$153+ Cheap flights from New York, NY (NYC) to the Cayman Islands
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 10/29. Fares are subject to change and may not be available on all flights or dates of travel.
NYC — GCM
Nov 24 — Dec 11
Round-trip
1 adult, Economy
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Find cheap flights from New York to Cayman Islands with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from New York to Cayman Islands
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Cheapest flights from New York to Cayman IslandsExplore the most affordable flight options available from New York to Cayman Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 25, 2026.
Explore the most affordable flight options available from New York to Cayman Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 25, 2026.
This Trip.com deal was found by Cheapflights users on 10/23. 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.
Mon 12/710:30 am -
1 stop25h 40m
Mon 12/141:10 pm -
1 stop28h 48m
Deal found 10/23![Air Canada logo]()
$376
This Trip.com deal was found by Cheapflights users on 10/23. 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.
Mon 12/72:20 pm -
1 stop21h 50m
Mon 12/141:10 pm -
1 stop28h 50m
Deal found 10/23![Air Canada logo]()
$381
This Trip.com deal was found by Cheapflights users on 10/20. 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.
Sat 11/288:00 am -
1 stop28h 10m
Thu 12/31:10 pm -
1 stop28h 51m
Deal found 10/20![Air Canada logo]()
$383
This Trip.com deal was found by Cheapflights users on 10/20. 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.
Mon 11/234:30 pm -
1 stop19h 40m
Wed 11/251:10 pm -
1 stop21h 48m
Deal found 10/20![Air Canada logo]()
$383
This Trip.com deal was found by Cheapflights users on 10/20. 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.
Mon 11/236:55 pm -
1 stop17h 15m
Wed 11/251:10 pm -
1 stop28h 51m
Deal found 10/20![Air Canada logo]()
$394
This Trip.com deal was found by Cheapflights users on 10/25. 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.
Fri 11/272:55 pm -
1 stop21h 15m
Wed 12/21:10 pm -
1 stop19h 48m
Deal found 10/25![Air Canada logo]()
$394
This Trip.com deal was found by Cheapflights users on 10/20. 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.
Tue 12/18:30 pm -
1 stop15h 40m
Mon 12/71:10 pm -
1 stop28h 51m
Deal found 10/20![Air Canada logo]()
$395
This Trip.com deal was found by Cheapflights users on 10/20. 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.
Sat 11/146:55 pm -
1 stop17h 15m
Fri 11/201:10 pm -
1 stop28h 51m
Deal found 10/20![Air Canada logo]()
$399
This Trip.com deal was found by Cheapflights users on 10/24. 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.
Fri 11/278:00 am -
1 stop28h 10m
Tue 12/11:10 pm -
1 stop21h 15m
Deal found 10/24![Air Canada logo]()
$404
This Air Canada deal was found by Cheapflights users on 10/20. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/178:30 pm -
1 stop15h 40m
Tue 11/241:10 pm -
1 stop9h 40m
Deal found 10/20![Air Canada logo]()
$409
This Air Canada deal was found by Cheapflights users on 10/20. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/167:55 pm -
1 stop16h 15m
Sun 11/221:10 pm -
1 stop9h 33m
Deal found 10/20![Air Canada logo]()
$409
This Air Canada deal was found by Cheapflights users on 10/20. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/166:55 pm -
1 stop17h 15m
Sun 11/221:10 pm -
2 stops18h 40m
Deal found 10/20![Air Canada logo]()
$414
Best flights from New York to Cayman IslandsDiscover carefully curated flight deals from New York to Cayman Islands that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 25, 2026.
Discover carefully curated flight deals from New York to Cayman Islands that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 25, 2026.
This JetBlue deal was found by Cheapflights users on 10/24. 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.
Sat 11/149:40 am -
Nonstop4h 01m
Sat 11/2112:20 pm -
1 stop8h 44m
Deal found 10/24![JetBlue logo]()
$422
This United Airlines deal was found by Cheapflights users on 10/24. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/45:40 am -
1 stop10h 50m
Sun 12/62:25 pm -
Nonstop3h 55m
Deal found 10/24![United Airlines logo]()
$439
This Delta deal was found by Cheapflights users on 10/22. 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.
Tue 11/176:00 am -
1 stop6h 25m
Mon 11/231:50 pm -
1 stop11h 09m
Deal found 10/22![Delta logo]()
$476
This Southwest deal was found by Cheapflights users on 10/20. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 1/188:55 pm -
2 stops16h 00m
Sat 1/231:25 pm -
2 stops18h 50m
Deal found 10/20![Southwest logo]()
$480
This FlightHub deal was found by Cheapflights users on 10/20. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/16:03 pm -
2 stops23h 47m
Mon 12/710:55 am -
2 stops22h 35m
Deal found 10/20![Multiple Airlines logo]()
$795
This United Airlines deal was found by Cheapflights users on 10/21. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/77:45 am -
1 stop8h 45m
Sat 12/125:10 pm -
1 stop6h 34m
Deal found 10/21![United Airlines logo]()
$476
This JetBlue deal was found by Cheapflights users on 10/21. 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.
Sat 11/289:35 am -
Nonstop4h 05m
Sat 12/512:20 pm -
1 stop9h 08m
Deal found 10/21![JetBlue logo]()
$485
This Delta deal was found by Cheapflights users on 10/23. 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.
Fri 12/116:00 am -
1 stop6h 25m
Wed 12/161:40 pm -
1 stop10h 00m
Deal found 10/23![Delta logo]()
$496
This Southwest deal was found by Cheapflights users on 10/24. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/128:55 pm -
2 stops15h 40m
Mon 11/161:30 pm -
2 stops18h 35m
Deal found 10/24![Southwest logo]()
$520
This United Airlines deal was found by Cheapflights users on 10/21. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 1/216:00 am -
1 stop7h 45m
Sun 1/242:55 pm -
1 stop8h 45m
Deal found 10/21![United Airlines logo]()
$488
This JetBlue deal was found by Cheapflights users on 10/20. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 1/169:32 am -
Nonstop4h 08m
Sat 1/232:50 pm -
Nonstop3h 49m
Deal found 10/20![JetBlue logo]()
$531
This United Airlines deal was found by Cheapflights users on 10/20. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/196:00 am -
1 stop10h 30m
Mon 11/235:45 pm -
1 stop17h 40m
Deal found 10/20![United Airlines logo]()
$500
This Southwest deal was found by Cheapflights users on 10/21. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/68:55 pm -
2 stops15h 40m
Sat 12/121:55 pm -
2 stops21h 00m
Deal found 10/21![Southwest logo]()
$594
This United Airlines deal was found by Cheapflights users on 10/22. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 1/159:05 am -
Nonstop4h 10m
Thu 1/212:55 pm -
1 stop8h 19m
Deal found 10/22![United Airlines logo]()
$513
This Delta deal was found by Cheapflights users on 10/20. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/126:00 am -
1 stop6h 43m
Sat 12/192:05 pm -
Nonstop3h 55m
Deal found 10/20![Delta logo]()
$635
This United Airlines deal was found by Cheapflights users on 10/20. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/59:05 am -
Nonstop4h 10m
Wed 12/95:45 pm -
1 stop21h 48m
Deal found 10/20![United Airlines logo]()
$517
This Southwest deal was found by Cheapflights users on 10/21. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/208:55 pm -
2 stops18h 15m
Mon 11/231:30 pm -
2 stops18h 35m
Deal found 10/21![Southwest logo]()
$639
This Delta deal was found by Cheapflights users on 10/25. 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.
Fri 10/308:30 pm -
1 stop16h 10m
Tue 11/101:40 pm -
1 stop6h 33m
Deal found 10/25![Delta logo]()
$640
This JetBlue deal was found by Cheapflights users on 10/20. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 1/49:59 am -
Nonstop4h 03m
Sat 1/92:50 pm -
Nonstop3h 49m
Deal found 10/20![JetBlue logo]()
$653
This Gotogate deal was found by Cheapflights users on 10/21. 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.
Sat 11/146:55 pm -
2 stops22h 55m
Sat 11/218:30 am -
2 stops14h 20m
Deal found 10/21![Multiple Airlines logo]()
$811
This Delta deal was found by Cheapflights users on 10/20. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 1/28:25 am -
Nonstop4h 17m
Sat 1/93:40 pm -
1 stop9h 19m
Deal found 10/20![Delta logo]()
$641
This United Airlines deal was found by Cheapflights users on 10/20. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/57:45 am -
1 stop8h 45m
Mon 11/95:45 pm -
1 stop17h 40m
Deal found 10/20![United Airlines logo]()
$536
This JetBlue deal was found by Cheapflights users on 10/24. 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.
Sat 1/29:40 am -
Nonstop4h 00m
Sat 1/912:10 pm -
1 stop9h 38m
Deal found 10/24![JetBlue logo]()
$671
This FlightHub deal was found by Cheapflights users on 10/21. 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.
Thu 11/128:30 pm -
2 stops22h 15m
Mon 11/166:20 pm -
2 stops26h 13m
Deal found 10/21![Multiple Airlines logo]()
$828
This United Airlines deal was found by Cheapflights users on 10/24. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/47:25 pm -
1 stop18h 20m
Sun 12/65:45 pm -
1 stop27h 52m
Deal found 10/24![United Airlines logo]()
$580
This Delta deal was found by Cheapflights users on 10/24. 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 10/317:40 pm -
1 stop18h 00m
Mon 11/91:40 pm -
1 stop6h 40m
Deal found 10/24![Delta logo]()
$728
This FlightHub deal was found by Cheapflights users on 10/22. 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 1/246:55 pm -
2 stops22h 55m
Wed 1/2710:55 am -
2 stops11h 55m
Deal found 10/22![Multiple Airlines logo]()
$881
This United Airlines deal was found by Cheapflights users on 10/24. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/129:05 am -
Nonstop4h 10m
Thu 12/172:25 pm -
Nonstop3h 55m
Deal found 10/24![United Airlines logo]()
$591
This Delta deal was found by Cheapflights users on 10/25. 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 11/17:35 pm -
1 stop17h 05m
Fri 11/61:55 pm -
1 stop8h 38m
Deal found 10/25![Delta logo]()
$768
This United Airlines deal was found by Cheapflights users on 10/20. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/127:45 am -
1 stop8h 15m
Sat 12/192:25 pm -
Nonstop3h 55m
Deal found 10/20![United Airlines logo]()
$595
Last-minute flights from New York to Cayman IslandsDiscover last-minute flight deals from New York to Cayman Islands. Data last updated October 25, 2026 and is based on user searches.
Discover last-minute flight deals from New York to Cayman Islands. Data last updated October 25, 2026 and is based on user searches.
This Booking.com deal was found by Cheapflights users on 10/20. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/298:00 am -
1 stop28h 10m
Sun 11/11:10 pm -
1 stop22h 20m
Deal found 10/20![Air Canada logo]()
$418
This Trip.com deal was found by Cheapflights users on 10/20. 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.
Sat 11/146:55 pm -
1 stop17h 15m
Fri 11/201:10 pm -
1 stop28h 51m
Deal found 10/20![Air Canada logo]()
$399
This Trip.com deal was found by Cheapflights users on 10/20. 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.
Sat 11/141:00 pm -
1 stop23h 10m
Fri 11/201:10 pm -
1 stop21h 48m
Deal found 10/20![Air Canada logo]()
$414
This Air Canada deal was found by Cheapflights users on 10/20. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/167:55 pm -
1 stop16h 15m
Sun 11/221:10 pm -
1 stop9h 33m
Deal found 10/20![Air Canada logo]()
$409
This Air Canada deal was found by Cheapflights users on 10/20. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/166:55 pm -
1 stop17h 15m
Sun 11/221:10 pm -
2 stops18h 40m
Deal found 10/20![Air Canada logo]()
$414
This Air Canada deal was found by Cheapflights users on 10/20. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/178:30 pm -
1 stop15h 40m
Tue 11/241:10 pm -
1 stop9h 40m
Deal found 10/20![Air Canada logo]()
$409
This Air Canada deal was found by Cheapflights users on 10/20. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/175:35 pm -
2 stops18h 35m
Tue 11/241:10 pm -
2 stops20h 43m
Deal found 10/20![Air Canada logo]()
$416
This Trip.com deal was found by Cheapflights users on 10/20. 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.
Mon 11/234:30 pm -
1 stop19h 40m
Wed 11/251:10 pm -
1 stop21h 48m
Deal found 10/20![Air Canada logo]()
$383
This Trip.com deal was found by Cheapflights users on 10/20. 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.
Mon 11/236:55 pm -
1 stop17h 15m
Wed 11/251:10 pm -
1 stop28h 51m
Deal found 10/20![Air Canada logo]()
$394
This Trip.com deal was found by Cheapflights users on 10/25. 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.
Fri 11/272:55 pm -
1 stop21h 15m
Wed 12/21:10 pm -
1 stop19h 48m
Deal found 10/25![Air Canada logo]()
$394
This Trip.com deal was found by Cheapflights users on 10/24. 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.
Fri 11/278:00 am -
1 stop28h 10m
Tue 12/11:10 pm -
1 stop21h 15m
Deal found 10/24![Air Canada logo]()
$404
This Trip.com deal was found by Cheapflights users on 10/20. 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.
Sat 11/288:00 am -
1 stop28h 10m
Thu 12/31:10 pm -
1 stop28h 51m
Deal found 10/20![Air Canada logo]()
$383
One-way flights from New York to Cayman IslandsSearch for one-way flight options from New York to Cayman Islands. Find affordable one-way fares based on user searches. Data last updated October 25, 2026.
Search for one-way flight options from New York to Cayman Islands. Find affordable one-way fares based on user searches. Data last updated October 25, 2026.
This Trip.com deal was found by Cheapflights users on 10/22. 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 10/292:25 pm -
1 stop21h 45m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/22![Air Canada logo]()
$153
This Trip.com deal was found by Cheapflights users on 10/22. 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 10/2911:55 am -
1 stop24h 15m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/22![Air Canada logo]()
$153
This Trip.com deal was found by Cheapflights users on 10/24. 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 11/262:20 pm -
1 stop21h 50m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/24![Air Canada logo]()
$154
This Air Canada deal was found by Cheapflights users on 10/20. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/236:55 pm -
1 stop17h 15m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/20![Air Canada logo]()
$155
This Air Canada deal was found by Cheapflights users on 10/20. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/236:55 pm -
1 stop17h 15m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/20![Air Canada logo]()
$155
This Expedia deal was found by Cheapflights users on 10/20. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/2810:20 am -
2 stops49h 50m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/20![Air Canada logo]()
$158
This Expedia deal was found by Cheapflights users on 10/20. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/283:30 pm -
2 stops44h 40m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/20![Air Canada logo]()
$158
This Air Canada deal was found by Cheapflights users on 10/20. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/2510:30 am -
1 stop25h 40m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/20![Air Canada logo]()
$160
This Air Canada deal was found by Cheapflights users on 10/20. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/246:00 am -
2 stops30h 10m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/20![Air Canada logo]()
$163
This Air Canada deal was found by Cheapflights users on 10/21. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/253:30 pm -
2 stops20h 40m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/21![Air Canada logo]()
$168
This Justfly.com deal was found by Cheapflights users on 10/24. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/2710:30 am -
1 stop25h 40m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/24![Air Canada logo]()
$170
This Trip.com deal was found by Cheapflights users on 10/21. 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.
Tue 11/108:00 am -
1 stop28h 10m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/21![Air Canada logo]()
$181
Find flight deals from New York to Cayman Islands
Keep the following information in mind while searching for New York to Cayman Islands flight deals. Data was last updated October 25, 2026.
Round-trip from | $376 (Trip.com) |
|---|---|
One-way from | $153 (Trip.com) |
Popular in | June |
Cheapest in | May |
Average price | $522 |
Good round-trip deal | $485 or less |
Good one-way deal | $246 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from New York 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 7,457,451 searches. Data last updated October 25, 2026.
Use the filters below to find and compare flights from New York to the Cayman Islands that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
Quickest round-trip
New YorkGeorge Town
JFK New York John F Kennedy Intl - GCM George Town Owen Roberts Intl
JFKGCM
New York John F Kennedy Intl
Fri 1/1
9:59 am-2:02 pm
Nonstop4h 03m
George Town Owen Roberts Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$191
New YorkGeorge Town
JFK New York John F Kennedy Intl - GCM George Town Owen Roberts Intl
JFKGCM
New York John F Kennedy Intl
Wed 12/30
8:59 pm-1:12 pm
1 stop16h 13m
George Town Owen Roberts Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$195
New YorkGeorge Town
JFK New York John F Kennedy Intl - GCM George Town Owen Roberts Intl
JFKGCM
New York John F Kennedy Intl
Mon 11/30
9:30 pm-11:59 am
1 stop14h 29m
George Town Owen Roberts Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$195
NewarkGeorge Town
EWR Newark - GCM George Town Owen Roberts Intl
EWRGCM
Newark
Sun 1/3
6:00 am-4:35 pm
1 stop10h 35m
George Town Owen Roberts Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$195
New YorkGeorge Town
JFK New York John F Kennedy Intl - GCM George Town Owen Roberts Intl
JFKGCM
New York John F Kennedy Intl
Tue 11/10
6:00 am-12:25 pm
1 stop6h 25m
George Town Owen Roberts Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$195
New YorkGeorge Town
JFK New York John F Kennedy Intl - GCM George Town Owen Roberts Intl
JFKGCM
New York John F Kennedy Intl
Fri 1/1
6:00 am-1:12 pm
1 stop7h 12m
George Town Owen Roberts Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$195
New YorkGeorge Town
LGA New York LaGuardia - GCM George Town Owen Roberts Intl
LGAGCM
New York LaGuardia
Sat 1/2
8:45 pm-1:12 pm
1 stop16h 27m
George Town Owen Roberts Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$195
New YorkGeorge Town
LGA New York LaGuardia - GCM George Town Owen Roberts Intl
LGAGCM
New York LaGuardia
Wed 12/30
6:45 pm-11:58 am
1 stop17h 13m
George Town Owen Roberts Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$195
NewarkGeorge Town
EWR Newark - GCM George Town Owen Roberts Intl
EWRGCM
Newark
Thu 12/31
7:25 am-2:36 pm
1 stop7h 11m
George Town Owen Roberts Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$205
NewarkGeorge Town
EWR Newark - GCM George Town Owen Roberts Intl
EWRGCM
Newark
Fri 11/6
7:30 am-4:30 pm
1 stop9h 00m
George Town Owen Roberts Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$215
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from New York to Cayman Islands
Have a flexible travel schedule? Discover the best time to fly to Cayman Islands from New York with our price prediction graph.
LGA-GCM
EWR-GCM
JFK-GCM
EWR-CYB
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 to the Cayman Islands
NYC-KY0
LGA-GCM
EWR-GCM
JFK-GCM
EWR-CYB
What is the cheapest month to book a flight from New York to Cayman Islands?
Currently, May is the cheapest month in which you can book a flight from New York to Cayman Islands (average of $388). Flying from New York to Cayman Islands in July is currently the most expensive (average of $550). 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.
How far ahead should I book a flight from New York to Cayman Islands?
The price you pay for your flight from New York to Cayman Islands may vary depending on when you book. For the best chance of a lower fare, look to book 2 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.
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 October 25, 2026.
Read through reviews of airlines operating flights from New York to the Cayman Islands, such as Delta,United Airlines, andJetBlue. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Entertainment
7.8
Boarding
8.1
Food
7.2
Comfort
7.8
Overall
7.8
Crew
8.5
Reviews
1 / 20
2.0
MediocreBarney,May 2026
JFK - ATL
Entertainment
7.8
Boarding
8.1
Food
7.2
Comfort
7.8
Overall
7.8
Crew
8.5
Reviews
1 / 20
2.0
MediocreBarney,May 2026
JFK - ATL
Entertainment
7.8
Boarding
8.1
Food
7.2
Comfort
7.8
Overall
7.8
Crew
8.5
Reviews
1 / 20
2.0
MediocreBarney,May 2026
JFK - ATL
Entertainment
7.8
Boarding
8.1
Food
7.2
Comfort
7.8
Overall
7.8
Crew
8.5
Reviews
1 / 20
2.0
MediocreBarney,May 2026
JFK - ATL
Entertainment
7.8
Boarding
8.1
Food
7.2
Comfort
7.8
Overall
7.8
Crew
8.5
Reviews
1 / 20
2.0
MediocreBarney,May 2026
JFK - ATL
Related info for your journey
Find useful and relevant information for your journey from New York 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 New York to Cayman Islands
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Cayman Islands by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from New York to Cayman Islands by cabin class
Find flights from New York to Cayman Islands, based on your preferred cabin class, be it economy, premium economy, business, or first class.
New York and Cayman Islands flights
Browse other New York and Cayman Islands flight options. Last updated on October 25, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
New York to Cayman Islands flights
Consider these flights traveling from New York to Cayman Islands.
Fly to Cayman Islands regions
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Top 5 airlines flying from New York to Cayman Islands
Discover the top 5 airlines that operate flights from New York 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 7,457,451 searches. Data last updated October 25, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$105 | Average$478 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$126 | Average$453 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$192 | Average$361 | FlexibilityNo cancel fee | On-time52% | |
| Cheapest$287 | Average$500 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$333 | Average$578 | FlexibilityNo cancel fee | On-time71% |