$269+ Cheap flights from Jamaica 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 11/9. Fares are subject to change and may not be available on all flights or dates of travel.
MBJ — GCM
Nov 22 — Nov 291
Round-trip
1 adult, Economy
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Find cheap flights from Jamaica 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
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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 Jamaica to Cayman Islands
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Cheapest flights from Jamaica to Cayman IslandsExplore the most affordable flight options available from Jamaica to Cayman Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 23, 2026.
Explore the most affordable flight options available from Jamaica to Cayman Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 23, 2026.
This Mytrip deal was found by Cheapflights users on 10/19. Clicking the “Pick Dates” 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 10/309:10 am -
Nonstop1h 15m
Mon 11/27:00 am -
Nonstop1h 10m
Deal found 10/19![Cayman Airways logo]()
$383
This SmartFares deal was found by Cheapflights users on 10/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/69:10 am -
Nonstop1h 15m
Sun 11/86:25 pm -
Nonstop1h 10m
Deal found 10/21![Cayman Airways logo]()
$385
This FlightHub deal was found by Cheapflights users on 10/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/59:10 am -
Nonstop1h 15m
Tue 11/1012:00 pm -
Nonstop1h 10m
Deal found 10/21![Cayman Airways logo]()
$395
This Booking.com deal was found by Cheapflights users on 10/19. Clicking the “Pick Dates” 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.
Sat 11/219:10 am -
Nonstop1h 15m
Sat 12/57:00 am -
Nonstop1h 10m
Deal found 10/19![Cayman Airways logo]()
$407
This FlightHub deal was found by Cheapflights users on 10/18. Clicking the “Pick Dates” 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 12/208:35 pm -
Nonstop1h 10m
Thu 1/77:00 am -
Nonstop1h 10m
Deal found 10/18![Cayman Airways logo]()
$411
This FlightHub deal was found by Cheapflights users on 10/18. Clicking the “Pick Dates” 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 10/239:10 am -
Nonstop1h 15m
Wed 10/287:00 am -
Nonstop1h 10m
Deal found 10/18![Cayman Airways logo]()
$417
This Cayman Airways deal was found by Cheapflights users on 10/18. Clicking the “Pick Dates” 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.
Fri 10/239:10 am -
Nonstop1h 15m
Sat 10/317:00 am -
Nonstop1h 10m
Deal found 10/18![Cayman Airways logo]()
$427
This Mytrip deal was found by Cheapflights users on 10/19. Clicking the “Pick Dates” 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 10/239:10 am -
Nonstop1h 15m
Sat 10/247:00 am -
Nonstop1h 10m
Deal found 10/19![Cayman Airways logo]()
$436
This FlightHub deal was found by Cheapflights users on 10/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/269:10 am -
Nonstop1h 15m
Mon 1/47:00 am -
Nonstop1h 10m
Deal found 10/20![Cayman Airways logo]()
$442
This FlightHub deal was found by Cheapflights users on 10/18. Clicking the “Pick Dates” 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 10/219:10 am -
Nonstop1h 15m
Wed 10/287:00 am -
Nonstop1h 10m
Deal found 10/18![Cayman Airways logo]()
$446
This Cayman Airways deal was found by Cheapflights users on 10/18. Clicking the “Pick Dates” 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.
Wed 10/219:10 am -
Nonstop1h 15m
Tue 10/2712:00 pm -
Nonstop1h 10m
Deal found 10/18![Cayman Airways logo]()
$458
Best flights from Jamaica to Cayman IslandsDiscover carefully curated flight deals from Jamaica to Cayman Islands that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 23, 2026.
Discover carefully curated flight deals from Jamaica to Cayman Islands that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 23, 2026.
This FlightHub deal was found by Cheapflights users on 10/18. Clicking the “Pick Dates” 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 12/208:35 pm -
Nonstop1h 10m
Thu 1/77:00 am -
Nonstop1h 10m
Deal found 10/18![Cayman Airways logo]()
$411
This Priceline deal was found by Cheapflights users on 10/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/149:10 am -
Nonstop1h 15m
Sat 11/212:50 pm -
1 stop12h 12m
Deal found 10/22![Multiple Airlines logo]()
$779
This United Airlines deal was found by Cheapflights users on 10/19. Clicking the “Pick Dates” 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 2/262:54 pm -
1 stop22h 51m
Tue 3/22:25 pm -
1 stop23h 49m
Deal found 10/19![United Airlines logo]()
$983
This Cayman Airways deal was found by Cheapflights users on 10/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cayman Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/242:10 pm -
Nonstop1h 15m
Tue 12/2912:00 pm -
Nonstop1h 10m
Deal found 10/22![Cayman Airways logo]()
$649
This Cayman Airways deal was found by Cheapflights users on 10/19. Clicking the “Pick Dates” 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.
Fri 11/67:45 pm -
Nonstop1h 10m
Sun 11/86:25 pm -
Nonstop1h 10m
Deal found 10/19![Cayman Airways logo]()
$649
This Kiwi.com deal was found by Cheapflights users on 10/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/319:12 am -
2 stops26h 23m
Sat 4/37:00 am -
Nonstop1h 10m
Deal found 10/21![Multiple Airlines logo]()
$793
This Cayman Airways deal was found by Cheapflights users on 10/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cayman Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/319:10 am -
Nonstop1h 15m
Sat 4/37:00 am -
Nonstop1h 10m
Deal found 10/21![Cayman Airways logo]()
$690
This Mytrip deal was found by Cheapflights users on 10/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/247:55 pm -
1 stop17h 14m
Tue 12/2912:00 pm -
Nonstop1h 10m
Deal found 10/22![Multiple Airlines logo]()
$804
This Cayman Airways deal was found by Cheapflights users on 10/18. Clicking the “Pick Dates” 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.
Wed 1/69:10 am -
Nonstop1h 15m
Mon 1/117:00 am -
Nonstop1h 10m
Deal found 10/18![Cayman Airways logo]()
$690
This Mytrip deal was found by Cheapflights users on 10/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/219:10 am -
Nonstop1h 15m
Sat 12/58:50 am -
2 stops10h 50m
Deal found 10/19![Multiple Airlines logo]()
$817
This Mytrip deal was found by Cheapflights users on 10/18. Clicking the “Pick Dates” 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.
Tue 1/59:25 am -
Nonstop0h 55m
Tue 1/122:00 pm -
2 stops22h 05m
Deal found 10/18![Multiple Airlines logo]()
$828
This Priceline deal was found by Cheapflights users on 10/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/66:45 pm -
1 stop18h 50m
Fri 4/96:05 pm -
Nonstop1h 10m
Deal found 10/21![Multiple Airlines logo]()
$856
This Kiwi.com deal was found by Cheapflights users on 10/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/59:10 am -
Nonstop1h 15m
Sat 2/136:50 pm -
1 stop24h 05m
Deal found 10/20![Multiple Airlines logo]()
$887
This Kiwi.com deal was found by Cheapflights users on 10/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/69:10 am -
Nonstop1h 15m
Sun 11/84:45 pm -
3 stops45h 06m
Deal found 10/21![Multiple Airlines logo]()
$889
This Mytrip deal was found by Cheapflights users on 10/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/267:35 pm -
2 stops19h 15m
Mon 3/292:35 pm -
1 stop19h 40m
Deal found 10/20![Multiple Airlines logo]()
$1,425
This Delta deal was found by Cheapflights users on 10/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/711:30 am -
1 stop24h 15m
Wed 4/211:25 pm -
1 stop23h 30m
Deal found 10/22![Delta logo]()
$5,568
This Delta deal was found by Cheapflights users on 10/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/611:30 am -
1 stop24h 15m
Tue 4/201:25 pm -
1 stop26h 05m
Deal found 10/22![Delta logo]()
$5,568
This Delta deal was found by Cheapflights users on 10/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/65:00 pm -
1 stop18h 45m
Fri 4/231:25 pm -
1 stop20h 50m
Deal found 10/22![Delta logo]()
$5,670
Last-minute flights from Jamaica to Cayman IslandsDiscover last-minute flight deals from Jamaica to Cayman Islands. Data last updated October 23, 2026 and is based on user searches.
Discover last-minute flight deals from Jamaica to Cayman Islands. Data last updated October 23, 2026 and is based on user searches.
This FlightHub deal was found by Cheapflights users on 10/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/229:10 am -
Nonstop1h 15m
Wed 10/287:00 am -
Nonstop1h 10m
Deal found 10/18![Cayman Airways logo]()
$446
This Cayman Airways deal was found by Cheapflights users on 10/18. Clicking the “Pick Dates” 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.
Thu 10/229:10 am -
Nonstop1h 15m
Mon 10/267:00 am -
Nonstop1h 10m
Deal found 10/18![Cayman Airways logo]()
$458
This FlightHub deal was found by Cheapflights users on 10/18. Clicking the “Pick Dates” 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 10/239:10 am -
Nonstop1h 15m
Wed 10/287:00 am -
Nonstop1h 10m
Deal found 10/18![Cayman Airways logo]()
$417
This Cayman Airways deal was found by Cheapflights users on 10/18. Clicking the “Pick Dates” 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.
Fri 10/239:10 am -
Nonstop1h 15m
Sat 10/317:00 am -
Nonstop1h 10m
Deal found 10/18![Cayman Airways logo]()
$427
This Mytrip deal was found by Cheapflights users on 10/19. Clicking the “Pick Dates” 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 10/239:10 am -
Nonstop1h 15m
Sat 10/247:00 am -
Nonstop1h 10m
Deal found 10/19![Cayman Airways logo]()
$436
This Cayman Airways deal was found by Cheapflights users on 10/18. Clicking the “Pick Dates” 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.
Sat 10/249:10 am -
Nonstop1h 15m
Fri 10/305:35 pm -
Nonstop1h 10m
Deal found 10/18![Cayman Airways logo]()
$523
This Cayman Airways deal was found by Cheapflights users on 10/18. Clicking the “Pick Dates” 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.
Sun 10/258:35 pm -
Nonstop1h 10m
Sun 11/16:25 pm -
Nonstop1h 10m
Deal found 10/18![Cayman Airways logo]()
$527
This Booking.com deal was found by Cheapflights users on 10/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/269:10 am -
Nonstop1h 15m
Wed 10/287:00 am -
Nonstop1h 10m
Deal found 10/22![Cayman Airways logo]()
$500
This Mytrip deal was found by Cheapflights users on 10/19. Clicking the “Pick Dates” 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 10/309:10 am -
Nonstop1h 15m
Mon 11/27:00 am -
Nonstop1h 10m
Deal found 10/19![Cayman Airways logo]()
$383
This FlightHub deal was found by Cheapflights users on 10/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/59:10 am -
Nonstop1h 15m
Tue 11/1012:00 pm -
Nonstop1h 10m
Deal found 10/21![Cayman Airways logo]()
$395
This SmartFares deal was found by Cheapflights users on 10/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/69:10 am -
Nonstop1h 15m
Sun 11/86:25 pm -
Nonstop1h 10m
Deal found 10/21![Cayman Airways logo]()
$385
This Booking.com deal was found by Cheapflights users on 10/19. Clicking the “Pick Dates” 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.
Sat 11/219:10 am -
Nonstop1h 15m
Sat 12/57:00 am -
Nonstop1h 10m
Deal found 10/19![Cayman Airways logo]()
$407
One-way flights from Jamaica to Cayman IslandsSearch for one-way flight options from Jamaica to Cayman Islands. Find affordable one-way fares based on user searches. Data last updated October 23, 2026.
Search for one-way flight options from Jamaica to Cayman Islands. Find affordable one-way fares based on user searches. Data last updated October 23, 2026.
This SmartFares deal was found by Cheapflights users on 10/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/299:10 am -
Nonstop1h 15m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/19![Cayman Airways logo]()
$269
This SmartFares deal was found by Cheapflights users on 10/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 1/159:10 am -
Nonstop1h 15m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/21![Cayman Airways logo]()
$310
This Cayman Airways deal was found by Cheapflights users on 10/19. Clicking the “Pick Dates” 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 1/119:10 am -
Nonstop1h 15m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/19![Cayman Airways logo]()
$331
This Kiwi.com deal was found by Cheapflights users on 10/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 1/158:35 pm -
1 stop21h 17m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/21![Multiple Airlines logo]()
$341
This Cayman Airways deal was found by Cheapflights users on 10/18. Clicking the “Pick Dates” 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.
Fri 12/189:25 am -
Nonstop0h 55m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/18![Cayman Airways logo]()
$350
This Kiwi.com deal was found by Cheapflights users on 10/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/182:30 pm -
1 stop27h 29m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/18![Multiple Airlines logo]()
$366
This Kiwi.com deal was found by Cheapflights users on 10/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/242:30 pm -
1 stop22h 39m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/20![Multiple Airlines logo]()
$374
This Cayman Airways deal was found by Cheapflights users on 10/19. Clicking the “Pick Dates” 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.
Sun 1/108:35 pm -
Nonstop1h 10m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/19![Cayman Airways logo]()
$391
This Cayman Airways deal was found by Cheapflights users on 10/18. Clicking the “Pick Dates” 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.
Fri 11/67:45 pm -
Nonstop1h 10m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/18![Cayman Airways logo]()
$392
This SmartFares deal was found by Cheapflights users on 10/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 1/149:10 am -
Nonstop1h 15m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/20![Cayman Airways logo]()
$414
This Kiwi.com deal was found by Cheapflights users on 10/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/87:55 pm -
1 stop18h 40m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/21![Multiple Airlines logo]()
$423
This OneTravel deal was found by Cheapflights users on 10/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure OneTravel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/49:12 am -
2 stops36h 03m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/18![Multiple Airlines logo]()
$437
Find flight deals from Jamaica to Cayman Islands
Keep the following information in mind while searching for Jamaica to Cayman Islands flight deals. Data was last updated October 23, 2026.
Round-trip from | $385 (SmartFares) |
|---|---|
One-way from | $269 (SmartFares) |
Good round-trip deal | $413 or less |
Good one-way deal | $271 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Jamaica to Cayman Islands that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 7,457,451 searches. Data last updated October 23, 2026.
Use the filters below to find and compare flights from Jamaica to the Cayman Islands that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
KingstonGeorge Town
KIN Kingston Norman Manley - GCM George Town Owen Roberts Intl
KINGCM
Kingston Norman Manley
Mon 11/9
9:10 am-10:25 am
Nonstop1h 15m
George Town Owen Roberts Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$269
KingstonGeorge Town
KIN Kingston Norman Manley - GCM George Town Owen Roberts Intl
KINGCM
Kingston Norman Manley
Tue 1/12
2:30 pm-3:45 pm
Nonstop1h 15m
George Town Owen Roberts Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$331
KingstonGeorge Town
KIN Kingston Norman Manley - GCM George Town Owen Roberts Intl
KINGCM
Kingston Norman Manley
Mon 1/11
9:10 am-10:25 am
Nonstop1h 15m
George Town Owen Roberts Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$331
Quickest round-trip
Montego BayGeorge Town
MBJ Montego Bay Sangster Intl - GCM George Town Owen Roberts Intl
MBJGCM
Montego Bay Sangster Intl
Fri 12/18
9:25 am-10:20 am
Nonstop0h 55m
George Town Owen Roberts Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$350
Montego BayGeorge Town
MBJ Montego Bay Sangster Intl - GCM George Town Owen Roberts Intl
MBJGCM
Montego Bay Sangster Intl
Fri 12/18
2:30 pm-5:59 pm
1 stop27h 29m
George Town Owen Roberts Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$366
Montego BayGeorge Town
MBJ Montego Bay Sangster Intl - GCM George Town Owen Roberts Intl
MBJGCM
Montego Bay Sangster Intl
Fri 1/15
8:35 pm-6:38 pm
2 stops46h 03m
George Town Owen Roberts Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$374
Montego BayGeorge Town
MBJ Montego Bay Sangster Intl - GCM George Town Owen Roberts Intl
MBJGCM
Montego Bay Sangster Intl
Thu 12/24
2:30 pm-1:09 pm
1 stop22h 39m
George Town Owen Roberts Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$374
KingstonGeorge Town
KIN Kingston Norman Manley - GCM George Town Owen Roberts Intl
KINGCM
Kingston Norman Manley
Sun 1/10
8:35 pm-9:45 pm
Nonstop1h 10m
George Town Owen Roberts Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$391
KingstonGeorge Town
KIN Kingston Norman Manley - GCM George Town Owen Roberts Intl
KINGCM
Kingston Norman Manley
Fri 11/6
7:45 pm-8:55 pm
Nonstop1h 10m
George Town Owen Roberts Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$392
KingstonGeorge Town
KIN Kingston Norman Manley - GCM George Town Owen Roberts Intl
KINGCM
Kingston Norman Manley
Sun 11/8
8:35 pm-9:45 pm
Nonstop1h 10m
George Town Owen Roberts Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$392
Showing 1-10 of 35 resultsSorted by cheapest first
Best time to book a flight from Jamaica to Cayman Islands
Have a flexible travel schedule? Discover the best time to fly to Cayman Islands from Jamaica with our price prediction graph.
KIN-GCM
MBJ-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 Jamaica to the Cayman Islands
JM0-KY0
KIN-GCM
MBJ-GCM
What is the cheapest month to book a flight from Jamaica to Cayman Islands?
Currently, April is the cheapest month in which you can book a flight from Jamaica to Cayman Islands (average of $391). Flying from Jamaica to Cayman Islands in January is currently the most expensive (average of $437). 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 JM to KY?
Find hourly flight availability from Jamaica 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 October 23, 2026.
When flying from Jamaica to Cayman Islands, the time of day you fly usually plays a role in the price. Save by searching for a flight in the afternoon, which can drop the price by up to 11% versus a flight at noon.
How often are flights from Jamaica to the Cayman Islands delayed?
About 21% of weekly flights between Jamaica and Cayman Islands have experienced delays in the past year, with the average delay time being 91 minutes.
What is the most punctual flight time for Jamaica to the Cayman Islands flights?
Historically, flights departing in the morning are less likely to be delayed, whereas flights leaving in the evening tend to experience delays more often.
What day of the week experiences the fewest flight delays on this route?
Saturday tends to have the lowest number of delays on this route, whereas Sunday has historically faced a higher average of delays compared to other days of the week.
Which airline has the best punctuality record on Jamaica to the Cayman Islands flights?
Over the last year, Cayman Airways have had the lowest number of delays on this route, with just 21% of flights being delayed.
How far ahead should I book a flight from Jamaica to Cayman Islands?
The best time to book flights from Jamaica to Cayman Islands is 68 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.
Related info for your journey
Find useful and relevant information for your journey from Jamaica 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 Jamaica 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 Jamaica to Cayman Islands by cabin class
Find flights from Jamaica to Cayman Islands, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Jamaica and Cayman Islands flights
Browse other Jamaica and Cayman Islands flight options. Last updated on October 23, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Jamaica to Cayman Islands flights
Consider these flights traveling from Jamaica to Cayman Islands.
Fly to Cayman Islands regions
Consider these flights traveling to Cayman Islands regions.
Top airline flying from Jamaica to Cayman Islands
Discover the top airline that operate flights from Jamaica to Cayman Islands. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 7,457,451 searches. Data last updated October 23, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$320 | Average$409 | FlexibilityNo cancel fee | On-time52% |