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Grand Cayman

$329+ 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 12/16. Fares are subject to change and may not be available on all flights or dates of travel.
HPN — GCM
Oct 22 — Oct 291
Wed 10/22
Wed 10/29
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 September 22, 2025.

Round-trip from

$348
(American Airlines)

One-way from

$329
(JetBlue)

Popular in

December

Cheapest in

March

Average price

$391
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. 6% potential increase in price ($34 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 September 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 September 22, 2025.

This American Airlines deal was found by Cheapflights users on 9/20. 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 11/87:10 amHPN - GCM
1 stop7h 50mAmerican Airlines
Sat 11/151:20 pmGCM - HPN
2 stops20h 09mAmerican Airlines
Deal found 9/20$348
This American Airlines deal was found by Cheapflights users on 9/20. 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 10/206:59 pmHPN - GCM
1 stop17h 21mAmerican Airlines
Mon 10/272:00 pmGCM - HPN
2 stops19h 59mAmerican Airlines
Deal found 9/20$356
This American Airlines deal was found by Cheapflights users on 9/20. 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 11/45:16 pmHPN - GCM
2 stops19h 04mAmerican Airlines
Tue 11/113:36 pmGCM - HPN
2 stops19h 53mAmerican Airlines
Deal found 9/20$472
This American Airlines deal was found by Cheapflights users on 9/22. 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.
Fri 12/267:00 amHPN - GCM
1 stop13h 18mAmerican Airlines
Wed 12/313:35 pmGCM - HPN
1 stop25h 51mAmerican Airlines
Deal found 9/22$651
This Delta deal was found by Cheapflights users on 9/22. 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.
Thu 10/26:00 amHPN - GCM
1 stop6h 36mDelta
Mon 10/612:55 pmGCM - HPN
1 stop8h 14mDelta
Deal found 9/22$684
This Delta deal was found by Cheapflights users on 9/22. 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.
Thu 10/26:00 amHPN - GCM
1 stop6h 36mDelta
Sun 10/512:52 pmGCM - HPN
1 stop8h 26mDelta
Deal found 9/22$724

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 September 22, 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

Mon 10/20

5:57 pm-11:10 am

2 stops18h 13m

George Town Owen Roberts Intl

Mon 10/27

12:10 pm-10:59 am

2 stops21h 49m

$348

White PlainsGeorge Town

HPN - GCM

HPNGCM

White Plains Westchester County

Sat 11/8

7:10 am-3:00 pm

1 stop7h 50m

George Town Owen Roberts Intl

Sat 11/15

1:20 pm-9:29 am

2 stops20h 09m

$348

White PlainsGeorge Town

HPN - GCM

HPNGCM

White Plains Westchester County

Tue 3/17

7:00 am-2:20 pm

1 stop8h 20m

George Town Owen Roberts Intl

Wed 3/18

3:15 pm-10:56 pm

1 stop6h 41m

$406

White PlainsGeorge Town

HPN - GCM

HPNGCM

White Plains Westchester County

Tue 12/16

7:00 am-2:55 pm

1 stop7h 55m

$329

White PlainsGeorge Town

HPN - GCM

HPNGCM

White Plains Westchester County

Tue 12/16

12:44 pm-1:44 pm

2 stops49h 00m

$1,398

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/20

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, January is the cheapest month in which you can book a flight from White Plains to Grand Cayman (average of $467). Flying from White Plains to Grand Cayman 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 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 September 22, 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
10,000 reviews

Food

6.4

Boarding

7.5

Entertainment

6.9

Overall

7.2

Comfort

7.2

Crew

8.0

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
10,000 reviews
American Airlines
7.2
Good
10,000 reviews

Food

6.4

Boarding

7.5

Entertainment

6.9

Overall

7.2

Comfort

7.2

Crew

8.0

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 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 18h 13m. Fly via American Airlines to get the fastest option. The distance between White Plains and Grand Cayman is about 1570 mi.

  • 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, January is the cheapest month in which you can book a flight from White Plains to Grand Cayman (average of $467). Flying from White Plains to Grand Cayman 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

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 September 22, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$356Average$554FlexibilityNo cancel feeOn-time71%

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