$125+ 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 9/18. Fares are subject to change and may not be available on all flights or dates of travel.
NYC — GCM
Oct 4 — Oct 111
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 September 4, 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 September 4, 2026.
This flugladen.de deal was found by Cheapflights users on 8/30. 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 flugladen.de is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/279:00 am -
1 stop27h 25m
Sat 10/310:40 am -
1 stop25h 55m
Deal found 8/30![Air Canada logo]()
$311
This Orbitz deal was found by Cheapflights users on 9/3. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/189:00 am -
1 stop25h 45m
Sat 10/310:40 am -
1 stop28h 13m
Deal found 9/3![Air Canada logo]()
$349
This Air Canada deal was found by Cheapflights users on 9/4. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/26:55 pm -
1 stop15h 50m
Mon 10/512:25 pm -
1 stop8h 23m
Deal found 9/4![Air Canada logo]()
$354
This Air Canada deal was found by Cheapflights users on 9/3. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/248:47 pm -
2 stops37h 58m
Mon 9/2812:25 pm -
2 stops30h 15m
Deal found 9/3![Air Canada logo]()
$359
This Travelocity deal was found by Cheapflights users on 8/30. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/97:55 pm -
1 stop16h 30m
Sat 9/1210:40 am -
1 stop28h 13m
Deal found 8/30![Air Canada logo]()
$361
This Air Canada deal was found by Cheapflights users on 9/3. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/187:55 pm -
1 stop16h 30m
Thu 10/2212:25 pm -
1 stop9h 05m
Deal found 9/3![Air Canada logo]()
$375
This Air Canada deal was found by Cheapflights users on 9/1. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/185:30 pm -
2 stops17h 15m
Thu 9/2412:25 pm -
2 stops18h 36m
Deal found 9/1![Air Canada logo]()
$387
This Air Canada deal was found by Cheapflights users on 9/3. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/273:30 pm -
2 stops20h 40m
Sun 11/11:10 pm -
1 stop9h 33m
Deal found 9/3![Air Canada logo]()
$388
This Air Canada deal was found by Cheapflights users on 8/31. 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 8/31![Air Canada logo]()
$389
This Air Canada deal was found by Cheapflights users on 9/3. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/168:45 am -
1 stop27h 40m
Thu 9/2412:25 pm -
1 stop9h 11m
Deal found 9/3![Air Canada logo]()
$391
This Air Canada deal was found by Cheapflights users on 8/31. 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.
Sun 10/185:40 pm -
2 stops18h 45m
Sat 10/2411:25 am -
1 stop20h 33m
Deal found 8/31![Air Canada logo]()
$392
This Air Canada deal was found by Cheapflights users on 9/1. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/228:30 pm -
2 stops39h 55m
Sat 9/2610:40 am -
1 stop10h 56m
Deal found 9/1![Air Canada logo]()
$394
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 September 4, 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 September 4, 2026.
This United Airlines deal was found by Cheapflights users on 9/1. 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 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 9/1![United Airlines logo]()
$395
This Air Canada deal was found by Cheapflights users on 8/30. 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 10/216:40 pm -
2 stops17h 45m
Sun 10/2512:10 pm -
2 stops18h 40m
Deal found 8/30![Air Canada logo]()
$397
This American Airlines deal was found by Cheapflights users on 9/2. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/2810:00 am -
1 stop10h 29m
Sat 12/512:15 pm -
2 stops10h 14m
Deal found 9/2![American Airlines logo]()
$400
This Delta deal was found by Cheapflights users on 8/31. 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.
Mon 9/216:00 am -
1 stop6h 40m
Sat 9/261:05 pm -
1 stop7h 57m
Deal found 8/31![Delta logo]()
$455
This Mytrip deal was found by Cheapflights users on 9/2. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/176:30 am -
2 stops14h 50m
Sat 10/248:30 am -
2 stops24h 55m
Deal found 9/2![Multiple Airlines logo]()
$749
This United Airlines deal was found by Cheapflights users on 8/31. 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 11/279:30 pm -
1 stop16h 15m
Sat 12/55:10 pm -
1 stop6h 17m
Deal found 8/31![United Airlines logo]()
$395
This American Airlines deal was found by Cheapflights users on 8/31. 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 10/86:00 am -
1 stop6h 30m
Sun 10/118:00 am -
1 stop15h 58m
Deal found 8/31![American Airlines logo]()
$420
This United Airlines deal was found by Cheapflights users on 8/31. 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 11/279:30 pm -
1 stop16h 15m
Fri 12/45:45 pm -
1 stop17h 33m
Deal found 8/31![United Airlines logo]()
$395
This Delta deal was found by Cheapflights users on 9/4. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/266:59 pm -
1 stop17h 26m
Wed 12/21:40 pm -
1 stop8h 13m
Deal found 9/4![Delta logo]()
$475
This United Airlines deal was found by Cheapflights users on 9/1. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/67:45 am -
1 stop8h 45m
Tue 11/105:45 pm -
1 stop17h 40m
Deal found 9/1![United Airlines logo]()
$395
This Delta deal was found by Cheapflights users on 9/3. 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.
Mon 9/216:00 am -
1 stop6h 40m
Mon 10/51:00 pm -
1 stop6h 39m
Deal found 9/3![Delta logo]()
$475
This United Airlines deal was found by Cheapflights users on 8/30. 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.
Wed 10/286:00 am -
1 stop10h 30m
Sun 11/15:45 pm -
1 stop20h 46m
Deal found 8/30![United Airlines logo]()
$405
This United Airlines deal was found by Cheapflights users on 9/4. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/67:45 am -
1 stop8h 45m
Sun 11/85:45 pm -
1 stop17h 40m
Deal found 9/4![United Airlines logo]()
$415
This Delta deal was found by Cheapflights users on 8/31. 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.
Mon 9/216:00 am -
1 stop6h 40m
Sat 9/261:05 pm -
1 stop6h 52m
Deal found 8/31![Delta logo]()
$515
This United Airlines deal was found by Cheapflights users on 8/31. 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 9/188:18 pm -
1 stop17h 07m
Sun 9/271:35 pm -
1 stop8h 40m
Deal found 8/31![United Airlines logo]()
$425
This Delta deal was found by Cheapflights users on 9/1. 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.
Fri 9/186:00 am -
1 stop6h 40m
Thu 9/241:00 pm -
1 stop10h 59m
Deal found 9/1![Delta logo]()
$549
This American Airlines deal was found by Cheapflights users on 9/2. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/208:22 am -
2 stops11h 44m
Wed 11/253:40 pm -
2 stops15h 44m
Deal found 9/2![American Airlines logo]()
$674
This Mytrip deal was found by Cheapflights users on 8/31. 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.
Thu 11/52:20 pm -
2 stops24h 30m
Mon 11/912:15 pm -
3 stops23h 55m
Deal found 8/31![Multiple Airlines logo]()
$790
This United Airlines deal was found by Cheapflights users on 8/31. 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 11/167:30 am -
1 stop9h 00m
Sun 11/222:25 pm -
Nonstop3h 55m
Deal found 8/31![United Airlines logo]()
$505
This Mytrip deal was found by Cheapflights users on 8/31. 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.
Thu 11/57:55 pm -
2 stops18h 55m
Mon 11/912:15 pm -
2 stops20h 25m
Deal found 8/31![Multiple Airlines logo]()
$837
This United Airlines deal was found by Cheapflights users on 9/2. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/149:05 am -
Nonstop4h 10m
Sat 11/215:10 pm -
1 stop6h 42m
Deal found 9/2![United Airlines logo]()
$511
This FlightHub deal was found by Cheapflights users on 9/4. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 1/167:55 pm -
2 stops21h 55m
Sat 1/307:00 am -
2 stops15h 43m
Deal found 9/4![Multiple Airlines logo]()
$864
This Delta deal was found by Cheapflights users on 9/2. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/86:00 am -
1 stop6h 40m
Thu 9/101:00 pm -
1 stop8h 03m
Deal found 9/2![Delta logo]()
$727
This United Airlines deal was found by Cheapflights users on 9/1. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/89:05 am -
Nonstop4h 10m
Thu 11/125:45 pm -
1 stop16h 43m
Deal found 9/1![United Airlines logo]()
$511
This Delta deal was found by Cheapflights users on 8/31. 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 9/186:00 am -
1 stop6h 40m
Sun 9/271:00 pm -
1 stop10h 59m
Deal found 8/31![Delta logo]()
$727
This United Airlines deal was found by Cheapflights users on 9/1. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/47:30 am -
1 stop9h 00m
Sun 11/85:45 pm -
1 stop18h 14m
Deal found 9/1![United Airlines logo]()
$515
This United Airlines deal was found by Cheapflights users on 8/31. 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 10/297:30 am -
1 stop9h 00m
Mon 11/25:45 pm -
1 stop18h 14m
Deal found 8/31![United Airlines logo]()
$515
This Delta deal was found by Cheapflights users on 9/4. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/286:00 am -
1 stop6h 43m
Wed 12/21:40 pm -
1 stop11h 21m
Deal found 9/4![Delta logo]()
$770
This United Airlines deal was found by Cheapflights users on 9/1. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/76:05 am -
1 stop7h 40m
Mon 11/95:45 pm -
1 stop17h 40m
Deal found 9/1![United Airlines logo]()
$515
This United Airlines deal was found by Cheapflights users on 9/1. 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 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
Tue 11/105:45 pm -
1 stop17h 40m
Deal found 9/1![United Airlines logo]()
$515
Last-minute flights from New York to Cayman IslandsDiscover last-minute flight deals from New York to Cayman Islands. Data last updated September 4, 2026 and is based on user searches.
Discover last-minute flight deals from New York to Cayman Islands. Data last updated September 4, 2026 and is based on user searches.
This Travelocity deal was found by Cheapflights users on 8/30. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/97:55 pm -
1 stop16h 30m
Sat 9/1210:40 am -
1 stop28h 13m
Deal found 8/30![Air Canada logo]()
$361
This Air Canada deal was found by Cheapflights users on 9/3. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/168:45 am -
1 stop27h 40m
Thu 9/2412:25 pm -
1 stop9h 11m
Deal found 9/3![Air Canada logo]()
$391
This Orbitz deal was found by Cheapflights users on 9/3. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/189:00 am -
1 stop25h 45m
Sat 10/310:40 am -
1 stop28h 13m
Deal found 9/3![Air Canada logo]()
$349
This Air Canada deal was found by Cheapflights users on 9/1. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/185:30 pm -
2 stops17h 15m
Thu 9/2412:25 pm -
2 stops18h 36m
Deal found 9/1![Air Canada logo]()
$387
This Air Canada deal was found by Cheapflights users on 9/1. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/228:30 pm -
2 stops39h 55m
Sat 9/2610:40 am -
1 stop10h 56m
Deal found 9/1![Air Canada logo]()
$394
This CheapOair deal was found by Cheapflights users on 9/3. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/248:47 pm -
2 stops37h 58m
Mon 9/2812:25 pm -
1 stop26h 28m
Deal found 9/3![Air Canada logo]()
$359
This flugladen.de deal was found by Cheapflights users on 8/30. 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 flugladen.de is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/279:00 am -
1 stop27h 25m
Sat 10/310:40 am -
1 stop25h 55m
Deal found 8/30![Air Canada logo]()
$311
This Air Canada deal was found by Cheapflights users on 9/4. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/26:55 pm -
1 stop15h 50m
Mon 10/512:25 pm -
1 stop8h 23m
Deal found 9/4![Air Canada logo]()
$354
This Air Canada deal was found by Cheapflights users on 9/3. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/187:55 pm -
1 stop16h 30m
Thu 10/2212:25 pm -
1 stop9h 05m
Deal found 9/3![Air Canada logo]()
$375
This Air Canada deal was found by Cheapflights users on 8/31. 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.
Sun 10/183:30 pm -
2 stops20h 55m
Thu 10/2212:25 pm -
1 stop20h 04m
Deal found 8/31![Air Canada logo]()
$392
This Orbitz deal was found by Cheapflights users on 8/31. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/217:05 pm -
1 stop17h 20m
Sun 10/2512:10 pm -
1 stop24h 53m
Deal found 8/31![Air Canada logo]()
$389
This Air Canada deal was found by Cheapflights users on 9/3. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/273:30 pm -
2 stops20h 40m
Sun 11/11:10 pm -
1 stop9h 33m
Deal found 9/3![Air Canada logo]()
$388
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 September 4, 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 September 4, 2026.
This Air Canada deal was found by Cheapflights users on 9/4. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/186:55 pm -
1 stop15h 50m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/4![Air Canada logo]()
$125
This Air Canada deal was found by Cheapflights users on 9/4. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/187:05 pm -
1 stop15h 40m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/4![Air Canada logo]()
$125
This Air Canada deal was found by Cheapflights users on 9/3. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/297:30 am -
2 stops52h 55m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/3![Air Canada logo]()
$130
This CheapOair deal was found by Cheapflights users on 9/3. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/147:25 am -
1 stop29h 00m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/3![Air Canada logo]()
$130
This Expedia deal was found by Cheapflights users on 8/30. 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.
Sun 10/114:30 pm -
1 stop19h 55m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 8/30![Air Canada logo]()
$131
This Expedia deal was found by Cheapflights users on 8/30. 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.
Sun 10/117:05 pm -
1 stop17h 20m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 8/30![Air Canada logo]()
$131
This Air Canada deal was found by Cheapflights users on 9/3. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/2910:35 am -
2 stops49h 50m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/3![Air Canada logo]()
$133
This Expedia deal was found by Cheapflights users on 8/30. 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.
Sat 10/106:45 pm -
2 stops41h 40m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 8/30![Air Canada logo]()
$134
This Orbitz deal was found by Cheapflights users on 8/31. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/106:30 am -
2 stops53h 55m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 8/31![Air Canada logo]()
$134
This Air Canada deal was found by Cheapflights users on 9/3. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/248:30 pm -
1 stop15h 40m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/3![Air Canada logo]()
$138
This Air Canada deal was found by Cheapflights users on 9/3. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/242:55 pm -
1 stop21h 15m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/3![Air Canada logo]()
$138
This American Airlines deal was found by Cheapflights users on 9/2. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/196:00 am -
2 stops8h 10m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/2![American Airlines logo]()
$140
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 September 4, 2026.
Round-trip from | $311 (flugladen.de) |
|---|---|
One-way from | $125 (Air Canada) |
Popular in | June |
Cheapest in | January |
Average price | $455 |
Good round-trip deal | $430 or less |
Good one-way deal | $188 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 September 4, 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
NewarkGeorge Town
EWR Newark - GCM George Town Owen Roberts Intl
EWRGCM
Newark
Fri 9/18
6:55 pm-9:45 am
1 stop15h 50m
George Town Owen Roberts Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$125
New YorkGeorge Town
LGA New York LaGuardia - GCM George Town Owen Roberts Intl
LGAGCM
New York LaGuardia
Fri 9/18
7:05 pm-9:45 am
1 stop15h 40m
George Town Owen Roberts Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$125
NewarkGeorge Town
EWR Newark - GCM George Town Owen Roberts Intl
EWRGCM
Newark
Sun 10/4
3:45 pm-11:25 am
2 stops20h 40m
George Town Owen Roberts Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$128
New YorkGeorge Town
LGA New York LaGuardia - GCM George Town Owen Roberts Intl
LGAGCM
New York LaGuardia
Sun 10/4
3:30 pm-11:25 am
2 stops20h 55m
George Town Owen Roberts Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$128
New YorkGeorge Town
LGA New York LaGuardia - GCM George Town Owen Roberts Intl
LGAGCM
New York LaGuardia
Sun 10/11
7:05 pm-11:25 am
1 stop17h 20m
George Town Owen Roberts Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$131
NewarkGeorge Town
EWR Newark - GCM George Town Owen Roberts Intl
EWRGCM
Newark
Sat 10/10
6:45 pm-11:25 am
2 stops41h 40m
George Town Owen Roberts Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$134
New YorkGeorge Town
LGA New York LaGuardia - GCM George Town Owen Roberts Intl
LGAGCM
New York LaGuardia
Sat 10/10
5:40 pm-11:25 am
2 stops42h 45m
George Town Owen Roberts Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$134
New YorkGeorge Town
LGA New York LaGuardia - GCM George Town Owen Roberts Intl
LGAGCM
New York LaGuardia
Fri 10/16
8:45 am-10:30 am
1 stop26h 45m
George Town Owen Roberts Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$138
New YorkGeorge Town
LGA New York LaGuardia - GCM George Town Owen Roberts Intl
LGAGCM
New York LaGuardia
Tue 9/29
8:30 pm-11:25 am
2 stops39h 55m
George Town Owen Roberts Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$139
NewarkGeorge Town
EWR Newark - GCM George Town Owen Roberts Intl
EWRGCM
Newark
Thu 10/8
3:45 pm-10:30 am
2 stops43h 45m
George Town Owen Roberts Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$144
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.
EWR-GCM
LGA-GCM
JFK-GCM
SWF-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
EWR-GCM
LGA-GCM
JFK-GCM
SWF-GCM
What is the cheapest month to book a flight from New York to Cayman Islands?
Currently, January is the cheapest month in which you can book a flight from New York to Cayman Islands (average of $379). Flying from New York to Cayman Islands in July is currently the most expensive (average of $543). 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 NYC to KY?
Find hourly flight availability from New York 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 September 4, 2026.
Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from New York to Cayman Islands as you normally would.
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 13 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 September 4, 2026.
Read through reviews of airlines operating flights from New York to the Cayman Islands, such as Delta,United Airlines, andAmerican Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Crew
8.5
Boarding
8.1
Overall
7.8
Entertainment
7.8
Comfort
7.8
Food
7.2
Reviews
1 / 20
2.0
MediocreBarney,May 2026
JFK - ATL
Crew
8.5
Boarding
8.1
Overall
7.8
Entertainment
7.8
Comfort
7.8
Food
7.2
Reviews
1 / 20
2.0
MediocreBarney,May 2026
JFK - ATL
Crew
8.5
Boarding
8.1
Overall
7.8
Entertainment
7.8
Comfort
7.8
Food
7.2
Reviews
1 / 20
2.0
MediocreBarney,May 2026
JFK - ATL
Crew
8.5
Boarding
8.1
Overall
7.8
Entertainment
7.8
Comfort
7.8
Food
7.2
Reviews
1 / 20
2.0
MediocreBarney,May 2026
JFK - ATL
Crew
8.5
Boarding
8.1
Overall
7.8
Entertainment
7.8
Comfort
7.8
Food
7.2
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 September 4, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
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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 September 4, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$105 | Average$429 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$126 | Average$441 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$192 | Average$380 | FlexibilityNo cancel fee | On-time52% | |
| Cheapest$287 | Average$466 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$325 | Average$548 | FlexibilityNo cancel fee | On-time71% |