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Cayman Islands

$356+ Cheap flights from White Plains (HPN) to the Cayman Islands

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 3/24. Fares are subject to change and may not be available on all flights or dates of travel.
HPN — GCM
Feb 27 — Mar 61
Thu 2/27
Thu 3/6
1 adult, Economy
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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 February 22, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$356
(American Airlines)

Popular in

December

Cheapest in

June

Average price

$556
Provider with most accurate pricing for New York (NYC)-George Town Owen Roberts Intl flight deals.
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Provider most trusted by Cheapflights users for New York (NYC)-George Town Owen Roberts Intl flights.
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From White Plains Westchester County to Cayman Islands
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Highest demand for flights based on searches. 7% potential increase in price ($37 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($14 potential savings vs. average RT price).
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Average for round-trip flights in February 2025
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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 February 22, 2025.

This American Airlines deal was found by Cheapflights users on 2/22. 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.
Mon 3/247:59 amHPN - GCM
1 stop6h 26mAmerican Airlines
Mon 3/313:00 pmGCM - HPN
2 stops18h 48mAmerican Airlines
Deal found 2/22$356
This Delta deal was found by Cheapflights users on 2/22. 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.
Fri 3/216:00 amHPN - GCM
1 stop6h 38mDelta
Thu 3/271:03 pmGCM - HPN
1 stop8h 12mDelta
Deal found 2/22$484
This WestJet deal was found by Cheapflights users on 2/21. 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 WestJet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/2712:59 pmHPN - GCM
2 stops24h 46mWestJet
Sat 7/51:45 pmGCM - HPN
2 stops30h 59mWestJet
Deal found 2/21$2,894

Find flights from White Plains to Cayman Islands within your budget

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 February 22, 2025.

Fly from

White Plains

Fly to

Cayman Islands

Route

Depart

Return

Price

White PlainsGeorge Town

HPN - GCM

HPNGCM

White Plains Westchester County

Mon 3/24

7:59 am-1:25 pm

1 stop6h 26m

George Town Owen Roberts Intl

Mon 3/31

3:00 pm-10:48 am

2 stops18h 48m

$356

White PlainsGeorge Town

HPN - GCM

HPNGCM

White Plains Westchester County

Fri 3/21

6:00 am-11:38 am

1 stop6h 38m

George Town Owen Roberts Intl

Thu 3/27

1:03 pm-10:15 pm

1 stop8h 12m

$484

White PlainsGeorge Town

HPN - GCM

HPNGCM

White Plains Westchester County

Fri 6/27

12:59 pm-12:45 pm

2 stops24h 46m

George Town Owen Roberts Intl

Sat 7/5

1:45 pm-9:44 pm

2 stops30h 59m

$2,894

White PlainsGeorge Town

HPN - GCM

HPNGCM

White Plains Westchester County

Fri 5/23

6:00 am-11:24 am

1 stop6h 24m

$461

White PlainsGeorge Town

HPN - GCM

HPNGCM

White Plains Westchester County

Fri 5/23

12:59 pm-12:45 pm

2 stops24h 46m

$1,997

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/21

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.

Travel insights for flights from White Plains to Cayman Islands

Get recent, data-driven insights about flights from White Plains to Cayman Islands including ideal travel times, pricing trends, and more.

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

Currently, January is the cheapest month in which you can book a flight from White Plains to Cayman Islands (average of $467). Flying from White Plains to Cayman Islands in March is currently the most expensive (average of $594). 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 February 22, 2025.
Delta
8.0
Very good
8,203 reviews

Comfort

8.0

Food

7.3

Crew

8.5

Boarding

8.2

Entertainment

7.9

Overall

8.0

Reviews

1 / 20

10.0
Excellent

Kymberlee,Oct 2024

JFK - ATL

Overall it was good on the flight. Before the flight with checking the bag at JFK was a nightmare. It took way too long and the Delta concierge was very rude to everyone. But other than that it was fine.

Delta
8.0
Very good
8,203 reviews
Delta
8.0
Very good
8,203 reviews

Comfort

8.0

Food

7.3

Crew

8.5

Boarding

8.2

Entertainment

7.9

Overall

8.0

Reviews

1 / 20

10.0
Excellent

Kymberlee,Oct 2024

JFK - ATL

Overall it was good on the flight. Before the flight with checking the bag at JFK was a nightmare. It took way too long and the Delta concierge was very rude to everyone. But other than that it was fine.

American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
8,203 reviews

Comfort

8.0

Food

7.3

Crew

8.5

Boarding

8.2

Entertainment

7.9

Overall

8.0

Reviews

1 / 20

10.0
Excellent

Kymberlee,Oct 2024

JFK - ATL

Overall it was good on the flight. Before the flight with checking the bag at JFK was a nightmare. It took way too long and the Delta concierge was very rude to everyone. But other than that it was fine.

WestJet
7.2
Good
2,800 reviews
Delta
8.0
Very good
8,203 reviews

Comfort

8.0

Food

7.3

Crew

8.5

Boarding

8.2

Entertainment

7.9

Overall

8.0

Reviews

1 / 20

10.0
Excellent

Kymberlee,Oct 2024

JFK - ATL

Overall it was good on the flight. Before the flight with checking the bag at JFK was a nightmare. It took way too long and the Delta concierge was very rude to everyone. But other than that it was fine.

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.

  • 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, January is the cheapest month in which you can book a flight from White Plains to Cayman Islands (average of $467). Flying from White Plains to Cayman Islands in March is currently the most expensive (average of $594). 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

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Alternative routes for White Plains to Cayman Islands

See prices for flight routes from nearby airports that may be better suited for you.
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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 February 22, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$383Average$463FlexibilityNo cancel feeOn-time71%
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