HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Cayman Islands

$116+ Cheap flights from White Plains (HPN) to the Cayman Islands

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 4/2. Fares are subject to change and may not be available on all flights or dates of travel.
HPN — GCM
Nov 28 — Dec 51
Fri 11/28
Fri 12/5
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from White Plains to Cayman Islands with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap flight deals from White Plains to Cayman Islands

Keep the following information in mind while searching for White Plains to Cayman Islands flight deals. Data was last updated October 29, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$328
(Delta)

One-way from

$116
(American Airlines)

Popular in

December

Cheapest in

March

Average price

$396
Provider with most accurate pricing for New York (NYC)-George Town Owen Roberts Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for New York (NYC)-George Town Owen Roberts Intl flights.
Search Deals
From White Plains Westchester County to Cayman Islands
Search Deals
One-way flight from White Plains Westchester County to Cayman Islands
Search Deals
Highest demand for flights based on searches. 4% potential increase in price ($20 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($15 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 2025
Search Deals

Find flight deals from White Plains to Cayman Islands

Cheapest flights from White Plains to Cayman Islands
Explore the most affordable flight options available from White Plains to Cayman Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 29, 2025.

This Delta deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/136:00 amHPN - GCM
1 stop6h 35mDelta
Mon 11/171:50 pmGCM - HPN
1 stop8h 19mDelta
Deal found 10/29$328
This American Airlines deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/86:00 amHPN - GCM
1 stop9h 00mAmerican Airlines
Sat 11/1512:55 pmGCM - HPN
1 stop9h 52mAmerican Airlines
Deal found 10/27$342
This American Airlines deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/146:43 pmHPN - GCM
2 stops17h 37mAmerican Airlines
Mon 11/173:36 pmGCM - HPN
2 stops19h 21mAmerican Airlines
Deal found 10/29$345
This American Airlines deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/157:10 amHPN - GCM
1 stop7h 50mAmerican Airlines
Tue 11/189:00 amGCM - HPN
2 stops14h 29mAmerican Airlines
Deal found 10/29$408
This American Airlines deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/146:30 amHPN - GCM
2 stops13h 58mAmerican Airlines
Tue 11/189:00 amGCM - HPN
2 stops11h 10mAmerican Airlines
Deal found 10/29$485
This American Airlines deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/246:29 amHPN - GCM
1 stop8h 06mAmerican Airlines
Sun 12/287:30 amGCM - HPN
1 stop15h 14mAmerican Airlines
Deal found 10/28$488
This American Airlines deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/156:30 amHPN - GCM
2 stops8h 16mAmerican Airlines
Mon 11/179:00 amGCM - HPN
2 stops11h 10mAmerican Airlines
Deal found 10/29$559
This Delta deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/246:03 amHPN - GCM
1 stop8h 24mDelta
Sun 12/281:52 pmGCM - HPN
1 stop8h 17mDelta
Deal found 10/28$565

Cheapflights Fare Finder

 
Customize your flight search to find flights from White Plains to Cayman Islands that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated October 29, 2025.
Use the filters below to find and compare flights from White Plains to the Cayman Islands that are best for you.

Fly from

White Plains

Fly to

Cayman Islands

Route

Depart

Return

Price

White PlainsGeorge Town

HPN - GCM

HPNGCM

White Plains Westchester County

Sat 11/15

6:00 am-12:25 pm

1 stop6h 25m

George Town Owen Roberts Intl

Mon 11/17

1:50 pm-10:09 pm

1 stop8h 19m

$328

White PlainsGeorge Town

HPN - GCM

HPNGCM

White Plains Westchester County

Sat 11/15

6:00 am-12:25 pm

1 stop6h 25m

George Town Owen Roberts Intl

Tue 11/18

1:50 pm-10:09 pm

1 stop8h 19m

$328

White PlainsGeorge Town

HPN - GCM

HPNGCM

White Plains Westchester County

Thu 11/13

6:00 am-12:35 pm

1 stop6h 35m

George Town Owen Roberts Intl

Mon 11/17

1:50 pm-10:09 pm

1 stop8h 19m

$328

White PlainsGeorge Town

HPN - GCM

HPNGCM

White Plains Westchester County

Fri 11/14

6:00 am-12:35 pm

1 stop6h 35m

George Town Owen Roberts Intl

Mon 11/17

1:50 pm-10:09 pm

1 stop8h 19m

$328

White PlainsGeorge Town

HPN - GCM

HPNGCM

White Plains Westchester County

Thu 11/13

6:00 am-12:35 pm

1 stop6h 35m

George Town Owen Roberts Intl

Tue 11/18

1:50 pm-10:09 pm

1 stop8h 19m

$328

White PlainsGeorge Town

HPN - GCM

HPNGCM

White Plains Westchester County

Fri 11/14

6:00 am-12:35 pm

1 stop6h 35m

George Town Owen Roberts Intl

Tue 11/18

1:50 pm-10:09 pm

1 stop8h 19m

$328

White PlainsGeorge Town

HPN - GCM

HPNGCM

White Plains Westchester County

Tue 3/17

6:00 am-11:35 am

1 stop6h 35m

George Town Owen Roberts Intl

Wed 3/18

1:00 pm-9:36 pm

1 stop7h 36m

$328

White PlainsGeorge Town

HPN - GCM

HPNGCM

White Plains Westchester County

Thu 4/2

5:04 pm-10:45 am

2 stops18h 41m

$116

White PlainsGeorge Town

HPN - GCM

HPNGCM

White Plains Westchester County

Mon 12/22

6:30 am-2:21 pm

2 stops7h 51m

$225

White PlainsGeorge Town

HPN - GCM

HPNGCM

White Plains Westchester County

Wed 12/24

6:29 am-2:35 pm

1 stop8h 06m

$264

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/27

Showing 1-10 of 13 results
1
2

Best time to book a flight from White Plains to Cayman Islands

Have a flexible travel schedule? Discover the best time to fly to Cayman Islands from White Plains with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from White Plains to the Cayman Islands

What is the cheapest month to book a flight from White Plains to Cayman Islands?

Currently, October is the cheapest month in which you can book a flight from White Plains to Cayman Islands (average of $119). Flying from White Plains to Cayman Islands in June is currently the most expensive (average of $348). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

Reviews of airlines servicing Cayman Islands

Get insights into the airlines that provide service to Cayman Islands. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Cayman Islands. Reviews last updated October 29, 2025.
Peruse reviews from past customers who have flown with American Airlines from White Plains to the Cayman Islands to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
American Airlines
7.2
Good
11,030 reviews

Overall

7.2

Boarding

7.5

Entertainment

6.9

Crew

8.0

Food

6.4

Comfort

7.2

Reviews

1 / 20
2.0
Mediocre

Jeremy,Sep 2025

SAN - PHL

Terrible. Bad customer service and unacceptable delay on the tarmac
American Airlines
7.2
Good
11,030 reviews
American Airlines
7.2
Good
11,030 reviews

Overall

7.2

Boarding

7.5

Entertainment

6.9

Crew

8.0

Food

6.4

Comfort

7.2

Reviews

1 / 20
2.0
Mediocre

Jeremy,Sep 2025

SAN - PHL

Terrible. Bad customer service and unacceptable delay on the tarmac

Related info for your journey

Find useful and relevant information for your journey from White Plains to Cayman Islands. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from White Plains to Cayman Islands?

    If you book a flight to Cayman Islands from White Plains, you will be flying from Westchester County, which is the city’s only airport. White Plains Westchester County (HPN) is located 3.7 mi from the center of White Plains.

  • How long is the flight from White Plains to Cayman Islands?

    For as low as $328, Delta can have you in Cayman Islands from White Plains in 6h 25m. The distance from White Plains to Cayman Islands is about 1570 mi.

  • Can I find deals for flights from White Plains to Cayman Islands that include hotel bookings?

    Yes. In addition to deals on White Plains to Cayman Islands flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from White Plains to Cayman Islands?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from White Plains to Cayman Islands.

  • Can I find deals for business class flights from White Plains to Cayman Islands?

    Yes. Cheapflights offers flight deals from White Plains to Cayman Islands by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from White Plains to Cayman Islands?

    Currently, October is the cheapest month in which you can book a flight from White Plains to Cayman Islands (average of $119). Flying from White Plains to Cayman Islands in June is currently the most expensive (average of $348). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for White Plains to Cayman Islands

See prices for flight routes from nearby airports that may be better suited for you.
John F Kennedy Intl to Luis Munoz Marin Intl flights
Newark to Luis Munoz Marin Intl flights
John F Kennedy Intl to Santo Domingo flights
John F Kennedy Intl to Santiago de los Caballeros flights
John F Kennedy Intl to Punta Cana flights
Newark to Santo Domingo flights
Newark to Punta Cana flights
LaGuardia to Luis Munoz Marin Intl flights
John F Kennedy Intl to Montego Bay flights
Newark to Santiago de los Caballeros flights
Newark to Oranjestad flights
John F Kennedy Intl to Oranjestad flights
LaGuardia to Santo Domingo flights
LaGuardia to Punta Cana flights
Newark to Montego Bay flights
Newark to Simpson Bay flights
John F Kennedy Intl to Nassau flights
John F Kennedy Intl to Simpson Bay flights
Newark to Nassau flights
John F Kennedy Intl to Saint Thomas Island flights
Newark to Providenciales flights
LaGuardia to Oranjestad flights
John F Kennedy Intl to Port of Spain flights
John F Kennedy Intl to Kingston flights
Newark to Saint Thomas Island flights
John F Kennedy Intl to Willemstad flights
John F Kennedy Intl to Providenciales flights
LaGuardia to Montego Bay flights
LaGuardia to Nassau flights
John F Kennedy Intl to Puerto Plata flights
John F Kennedy Intl to Bridgetown flights
LaGuardia to Santiago de los Caballeros flights
LaGuardia to Simpson Bay flights
John F Kennedy Intl to Aguadilla flights
LaGuardia to Providenciales flights
John F Kennedy Intl to St. John's flights
John F Kennedy Intl to Castries flights
LaGuardia to Saint Thomas Island flights
Newark to George Town flights
LaGuardia to Kingston flights
White Plains to Luis Munoz Marin Intl flights
LaGuardia to Willemstad flights
Newark to Kingston flights
John F Kennedy Intl to St. George's flights
Newark to Puerto Plata flights
John F Kennedy Intl to George Town flights
Newark to Bridgetown flights
Islip to Luis Munoz Marin Intl flights
LaGuardia to Bridgetown flights
John F Kennedy Intl to Ponce flights

Top airline flying from White Plains to Cayman Islands

Discover the top airline that operate flights from White Plains to Cayman Islands. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated October 29, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$383Average$554FlexibilityNo cancel feeOn-time71%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.