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Cayman Islands

$124+ 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 9/11. Fares are subject to change and may not be available on all flights or dates of travel.
HPN — GCM
Aug 5 — Aug 121
Tue 8/5
Tue 8/12
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 July 31, 2025.

Round-trip from

$336
(American Airlines)

One-way from

$124
(American Airlines)

Popular in

December

Cheapest in

March

Average price

$468
From White Plains Westchester County to Cayman Islands
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One-way flight from White Plains Westchester County to Cayman Islands
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Highest demand for flights based on searches. 5% potential increase in price ($29 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($16 potential savings vs. average RT price).
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Average for round-trip flights in July 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 July 31, 2025.

This American Airlines deal was found by Cheapflights users on 7/30. 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.
Tue 8/265:29 pmHPN - GCM
2 stops18h 41mAmerican Airlines
Fri 8/292:10 pmGCM - HPN
2 stops20h 18mAmerican Airlines
Deal found 7/30$336
This Delta deal was found by Cheapflights users on 7/31. 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.
Sun 8/246:00 amHPN - GCM
1 stop6h 37mDelta
Sun 8/3112:52 pmGCM - HPN
1 stop8h 31mDelta
Deal found 7/31$466

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 July 31, 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

Tue 8/26

5:29 pm-11:10 am

2 stops18h 41m

George Town Owen Roberts Intl

Fri 8/29

2:10 pm-11:28 am

2 stops20h 18m

$336

White PlainsGeorge Town

HPN - GCM

HPNGCM

White Plains Westchester County

Sun 8/24

6:00 am-11:37 am

1 stop6h 37m

George Town Owen Roberts Intl

Sun 8/31

12:52 pm-10:23 pm

1 stop8h 31m

$466

White PlainsGeorge Town

HPN - GCM

HPNGCM

White Plains Westchester County

Sat 12/27

12:59 pm-1:48 pm

2 stops24h 49m

George Town Owen Roberts Intl

Mon 12/29

2:50 pm-4:33 pm

2 stops25h 43m

$3,563

White PlainsGeorge Town

HPN - GCM

HPNGCM

White Plains Westchester County

Thu 9/11

3:23 pm-11:10 am

2 stops20h 47m

$124

White PlainsGeorge Town

HPN - GCM

HPNGCM

White Plains Westchester County

Sun 9/14

6:00 am-11:36 am

1 stop6h 36m

$146

White PlainsGeorge Town

HPN - GCM

HPNGCM

White Plains Westchester County

Sun 9/14

12:09 pm-4:10 pm

3 stops53h 01m

$455

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/30

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, 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 July 31, 2025.
Peruse reviews from past customers who have flown with Delta, American Airlines, and WestJet 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.
Delta
8.0
Very good
7,981 reviews

Overall

8.0

Crew

8.5

Boarding

8.2

Entertainment

7.9

Comfort

7.9

Food

7.3

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
7,981 reviews
Delta
8.0
Very good
7,981 reviews

Overall

8.0

Crew

8.5

Boarding

8.2

Entertainment

7.9

Comfort

7.9

Food

7.3

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
7,981 reviews

Overall

8.0

Crew

8.5

Boarding

8.2

Entertainment

7.9

Comfort

7.9

Food

7.3

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
2,978 reviews
Delta
8.0
Very good
7,981 reviews

Overall

8.0

Crew

8.5

Boarding

8.2

Entertainment

7.9

Comfort

7.9

Food

7.3

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 July 31, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$383Average$529FlexibilityNo cancel feeOn-time71%

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