$105+ 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 9/21. Fares are subject to change and may not be available on all flights or dates of travel.
JFK — GCM
Aug 5 — Aug 121
Round-trip
1 adult, Economy
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Cheapest flights from John F Kennedy Intl to Cayman IslandsExplore 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 July 6, 2026.
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 July 6, 2026.
This American Airlines deal was found by Cheapflights users on 7/4. 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 11/96:30 am
JFK
- GCM
1 stop6h 10m
American Airlines
Wed 11/113:14 pm
GCM
- JFK
1 stop7h 00m
American Airlines
Deal found 7/4![American Airlines logo]()
$377
This American Airlines deal was found by Cheapflights users on 7/5. 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 10/285:55 am
JFK
- GCM
1 stop6h 00m
American Airlines
Wed 11/43:14 pm
GCM
- JFK
1 stop7h 00m
American Airlines
Deal found 7/5![American Airlines logo]()
$380
This FlightHub deal was found by Cheapflights users on 7/5. 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.
Mon 9/2111:45 am
JFK
- CYB
1 stop7h 05m
Cayman Airways
Sat 10/36:20 pm
CYB
- JFK
1 stop27h 40m
Cayman Airways
Deal found 7/5![Cayman Airways logo]()
$407
This lol.travel deal was found by Cheapflights users on 7/1. 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 lol.travel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/49:49 am
JFK
- GCM
Nonstop4h 06m
JetBlue
Sat 7/112:08 pm
GCM
- JFK
Nonstop3h 52m
JetBlue
Deal found 7/1![JetBlue logo]()
$408
This Delta deal was found by Cheapflights users on 7/5. 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.
Sat 8/296:00 am
JFK
- GCM
1 stop6h 39m
Delta
Sat 9/51:04 pm
GCM
- JFK
1 stop9h 33m
Delta
Deal found 7/5![Delta logo]()
$438
This Delta deal was found by Cheapflights users on 7/3. 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.
Sat 9/56:00 am
JFK
- GCM
1 stop6h 39m
Delta
Tue 9/81:00 pm
GCM
- JFK
1 stop8h 02m
Delta
Deal found 7/3![Delta logo]()
$445
This Cheapflightsfares deal was found by Cheapflights users on 7/2. 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 8/229:49 am
JFK
- GCM
Nonstop4h 06m
JetBlue
Sat 8/292:07 pm
GCM
- JFK
Nonstop3h 52m
JetBlue
Deal found 7/2![JetBlue logo]()
$447
This American Airlines deal was found by Cheapflights users on 7/5. 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 11/106:30 am
JFK
- GCM
1 stop6h 10m
American Airlines
Mon 11/163:14 pm
GCM
- JFK
1 stop9h 35m
American Airlines
Deal found 7/5![American Airlines logo]()
$458
This American Airlines deal was found by Cheapflights users on 7/4. 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 8/238:30 pm
JFK
- GCM
1 stop15h 30m
American Airlines
Sat 8/292:10 pm
GCM
- JFK
1 stop7h 50m
American Airlines
Deal found 7/4![American Airlines logo]()
$460
This American Airlines deal was found by Cheapflights users on 7/4. 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 11/268:25 am
JFK
- GCM
2 stops11h 55m
American Airlines
Thu 12/39:00 am
GCM
- JFK
2 stops13h 23m
American Airlines
Deal found 7/4![American Airlines logo]()
$463
This Kiwi.com deal was found by Cheapflights users on 7/5. 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.
Tue 8/41:55 pm
JFK
- CYB
2 stops43h 10m
Multiple Airlines
Tue 8/116:20 pm
CYB
- JFK
1 stop27h 40m
Multiple Airlines
Deal found 7/5![Multiple Airlines logo]()
$1,176
This Gotogate deal was found by Cheapflights users on 7/6. 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 12/271:16 am
JFK
- LYB
2 stops30h 24m
Multiple Airlines
Mon 1/48:50 am
LYB
- JFK
2 stops28h 07m
Multiple Airlines
Deal found 7/6![Multiple Airlines logo]()
$2,246
Best flights from John F Kennedy Intl to Cayman IslandsDiscover carefully curated flight deals from John F Kennedy Intl to Cayman Islands that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated July 6, 2026.
Discover carefully curated flight deals from John F Kennedy Intl to Cayman Islands that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated July 6, 2026.
This FlightHub deal was found by Cheapflights users on 7/5. 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.
Mon 9/2111:45 am
JFK
- CYB
1 stop7h 05m
Cayman Airways
Sat 10/36:20 pm
CYB
- JFK
1 stop27h 40m
Cayman Airways
Deal found 7/5![Cayman Airways logo]()
$407
This Delta deal was found by Cheapflights users on 7/5. 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.
Sat 8/296:00 am
JFK
- GCM
1 stop6h 39m
Delta
Sat 9/51:04 pm
GCM
- JFK
1 stop9h 33m
Delta
Deal found 7/5![Delta logo]()
$445
This Delta deal was found by Cheapflights users on 7/5. 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.
Sat 10/36:00 am
JFK
- GCM
1 stop6h 40m
Delta
Sat 10/1012:55 pm
GCM
- JFK
1 stop11h 04m
Delta
Deal found 7/5![Delta logo]()
$445
This Delta deal was found by Cheapflights users on 7/3. 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 7/1610:00 pm
JFK
- GCM
1 stop14h 31m
Delta
Mon 7/2012:56 pm
GCM
- JFK
1 stop9h 13m
Delta
Deal found 7/3![Delta logo]()
$445
This Delta deal was found by Cheapflights users on 7/5. 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.
Sun 9/66:00 am
JFK
- GCM
1 stop6h 39m
Delta
Wed 9/91:00 pm
GCM
- JFK
1 stop10h 59m
Delta
Deal found 7/5![Delta logo]()
$445
This Delta deal was found by Cheapflights users on 7/1. 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.
Sat 8/226:00 am
JFK
- GCM
1 stop6h 39m
Delta
Mon 8/311:04 pm
GCM
- JFK
1 stop7h 53m
Delta
Deal found 7/1![Delta logo]()
$505
This Delta deal was found by Cheapflights users on 7/5. 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 9/36:00 am
JFK
- GCM
1 stop6h 39m
Delta
Wed 9/91:00 pm
GCM
- JFK
1 stop8h 02m
Delta
Deal found 7/5![Delta logo]()
$505
This Delta deal was found by Cheapflights users on 7/5. 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.
Sat 1/28:32 am
JFK
- GCM
Nonstop4h 08m
Delta
Sat 1/912:59 pm
GCM
- JFK
1 stop8h 45m
Delta
Deal found 7/5![Delta logo]()
$658
This Gotogate deal was found by Cheapflights users on 7/6. 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 12/271:16 am
JFK
- LYB
2 stops30h 24m
Multiple Airlines
Mon 1/48:50 am
LYB
- JFK
2 stops28h 07m
Multiple Airlines
Deal found 7/6![Multiple Airlines logo]()
$2,246
This FlightHub deal was found by Cheapflights users on 7/5. 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.
Tue 10/131:55 pm
JFK
- CYB
2 stops28h 55m
Multiple Airlines
Thu 10/228:30 am
CYB
- JFK
2 stops18h 29m
Multiple Airlines
Deal found 7/5![Multiple Airlines logo]()
$2,914
This Priceline deal was found by Cheapflights users on 7/5. 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.
Tue 8/41:55 pm
JFK
- CYB
2 stops28h 55m
Multiple Airlines
Tue 8/113:55 pm
CYB
- JFK
3 stops27h 25m
Multiple Airlines
Deal found 7/5![Multiple Airlines logo]()
$4,916
Last-minute flights from John F Kennedy Intl to Cayman IslandsDiscover last-minute flight deals from John F Kennedy Intl to Cayman Islands. Data last updated July 6, 2026 and is based on user searches.
Discover last-minute flight deals from John F Kennedy Intl to Cayman Islands. Data last updated July 6, 2026 and is based on user searches.
This lol.travel deal was found by Cheapflights users on 7/1. 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 lol.travel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/49:49 am
JFK
- GCM
Nonstop4h 06m
JetBlue
Sat 7/112:08 pm
GCM
- JFK
Nonstop3h 52m
JetBlue
Deal found 7/1![JetBlue logo]()
$408
This Kiwi.com deal was found by Cheapflights users on 7/5. 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.
Tue 8/41:55 pm
JFK
- CYB
2 stops43h 10m
Multiple Airlines
Tue 8/116:20 pm
CYB
- JFK
1 stop27h 40m
Multiple Airlines
Deal found 7/5![Multiple Airlines logo]()
$1,176
This American Airlines deal was found by Cheapflights users on 7/5. 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 8/188:30 pm
JFK
- GCM
1 stop15h 30m
American Airlines
Tue 8/2512:30 pm
GCM
- JFK
1 stop6h 30m
American Airlines
Deal found 7/5![American Airlines logo]()
$464
This American Airlines deal was found by Cheapflights users on 7/5. 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 8/195:55 am
JFK
- GCM
1 stop6h 05m
American Airlines
Wed 8/2612:00 pm
GCM
- JFK
1 stop8h 30m
American Airlines
Deal found 7/5![American Airlines logo]()
$470
This Cheapflightsfares deal was found by Cheapflights users on 7/2. 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 8/229:49 am
JFK
- GCM
Nonstop4h 06m
JetBlue
Sat 8/292:07 pm
GCM
- JFK
Nonstop3h 52m
JetBlue
Deal found 7/2![JetBlue logo]()
$447
This American Airlines deal was found by Cheapflights users on 7/4. 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 8/238:30 pm
JFK
- GCM
1 stop15h 30m
American Airlines
Sat 8/292:10 pm
GCM
- JFK
1 stop7h 50m
American Airlines
Deal found 7/4![American Airlines logo]()
$460
This Delta deal was found by Cheapflights users on 7/5. 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.
Sat 8/296:00 am
JFK
- GCM
1 stop6h 39m
Delta
Sat 9/51:04 pm
GCM
- JFK
1 stop9h 33m
Delta
Deal found 7/5![Delta logo]()
$438
This Delta deal was found by Cheapflights users on 7/1. 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.
Sat 8/296:00 am
JFK
- GCM
1 stop6h 39m
Delta
Tue 9/11:04 pm
GCM
- JFK
1 stop7h 53m
Delta
Deal found 7/1![Delta logo]()
$445
This flygcity.se deal was found by Cheapflights users on 7/5. 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 flygcity.se is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/295:55 am
JFK
- GCM
1 stop8h 15m
Multiple Airlines
Sat 9/52:07 pm
GCM
- JFK
Nonstop3h 52m
Multiple Airlines
Deal found 7/5![Multiple Airlines logo]()
$489
One-way flights from John F Kennedy Intl to Cayman IslandsSearch for one-way flight options from John F Kennedy Intl to Cayman Islands. Find affordable one-way fares based on user searches. Data last updated July 6, 2026.
Search for one-way flight options from John F Kennedy Intl to Cayman Islands. Find affordable one-way fares based on user searches. Data last updated July 6, 2026.
This Mytrip deal was found by Cheapflights users on 7/6. 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.
Mon 9/2111:45 am
JFK
- GCM
Nonstop4h 00m
Cayman Airways
Deal found 7/6![Cayman Airways logo]()
$105
This Booking.com deal was found by Cheapflights users on 7/5. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/1411:45 am
JFK
- GCM
Nonstop4h 00m
Cayman Airways
Deal found 7/5![Cayman Airways logo]()
$109
This Trip.com deal was found by Cheapflights users on 7/5. 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 9/311:45 am
JFK
- GCM
Nonstop4h 00m
Cayman Airways
Deal found 7/5![Cayman Airways logo]()
$110
This Cayman Airways deal was found by Cheapflights users on 7/3. 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 Cayman Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/2811:45 am
JFK
- GCM
Nonstop4h 00m
Cayman Airways
Deal found 7/3![Cayman Airways logo]()
$116
This Super.com deal was found by Cheapflights users on 7/2. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/59:49 am
JFK
- GCM
Nonstop4h 06m
JetBlue
Deal found 7/2![JetBlue logo]()
$129
This American Airlines deal was found by Cheapflights users on 7/5. 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 10/49:00 pm
JFK
- GCM
1 stop14h 55m
American Airlines
Deal found 7/5![American Airlines logo]()
$135
This Kiwi.com deal was found by Cheapflights users on 7/5. 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.
Mon 10/511:45 am
JFK
- GCM
Nonstop4h 00m
Cayman Airways
Deal found 7/5![Cayman Airways logo]()
$139
This American Airlines deal was found by Cheapflights users on 7/3. 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 9/27:30 am
JFK
- GCM
1 stop6h 40m
American Airlines
Deal found 7/3![American Airlines logo]()
$140
This American Airlines deal was found by Cheapflights users on 7/5. 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 9/135:10 pm
JFK
- GCM
1 stop19h 17m
American Airlines
Deal found 7/5![American Airlines logo]()
$149
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 July 6, 2026.
Round-trip from | $377 (American Airlines) |
|---|---|
One-way from | $105 (Mytrip) |
Popular in | June |
Cheapest in | January |
Average price | $525 |
Good round-trip deal | $455 or less |
Good one-way deal | $188 or less |
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 July 6, 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
Cheapest round-trip
New YorkCayman Brac
JFK - CYB
JFKCYB
New York John F Kennedy Intl
Mon 9/21
11:45 am-5:50 pm
1 stop7h 05m
Cayman Brac Gerrard-Smith
Sat 10/3
6:20 pm-11:00 pm
1 stop27h 40m
$407
New YorkGeorge Town
JFK - GCM
JFKGCM
New York John F Kennedy Intl
Sat 8/29
6:00 am-11:39 am
1 stop6h 39m
George Town Owen Roberts Intl
Sat 9/5
1:04 pm-11:37 pm
1 stop9h 33m
$445
New YorkGeorge Town
JFK - GCM
JFKGCM
New York John F Kennedy Intl
Sat 10/3
6:00 am-11:40 am
1 stop6h 40m
George Town Owen Roberts Intl
Sat 10/10
12:55 pm-12:59 am
1 stop11h 04m
$445
New YorkGeorge Town
JFK - GCM
JFKGCM
New York John F Kennedy Intl
Thu 7/16
10:00 pm-11:31 am
1 stop14h 31m
George Town Owen Roberts Intl
Mon 7/20
12:56 pm-11:09 pm
1 stop9h 13m
$445
New YorkGeorge Town
JFK - GCM
JFKGCM
New York John F Kennedy Intl
Sun 9/6
6:00 am-11:39 am
1 stop6h 39m
George Town Owen Roberts Intl
Wed 9/9
1:00 pm-12:59 am
1 stop10h 59m
$445
New YorkGeorge Town
JFK - GCM
JFKGCM
New York John F Kennedy Intl
Sat 8/22
6:00 am-11:39 am
1 stop6h 39m
George Town Owen Roberts Intl
Mon 8/31
1:04 pm-9:57 pm
1 stop7h 53m
$505
New YorkGeorge Town
JFK - GCM
JFKGCM
New York John F Kennedy Intl
Thu 9/3
6:00 am-11:39 am
1 stop6h 39m
George Town Owen Roberts Intl
Wed 9/9
1:00 pm-10:02 pm
1 stop8h 02m
$505
Quickest round-trip
New YorkGeorge Town
JFK - GCM
JFKGCM
New York John F Kennedy Intl
Sat 1/2
8:32 am-12:40 pm
Nonstop4h 08m
George Town Owen Roberts Intl
Sat 1/9
12:59 pm-9:44 pm
1 stop8h 45m
$658
New YorkLittle Cayman
JFK - LYB
JFKLYB
New York John F Kennedy Intl
Sun 12/27
1:16 am-7:40 am
2 stops30h 24m
Little Cayman
Mon 1/4
8:50 am-12:57 pm
2 stops28h 07m
$2,246
New YorkCayman Brac
JFK - CYB
JFKCYB
New York John F Kennedy Intl
Tue 10/13
1:55 pm-5:50 pm
2 stops28h 55m
Cayman Brac Gerrard-Smith
Thu 10/22
8:30 am-3:59 am
2 stops18h 29m
$2,914
Showing 1-10 of 20 resultsSorted by cheapest first
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.
JFK-GCM
JFK-CYB
JFK-LYB
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
JFK-KY0
JFK-GCM
JFK-CYB
JFK-LYB
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 July 6, 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 56 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 July 6, 2026.
Read reviews from past customers who have flown Delta,American Airlines, andJetBlue 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
Crew
8.5
Entertainment
7.8
Boarding
8.1
Overall
7.8
Comfort
7.8
Reviews
1 / 20
2.0
MediocreBarney,May 2026
JFK - ATL
Food
7.2
Crew
8.5
Entertainment
7.8
Boarding
8.1
Overall
7.8
Comfort
7.8
Reviews
1 / 20
2.0
MediocreBarney,May 2026
JFK - ATL
Food
7.2
Crew
8.5
Entertainment
7.8
Boarding
8.1
Overall
7.8
Comfort
7.8
Reviews
1 / 20
2.0
MediocreBarney,May 2026
JFK - ATL
Food
7.2
Crew
8.5
Entertainment
7.8
Boarding
8.1
Overall
7.8
Comfort
7.8
Reviews
1 / 20
2.0
MediocreBarney,May 2026
JFK - ATL
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.
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Alternative routes for John F Kennedy Intl to Cayman Islands
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John F Kennedy Intl and Cayman Islands flights
Browse other John F Kennedy Intl and Cayman Islands flight options. Last updated on July 6, 2026.
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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 July 6, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$105 | Average$395 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$148 | Average$387 | FlexibilityNo cancel fee | On-time52% | |
| Cheapest$216 | Average$415 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$333 | Average$499 | FlexibilityNo cancel fee | On-time71% |