Cayman Islands

$104+ 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 11/14. Fares are subject to change and may not be available on all flights or dates of travel.
JFK — GCM
Aug 23 — Aug 301
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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 August 18, 2025.

Round-trip from

$300
(lastminute.com)

One-way from

$104
(JetBlue)

Popular in

December

Cheapest in

March

Average price

$514

Good round-trip deal

$362 or less

Good one-way deal

$207 or less
From New York John F Kennedy Intl to Cayman Islands
One-way flight from New York John F Kennedy Intl to Cayman Islands
Highest demand for flights based on searches. 5% potential increase in price ($27 potential increase over avg. RT price).
Cheapest flight prices on average. 3% potential price decrease ($15 potential savings vs. average RT price).
Average for round-trip flights in August 2025
Price to beat on a round-trip flight from New York John F Kennedy Intl to Cayman Islands.
Price to beat on a one-way flight from New York John F Kennedy Intl to Cayman Islands.

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 August 18, 2025.

This lastminute.com deal was found by Cheapflights users on 8/16. 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 lastminute.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/47:45 amJFK - GCM
Nonstop4h 00mJetBlue
Sat 10/1111:45 amGCM - JFK
Nonstop3h 44mJetBlue
Deal found 8/16$300
This JetBlue deal was found by Cheapflights users on 8/16. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/1610:35 amJFK - GCM
Nonstop3h 56mJetBlue
Fri 11/213:43 pmGCM - JFK
Nonstop3h 46mJetBlue
Deal found 8/16$323
This CheapOair deal was found by Cheapflights users on 8/17. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/3010:29 amJFK - GCM
Nonstop4h 02mJetBlue
Thu 12/43:40 pmGCM - JFK
Nonstop3h 48mJetBlue
Deal found 8/17$329
This American Airlines deal was found by Cheapflights users on 8/16. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/116:00 amJFK - GCM
1 stop6h 10mAmerican Airlines
Thu 9/2512:10 pmGCM - JFK
1 stop20h 51mAmerican Airlines
Deal found 8/16$331
This American Airlines deal was found by Cheapflights users on 8/17. 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.
Sun 9/146:30 amJFK - GCM
1 stop5h 52mAmerican Airlines
Mon 9/1512:10 pmGCM - JFK
1 stop11h 17mAmerican Airlines
Deal found 8/17$332
This American Airlines deal was found by Cheapflights users on 8/16. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/48:00 pmJFK - GCM
1 stop16h 10mAmerican Airlines
Sat 10/118:25 amGCM - JFK
1 stop13h 35mAmerican Airlines
Deal found 8/16$333
This American Airlines deal was found by Cheapflights users on 8/16. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/109:30 pmJFK - GCM
2 stops14h 40mAmerican Airlines
Wed 9/2412:10 pmGCM - JFK
2 stops18h 59mAmerican Airlines
Deal found 8/16$336
This Gotogate deal was found by Cheapflights users on 8/17. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/711:45 amJFK - LYB
1 stop20h 55mCayman Airways
Sat 9/134:05 pmLYB - JFK
1 stop5h 55mCayman Airways
Deal found 8/17$414
This FlightHub deal was found by Cheapflights users on 8/17. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/711:45 amJFK - CYB
1 stop8h 15mCayman Airways
Sun 9/1410:55 amCYB - JFK
1 stop11h 05mCayman Airways
Deal found 8/17$440
This Kiwi.com deal was found by Cheapflights users on 8/17. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/106:00 amJFK - CYB
2 stops10h 25mMultiple Airlines
Sun 10/123:55 pmCYB - JFK
1 stop6h 05mMultiple Airlines
Deal found 8/17$664
This Trip.com deal was found by Cheapflights users on 8/16. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/2811:45 amJFK - CYB
1 stop7h 05mCayman Airways
Sun 8/313:55 pmCYB - JFK
1 stop6h 05mCayman Airways
Deal found 8/16$725
This Kiwi.com deal was found by Cheapflights users on 8/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/2711:30 amJFK - CYB
2 stops28h 55mMultiple Airlines
Tue 9/26:20 pmCYB - JFK
1 stop27h 40mMultiple Airlines
Deal found 8/16$765

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 August 18, 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

Sat 10/4

7:45 am-10:45 am

Nonstop4h 00m

George Town Owen Roberts Intl

Sat 10/11

11:45 am-4:29 pm

Nonstop3h 44m

$303

New YorkGeorge Town

JFK - GCM

JFKGCM

New York John F Kennedy Intl

Fri 10/31

10:35 am-1:31 pm

Nonstop3h 56m

George Town Owen Roberts Intl

Mon 11/3

3:45 pm-7:32 pm

Nonstop3h 47m

$317

New YorkGeorge Town

JFK - GCM

JFKGCM

New York John F Kennedy Intl

Thu 10/30

10:35 am-1:31 pm

Nonstop3h 56m

George Town Owen Roberts Intl

Mon 11/3

3:45 pm-7:32 pm

Nonstop3h 47m

$317

New YorkGeorge Town

JFK - GCM

JFKGCM

New York John F Kennedy Intl

Sun 11/16

10:35 am-2:31 pm

Nonstop3h 56m

George Town Owen Roberts Intl

Fri 11/21

3:43 pm-7:29 pm

Nonstop3h 46m

$323

New YorkGeorge Town

JFK - GCM

JFKGCM

New York John F Kennedy Intl

Fri 1/30

9:30 am-1:37 pm

Nonstop4h 07m

George Town Owen Roberts Intl

Mon 2/2

2:40 pm-6:25 pm

Nonstop3h 45m

$329

New YorkGeorge Town

JFK - GCM

JFKGCM

New York John F Kennedy Intl

Mon 2/2

9:30 am-1:37 pm

Nonstop4h 07m

George Town Owen Roberts Intl

Thu 2/12

3:10 pm-6:55 pm

Nonstop3h 45m

$329

New YorkGeorge Town

JFK - GCM

JFKGCM

New York John F Kennedy Intl

Fri 1/30

9:30 am-1:37 pm

Nonstop4h 07m

George Town Owen Roberts Intl

Thu 2/5

2:40 pm-6:25 pm

Nonstop3h 45m

$329

New YorkGeorge Town

JFK - GCM

JFKGCM

New York John F Kennedy Intl

Fri 12/12

10:30 am-2:31 pm

Nonstop4h 01m

George Town Owen Roberts Intl

Mon 12/22

3:40 pm-7:26 pm

Nonstop3h 46m

$329

New YorkLittle Cayman

JFK - LYB

JFKLYB

New York John F Kennedy Intl

Sun 9/7

11:45 am-7:40 am

1 stop20h 55m

Little Cayman

Sat 9/13

4:05 pm-11:00 pm

1 stop5h 55m

$414

New YorkCayman Brac

JFK - CYB

JFKCYB

New York John F Kennedy Intl

Sun 9/7

11:45 am-7:00 pm

1 stop8h 15m

Cayman Brac Gerrard-Smith

Sun 9/14

10:55 am-11:00 pm

1 stop11h 05m

$440

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/15

Showing 1-10 of 23 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, January is the cheapest month in which you can book a flight from New York John F Kennedy Intl Airport to Cayman Islands (average of $467). Flying from New York John F Kennedy Intl Airport to Cayman Islands 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.

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 August 18, 2025.

When flying from New York John F Kennedy Intl Airport to Cayman Islands, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

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 August 18, 2025.
Read reviews from past customers who have flown 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.

Food

6.5

Crew

8.0

Comfort

7.2

Boarding

7.5

Entertainment

6.9

Overall

7.2

Reviews

1 / 20
2.0
Mediocre

Anonymous,Aug 2025

MIA - DCA

Flight delayed 5 hours and was told it was due to mechanical issues. Instead of providing lodging due to missed connecting flight, American changed the cause of delay to weather, which meant they were not able required to provide a hotel. To make matters worse, one of our checked bags was lost even though its status said it was “by the plane” but no one at the service desk seemed able to locate it.

Food

6.5

Crew

8.0

Comfort

7.2

Boarding

7.5

Entertainment

6.9

Overall

7.2

Reviews

1 / 20
2.0
Mediocre

Anonymous,Aug 2025

MIA - DCA

Flight delayed 5 hours and was told it was due to mechanical issues. Instead of providing lodging due to missed connecting flight, American changed the cause of delay to weather, which meant they were not able required to provide a hotel. To make matters worse, one of our checked bags was lost even though its status said it was “by the plane” but no one at the service desk seemed able to locate it.

Food

6.5

Crew

8.0

Comfort

7.2

Boarding

7.5

Entertainment

6.9

Overall

7.2

Reviews

1 / 20
2.0
Mediocre

Anonymous,Aug 2025

MIA - DCA

Flight delayed 5 hours and was told it was due to mechanical issues. Instead of providing lodging due to missed connecting flight, American changed the cause of delay to weather, which meant they were not able required to provide a hotel. To make matters worse, one of our checked bags was lost even though its status said it was “by the plane” but no one at the service desk seemed able to locate it.

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. 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 most popular routes from New York John F Kennedy Intl Airport to Cayman Islands?

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

    Consider Cayman Airways (69%), Qatar Airways (50%) or JetBlue (50%) 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 $129. While the most popular route (New York John F Kennedy Intl - George Town Owen Roberts Intl) can be booked for $319 on average our data indicates $318 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, January is the cheapest month in which you can book a flight from New York John F Kennedy Intl Airport to Cayman Islands (average of $467). Flying from New York John F Kennedy Intl Airport to Cayman Islands 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

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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.

Top 3 airlines flying from John F Kennedy Intl to Cayman Islands

Discover the top 3 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 August 18, 2025.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$172Average$490FlexibilityNo cancel feeOn-time62%
Cayman AirwaysCheapest$179Average$429FlexibilityNo cancel feeOn-time52%
American AirlinesCheapest$347Average$484FlexibilityNo cancel feeOn-time71%

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