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Cayman Islands

$88+ Cheap flights from John F Kennedy Intl, NY (JFK) 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 1/19. Fares are subject to change and may not be available on all flights or dates of travel.
JFK — GCM
Dec 20 — Dec 271
Sat 12/20
Sat 12/27
1 adult, Economy
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Cheap flight deals from John F Kennedy Intl to Cayman Islands

Keep the following information in mind while searching for John F Kennedy Intl to Cayman Islands flight deals. Data was last updated November 20, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$256
(Expedia)

One-way from

$88
(CheapOair)

Popular in

December

Cheapest in

January

Average price

$448

Good round-trip deal

$297 or less

Good one-way deal

$115 or less
Provider with most accurate pricing for New York (NYC)-George Town Owen Roberts Intl flight deals.
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From New York John F Kennedy Intl to Cayman Islands
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One-way flight from New York John F Kennedy Intl to Cayman Islands
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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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Price to beat on a round-trip flight from New York John F Kennedy Intl to Cayman Islands.
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Price to beat on a one-way flight from New York John F Kennedy Intl to Cayman Islands.
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Find flight deals from John F Kennedy Intl to Cayman Islands

Cheapest flights from John F Kennedy Intl to Cayman Islands
Explore the most affordable flight options available from John F Kennedy Intl to Cayman Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 20, 2025.

This JetBlue deal was found by Cheapflights users on 11/18. 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 12/117:00 amJFK - GCM
1 stop6h 55mJetBlue
Sat 12/132:55 pmGCM - JFK
1 stop8h 11mJetBlue
Deal found 11/18$312
This Priceline deal was found by Cheapflights users on 11/19. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/66:00 amJFK - GCM
1 stop7h 55mJetBlue
Thu 12/113:25 pmGCM - JFK
1 stop7h 41mJetBlue
Deal found 11/19$315
This Priceline deal was found by Cheapflights users on 11/18. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/710:35 amJFK - GCM
Nonstop3h 56mJetBlue
Tue 12/93:25 pmGCM - JFK
1 stop7h 41mJetBlue
Deal found 11/18$316
This JetBlue deal was found by Cheapflights users on 11/19. 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.
Wed 12/2410:32 amJFK - GCM
Nonstop4h 03mJetBlue
Fri 1/23:40 pmGCM - JFK
Nonstop3h 49mJetBlue
Deal found 11/19$320
This CheapOair deal was found by Cheapflights users on 11/19. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/136:00 amJFK - GCM
1 stop7h 55mJetBlue
Sat 12/202:55 pmGCM - JFK
1 stop8h 59mJetBlue
Deal found 11/19$322
This JetBlue deal was found by Cheapflights users on 11/19. 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.
Wed 12/2410:32 amJFK - GCM
Nonstop4h 03mJetBlue
Tue 12/303:25 pmGCM - JFK
1 stop9h 46mJetBlue
Deal found 11/19$323
This American Airlines deal was found by Cheapflights users on 11/19. 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 12/107:00 pmJFK - GCM
1 stop17h 00mAmerican Airlines
Tue 12/168:45 amGCM - JFK
1 stop12h 20mAmerican Airlines
Deal found 11/19$324
This Trip.com deal was found by Cheapflights users on 11/20. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/1410:35 amJFK - GCM
Nonstop3h 56mJetBlue
Thu 12/183:25 pmGCM - JFK
1 stop9h 46mJetBlue
Deal found 11/20$325
This American Airlines deal was found by Cheapflights users on 11/19. 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 12/46:30 amJFK - GCM
1 stop7h 54mAmerican Airlines
Thu 12/113:45 pmGCM - JFK
1 stop6h 32mAmerican Airlines
Deal found 11/19$326
This JetBlue deal was found by Cheapflights users on 11/19. 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 12/255:50 amJFK - GCM
1 stop8h 05mJetBlue
Fri 1/23:40 pmGCM - JFK
Nonstop3h 49mJetBlue
Deal found 11/19$327
This American Airlines deal was found by Cheapflights users on 11/18. 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 11/207:10 amJFK - GCM
1 stop7h 36mAmerican Airlines
Sat 11/223:18 pmGCM - JFK
1 stop7h 05mAmerican Airlines
Deal found 11/18$328
This American Airlines deal was found by Cheapflights users on 11/19. 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 12/145:30 amJFK - GCM
1 stop6h 40mAmerican Airlines
Sun 12/217:30 amGCM - JFK
1 stop9h 30mAmerican Airlines
Deal found 11/19$329

Cheapflights Fare Finder

 
Customize your flight search to find flights from John F Kennedy Intl 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 November 20, 2025.
Use the filters below to find and compare flights from New York John F Kennedy Intl Airport to the Cayman Islands that are best for you.

Fly from

John F Kennedy Intl

Fly to

Cayman Islands

Route

Depart

Return

Price

New YorkGeorge Town

JFK - GCM

JFKGCM

New York John F Kennedy Intl

Thu 1/8

7:30 am-8:20 pm

1 stop12h 50m

George Town Owen Roberts Intl

Mon 1/12

8:50 am-8:59 pm

1 stop12h 09m

$270

New YorkGeorge Town

JFK - GCM

JFKGCM

New York John F Kennedy Intl

Mon 2/9

7:55 am-8:20 pm

2 stops12h 25m

George Town Owen Roberts Intl

Fri 2/13

12:54 pm-9:59 pm

1 stop9h 05m

$275

New YorkGeorge Town

JFK - GCM

JFKGCM

New York John F Kennedy Intl

Sat 2/7

8:41 am-12:50 pm

Nonstop4h 09m

George Town Owen Roberts Intl

Sat 2/14

2:15 pm-6:07 pm

Nonstop3h 52m

$303

New YorkGeorge Town

JFK - GCM

JFKGCM

New York John F Kennedy Intl

Thu 12/11

6:00 am-1:55 pm

1 stop7h 55m

George Town Owen Roberts Intl

Sat 12/13

2:55 pm-11:06 pm

1 stop8h 11m

$316

New YorkGeorge Town

JFK - GCM

JFKGCM

New York John F Kennedy Intl

Wed 12/24

10:32 am-2:35 pm

Nonstop4h 03m

George Town Owen Roberts Intl

Wed 12/31

3:40 pm-7:29 pm

Nonstop3h 49m

$320

New YorkGeorge Town

JFK - GCM

JFKGCM

New York John F Kennedy Intl

Wed 12/24

10:32 am-2:35 pm

Nonstop4h 03m

George Town Owen Roberts Intl

Thu 1/1

3:40 pm-7:29 pm

Nonstop3h 49m

$320

New YorkGeorge Town

JFK - GCM

JFKGCM

New York John F Kennedy Intl

Wed 12/24

10:32 am-2:35 pm

Nonstop4h 03m

George Town Owen Roberts Intl

Tue 12/30

3:40 pm-7:29 pm

Nonstop3h 49m

$320

New YorkGeorge Town

JFK - GCM

JFKGCM

New York John F Kennedy Intl

Wed 12/24

10:32 am-2:35 pm

Nonstop4h 03m

George Town Owen Roberts Intl

Fri 1/2

3:40 pm-7:29 pm

Nonstop3h 49m

$320

New YorkGeorge Town

JFK - GCM

JFKGCM

New York John F Kennedy Intl

Thu 12/25

10:32 am-2:35 pm

Nonstop4h 03m

George Town Owen Roberts Intl

Thu 1/1

3:40 pm-7:29 pm

Nonstop3h 49m

$320

New YorkGeorge Town

JFK - GCM

JFKGCM

New York John F Kennedy Intl

Thu 12/25

10:32 am-2:35 pm

Nonstop4h 03m

George Town Owen Roberts Intl

Tue 12/30

3:25 pm-10:59 pm

1 stop7h 34m

$323

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/18

Showing 1-10 of 29 results
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Best time to book a flight from John F Kennedy Intl to Cayman Islands

Have a flexible travel schedule? Discover the best time to fly to Cayman Islands from John F Kennedy Intl 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 New York John F Kennedy Intl Airport to the Cayman Islands

What is the cheapest month to book a flight from New York John F Kennedy Intl Airport to Cayman Islands?

Currently, October is the cheapest month in which you can book a flight from New York John F Kennedy Intl Airport to Cayman Islands (average of $119). Flying from New York John F Kennedy Intl Airport to Cayman Islands 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.

What is the cheapest time of day to fly from JFK to KY?

Find hourly flight availability from John F Kennedy Intl to Cayman Islands. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated November 20, 2025.

One of the essential ways to save on airfare from New York John F Kennedy Intl Airport to Cayman Islands is to remain as flexible as possible. Flights that are in the evening tend to be the most expensive. A flight in the afternoon could potentially save you up to 26% on airfare.

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 November 20, 2025.
Read reviews from past customers who have flown Delta, American Airlines, and JetBlue from New York John F Kennedy Intl Airport to the Cayman Islands. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.9
Good
8,002 reviews

Crew

8.5

Boarding

8.1

Entertainment

7.9

Overall

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
7.9
Good
8,002 reviews
Delta
7.9
Good
8,002 reviews

Crew

8.5

Boarding

8.1

Entertainment

7.9

Overall

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
11,047 reviews
Delta
7.9
Good
8,002 reviews

Crew

8.5

Boarding

8.1

Entertainment

7.9

Overall

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.
JetBlue
7.2
Good
2,902 reviews
Delta
7.9
Good
8,002 reviews

Crew

8.5

Boarding

8.1

Entertainment

7.9

Overall

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 John F Kennedy Intl to Cayman Islands. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from New York John F Kennedy Intl Airport to Cayman Islands?

    Departing from New York John F Kennedy Intl Airport to Cayman Islands will take you 4h 09m. Airlines will cover a distance of 1540 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • What are the cheapest airlines to fly from New York John F Kennedy Intl Airport to Cayman Islands one-way?

    For one-way options, check prices for JetBlue. According to our data, you can fly for as low as $88. Users have also found prices from $93 and $98 on American Airlines and Delta, respectively.

  • What are the most popular routes from New York John F Kennedy Intl Airport to Cayman Islands?

    When deciding which route to take from New York John F Kennedy Intl Airport to Cayman Islands consider New York John F Kennedy Intl - George Town Owen Roberts Intl, New York John F Kennedy Intl - Cayman Brac Gerrard-Smith or New York John F Kennedy Intl - Little Cayman as they are the most popular.

  • What are the most reliable airlines from New York John F Kennedy Intl Airport to Cayman Islands?

    Consider Qatar Airways (68%), Cayman Airways (64%) or JetBlue (63%) when booking your flight. These represent the most reliable airlines when flying from New York John F Kennedy Intl Airport to Cayman Islands.

  • What are the cheapest flights from New York John F Kennedy Intl Airport to Cayman Islands?

    Looking at all options, your cheapest flight can be booked for $79. While the most popular route (New York John F Kennedy Intl - George Town Owen Roberts Intl) can be booked for $256 on average, our data indicates $269 when flying from New York John F Kennedy Intl Airport to Cayman Islands.

  • Can I find deals for flights from John F Kennedy Intl to Cayman Islands that include hotel bookings?

    Yes. In addition to deals on John F Kennedy Intl to Cayman Islands flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from John F Kennedy Intl to Cayman Islands?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from John F Kennedy Intl to Cayman Islands.

  • Can I find deals for business class flights from John F Kennedy Intl to Cayman Islands?

    Yes. Cheapflights offers flight deals from John F Kennedy Intl 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 New York John F Kennedy Intl Airport to Cayman Islands?

    Currently, October is the cheapest month in which you can book a flight from New York John F Kennedy Intl Airport to Cayman Islands (average of $119). Flying from New York John F Kennedy Intl Airport to Cayman Islands 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.

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Alternative routes for John F Kennedy Intl to Cayman Islands

See prices for flight routes from nearby airports that may be better suited for you.
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Top 4 airlines flying from John F Kennedy Intl to Cayman Islands

Discover the top 4 airlines that operate flights from John F Kennedy Intl 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 November 20, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$168Average$452FlexibilityNo cancel feeOn-timeN/A
Cayman AirwaysCheapest$168Average$430FlexibilityNo cancel feeOn-time52%
JetBlueCheapest$214Average$471FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$344Average$489FlexibilityNo cancel feeOn-time71%

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