$119+ 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 10/2. Fares are subject to change and may not be available on all flights or dates of travel.
NYC — GCM
Oct 9 — Oct 161
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 9, 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 9, 2026.
This Expedia deal was found by Cheapflights users on 9/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/116:55 pm -
1 stop15h 50m
Mon 9/1412:25 pm -
1 stop28h 52m
Deal found 9/5![Air Canada logo]()
$349
This Expedia deal was found by Cheapflights users on 9/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/106:40 pm -
2 stops40h 05m
Mon 9/1412:25 pm -
1 stop28h 52m
Deal found 9/5![Air Canada logo]()
$352
This Air Canada deal was found by Cheapflights users on 9/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure 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 9/6![Air Canada logo]()
$354
This Air Canada deal was found by Cheapflights users on 9/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/163:45 pm -
2 stops20h 40m
Mon 9/2112:25 pm -
2 stops18h 12m
Deal found 9/6![Air Canada logo]()
$357
This CheapOair deal was found by Cheapflights users on 9/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/247:30 am -
2 stops51h 15m
Mon 9/2812:25 pm -
1 stop28h 52m
Deal found 9/5![Air Canada logo]()
$359
This Expedia deal was found by Cheapflights users on 9/9. 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 10/36:45 pm -
2 stops41h 40m
Sat 10/1011:25 am -
1 stop19h 35m
Deal found 9/9![Air Canada logo]()
$362
This Air Canada deal was found by Cheapflights users on 9/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/228:17 pm -
2 stops40h 08m
Thu 10/112:25 pm -
2 stops18h 13m
Deal found 9/6![Air Canada logo]()
$366
This Orbitz deal was found by Cheapflights users on 9/7. 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 9/126:40 pm -
2 stops41h 45m
Sat 9/1910:40 am -
1 stop20h 20m
Deal found 9/7![Air Canada logo]()
$368
This CheapOair deal was found by Cheapflights users on 9/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/18:47 pm -
2 stops37h 58m
Sat 10/3112:10 pm -
2 stops19h 40m
Deal found 9/5![Air Canada logo]()
$372
This Air Canada deal was found by Cheapflights users on 9/7. 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 9/183:45 pm -
2 stops19h 00m
Mon 9/2112:25 pm -
2 stops18h 12m
Deal found 9/7![Air Canada logo]()
$373
This CheapOair deal was found by Cheapflights users on 9/9. 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.
Tue 9/228:30 pm -
2 stops39h 55m
Thu 10/112:25 pm -
1 stop28h 45m
Deal found 9/9![Air Canada logo]()
$384
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.
Thu 11/197:55 pm -
1 stop16h 15m
Thu 12/31:10 pm -
1 stop19h 48m
Deal found 9/4![Air Canada logo]()
$386
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 9, 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 9, 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.
Wed 11/186:55 pm -
1 stop17h 15m
Tue 12/11:10 pm -
2 stops20h 46m
Deal found 9/4![Air Canada logo]()
$390
This United Airlines deal was found by Cheapflights users on 9/9. 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 10/259:05 am -
Nonstop4h 10m
Sun 11/12:25 pm -
Nonstop3h 55m
Deal found 9/9![United Airlines logo]()
$401
This Lucky2Go deal was found by Cheapflights users on 9/9. 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 Lucky2Go is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/2511:58 am -
1 stop24h 37m
Sat 10/318:50 am -
1 stop26h 18m
Deal found 9/9![Multiple Airlines logo]()
$467
This CheapOair deal was found by Cheapflights users on 9/9. 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.
Mon 9/2811:45 am -
1 stop7h 05m
Sat 10/36:20 pm -
1 stop27h 40m
Deal found 9/9![Cayman Airways logo]()
$498
This Delta deal was found by Cheapflights users on 9/9. 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 9/9![Delta logo]()
$535
This JetBlue deal was found by Cheapflights users on 9/8. 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 10/3110:07 am -
Nonstop4h 03m
Sat 11/73:43 pm -
Nonstop3h 45m
Deal found 9/8![JetBlue logo]()
$729
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.
Thu 11/197:55 pm -
1 stop16h 15m
Tue 12/11:10 pm -
2 stops20h 46m
Deal found 9/4![Air Canada logo]()
$390
This United Airlines deal was found by Cheapflights users on 9/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/87:45 am -
1 stop8h 45m
Sun 12/135:45 pm -
1 stop17h 33m
Deal found 9/5![United Airlines logo]()
$415
This United Airlines deal was found by Cheapflights users on 9/8. 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 10/38:24 pm -
1 stop17h 06m
Sat 10/101:35 pm -
1 stop8h 40m
Deal found 9/8![United Airlines logo]()
$415
This United Airlines deal was found by Cheapflights users on 9/7. 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 11/56:00 am -
1 stop10h 30m
Sun 11/85:45 pm -
1 stop18h 49m
Deal found 9/7![United Airlines logo]()
$425
This Delta deal was found by Cheapflights users on 9/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/56:00 am -
1 stop6h 43m
Sat 12/192:05 pm -
Nonstop3h 53m
Deal found 9/6![Delta logo]()
$550
This United Airlines deal was found by Cheapflights users on 9/9. 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 10/46:00 am -
1 stop7h 30m
Sun 10/111:35 pm -
1 stop8h 09m
Deal found 9/9![United Airlines logo]()
$433
This United Airlines deal was found by Cheapflights users on 9/8. 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 11/127:30 am -
1 stop9h 00m
Sun 11/152:25 pm -
Nonstop3h 55m
Deal found 9/8![United Airlines logo]()
$435
This Delta deal was found by Cheapflights users on 9/7. 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.
Wed 10/217:30 pm -
1 stop17h 10m
Fri 10/3012:55 pm -
1 stop11h 04m
Deal found 9/7![Delta logo]()
$591
This FlightHub deal was found by Cheapflights users on 9/8. 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 9/307:55 pm -
2 stops22h 55m
Sun 10/43:55 pm -
2 stops39h 05m
Deal found 9/8![Multiple Airlines logo]()
$706
This United Airlines deal was found by Cheapflights users on 9/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/55:40 am -
1 stop10h 20m
Sat 12/192:55 pm -
1 stop10h 04m
Deal found 9/6![United Airlines logo]()
$445
This Delta deal was found by Cheapflights users on 9/9. 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 35m
Deal found 9/9![Delta logo]()
$593
This JetBlue deal was found by Cheapflights users on 9/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/199:55 am -
Nonstop4h 05m
Thu 12/33:10 pm -
Nonstop3h 45m
Deal found 9/6![JetBlue logo]()
$760
This United Airlines deal was found by Cheapflights users on 9/9. 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 11/27:30 am -
1 stop9h 00m
Fri 11/65:45 pm -
1 stop21h 47m
Deal found 9/9![United Airlines logo]()
$449
This JetBlue deal was found by Cheapflights users on 9/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/229:55 am -
Nonstop4h 05m
Thu 11/263:10 pm -
Nonstop3h 45m
Deal found 9/6![JetBlue logo]()
$760
This FlightHub deal was found by Cheapflights users on 9/9. 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 9/277:55 pm -
2 stops20h 30m
Fri 10/26:15 pm -
2 stops27h 15m
Deal found 9/9![Multiple Airlines logo]()
$816
This Delta deal was found by Cheapflights users on 9/9. 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 11/76:00 am -
1 stop6h 40m
Thu 11/121:40 pm -
1 stop8h 16m
Deal found 9/9![Delta logo]()
$722
This United Airlines deal was found by Cheapflights users on 9/8. 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 10/259:05 am -
Nonstop4h 10m
Sat 10/311:25 pm -
Nonstop3h 55m
Deal found 9/8![United Airlines logo]()
$521
This FlightHub deal was found by Cheapflights users on 9/9. 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 9/271:00 pm -
2 stops27h 25m
Fri 10/23:55 pm -
2 stops28h 04m
Deal found 9/9![Multiple Airlines logo]()
$841
This United Airlines deal was found by Cheapflights users on 9/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure 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 9/6![United Airlines logo]()
$525
This Delta deal was found by Cheapflights users on 9/7. 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 10/166:00 am -
1 stop6h 40m
Mon 10/1912:55 pm -
1 stop11h 04m
Deal found 9/7![Delta logo]()
$828
This United Airlines deal was found by Cheapflights users on 9/8. 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 11/2810:05 am -
1 stop6h 30m
Sat 12/52:25 pm -
Nonstop3h 55m
Deal found 9/8![United Airlines logo]()
$525
This Justfly.com deal was found by Cheapflights users on 9/8. 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 1/262:55 pm -
2 stops24h 10m
Sun 1/318:50 am -
2 stops29h 13m
Deal found 9/8![Multiple Airlines logo]()
$940
This United Airlines deal was found by Cheapflights users on 9/8. 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 10/281:05 pm -
2 stops27h 25m
Mon 11/25:45 pm -
1 stop17h 40m
Deal found 9/8![United Airlines logo]()
$527
This Justfly.com deal was found by Cheapflights users on 9/8. 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 1/264:25 pm -
2 stops22h 40m
Sun 1/314:00 pm -
2 stops30h 50m
Deal found 9/8![Multiple Airlines logo]()
$940
Last-minute flights from New York to Cayman IslandsDiscover last-minute flight deals from New York to Cayman Islands. Data last updated September 9, 2026 and is based on user searches.
Discover last-minute flight deals from New York to Cayman Islands. Data last updated September 9, 2026 and is based on user searches.
This Expedia deal was found by Cheapflights users on 9/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/106:40 pm -
2 stops40h 05m
Mon 9/1412:25 pm -
1 stop28h 52m
Deal found 9/5![Air Canada logo]()
$352
This Expedia deal was found by Cheapflights users on 9/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/116:55 pm -
1 stop15h 50m
Mon 9/1412:25 pm -
1 stop28h 52m
Deal found 9/5![Air Canada logo]()
$349
This Orbitz deal was found by Cheapflights users on 9/7. 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 9/126:40 pm -
2 stops41h 45m
Sat 9/1910:40 am -
1 stop20h 20m
Deal found 9/7![Air Canada logo]()
$368
This Air Canada deal was found by Cheapflights users on 9/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/163:45 pm -
2 stops20h 40m
Mon 9/2112:25 pm -
2 stops18h 12m
Deal found 9/6![Air Canada logo]()
$357
This Air Canada deal was found by Cheapflights users on 9/7. 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 9/183:45 pm -
2 stops19h 00m
Mon 9/2112:25 pm -
2 stops18h 12m
Deal found 9/7![Air Canada logo]()
$373
This Air Canada deal was found by Cheapflights users on 9/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/228:17 pm -
2 stops40h 08m
Thu 10/112:25 pm -
2 stops18h 13m
Deal found 9/6![Air Canada logo]()
$366
This CheapOair deal was found by Cheapflights users on 9/9. 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.
Tue 9/228:30 pm -
2 stops39h 55m
Thu 10/112:25 pm -
1 stop28h 45m
Deal found 9/9![Air Canada logo]()
$384
This CheapOair deal was found by Cheapflights users on 9/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/247:30 am -
2 stops51h 15m
Mon 9/2812:25 pm -
1 stop28h 52m
Deal found 9/5![Air Canada logo]()
$359
This CheapOair deal was found by Cheapflights users on 9/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/18:47 pm -
2 stops37h 58m
Sat 10/3112:10 pm -
2 stops19h 40m
Deal found 9/5![Air Canada logo]()
$372
This Air Canada deal was found by Cheapflights users on 9/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/27:55 pm -
1 stop14h 50m
Mon 10/512:25 pm -
2 stops18h 12m
Deal found 9/6![Air Canada logo]()
$354
This Expedia deal was found by Cheapflights users on 9/9. 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 10/36:45 pm -
2 stops41h 40m
Sat 10/1011:25 am -
1 stop19h 35m
Deal found 9/9![Air Canada logo]()
$362
This Air Canada deal was found by Cheapflights users on 9/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/208:30 pm -
2 stops39h 55m
Sat 10/2411:25 am -
1 stop8h 34m
Deal found 9/5![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 9, 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 9, 2026.
This Booking.com deal was found by Cheapflights users on 9/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/26:30 am -
1 stop28h 15m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/6![Air Canada logo]()
$119
This Booking.com deal was found by Cheapflights users on 9/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/27:05 pm -
1 stop15h 40m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/6![Air Canada logo]()
$119
This Booking.com deal was found by Cheapflights users on 9/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/186:55 pm -
1 stop17h 15m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/5![Air Canada logo]()
$129
This Air Canada deal was found by Cheapflights users on 9/9. 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 9/9![Air Canada logo]()
$130
This Air Canada deal was found by Cheapflights users on 9/9. 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 9/9![Air Canada logo]()
$130
This Air Canada deal was found by Cheapflights users on 9/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure 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 9/5![Air Canada logo]()
$138
This Air Canada deal was found by Cheapflights users on 9/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure 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 9/6![Air Canada logo]()
$138
This Expedia deal was found by Cheapflights users on 9/8. 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 9/126:40 pm -
2 stops41h 45m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/8![Air Canada logo]()
$139
This Expedia deal was found by Cheapflights users on 9/8. 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 9/128:30 pm -
2 stops39h 55m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/8![Air Canada logo]()
$139
This American Airlines deal was found by Cheapflights users on 9/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/127:29 am -
1 stop7h 16m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/8![American Airlines logo]()
$140
This American Airlines deal was found by Cheapflights users on 9/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/126:00 am -
2 stops13h 58m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/8![American Airlines logo]()
$140
This American Airlines deal was found by Cheapflights users on 9/8. 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 10/316:00 am -
1 stop6h 00m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/8![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 9, 2026.
Round-trip from | $349 (Expedia) |
|---|---|
One-way from | $119 (Booking.com) |
Popular in | June |
Cheapest in | January |
Average price | $462 |
Good round-trip deal | $440 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 September 9, 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 10/2
9:00 am-9:45 am
1 stop25h 45m
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 10/2
6:30 am-9:45 am
1 stop28h 15m
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
Wed 9/30
10:35 am-11:25 am
2 stops25h 50m
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
Sat 10/3
10:35 am-11:25 am
2 stops49h 50m
George Town Owen Roberts Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$128
New YorkGeorge Town
JFK New York John F Kennedy Intl - GCM George Town Owen Roberts Intl
JFKGCM
New York John F Kennedy Intl
Thu 11/12
8:28 am-7:58 pm
2 stops11h 30m
George Town Owen Roberts Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$140
NewarkGeorge Town
EWR Newark - GCM George Town Owen Roberts Intl
EWRGCM
Newark
Wed 9/30
7:55 pm-11:25 am
1 stop16h 30m
George Town Owen Roberts Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$141
NewarkGeorge Town
EWR Newark - GCM George Town Owen Roberts Intl
EWRGCM
Newark
Wed 11/18
3:30 pm-12:10 pm
2 stops20h 40m
George Town Owen Roberts Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$142
New YorkGeorge Town
LGA New York LaGuardia - GCM George Town Owen Roberts Intl
LGAGCM
New York LaGuardia
Thu 11/19
3:30 pm-12:10 pm
2 stops20h 40m
George Town Owen Roberts Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$142
New YorkGeorge Town
LGA New York LaGuardia - GCM George Town Owen Roberts Intl
LGAGCM
New York LaGuardia
Wed 12/2
2:55 pm-12:10 pm
1 stop21h 15m
George Town Owen Roberts Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$143
New YorkGeorge Town
LGA New York LaGuardia - GCM George Town Owen Roberts Intl
LGAGCM
New York LaGuardia
Fri 10/2
8:24 pm-12:25 pm
1 stop17h 01m
George Town Owen Roberts Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$165
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
JFK-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 $375). 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 9, 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 9, 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.
Food
7.2
Comfort
7.8
Crew
8.5
Entertainment
7.8
Boarding
8.1
Overall
7.8
Reviews
1 / 20
2.0
MediocreBarney,May 2026
JFK - ATL
Food
7.2
Comfort
7.8
Crew
8.5
Entertainment
7.8
Boarding
8.1
Overall
7.8
Reviews
1 / 20
2.0
MediocreBarney,May 2026
JFK - ATL
Food
7.2
Comfort
7.8
Crew
8.5
Entertainment
7.8
Boarding
8.1
Overall
7.8
Reviews
1 / 20
2.0
MediocreBarney,May 2026
JFK - ATL
Food
7.2
Comfort
7.8
Crew
8.5
Entertainment
7.8
Boarding
8.1
Overall
7.8
Reviews
1 / 20
2.0
MediocreBarney,May 2026
JFK - ATL
Food
7.2
Comfort
7.8
Crew
8.5
Entertainment
7.8
Boarding
8.1
Overall
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 September 9, 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 September 9, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$105 | Average$458 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$126 | Average$441 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$198 | Average$366 | FlexibilityNo cancel fee | On-time52% | |
| Cheapest$287 | Average$470 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$325 | Average$541 | FlexibilityNo cancel fee | On-time71% |