$145+ 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 11/30. Fares are subject to change and may not be available on all flights or dates of travel.
NYC — GCM
Dec 5 — Dec 121
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 November 5, 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 November 5, 2026.
This Trip.com deal was found by Cheapflights users on 10/31. 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 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
Thu 12/31:10 pm -
1 stop28h 51m
Deal found 10/31![Air Canada logo]()
$359
This Trip.com deal was found by Cheapflights users on 10/31. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/2811:05 am -
1 stop25h 05m
Thu 12/31:10 pm -
1 stop24h 29m
Deal found 10/31![Air Canada logo]()
$377
This Gotogate deal was found by Cheapflights users on 10/31. 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 Gotogate 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 stop9h 40m
Deal found 10/31![Air Canada logo]()
$398
This Orbitz deal was found by Cheapflights users on 11/1. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/18:30 pm -
1 stop15h 40m
Fri 12/41:10 pm -
1 stop21h 16m
Deal found 11/1![Air Canada logo]()
$413
This Air Canada deal was found by Cheapflights users on 10/31. 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.
Fri 11/273:30 pm -
2 stops20h 40m
Fri 12/41:10 pm -
1 stop9h 28m
Deal found 10/31![Air Canada logo]()
$416
This Air Canada deal was found by Cheapflights users on 10/31. 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 11/168:12 pm -
2 stops15h 58m
Thu 11/191:10 pm -
1 stop9h 40m
Deal found 10/31![Air Canada logo]()
$418
This Air Canada deal was found by Cheapflights users on 11/1. 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 11/275:35 pm -
2 stops18h 35m
Thu 12/31:10 pm -
1 stop9h 28m
Deal found 11/1![Air Canada logo]()
$418
This Expedia deal was found by Cheapflights users on 11/1. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/110:20 am -
2 stops25h 50m
Mon 12/71:10 pm -
2 stops20h 35m
Deal found 11/1![Air Canada logo]()
$420
This Air Canada deal was found by Cheapflights users on 10/31. 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.
Fri 11/273:30 pm -
2 stops20h 40m
Fri 12/41:10 pm -
2 stops18h 40m
Deal found 10/31![Air Canada logo]()
$421
This deal was found by Cheapflights users on 11/2. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/279:55 am -
Nonstop4h 05m
Thu 12/33:10 pm -
Nonstop3h 45m
Deal found 11/2![JetBlue logo]()
$422
This Justfly.com deal was found by Cheapflights users on 11/1. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/311:40 am -
1 stop24h 30m
Mon 12/71:10 pm -
1 stop9h 28m
Deal found 11/1![Air Canada logo]()
$422
This Air Canada deal was found by Cheapflights users on 11/1. 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.
Wed 12/912:45 pm -
1 stop23h 25m
Mon 12/141:10 pm -
1 stop9h 28m
Deal found 11/1![Air Canada logo]()
$423
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 November 5, 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 November 5, 2026.
This JetBlue deal was found by Cheapflights users on 11/1. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/279:55 am -
Nonstop4h 05m
Thu 12/33:10 pm -
Nonstop3h 45m
Deal found 11/1![JetBlue logo]()
$423
This Southwest deal was found by Cheapflights users on 11/2. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 1/266:30 am -
1 stop6h 25m
Thu 1/281:50 pm -
2 stops21h 05m
Deal found 11/2![Southwest logo]()
$473
This United Airlines deal was found by Cheapflights users on 11/3. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/246:00 am -
1 stop7h 45m
Sat 2/275:10 pm -
1 stop6h 34m
Deal found 11/3![United Airlines logo]()
$476
This Delta deal was found by Cheapflights users on 11/3. 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.
Sun 1/318:00 pm -
1 stop17h 20m
Tue 2/92:45 pm -
1 stop6h 55m
Deal found 11/3![Delta logo]()
$516
This Mytrip deal was found by Cheapflights users on 11/1. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/166:00 am -
3 stops26h 00m
Wed 12/236:30 pm -
3 stops29h 31m
Deal found 11/1![Multiple Airlines logo]()
$709
This United Airlines deal was found by Cheapflights users on 11/3. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 1/305:30 am -
1 stop10h 30m
Tue 2/22:25 pm -
Nonstop3h 55m
Deal found 11/3![United Airlines logo]()
$485
This Southwest deal was found by Cheapflights users on 11/4. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/266:30 am -
1 stop6h 25m
Mon 3/81:50 pm -
2 stops18h 25m
Deal found 11/4![Southwest logo]()
$490
This Delta deal was found by Cheapflights users on 11/2. 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.
Sat 12/126:00 am -
1 stop6h 43m
Sat 12/192:04 pm -
Nonstop3h 55m
Deal found 11/2![Delta logo]()
$517
This JetBlue deal was found by Cheapflights users on 10/31. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 1/159:52 am -
Nonstop4h 08m
Thu 1/213:10 pm -
Nonstop3h 48m
Deal found 10/31![JetBlue logo]()
$519
This United Airlines deal was found by Cheapflights users on 11/1. 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 2/117:45 am -
1 stop8h 50m
Thu 2/182:55 pm -
1 stop8h 23m
Deal found 11/1![United Airlines logo]()
$490
This Southwest deal was found by Cheapflights users on 11/2. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 1/256:30 am -
1 stop6h 25m
Wed 1/271:50 pm -
2 stops21h 05m
Deal found 11/2![Southwest logo]()
$500
This JetBlue deal was found by Cheapflights users on 11/3. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/49:52 am -
Nonstop4h 08m
Sat 2/62:50 pm -
Nonstop3h 49m
Deal found 11/3![JetBlue logo]()
$523
This United Airlines deal was found by Cheapflights users on 11/2. 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.
Mon 1/259:05 am -
Nonstop4h 10m
Wed 1/272:55 pm -
1 stop8h 19m
Deal found 11/2![United Airlines logo]()
$491
This Delta deal was found by Cheapflights users on 11/4. 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 5/16:00 am -
1 stop8h 05m
Sat 5/81:15 pm -
1 stop7h 29m
Deal found 11/4![Delta logo]()
$542
This Southwest deal was found by Cheapflights users on 11/1. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/36:30 pm -
2 stops18h 40m
Fri 5/71:05 pm -
1 stop6h 50m
Deal found 11/1![Southwest logo]()
$534
This United Airlines deal was found by Cheapflights users on 11/2. 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.
Thu 1/216:00 am -
1 stop7h 45m
Sun 1/242:55 pm -
1 stop8h 19m
Deal found 11/2![United Airlines logo]()
$493
This Delta deal was found by Cheapflights users on 11/2. 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.
Sat 12/126:00 am -
1 stop6h 43m
Tue 12/151:40 pm -
1 stop8h 13m
Deal found 11/2![Delta logo]()
$556
This Southwest deal was found by Cheapflights users on 11/2. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/46:30 am -
1 stop6h 25m
Wed 3/101:50 pm -
2 stops18h 25m
Deal found 11/2![Southwest logo]()
$534
This JetBlue deal was found by Cheapflights users on 11/3. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/410:30 pm -
1 stop12h 40m
Sun 12/63:10 pm -
Nonstop3h 45m
Deal found 11/3![JetBlue logo]()
$599
This Delta deal was found by Cheapflights users on 11/2. 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.
Sat 1/97:10 am -
1 stop7h 18m
Sat 1/163:53 pm -
1 stop9h 02m
Deal found 11/2![Delta logo]()
$556
This United Airlines deal was found by Cheapflights users on 11/3. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/206:00 am -
1 stop10h 30m
Tue 11/245:45 pm -
1 stop17h 40m
Deal found 11/3![United Airlines logo]()
$518
This Southwest deal was found by Cheapflights users on 11/3. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/246:30 am -
1 stop6h 25m
Sun 2/281:50 pm -
2 stops18h 20m
Deal found 11/3![Southwest logo]()
$535
This JetBlue deal was found by Cheapflights users on 11/3. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/299:55 am -
Nonstop4h 05m
Sun 12/63:10 pm -
Nonstop3h 45m
Deal found 11/3![JetBlue logo]()
$604
This United Airlines deal was found by Cheapflights users on 11/1. 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 11/185:19 am -
1 stop11h 11m
Sat 11/212:25 pm -
Nonstop3h 55m
Deal found 11/1![United Airlines logo]()
$545
This Mytrip deal was found by Cheapflights users on 11/2. 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.
Thu 11/1211:00 pm -
3 stops35h 30m
Fri 11/2010:55 am -
2 stops11h 55m
Deal found 11/2![Multiple Airlines logo]()
$879
This Delta deal was found by Cheapflights users on 11/4. 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.
Sun 11/156:00 am -
1 stop6h 25m
Fri 11/201:40 pm -
1 stop11h 15m
Deal found 11/4![Delta logo]()
$656
This JetBlue deal was found by Cheapflights users on 10/31. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/2510:29 am -
Nonstop4h 06m
Wed 3/312:40 pm -
Nonstop3h 50m
Deal found 10/31![JetBlue logo]()
$660
This FlightHub deal was found by Cheapflights users on 11/1. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 1/277:25 pm -
2 stops20h 00m
Sun 1/3110:55 am -
2 stops9h 43m
Deal found 11/1![Multiple Airlines logo]()
$926
This United Airlines deal was found by Cheapflights users on 11/4. 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.
Sun 4/186:00 am -
1 stop7h 45m
Fri 4/231:50 pm -
1 stop8h 39m
Deal found 11/4![United Airlines logo]()
$576
This JetBlue deal was found by Cheapflights users on 11/1. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/229:59 am -
Nonstop4h 03m
Thu 12/243:10 pm -
Nonstop3h 45m
Deal found 11/1![JetBlue logo]()
$675
Last-minute flights from New York to Cayman IslandsDiscover last-minute flight deals from New York to Cayman Islands. Data last updated November 5, 2026 and is based on user searches.
Discover last-minute flight deals from New York to Cayman Islands. Data last updated November 5, 2026 and is based on user searches.
This Air Canada deal was found by Cheapflights users on 10/31. 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 11/168:12 pm -
2 stops15h 58m
Thu 11/191:10 pm -
1 stop9h 40m
Deal found 10/31![Air Canada logo]()
$418
This Trip.com deal was found by Cheapflights users on 10/31. 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 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
Thu 12/31:10 pm -
1 stop28h 51m
Deal found 10/31![Air Canada logo]()
$359
This Air Canada deal was found by Cheapflights users on 10/31. 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.
Fri 11/273:30 pm -
2 stops20h 40m
Fri 12/41:10 pm -
1 stop9h 28m
Deal found 10/31![Air Canada logo]()
$416
This Air Canada deal was found by Cheapflights users on 11/1. 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 11/275:35 pm -
2 stops18h 35m
Thu 12/31:10 pm -
1 stop9h 28m
Deal found 11/1![Air Canada logo]()
$418
This Air Canada deal was found by Cheapflights users on 10/31. 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.
Fri 11/273:30 pm -
2 stops20h 40m
Fri 12/41:10 pm -
2 stops18h 40m
Deal found 10/31![Air Canada logo]()
$421
This deal was found by Cheapflights users on 11/2. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/279:55 am -
Nonstop4h 05m
Thu 12/33:10 pm -
Nonstop3h 45m
Deal found 11/2![JetBlue logo]()
$422
This Trip.com deal was found by Cheapflights users on 10/31. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/2811:05 am -
1 stop25h 05m
Thu 12/31:10 pm -
1 stop24h 29m
Deal found 10/31![Air Canada logo]()
$377
This Orbitz deal was found by Cheapflights users on 11/1. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/18:30 pm -
1 stop15h 40m
Fri 12/41:10 pm -
1 stop21h 16m
Deal found 11/1![Air Canada logo]()
$413
This Expedia deal was found by Cheapflights users on 11/1. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/110:20 am -
2 stops25h 50m
Mon 12/71:10 pm -
2 stops20h 35m
Deal found 11/1![Air Canada logo]()
$420
This Justfly.com deal was found by Cheapflights users on 11/1. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/311:40 am -
1 stop24h 30m
Mon 12/71:10 pm -
1 stop9h 28m
Deal found 11/1![Air Canada logo]()
$422
This Gotogate deal was found by Cheapflights users on 10/31. 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 Gotogate 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 stop9h 40m
Deal found 10/31![Air Canada logo]()
$398
This Air Canada deal was found by Cheapflights users on 11/1. 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.
Wed 12/94:30 pm -
1 stop19h 40m
Tue 12/151:10 pm -
1 stop9h 28m
Deal found 11/1![Air Canada logo]()
$423
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 November 5, 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 November 5, 2026.
This Trip.com deal was found by Cheapflights users on 10/31. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/304:25 pm -
1 stop19h 45m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/31![Air Canada logo]()
$145
This Trip.com deal was found by Cheapflights users on 10/31. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/110:30 am -
1 stop25h 40m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/31![Air Canada logo]()
$145
This Air Canada deal was found by Cheapflights users on 11/1. 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 11/248:30 pm -
1 stop15h 40m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/1![Air Canada logo]()
$157
This Air Canada deal was found by Cheapflights users on 11/1. 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 11/2411:55 am -
1 stop24h 15m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/1![Air Canada logo]()
$157
This Expedia deal was found by Cheapflights users on 11/1. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/1710:20 am -
2 stops49h 50m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/1![Air Canada logo]()
$160
This Orbitz deal was found by Cheapflights users on 11/1. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/166:00 am -
2 stops30h 10m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/1![Air Canada logo]()
$160
This Justfly.com deal was found by Cheapflights users on 11/1. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/1511:36 am -
2 stops48h 34m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/1![Air Canada logo]()
$162
This Justfly.com deal was found by Cheapflights users on 11/1. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/1411:52 am -
2 stops24h 18m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/1![Air Canada logo]()
$165
This Southwest deal was found by Cheapflights users on 11/1. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 1/188:05 pm -
2 stops16h 50m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/1![Southwest logo]()
$168
This Trip.com deal was found by Cheapflights users on 11/4. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/3010:30 am -
1 stop25h 40m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/4![Air Canada logo]()
$174
This Trip.com deal was found by Cheapflights users on 11/4. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/1711:55 am -
1 stop24h 15m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/4![Air Canada logo]()
$180
This Justfly.com deal was found by Cheapflights users on 11/4. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/111:36 am -
2 stops24h 34m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/4![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 November 5, 2026.
Round-trip from | $359 (Trip.com) |
|---|---|
One-way from | $145 (Trip.com) |
Popular in | June |
Cheapest in | May |
Average price | $480 |
Good round-trip deal | $485 or less |
Good one-way deal | $170 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 November 5, 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
New YorkGeorge Town
LGA New York LaGuardia - GCM George Town Owen Roberts Intl
LGAGCM
New York LaGuardia
Mon 1/18
6:30 am-12:55 pm
1 stop6h 25m
George Town Owen Roberts Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$168
New YorkGeorge Town
LGA New York LaGuardia - GCM George Town Owen Roberts Intl
LGAGCM
New York LaGuardia
Fri 1/29
6:30 am-12:55 pm
1 stop6h 25m
George Town Owen Roberts Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$185
New YorkGeorge Town
LGA New York LaGuardia - GCM George Town Owen Roberts Intl
LGAGCM
New York LaGuardia
Tue 1/26
6:30 am-12:55 pm
1 stop6h 25m
George Town Owen Roberts Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$185
New YorkGeorge Town
JFK New York John F Kennedy Intl - GCM George Town Owen Roberts Intl
JFKGCM
New York John F Kennedy Intl
Sat 12/5
6:00 am-12:43 pm
1 stop6h 43m
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
Fri 1/29
6:00 am-1:45 pm
1 stop7h 45m
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
7:30 am-4:00 pm
1 stop8h 30m
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 2/24
6:00 am-1:45 pm
1 stop7h 45m
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
Thu 12/31
10:29 am-4:35 pm
1 stop6h 06m
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 4/28
6:30 am-12:10 pm
1 stop6h 40m
George Town Owen Roberts Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$202
NewarkGeorge Town
EWR Newark - GCM George Town Owen Roberts Intl
EWRGCM
Newark
Wed 1/13
6:00 am-1:45 pm
1 stop7h 45m
George Town Owen Roberts Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$205
Showing 1-10 of 59 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
JFK-GCM
EWR-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
JFK-GCM
EWR-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 $393). Flying from New York to Cayman Islands in December is currently the most expensive (average of $556). 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 November 5, 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 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 November 5, 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.
Food
7.2
Crew
8.5
Entertainment
7.8
Overall
7.8
Boarding
8.1
Comfort
7.8
Reviews
1 / 20
2.0
MediocreBarney,May 2026
JFK - ATL
Food
7.2
Crew
8.5
Entertainment
7.8
Overall
7.8
Boarding
8.1
Comfort
7.8
Reviews
1 / 20
2.0
MediocreBarney,May 2026
JFK - ATL
Food
7.2
Crew
8.5
Entertainment
7.8
Overall
7.8
Boarding
8.1
Comfort
7.8
Reviews
1 / 20
2.0
MediocreBarney,May 2026
JFK - ATL
Food
7.2
Crew
8.5
Entertainment
7.8
Overall
7.8
Boarding
8.1
Comfort
7.8
Reviews
1 / 20
2.0
MediocreBarney,May 2026
JFK - ATL
Food
7.2
Crew
8.5
Entertainment
7.8
Overall
7.8
Boarding
8.1
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 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 November 5, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
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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 November 5, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$105 | Average$478 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$126 | Average$455 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$192 | Average$355 | FlexibilityNo cancel fee | On-time52% | |
| Cheapest$287 | Average$505 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$333 | Average$578 | FlexibilityNo cancel fee | On-time71% |