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Grand Cayman

$91+ 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 2/3. Fares are subject to change and may not be available on all flights or dates of travel.
HPN — GCM
Feb 7 — Feb 141
Sat 2/7
Sat 2/14
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 January 8, 2026.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$287
(American Airlines)

One-way from

$91
(American Airlines)

Popular in

April

Cheapest in

January

Average price

$373
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. 1% potential price decrease ($9 potential savings vs. average RT price).
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Average for round-trip flights in January 2026
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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 January 8, 2026.

This American Airlines deal was found by Cheapflights users on 1/8. 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 3/66:00 amHPN - GCM
1 stop8h 35mAmerican Airlines
Tue 3/1012:05 pmGCM - HPN
1 stop10h 24mAmerican Airlines
Deal found 1/8$325
This JetBlue deal was found by Cheapflights users on 1/8. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/148:05 amHPN - GCM
1 stop5h 34mJetBlue
Tue 4/211:55 pmGCM - HPN
1 stop7h 41mJetBlue
Deal found 1/8$361
This American Airlines deal was found by Cheapflights users on 1/8. 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 5/156:57 pmHPN - GCM
2 stops16h 58mAmerican Airlines
Tue 5/1912:00 pmGCM - HPN
1 stop9h 52mAmerican Airlines
Deal found 1/8$383
This American Airlines deal was found by Cheapflights users on 1/8. 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.
Sun 4/126:00 amHPN - GCM
1 stop6h 00mAmerican Airlines
Wed 4/1512:00 pmGCM - HPN
1 stop9h 52mAmerican Airlines
Deal found 1/8$385
This American Airlines deal was found by Cheapflights users on 1/8. 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 4/85:30 pmHPN - GCM
2 stops19h 02mAmerican Airlines
Wed 4/1512:00 pmGCM - HPN
1 stop9h 52mAmerican Airlines
Deal found 1/8$390
This American Airlines deal was found by Cheapflights users on 1/8. 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 4/137:47 amHPN - GCM
1 stop28h 48mAmerican Airlines
Wed 4/1512:00 pmGCM - HPN
1 stop9h 52mAmerican Airlines
Deal found 1/8$393
This American Airlines deal was found by Cheapflights users on 1/8. 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 4/137:47 amHPN - GCM
1 stop28h 48mAmerican Airlines
Tue 4/2112:00 pmGCM - HPN
2 stops22h 29mAmerican Airlines
Deal found 1/8$398
This JetBlue deal was found by Cheapflights users on 1/7. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/217:00 amHPN - GCM
1 stop6h 48mJetBlue
Sat 3/281:55 pmGCM - HPN
1 stop6h 35mJetBlue
Deal found 1/7$424
This JetBlue deal was found by Cheapflights users on 1/8. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/96:30 amHPN - GCM
1 stop7h 15mJetBlue
Tue 4/211:55 pmGCM - HPN
1 stop7h 41mJetBlue
Deal found 1/8$434

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 January 8, 2026.
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

Tue 4/14

8:05 am-12:39 pm

1 stop5h 34m

George Town Owen Roberts Intl

Tue 4/21

1:55 pm-10:36 pm

1 stop7h 41m

$361

White PlainsGeorge Town

HPN - GCM

HPNGCM

White Plains Westchester County

Fri 5/15

6:57 pm-10:55 am

2 stops16h 58m

George Town Owen Roberts Intl

Tue 5/19

12:00 pm-9:29 am

2 stops20h 29m

$383

White PlainsGeorge Town

HPN - GCM

HPNGCM

White Plains Westchester County

Wed 4/8

5:30 pm-11:32 am

2 stops19h 02m

George Town Owen Roberts Intl

Tue 4/21

12:00 pm-9:29 am

2 stops20h 29m

$390

White PlainsGeorge Town

HPN - GCM

HPNGCM

White Plains Westchester County

Sat 4/11

3:00 pm-11:00 am

2 stops21h 00m

George Town Owen Roberts Intl

Wed 4/15

12:00 pm-10:52 pm

1 stop9h 52m

$390

White PlainsGeorge Town

HPN - GCM

HPNGCM

White Plains Westchester County

Mon 4/13

7:47 am-11:35 am

1 stop28h 48m

George Town Owen Roberts Intl

Wed 4/15

12:00 pm-10:52 pm

1 stop9h 52m

$393

White PlainsGeorge Town

HPN - GCM

HPNGCM

White Plains Westchester County

Sat 3/21

7:00 am-12:48 pm

1 stop6h 48m

George Town Owen Roberts Intl

Sat 3/28

1:55 pm-9:30 pm

1 stop6h 35m

$424

White PlainsGeorge Town

HPN - GCM

HPNGCM

White Plains Westchester County

Sat 2/21

7:30 am-1:50 pm

1 stop6h 20m

George Town Owen Roberts Intl

Sat 2/28

2:50 pm-10:45 pm

1 stop7h 55m

$448

White PlainsGeorge Town

HPN - GCM

HPNGCM

White Plains Westchester County

Wed 4/8

6:00 am-11:00 am

1 stop6h 00m

George Town Owen Roberts Intl

Wed 4/15

12:00 pm-10:52 pm

1 stop9h 52m

$455

White PlainsGeorge Town

HPN - GCM

HPNGCM

White Plains Westchester County

Sun 4/12

6:00 am-11:00 am

1 stop6h 00m

George Town Owen Roberts Intl

Mon 4/20

12:35 pm-10:30 am

2 stops20h 55m

$460

White PlainsGeorge Town

HPN - GCM

HPNGCM

White Plains Westchester County

Mon 4/13

5:30 pm-11:35 am

2 stops19h 05m

George Town Owen Roberts Intl

Mon 4/20

12:35 pm-10:30 am

2 stops20h 55m

$460

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/7

Showing 1-10 of 17 results
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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 $345). 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 January 8, 2026.
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
11,094 reviews

Boarding

7.5

Comfort

7.2

Food

6.4

Crew

8.0

Entertainment

6.9

Overall

7.2

Reviews

1 / 20
10.0
Excellent

Jeremy,Dec 2025

OKC - CLT

Was an okay flight. Had extra seat empty beside me so was able to stretch a bit
American Airlines
7.2
Good
11,094 reviews
American Airlines
7.2
Good
11,094 reviews

Boarding

7.5

Comfort

7.2

Food

6.4

Crew

8.0

Entertainment

6.9

Overall

7.2

Reviews

1 / 20
10.0
Excellent

Jeremy,Dec 2025

OKC - CLT

Was an okay flight. Had extra seat empty beside me so was able to stretch a bit

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 16h 46m. 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, 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 $345). 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 January 8, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$356Average$529FlexibilityNo cancel feeOn-time71%

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