of the top airlines flying from Caribbean to White Plains

 
Need help choosing which airline to fly with from Caribbean to White Plains? 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.
7.1
JetBlueOverall score based on 2974 reviews
7.3Boarding
7.5Comfort
7.2Entertainment
6.6Food
7.9Crew
Airline reviews

Jetblue provided a very good service during the flight, the plane in a very good condition, the crew is professional, everything was on time. That's it!

10.0 ExcellentAnonymous, May 2026
EDI - JFK
Read more JetBlue reviews

Jetblue provided a very good service during the flight, the plane in a very good condition, the crew is professional, everything was on time. That's it!

I have always loved JetBlue and had no complaints on my last trip… I will always recommend then. Thank you JetBlue

The comfortability was very good. Except, when entering the craft the the first steward never greeted us upon entering the airplane. He spoke too fast where his words were all jumbled and difficult to understand.

Jet blue was great But the Jayak system Wasa pure nightmare and wasted so much of my time and energy by not giving me a way to access jet blue to check in the flight back I didn’t even get the number confirmation code 24 hours before. Because I didn’t receive the email with the confirmation code I could NoT CHECk IN. I spoke to a kayak third party and they informed me I could not carry a carry on, on the flight which caused me so much extra stress it was just too much. You can be sure I will not be using it recommending your site. Again.

My experience with JetBlue was fine BUT I am very upset with Kayak! JetBlue had delayed our scheduled departure by an hour and you NEVER notified me of the change. I did not hear directly from JetBlue because the trip was booked through Kayak, a mistake I will not repeat. Your reminder of the our trip last week still had the WRONG departure time. Our return trip has also changed, and again no notice from you.

Right now I’m still in Jamaica waiting on a flight to New York which I should be in New York from the 30th and I’m here in Jamaica

Flight was as expected. But it was delayed an hour. Also, my luggage got damaged. So that sucked especially since the damage made navigating the airport difficult. Walking to get ground transportation is sooo far away now and my checked bag was difficult to carry.

Flight team was very courteous only complaint wS the boarding process and mandatory bag check

It was a great flight got here on time wish they would give headphones out for free

The flight was delayed 4 hours and the JetBlue people at the counter kept lying to us and telling us it was due to weather however all other flights were going in and out of NY and FL. Then they lied that the plane had to stop to refuel. Then they lied and said the plane needed a tire change. JetBlue is the worst. Then they gave a lot of people meal vouchers however I didn’t know they did that and they didn’t offer anything to me.

Terrible steward... Plane was quite empty... I asked to move "back" in the plane and the steward said no... Unnecessary power trip of mediocre people.

Boarding gate at LAX was too crowded—two gates next to one another

It was really a terrific experience both going and returning on AA. Staff and crew were professional.

This short sector between Miami and JFK was undertaken purely for business purposes, with efficiency as the primary objective rather than a full inflight experience. Overall, the journey met its intended purpose; however, the ground experience at Miami stood out significantly. During check-in, I was unable to link my frequent flyer details from Qatar Airways (oneworld alliance) through either the self-service kiosk or web check-in. The situation was handled exceptionally well by the check-in agent, who demonstrated remarkable ownership. She coordinated across multiple counters, ensured my frequent flyer number was correctly reflected, reissued the boarding pass, and confirmed that mileage accrual would be recognized. Additionally, she ensured the boarding pass reflected priority status, enabling a seamless priority check-in experience without delays. This level of proactive service was both commendable and impactful. Boarding and the inflight experience, operated by American Airlines under a codeshare arrangement, were efficient but largely transactional. While operational delivery was smooth, there was no visible recognition of oneworld frequent flyer status onboard. In comparison to the consistently personalized engagement typically experienced with Qatar Airways, this absence was noticeable—though understandably a potential limitation of codeshare alignment rather than a direct service shortfall. In summary, while the flight itself fulfilled its operational intent, the exceptional professionalism and commitment demonstrated at the Miami check-in counter was the defining highlight of this journey. Greater consistency in elite recognition across partner airlines would further enhance the overall experience.

I almost missed my flight and they helped me out enormously

Flight was fine, but not having WiFi was a major negative

Everything was excellent and I enjoyed myself. Thank for everything

THe flight was an hour late. You got us on the plan and we sat on the ground for 45 minutes with no information from the pilot whatsoever. Worst flight this year.

A chaotic and uncomfortable experience from start to finish. The boarding process was a disaster; despite group numbers, it was a free-for-all that the staff failed to manage (especially after group 5). Once on board, the "entertainment" was non-existent. There are no seatback screens, and the mobile app selection is incredibly thin. The hardware is severely dated. My seat had zero cushioning left—it felt like sitting on a hard board for the entire flight—and the legroom was cramped. To make matters worse, the bathroom was repulsive, with toilet paper, soiled paper towels and liquid/pee all over the floor. When I did interact with the crew, they provided the absolute bare minimum and made me feel like an inconvenience for asking for anything. Avoid this flight if you can.

We left at 1030 am pacific from LA and supposed to land at 7 pm Eastern in NY. They made a detour, stopped in Philadelphia and didn’t land till 1130 PM Eastern!!! Worst flight experience with no pilot communication with no explanation as to what was going on. Everyone was very frustrated to say the least.

Everything you need to know for your flight to White Plains

Information on the airport you'll fly into in White Plains