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Grand Cayman

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

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
Dec 17 — Dec 241
Wed 12/17
Wed 12/24
1 adult, Economy
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Cheap flight deals from White Plains to Grand Cayman

Keep the following information in mind while searching for White Plains to Grand Cayman flight deals. Data was last updated November 17, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$295
(American Airlines)

One-way from

$116
(American Airlines)

Popular in

December

Cheapest in

January

Average price

$448
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 Grand Cayman
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One-way flight from White Plains Westchester County to Grand Cayman
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Highest demand for flights based on searches. 3% potential increase in price ($14 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($14 potential savings vs. average RT price).
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Average for round-trip flights in November 2025
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Find flight deals from White Plains to Grand Cayman

Cheapest flights from White Plains to Grand Cayman
Explore the most affordable flight options available from White Plains to Grand Cayman. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 17, 2025.

This Delta deal was found by Cheapflights users on 11/16. 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 12/46:10 amHPN - GCM
1 stop6h 25mDelta
Mon 12/81:50 pmGCM - HPN
1 stop8h 19mDelta
Deal found 11/16$484
This American Airlines deal was found by Cheapflights users on 11/17. 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.
Thu 12/2511:04 amHPN - GCM
2 stops33h 14mAmerican Airlines
Mon 12/2912:50 pmGCM - HPN
2 stops20h 39mAmerican Airlines
Deal found 11/17$634
This American Airlines deal was found by Cheapflights users on 11/17. 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.
Thu 12/2511:04 amHPN - GCM
2 stops33h 14mAmerican Airlines
Sun 12/2812:50 pmGCM - HPN
2 stops21h 44mAmerican Airlines
Deal found 11/17$639
This American Airlines deal was found by Cheapflights users on 11/17. 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.
Thu 12/2511:04 amHPN - GCM
2 stops33h 14mAmerican Airlines
Tue 12/3012:55 pmGCM - HPN
1 stop20h 34mAmerican Airlines
Deal found 11/17$642
This American Airlines deal was found by Cheapflights users on 11/17. 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 12/276:30 amHPN - GCM
2 stops29h 27mAmerican Airlines
Mon 12/2912:50 pmGCM - HPN
2 stops20h 39mAmerican Airlines
Deal found 11/17$648
This American Airlines deal was found by Cheapflights users on 11/17. 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 12/276:30 amHPN - GCM
2 stops29h 27mAmerican Airlines
Tue 12/303:35 pmGCM - HPN
1 stop30h 24mAmerican Airlines
Deal found 11/17$656
This American Airlines deal was found by Cheapflights users on 11/17. 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.
Thu 12/256:29 amHPN - GCM
1 stop8h 06mAmerican Airlines
Wed 12/313:35 pmGCM - HPN
1 stop19h 54mAmerican Airlines
Deal found 11/17$685
This Delta deal was found by Cheapflights users on 11/17. 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 12/256:03 amHPN - GCM
1 stop6h 33mDelta
Mon 12/291:52 pmGCM - HPN
1 stop8h 17mDelta
Deal found 11/17$690
This American Airlines deal was found by Cheapflights users on 11/17. 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.
Thu 12/2511:04 amHPN - GCM
2 stops33h 14mAmerican Airlines
Thu 1/13:45 pmGCM - HPN
2 stops18h 49mAmerican Airlines
Deal found 11/17$709
This American Airlines deal was found by Cheapflights users on 11/17. 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 12/276:30 amHPN - GCM
2 stops29h 27mAmerican Airlines
Thu 1/13:45 pmGCM - HPN
2 stops18h 49mAmerican Airlines
Deal found 11/17$723

Cheapflights Fare Finder

 
Customize your flight search to find flights from White Plains to Grand Cayman 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 November 17, 2025.
Use the filters below to find and compare flights from White Plains to Grand Cayman that are best for you.

Fly from

White Plains

Fly to

Grand Cayman

Route

Depart

Return

Price

White PlainsGeorge Town

HPN - GCM

HPNGCM

White Plains Westchester County

Sat 1/17

6:00 am-2:51 pm

1 stop8h 51m

George Town Owen Roberts Intl

Wed 1/21

8:50 am-10:59 pm

1 stop14h 09m

$295

White PlainsGeorge Town

HPN - GCM

HPNGCM

White Plains Westchester County

Thu 1/22

6:00 am-12:40 pm

1 stop6h 40m

George Town Owen Roberts Intl

Sat 1/24

3:25 pm-10:00 pm

1 stop6h 35m

$320

White PlainsGeorge Town

HPN - GCM

HPNGCM

White Plains Westchester County

Thu 1/1

6:27 am-2:35 pm

1 stop8h 08m

George Town Owen Roberts Intl

Thu 1/8

12:50 pm-10:59 pm

1 stop10h 09m

$324

White PlainsGeorge Town

HPN - GCM

HPNGCM

White Plains Westchester County

Sun 1/18

6:40 pm-11:26 am

1 stop16h 46m

George Town Owen Roberts Intl

Thu 1/22

3:45 pm-10:59 pm

1 stop7h 14m

$330

White PlainsGeorge Town

HPN - GCM

HPNGCM

White Plains Westchester County

Sun 1/18

7:00 am-2:45 pm

1 stop7h 45m

George Town Owen Roberts Intl

Wed 1/21

8:50 am-10:59 pm

1 stop14h 09m

$330

White PlainsGeorge Town

HPN - GCM

HPNGCM

White Plains Westchester County

Thu 4/2

5:04 pm-10:45 am

2 stops18h 41m

$116

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/16

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

Have a flexible travel schedule? Discover the best time to fly to Grand Cayman 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 Grand Cayman

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

Currently, October is the cheapest month in which you can book a flight from White Plains to Grand Cayman (average of $119). Flying from White Plains to Grand Cayman 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 Grand Cayman

Get insights into the airlines that provide service to Grand Cayman. 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 Grand Cayman. Reviews last updated November 17, 2025.
See what other customers who have flown with American Airlines from White Plains to Grand Cayman have to say. 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
11,048 reviews

Overall

7.2

Food

6.4

Crew

8.0

Entertainment

6.9

Boarding

7.5

Comfort

7.2

Reviews

1 / 20
4.0
Okay

Cameron,Nov 2025

PDX - LHR

The plane was very old...had no WiFi available. The crew were not friendly nor helpful.
American Airlines
7.2
Good
11,048 reviews
American Airlines
7.2
Good
11,048 reviews

Overall

7.2

Food

6.4

Crew

8.0

Entertainment

6.9

Boarding

7.5

Comfort

7.2

Reviews

1 / 20
4.0
Okay

Cameron,Nov 2025

PDX - LHR

The plane was very old...had no WiFi available. The crew were not friendly nor helpful.

Related info for your journey

Find useful and relevant information for your journey from White Plains to Grand Cayman. 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 Grand Cayman?

    Most people fly from White Plains Westchester County (HPN) if they book a flight from White Plains to Grand Cayman. White Plains Westchester County is conveniently located just 3.7 mi from White Plains’s city center.

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

    There are many flights that can get you from White Plains to Grand Cayman in 6h 40m. Fly via American Airlines or Delta to get the fastest option. The distance between White Plains and Grand Cayman is about 1570 mi. This flight may include one or multiple stops.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from White Plains to Grand Cayman 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 Grand Cayman?

    Currently, October is the cheapest month in which you can book a flight from White Plains to Grand Cayman (average of $119). Flying from White Plains to Grand Cayman 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

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Top airline flying from White Plains to Grand Cayman

Discover the top airline that operate flights from White Plains to Grand Cayman. 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 November 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$356Average$529FlexibilityNo cancel feeOn-time71%

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