$104+ Cheap flights from New York, NY (NYC) to the Cayman Islands
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 8/22. Fares are subject to change and may not be available on all flights or dates of travel.
NYC — GCM
Jun 26 — Jul 31
Round-trip
1 adult, Economy
We work with more than 300 partners to bring you better travel deals
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
Cheapest
Best
Last-minute
One-way
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 May 27, 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 May 27, 2026.
This United Airlines deal was found by Cheapflights users on 5/26. Clicking the “Pick Dates” 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 7/78:50 pm
EWR
- GCM
1 stop16h 40m
United Airlines
Sat 7/111:50 pm
GCM
- EWR
1 stop8h 49m
United Airlines
Deal found 5/26![United Airlines logo]()
$313
This American Airlines deal was found by Cheapflights users on 5/27. Clicking the “Pick Dates” 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 8/157:28 pm
EWR
- GCM
2 stops18h 42m
American Airlines
Sat 8/222:10 pm
GCM
- EWR
2 stops18h 49m
American Airlines
Deal found 5/27![American Airlines logo]()
$318
This Delta deal was found by Cheapflights users on 5/26. Clicking the “Pick Dates” 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 9/16:00 am
EWR
- GCM
1 stop6h 39m
Delta
Wed 9/912:56 pm
GCM
- EWR
1 stop10h 09m
Delta
Deal found 5/26![Delta logo]()
$322
This American Airlines deal was found by Cheapflights users on 5/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/285:45 pm
EWR
- GCM
2 stops18h 00m
American Airlines
Wed 11/41:00 pm
GCM
- EWR
1 stop8h 12m
American Airlines
Deal found 5/25![American Airlines logo]()
$323
This American Airlines deal was found by Cheapflights users on 5/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/117:30 am
EWR
- GCM
1 stop28h 57m
American Airlines
Sat 8/152:10 pm
GCM
- EWR
2 stops18h 49m
American Airlines
Deal found 5/25![American Airlines logo]()
$325
This American Airlines deal was found by Cheapflights users on 5/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/95:26 pm
EWR
- GCM
2 stops19h 04m
American Airlines
Sun 9/1312:00 pm
GCM
- EWR
2 stops21h 09m
American Airlines
Deal found 5/25![American Airlines logo]()
$328
This American Airlines deal was found by Cheapflights users on 5/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/65:30 am
EWR
- GCM
1 stop6h 25m
American Airlines
Sat 6/1311:22 am
GCM
- EWR
1 stop10h 37m
American Airlines
Deal found 5/23![American Airlines logo]()
$331
This JetBlue deal was found by Cheapflights users on 5/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/309:45 am
JFK
- GCM
Nonstop4h 19m
JetBlue
Sat 6/62:15 pm
GCM
- JFK
Nonstop4h 01m
JetBlue
Deal found 5/25![JetBlue logo]()
$335
This American Airlines deal was found by Cheapflights users on 5/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/316:30 am
JFK
- GCM
1 stop6h 00m
American Airlines
Mon 6/155:12 pm
GCM
- JFK
2 stops17h 15m
American Airlines
Deal found 5/25![American Airlines logo]()
$336
This American Airlines deal was found by Cheapflights users on 5/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/305:35 am
JFK
- GCM
1 stop6h 20m
American Airlines
Sat 6/611:55 am
GCM
- JFK
1 stop6h 21m
American Airlines
Deal found 5/25![American Airlines logo]()
$340
This American Airlines deal was found by Cheapflights users on 5/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/95:47 am
EWR
- GCM
1 stop8h 48m
American Airlines
Tue 6/165:12 pm
GCM
- EWR
1 stop17h 18m
American Airlines
Deal found 5/26![American Airlines logo]()
$340
This American Airlines deal was found by Cheapflights users on 5/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/308:01 am
LGA
- GCM
1 stop6h 10m
American Airlines
Sat 6/611:55 am
GCM
- LGA
1 stop6h 34m
American Airlines
Deal found 5/25![American Airlines logo]()
$340
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 May 27, 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 May 27, 2026.
This United Airlines deal was found by Cheapflights users on 5/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/136:00 am
LGA
- GCM
1 stop8h 30m
United Airlines
Mon 6/151:35 pm
GCM
- LGA
1 stop8h 40m
United Airlines
Deal found 5/22![United Airlines logo]()
$373
This JetBlue deal was found by Cheapflights users on 5/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/309:45 am
JFK
- GCM
Nonstop4h 19m
JetBlue
Sat 6/62:20 pm
GCM
- JFK
1 stop7h 42m
JetBlue
Deal found 5/23![JetBlue logo]()
$452
This Delta deal was found by Cheapflights users on 5/27. Clicking the “Pick Dates” 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 8/126:00 am
JFK
- GCM
1 stop6h 39m
Delta
Wed 8/191:04 pm
GCM
- JFK
1 stop7h 53m
Delta
Deal found 5/27![Delta logo]()
$481
This Cayman Airways deal was found by Cheapflights users on 5/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cayman Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/311:45 am
JFK
- GCM
Nonstop4h 00m
Cayman Airways
Sun 8/96:10 pm
GCM
- JFK
Nonstop3h 50m
Cayman Airways
Deal found 5/23![Cayman Airways logo]()
$544
This Mytrip deal was found by Cheapflights users on 5/26. Clicking the “Pick Dates” 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.
Fri 6/127:25 am
LGA
- CYB
2 stops33h 00m
Multiple Airlines
Sun 6/146:20 pm
CYB
- LGA
2 stops25h 39m
Multiple Airlines
Deal found 5/26![Multiple Airlines logo]()
$751
This United Airlines deal was found by Cheapflights users on 5/26. Clicking the “Pick Dates” 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 6/128:50 pm
EWR
- GCM
1 stop19h 45m
United Airlines
Sat 6/202:40 pm
GCM
- EWR
Nonstop3h 58m
United Airlines
Deal found 5/26![United Airlines logo]()
$395
This United Airlines deal was found by Cheapflights users on 5/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/186:10 am
LGA
- GCM
1 stop8h 20m
United Airlines
Sat 7/251:50 pm
GCM
- LGA
1 stop8h 25m
United Airlines
Deal found 5/24![United Airlines logo]()
$396
This Delta deal was found by Cheapflights users on 5/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/316:29 am
JFK
- GCM
1 stop6h 25m
Delta
Tue 6/21:19 pm
GCM
- JFK
1 stop7h 08m
Delta
Deal found 5/24![Delta logo]()
$481
This United Airlines deal was found by Cheapflights users on 5/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/67:05 am
EWR
- GCM
1 stop9h 30m
United Airlines
Sat 6/132:40 pm
GCM
- EWR
Nonstop3h 58m
United Airlines
Deal found 5/23![United Airlines logo]()
$411
This Delta deal was found by Cheapflights users on 5/26. Clicking the “Pick Dates” 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 7/286:00 am
JFK
- GCM
1 stop6h 31m
Delta
Sun 8/212:56 pm
GCM
- JFK
1 stop9h 13m
Delta
Deal found 5/26![Delta logo]()
$481
This United Airlines deal was found by Cheapflights users on 5/26. Clicking the “Pick Dates” 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 8/16:00 am
LGA
- GCM
1 stop10h 10m
United Airlines
Thu 8/61:35 pm
GCM
- LGA
1 stop28h 29m
United Airlines
Deal found 5/26![United Airlines logo]()
$413
This Delta deal was found by Cheapflights users on 5/27. Clicking the “Pick Dates” 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 8/178:30 pm
LGA
- GCM
1 stop16h 09m
Delta
Wed 8/191:04 pm
GCM
- LGA
1 stop7h 24m
Delta
Deal found 5/27![Delta logo]()
$481
This Cayman Airways deal was found by Cheapflights users on 5/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cayman Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/811:45 am
JFK
- LYB
1 stop20h 55m
Cayman Airways
Wed 6/108:50 am
LYB
- JFK
1 stop13h 10m
Cayman Airways
Deal found 5/26![Cayman Airways logo]()
$591
This United Airlines deal was found by Cheapflights users on 5/26. Clicking the “Pick Dates” 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 8/38:17 pm
LGA
- GCM
1 stop17h 13m
United Airlines
Fri 8/71:35 pm
GCM
- LGA
1 stop8h 39m
United Airlines
Deal found 5/26![United Airlines logo]()
$418
This Delta deal was found by Cheapflights users on 5/26. Clicking the “Pick Dates” 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 7/296:00 am
LGA
- GCM
1 stop6h 31m
Delta
Sun 8/212:56 pm
GCM
- LGA
1 stop8h 31m
Delta
Deal found 5/26![Delta logo]()
$481
This United Airlines deal was found by Cheapflights users on 5/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/306:00 am
EWR
- GCM
1 stop7h 30m
United Airlines
Sat 6/62:40 pm
GCM
- EWR
Nonstop3h 58m
United Airlines
Deal found 5/25![United Airlines logo]()
$425
This Delta deal was found by Cheapflights users on 5/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/206:00 am
JFK
- GCM
1 stop6h 39m
Delta
Wed 8/261:04 pm
GCM
- JFK
1 stop11h 10m
Delta
Deal found 5/25![Delta logo]()
$523
This Justfly.com deal was found by Cheapflights users on 5/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/44:00 pm
LGA
- CYB
2 stops26h 50m
Multiple Airlines
Wed 10/73:55 pm
CYB
- LGA
2 stops29h 41m
Multiple Airlines
Deal found 5/25![Multiple Airlines logo]()
$770
This United Airlines deal was found by Cheapflights users on 5/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/28:17 pm
LGA
- GCM
1 stop17h 13m
United Airlines
Thu 6/41:35 pm
GCM
- LGA
1 stop8h 40m
United Airlines
Deal found 5/24![United Airlines logo]()
$439
This United Airlines deal was found by Cheapflights users on 5/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/36:00 am
LGA
- GCM
1 stop7h 30m
United Airlines
Fri 6/51:35 pm
GCM
- LGA
1 stop8h 40m
United Airlines
Deal found 5/24![United Airlines logo]()
$439
This Delta deal was found by Cheapflights users on 5/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/156:00 am
JFK
- GCM
1 stop6h 34m
Delta
Wed 6/1712:59 pm
GCM
- JFK
1 stop9h 05m
Delta
Deal found 5/22![Delta logo]()
$536
This FlightHub deal was found by Cheapflights users on 5/26. Clicking the “Pick Dates” 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 11/77:05 pm
LGA
- CYB
2 stops20h 20m
Multiple Airlines
Tue 11/106:20 pm
CYB
- LGA
2 stops28h 13m
Multiple Airlines
Deal found 5/26![Multiple Airlines logo]()
$852
This Delta deal was found by Cheapflights users on 5/27. Clicking the “Pick Dates” 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 8/176:00 am
JFK
- GCM
1 stop6h 39m
Delta
Wed 8/191:04 pm
GCM
- JFK
1 stop11h 10m
Delta
Deal found 5/27![Delta logo]()
$536
This United Airlines deal was found by Cheapflights users on 5/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/47:29 am
LGA
- GCM
1 stop30h 01m
United Airlines
Sat 6/61:50 pm
GCM
- LGA
1 stop8h 30m
United Airlines
Deal found 5/24![United Airlines logo]()
$450
This FlightHub deal was found by Cheapflights users on 5/26. Clicking the “Pick Dates” 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 6/174:45 pm
LGA
- CYB
2 stops26h 05m
Multiple Airlines
Sun 6/216:20 pm
CYB
- LGA
2 stops25h 39m
Multiple Airlines
Deal found 5/26![Multiple Airlines logo]()
$882
This United Airlines deal was found by Cheapflights users on 5/26. Clicking the “Pick Dates” 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 7/319:50 pm
EWR
- GCM
1 stop18h 20m
United Airlines
Mon 8/31:35 pm
GCM
- EWR
1 stop20h 01m
United Airlines
Deal found 5/26![United Airlines logo]()
$456
This Delta deal was found by Cheapflights users on 5/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/257:00 pm
JFK
- GCM
1 stop17h 39m
Delta
Thu 9/31:04 pm
GCM
- JFK
1 stop11h 10m
Delta
Deal found 5/24![Delta logo]()
$563
This Trip.com deal was found by Cheapflights users on 5/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/1811:45 am
JFK
- LYB
1 stop28h 20m
Cayman Airways
Sun 6/2811:35 am
LYB
- JFK
1 stop10h 25m
Cayman Airways
Deal found 5/26![Cayman Airways logo]()
$1,027
This FlightHub deal was found by Cheapflights users on 5/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/197:50 pm
EWR
- LYB
2 stops21h 05m
Multiple Airlines
Mon 6/298:50 am
LYB
- EWR
2 stops23h 15m
Multiple Airlines
Deal found 5/25![Multiple Airlines logo]()
$897
This United Airlines deal was found by Cheapflights users on 5/26. Clicking the “Pick Dates” 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 6/56:00 am
EWR
- GCM
1 stop7h 30m
United Airlines
Sat 6/62:40 pm
GCM
- EWR
Nonstop3h 58m
United Airlines
Deal found 5/26![United Airlines logo]()
$462
Last-minute flights from New York to Cayman IslandsDiscover last-minute flight deals from New York to Cayman Islands. Data last updated May 27, 2026 and is based on user searches.
Discover last-minute flight deals from New York to Cayman Islands. Data last updated May 27, 2026 and is based on user searches.
This JetBlue deal was found by Cheapflights users on 5/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/309:45 am
JFK
- GCM
Nonstop4h 19m
JetBlue
Sat 6/62:15 pm
GCM
- JFK
Nonstop4h 01m
JetBlue
Deal found 5/25![JetBlue logo]()
$335
This American Airlines deal was found by Cheapflights users on 5/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/305:35 am
JFK
- GCM
1 stop6h 20m
American Airlines
Sat 6/611:55 am
GCM
- JFK
1 stop6h 21m
American Airlines
Deal found 5/25![American Airlines logo]()
$340
This American Airlines deal was found by Cheapflights users on 5/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/308:01 am
LGA
- GCM
1 stop6h 10m
American Airlines
Sat 6/611:55 am
GCM
- LGA
1 stop6h 34m
American Airlines
Deal found 5/25![American Airlines logo]()
$340
This American Airlines deal was found by Cheapflights users on 5/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/316:30 am
JFK
- GCM
1 stop6h 00m
American Airlines
Mon 6/155:12 pm
GCM
- JFK
2 stops17h 15m
American Airlines
Deal found 5/25![American Airlines logo]()
$336
This American Airlines deal was found by Cheapflights users on 5/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/25:35 am
JFK
- GCM
1 stop6h 26m
American Airlines
Sat 6/611:55 am
GCM
- JFK
1 stop8h 37m
American Airlines
Deal found 5/27![American Airlines logo]()
$349
This American Airlines deal was found by Cheapflights users on 5/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/26:00 am
EWR
- GCM
1 stop6h 30m
American Airlines
Sat 6/62:17 pm
GCM
- EWR
1 stop6h 51m
American Airlines
Deal found 5/27![American Airlines logo]()
$349
This American Airlines deal was found by Cheapflights users on 5/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/26:50 am
LGA
- GCM
1 stop5h 40m
American Airlines
Sat 6/611:22 am
GCM
- LGA
1 stop10h 07m
American Airlines
Deal found 5/27![American Airlines logo]()
$349
This American Airlines deal was found by Cheapflights users on 5/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/29:03 am
LGA
- GCM
2 stops8h 08m
American Airlines
Mon 6/85:12 pm
GCM
- LGA
1 stop15h 47m
American Airlines
Deal found 5/27![American Airlines logo]()
$354
This American Airlines deal was found by Cheapflights users on 5/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/65:30 am
EWR
- GCM
1 stop6h 25m
American Airlines
Sat 6/1311:22 am
GCM
- EWR
1 stop10h 37m
American Airlines
Deal found 5/23![American Airlines logo]()
$331
This American Airlines deal was found by Cheapflights users on 5/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/95:47 am
EWR
- GCM
1 stop8h 48m
American Airlines
Tue 6/165:12 pm
GCM
- EWR
1 stop17h 18m
American Airlines
Deal found 5/26![American Airlines logo]()
$340
This American Airlines deal was found by Cheapflights users on 5/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/105:35 am
JFK
- GCM
1 stop11h 36m
American Airlines
Sun 6/145:12 pm
GCM
- JFK
1 stop15h 02m
American Airlines
Deal found 5/24![American Airlines logo]()
$341
This American Airlines deal was found by Cheapflights users on 5/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/1011:09 am
LGA
- GCM
1 stop6h 02m
American Airlines
Sun 6/145:12 pm
GCM
- LGA
1 stop15h 47m
American Airlines
Deal found 5/24![American Airlines logo]()
$341
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 May 27, 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 May 27, 2026.
This American Airlines deal was found by Cheapflights users on 5/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/46:30 am
JFK
- GCM
1 stop8h 06m
American Airlines
Deal found 5/27![American Airlines logo]()
$104
This American Airlines deal was found by Cheapflights users on 5/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/166:01 am
EWR
- GCM
1 stop6h 29m
American Airlines
Deal found 5/26![American Airlines logo]()
$104
This American Airlines deal was found by Cheapflights users on 5/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/167:44 am
LGA
- GCM
2 stops9h 27m
American Airlines
Deal found 5/25![American Airlines logo]()
$104
This American Airlines deal was found by Cheapflights users on 5/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/85:59 am
JFK
- GCM
1 stop6h 26m
American Airlines
Deal found 5/25![American Airlines logo]()
$109
This American Airlines deal was found by Cheapflights users on 5/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/811:00 am
LGA
- GCM
1 stop6h 10m
American Airlines
Deal found 5/27![American Airlines logo]()
$109
This American Airlines deal was found by Cheapflights users on 5/26. Clicking the “Pick Dates” 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 8/229:00 pm
JFK
- GCM
2 stops15h 00m
American Airlines
Deal found 5/26![American Airlines logo]()
$110
This American Airlines deal was found by Cheapflights users on 5/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/247:29 pm
EWR
- GCM
2 stops16h 26m
American Airlines
Deal found 5/23![American Airlines logo]()
$110
This Cheapflightsfares deal was found by Cheapflights users on 5/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/69:45 am
JFK
- GCM
Nonstop4h 19m
JetBlue
Deal found 5/26![JetBlue logo]()
$117
This American Airlines deal was found by Cheapflights users on 5/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/196:50 pm
JFK
- GCM
1 stop22h 20m
American Airlines
Deal found 5/23![American Airlines logo]()
$119
This American Airlines deal was found by Cheapflights users on 5/26. Clicking the “Pick Dates” 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 6/66:49 am
JFK
- GCM
1 stop8h 46m
American Airlines
Deal found 5/26![American Airlines logo]()
$122
This Delta deal was found by Cheapflights users on 5/26. Clicking the “Pick Dates” 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 6/66:00 am
EWR
- GCM
1 stop6h 54m
Delta
Deal found 5/26![Delta logo]()
$122
This American Airlines deal was found by Cheapflights users on 5/26. Clicking the “Pick Dates” 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 6/66:00 am
LGA
- GCM
1 stop8h 11m
American Airlines
Deal found 5/26![American Airlines logo]()
$122
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 May 27, 2026.
Round-trip from | $313 (United Airlines) |
|---|---|
One-way from | $104 (American Airlines) |
Popular in | February |
Cheapest in | January |
Average price | $409 |
Good round-trip deal | $424 or less |
Good one-way deal | $174 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 2,558,603 searches. Data last updated May 27, 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 - GCM
LGAGCM
New York LaGuardia
Sat 6/13
6:00 am-1:30 pm
1 stop8h 30m
George Town Owen Roberts Intl
Mon 6/15
1:35 pm-11:15 pm
1 stop8h 40m
$373
NewarkGeorge Town
EWR - GCM
EWRGCM
Newark
Fri 6/12
8:50 pm-3:35 pm
1 stop19h 45m
George Town Owen Roberts Intl
Sat 6/20
2:40 pm-7:38 pm
Nonstop3h 58m
$395
New YorkGeorge Town
LGA - GCM
LGAGCM
New York LaGuardia
Sat 7/18
6:10 am-1:30 pm
1 stop8h 20m
George Town Owen Roberts Intl
Sat 7/25
1:50 pm-11:15 pm
1 stop8h 25m
$396
NewarkGeorge Town
EWR - GCM
EWRGCM
Newark
Sat 6/6
7:05 am-3:35 pm
1 stop9h 30m
George Town Owen Roberts Intl
Sat 6/13
2:40 pm-7:38 pm
Nonstop3h 58m
$411
New YorkGeorge Town
LGA - GCM
LGAGCM
New York LaGuardia
Sat 8/1
6:00 am-3:10 pm
1 stop10h 10m
George Town Owen Roberts Intl
Thu 8/6
1:35 pm-7:04 pm
1 stop28h 29m
$413
New YorkGeorge Town
LGA - GCM
LGAGCM
New York LaGuardia
Mon 8/3
8:17 pm-12:30 pm
1 stop17h 13m
George Town Owen Roberts Intl
Fri 8/7
1:35 pm-11:14 pm
1 stop8h 39m
$418
NewarkGeorge Town
EWR - GCM
EWRGCM
Newark
Sat 5/30
6:00 am-12:30 pm
1 stop7h 30m
George Town Owen Roberts Intl
Sat 6/6
2:40 pm-7:38 pm
Nonstop3h 58m
$425
New YorkGeorge Town
LGA - GCM
LGAGCM
New York LaGuardia
Tue 6/2
8:17 pm-12:30 pm
1 stop17h 13m
George Town Owen Roberts Intl
Thu 6/4
1:35 pm-11:15 pm
1 stop8h 40m
$439
New YorkGeorge Town
LGA - GCM
LGAGCM
New York LaGuardia
Wed 6/3
6:00 am-12:30 pm
1 stop7h 30m
George Town Owen Roberts Intl
Fri 6/5
1:35 pm-11:15 pm
1 stop8h 40m
$439
New YorkGeorge Town
LGA - GCM
LGAGCM
New York LaGuardia
Thu 6/4
7:29 am-12:30 pm
1 stop30h 01m
George Town Owen Roberts Intl
Sat 6/6
1:50 pm-11:20 pm
1 stop8h 30m
$450
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
JFK-GCM
LGA-GCM
EWR-CYB
SWF-GCM
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
JFK-GCM
LGA-GCM
EWR-CYB
What is the cheapest month to book a flight from New York to Cayman Islands?
Currently, November is the cheapest month in which you can book a flight from New York to Cayman Islands (average of $99). Flying from New York to Cayman Islands in March is currently the most expensive (average of $1,387). 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 May 27, 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 43 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 May 27, 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.
Entertainment
7.8
Comfort
7.8
Food
7.2
Overall
7.9
Crew
8.5
Boarding
8.1
Reviews
1 / 20
2.0
MediocreBarney,May 2026
JFK - ATL
Entertainment
7.8
Comfort
7.8
Food
7.2
Overall
7.9
Crew
8.5
Boarding
8.1
Reviews
1 / 20
2.0
MediocreBarney,May 2026
JFK - ATL
Entertainment
7.8
Comfort
7.8
Food
7.2
Overall
7.9
Crew
8.5
Boarding
8.1
Reviews
1 / 20
2.0
MediocreBarney,May 2026
JFK - ATL
Entertainment
7.8
Comfort
7.8
Food
7.2
Overall
7.9
Crew
8.5
Boarding
8.1
Reviews
1 / 20
2.0
MediocreBarney,May 2026
JFK - ATL
Entertainment
7.8
Comfort
7.8
Food
7.2
Overall
7.9
Crew
8.5
Boarding
8.1
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.
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
Alternative routes
Complete your trip
Flights by cabin class
Other flight options
Popular flights
Top destinations
Top regions
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 May 27, 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
Consider these flights traveling to Cayman Islands regions.
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 2,558,603 searches. Data last updated May 27, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$105 | Average$437 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$126 | Average$394 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$192 | Average$406 | FlexibilityNo cancel fee | On-time52% | |
| Cheapest$288 | Average$469 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$301 | Average$501 | FlexibilityNo cancel fee | On-time71% |