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Grand Cayman

$159+ Cheap flights from Westchester County 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 11/8. Fares are subject to change and may not be available on all flights or dates of travel.
HPN — GCM
Jun 2 — Jun 91
Mon 6/2
Mon 6/9
1 adult, Economy
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Cheap flight deals from Westchester County to Grand Cayman

Keep the following information in mind while searching for Westchester County to Grand Cayman flight deals. Data was last updated May 28, 2025.

Most accurate provider

AranGrant
3 stars

Most trusted provider

AranGrant
3 stars

Round-trip from

$384
(American Airlines)

One-way from

$159
(American Airlines)

Popular in

December

Cheapest in

March

Average price

$465
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 Westchester County to Grand Cayman
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One-way flight from Westchester County to Grand Cayman
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Highest demand for flights based on searches. 6% potential increase in price ($33 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 May 2025
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Find flight deals from Westchester County to Grand Cayman

Cheapest flights from Westchester County to Grand Cayman
Explore the most affordable flight options available from Westchester County to Grand Cayman. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 28, 2025.

This American Airlines deal was found by Cheapflights users on 5/27. 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 11/86:13 pmHPN - GCM
2 stops17h 47mAmerican Airlines
Sat 11/156:10 pmGCM - HPN
1 stop15h 08mAmerican Airlines
Deal found 5/27$384
This Delta deal was found by Cheapflights users on 5/26. 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 8/216:00 amHPN - GCM
1 stop6h 37mDelta
Sat 8/3012:52 pmGCM - HPN
1 stop8h 31mDelta
Deal found 5/26$536
This Mytrip deal was found by Cheapflights users on 5/27. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/38:10 amHPN - GCM
3 stops32h 50mMultiple Airlines
Sun 7/612:40 pmGCM - HPN
2 stops31h 19mMultiple Airlines
Deal found 5/27$1,743
This WestJet deal was found by Cheapflights users on 5/28. 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.
Wed 11/55:10 pmHPN - GCM
2 stops20h 39mWestJet
Mon 11/102:50 pmGCM - HPN
2 stops25h 44mWestJet
Deal found 5/28$3,232

Cheapflights Fare Finder

Customize your flight search to find flights from Westchester County 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 May 28, 2025.
Use the filters below to find and compare flights from Westchester County to Grand Cayman that are best for you.

Fly from

Westchester County

Fly to

Grand Cayman

Route

Depart

Return

Price

White PlainsGeorge Town

HPN - GCM

HPNGCM

White Plains Westchester County

Sat 11/8

6:13 pm-12:00 pm

2 stops17h 47m

George Town Owen Roberts Intl

Sat 11/15

6:10 pm-9:18 am

1 stop15h 08m

$384

White PlainsGeorge Town

HPN - GCM

HPNGCM

White Plains Westchester County

Thu 8/21

6:00 am-11:37 am

1 stop6h 37m

George Town Owen Roberts Intl

Sat 8/30

12:52 pm-10:23 pm

1 stop8h 31m

$536

White PlainsGeorge Town

HPN - GCM

HPNGCM

White Plains Westchester County

Thu 7/3

8:10 am-4:00 pm

3 stops32h 50m

George Town Owen Roberts Intl

Sun 7/6

12:40 pm-8:59 pm

2 stops31h 19m

$1,743

White PlainsGeorge Town

HPN - GCM

HPNGCM

White Plains Westchester County

Wed 11/5

5:10 pm-1:49 pm

2 stops20h 39m

George Town Owen Roberts Intl

Mon 11/10

2:50 pm-4:34 pm

2 stops25h 44m

$3,232

White PlainsGeorge Town

HPN - GCM

HPNGCM

White Plains Westchester County

Sat 11/8

5:16 pm-12:00 pm

2 stops18h 44m

$159

White PlainsGeorge Town

HPN - GCM

HPNGCM

White Plains Westchester County

Thu 7/10

6:00 am-11:22 am

1 stop6h 22m

$195

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/27

Best time to book a flight from Westchester County to Grand Cayman

Have a flexible travel schedule? Discover the best time to fly to Grand Cayman from Westchester County 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 Westchester County to Grand Cayman
No data available for this route at this time. Please check back soon.

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 May 28, 2025.
Delta
8.0
Very good
7,957 reviews

Boarding

8.2

Food

7.3

Comfort

7.9

Crew

8.5

Overall

8.0

Entertainment

7.9

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
7,957 reviews
Delta
8.0
Very good
7,957 reviews

Boarding

8.2

Food

7.3

Comfort

7.9

Crew

8.5

Overall

8.0

Entertainment

7.9

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
7,957 reviews

Boarding

8.2

Food

7.3

Comfort

7.9

Crew

8.5

Overall

8.0

Entertainment

7.9

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
2,860 reviews
Delta
8.0
Very good
7,957 reviews

Boarding

8.2

Food

7.3

Comfort

7.9

Crew

8.5

Overall

8.0

Entertainment

7.9

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 Westchester County to Grand Cayman. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

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

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

  • How can I find direct flights from Westchester County to Grand Cayman?

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

  • Can I find deals for business class flights from Westchester County to Grand Cayman?

    Yes. Cheapflights offers flight deals from Westchester County 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 Westchester County to Grand Cayman?

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

Discover the top airline that operate flights from Westchester County 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 May 28, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$383Average$459FlexibilityNo cancel feeOn-time71%

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