Cayman Islands

$99+ 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 6/6. Fares are subject to change and may not be available on all flights or dates of travel.
JFK — GCM
Jun 19 — Jun 261
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Cheap 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 May 20, 2026.

This American Airlines deal was found by Cheapflights users on 5/17. 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.
Thu 6/47:30 am
JFK
-
GCM
1 stop9h 41m
American Airlines
Wed 6/175:12 pm
GCM
-
JFK
1 stop6h 47m
American Airlines
Deal found 5/17$331
This American Airlines deal was found by Cheapflights users on 5/19. 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.
Sat 6/66:30 am
JFK
-
GCM
2 stops9h 37m
American Airlines
Sat 6/1312:31 pm
GCM
-
JFK
1 stop8h 43m
American Airlines
Deal found 5/19$336
This American Airlines deal was found by Cheapflights users on 5/19. 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.
Tue 6/27:30 am
JFK
-
GCM
1 stop9h 41m
American Airlines
Mon 6/85:12 pm
GCM
-
JFK
1 stop17h 28m
American Airlines
Deal found 5/19$340
This American Airlines deal was found by Cheapflights users on 5/19. 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 5/286:30 am
JFK
-
GCM
1 stop6h 00m
American Airlines
Wed 6/312:33 pm
GCM
-
JFK
1 stop8h 41m
American Airlines
Deal found 5/19$349
This American Airlines deal was found by Cheapflights users on 5/15. 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 5/158:42 pm
JFK
-
GCM
2 stops17h 28m
American Airlines
Mon 5/182:10 pm
GCM
-
JFK
2 stops16h 17m
American Airlines
Deal found 5/15$352
This American Airlines deal was found by Cheapflights users on 5/19. 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.
Tue 5/269:29 pm
JFK
-
GCM
2 stops15h 01m
American Airlines
Fri 5/2912:33 pm
GCM
-
JFK
1 stop8h 41m
American Airlines
Deal found 5/19$354
This American Airlines deal was found by Cheapflights users on 5/15. 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 5/166:30 am
JFK
-
GCM
1 stop6h 01m
American Airlines
Mon 5/1812:35 pm
GCM
-
JFK
1 stop23h 53m
American Airlines
Deal found 5/15$357
This American Airlines deal was found by Cheapflights users on 5/15. 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 5/276:30 am
JFK
-
GCM
2 stops10h 41m
American Airlines
Thu 5/285:12 pm
GCM
-
JFK
2 stops17h 17m
American Airlines
Deal found 5/15$359
This Cheapflightsfares deal was found by Cheapflights users on 5/16. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/67:50 am
JFK
-
GCM
1 stop6h 10m
JetBlue
Sat 6/132:05 pm
GCM
-
JFK
Nonstop3h 59m
JetBlue
Deal found 5/16$379
This American Airlines deal was found by Cheapflights users on 5/16. 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.
Mon 11/210:25 am
JFK
-
GCM
1 stop9h 55m
American Airlines
Mon 11/91:40 pm
GCM
-
JFK
1 stop6h 49m
American Airlines
Deal found 5/16$382
This American Airlines deal was found by Cheapflights users on 5/19. 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.
Tue 6/165:35 am
JFK
-
GCM
1 stop11h 36m
American Airlines
Tue 6/235:12 pm
GCM
-
JFK
1 stop6h 47m
American Airlines
Deal found 5/19$383
This Trip.com deal was found by Cheapflights users on 5/17. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/411:45 am
JFK
-
LYB
1 stop6h 50m
Cayman Airways
Sun 6/1411:35 am
LYB
-
JFK
1 stop10h 25m
Cayman Airways
Deal found 5/17$557

Find 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 May 20, 2026.

Round-trip from

$331
(American Airlines)

One-way from

$99
(Cheapflightsfares)

Popular in

February

Cheapest in

January

Average price

$408

Good round-trip deal

$397 or less

Good one-way deal

$140 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
High demand for flights, 4% potential price rise
Cheapest flight prices on average. 1% potential price decrease ($7 potential savings vs. average RT price).
Average for round-trip flights in May 2026
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.

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 May 20, 2026.
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

Fly to

Route

Depart

Return

Price

Cheapest round-trip
Quickest round-trip

New YorkGeorge Town

JFK - GCM

JFKGCM

New York John F Kennedy Intl

Sat 6/6

6:30 am-1:00 pm

1 stop7h 30m

George Town Owen Roberts Intl

Sat 6/13

2:05 pm-7:04 pm

Nonstop3h 59m

$392

New YorkGeorge Town

JFK - GCM

JFKGCM

New York John F Kennedy Intl

Sat 6/6

9:45 am-1:04 pm

Nonstop4h 19m

George Town Owen Roberts Intl

Tue 6/9

2:05 pm-11:02 pm

1 stop7h 57m

$423

New YorkGeorge Town

JFK - GCM

JFKGCM

New York John F Kennedy Intl

Tue 5/26

5:35 am-4:11 pm

1 stop11h 36m

George Town Owen Roberts Intl

Fri 5/29

5:11 pm-7:30 am

2 stops13h 19m

$424

New YorkGeorge Town

JFK - GCM

JFKGCM

New York John F Kennedy Intl

Wed 5/27

5:35 am-11:01 am

1 stop6h 26m

George Town Owen Roberts Intl

Sat 5/30

2:17 pm-10:14 pm

1 stop6h 57m

$424

New YorkGeorge Town

JFK - GCM

JFKGCM

New York John F Kennedy Intl

Fri 6/5

8:10 pm-11:54 am

1 stop16h 44m

George Town Owen Roberts Intl

Wed 6/10

12:59 pm-11:04 pm

1 stop9h 05m

$481

New YorkGeorge Town

JFK - GCM

JFKGCM

New York John F Kennedy Intl

Wed 6/3

8:10 pm-11:54 am

1 stop16h 44m

George Town Owen Roberts Intl

Tue 6/9

12:59 pm-11:04 pm

1 stop9h 05m

$481

New YorkGeorge Town

JFK - GCM

JFKGCM

New York John F Kennedy Intl

Thu 6/4

8:10 pm-11:54 am

1 stop16h 44m

George Town Owen Roberts Intl

Tue 6/9

12:59 pm-11:04 pm

1 stop9h 05m

$481

New YorkGeorge Town

JFK - GCM

JFKGCM

New York John F Kennedy Intl

Mon 7/27

9:30 am-4:10 pm

2 stops7h 40m

George Town Owen Roberts Intl

Wed 8/5

12:00 pm-9:30 pm

1 stop8h 30m

$492

New YorkGeorge Town

JFK - GCM

JFKGCM

New York John F Kennedy Intl

Wed 6/3

6:29 am-11:54 am

1 stop6h 25m

George Town Owen Roberts Intl

Fri 6/5

1:19 pm-11:23 pm

1 stop9h 04m

$536

New YorkLittle Cayman

JFK - LYB

JFKLYB

New York John F Kennedy Intl

Thu 6/4

11:45 am-5:35 pm

1 stop6h 50m

Little Cayman

Sun 6/14

4:00 pm-11:00 pm

1 stop6h 00m

$558

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/19

Showing 1-10 of 36 resultsSorted by cheapest first
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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, November is the cheapest month in which you can book a flight from New York John F Kennedy Intl Airport to Cayman Islands (average of $99). Flying from New York John F Kennedy Intl Airport to Cayman Islands in August is currently the most expensive (average of $322). 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 May 20, 2026.

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.

How far ahead should I book a flight from New York John F Kennedy Intl Airport to Cayman Islands?

The best time to book flights from New York John F Kennedy Intl Airport to Cayman Islands is 57 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.

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 May 20, 2026.
Read reviews from past customers who have flown Delta,JetBlue, andAmerican Airlines 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

7.2

Entertainment

7.8

Boarding

8.1

Comfort

7.8

Overall

7.9

Crew

8.5

Reviews

1 / 20
2.0
Mediocre

Barney,May 2026

JFK - ATL

Terrible flight. Late, reduced beverage service, lack of headphones, entertainment service didn't work

Food

7.2

Entertainment

7.8

Boarding

8.1

Comfort

7.8

Overall

7.9

Crew

8.5

Reviews

1 / 20
2.0
Mediocre

Barney,May 2026

JFK - ATL

Terrible flight. Late, reduced beverage service, lack of headphones, entertainment service didn't work

Food

7.2

Entertainment

7.8

Boarding

8.1

Comfort

7.8

Overall

7.9

Crew

8.5

Reviews

1 / 20
2.0
Mediocre

Barney,May 2026

JFK - ATL

Terrible flight. Late, reduced beverage service, lack of headphones, entertainment service didn't work

Food

7.2

Entertainment

7.8

Boarding

8.1

Comfort

7.8

Overall

7.9

Crew

8.5

Reviews

1 / 20
2.0
Mediocre

Barney,May 2026

JFK - ATL

Terrible flight. Late, reduced beverage service, lack of headphones, entertainment service didn't work

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 6h 50m. Airlines will cover a distance of 1496 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 $79. Users have also found prices from $86 and $96 on American Airlines and Cayman Airways, respectively.

  • 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 Qatar Airways (100%), Delta (100%) or Cayman Airways (77%) 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 $115. While the most popular route (New York John F Kennedy Intl - George Town Owen Roberts Intl) can be booked for $309 on average, our data indicates $332 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, November is the cheapest month in which you can book a flight from New York John F Kennedy Intl Airport to Cayman Islands (average of $99). Flying from New York John F Kennedy Intl Airport to Cayman Islands in August is currently the most expensive (average of $322). 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 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 May 20, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$105Average$395FlexibilityNo cancel feeOn-timeN/A
Cayman AirwaysCheapest$198Average$406FlexibilityNo cancel feeOn-time52%
JetBlueCheapest$208Average$415FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$343Average$486FlexibilityNo cancel feeOn-time71%

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