$279+ Cheap flights from the Cayman Islands to Jamaica
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 10/29. Fares are subject to change and may not be available on all flights or dates of travel.
GCM — MBJ
Nov 22 — Nov 291
Round-trip
1 adult, Economy
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Find cheap flights from Cayman Islands to Jamaica 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 Cayman Islands to Jamaica
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Cheapest flights from Cayman Islands to JamaicaExplore the most affordable flight options available from Cayman Islands to Jamaica. 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 Cayman Islands to Jamaica. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 23, 2026.
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.
Thu 12/37:00 am -
Nonstop1h 10m
Fri 12/49:10 am -
Nonstop1h 15m
Deal found 10/19![Cayman Airways logo]()
$420
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.
Sat 11/217:00 am -
Nonstop1h 10m
Sat 11/289:10 am -
Nonstop1h 15m
Deal found 10/21![Cayman Airways logo]()
$431
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.
Mon 10/267:00 am -
Nonstop1h 10m
Mon 11/29:10 am -
Nonstop1h 15m
Deal found 10/19![Cayman Airways logo]()
$432
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 11/237:00 am -
Nonstop1h 10m
Fri 11/279:10 am -
Nonstop1h 15m
Deal found 10/19![Cayman Airways logo]()
$440
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.
Fri 10/235:35 pm -
Nonstop1h 10m
Sat 10/319:10 am -
Nonstop1h 15m
Deal found 10/19![Cayman Airways logo]()
$443
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 11/207:00 am -
Nonstop1h 10m
Sun 11/298:35 pm -
Nonstop1h 10m
Deal found 10/21![Cayman Airways logo]()
$444
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 11/226:25 pm -
Nonstop1h 10m
Sun 11/298:35 pm -
Nonstop1h 10m
Deal found 10/19![Cayman Airways logo]()
$452
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 11/197:00 am -
Nonstop1h 10m
Mon 11/309:10 am -
Nonstop1h 15m
Deal found 10/21![Cayman Airways logo]()
$453
This Kiwi.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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/237:00 am -
Nonstop1h 10m
Wed 12/29:10 am -
Nonstop1h 15m
Deal found 10/19![Cayman Airways logo]()
$457
This Kiwi.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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/317:00 am -
Nonstop1h 10m
Tue 11/172:30 pm -
Nonstop1h 15m
Deal found 10/22![Cayman Airways logo]()
$462
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.
Tue 11/1712:00 pm -
Nonstop1h 10m
Sat 11/289:10 am -
Nonstop1h 15m
Deal found 10/21![Cayman Airways logo]()
$463
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.
Wed 10/287:00 am -
Nonstop1h 10m
Sun 11/158:35 pm -
Nonstop1h 10m
Deal found 10/22![Cayman Airways logo]()
$473
Best flights from Cayman Islands to JamaicaDiscover carefully curated flight deals from Cayman Islands to Jamaica 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 Cayman Islands to Jamaica that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 23, 2026.
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.
Sun 11/226:25 pm -
Nonstop1h 10m
Thu 11/269:10 am -
Nonstop1h 15m
Deal found 10/21![Cayman Airways logo]()
$440
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.
Sun 11/226:25 pm -
Nonstop1h 10m
Fri 11/279:10 am -
Nonstop1h 15m
Deal found 10/21![Cayman Airways logo]()
$440
This Kiwi.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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/34:45 pm -
2 stops20h 28m
Thu 12/101:15 pm -
1 stop23h 54m
Deal found 10/19![Multiple Airlines logo]()
$899
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 11/237:00 am -
Nonstop1h 10m
Fri 11/279:10 am -
Nonstop1h 15m
Deal found 10/19![Cayman Airways logo]()
$440
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 11/237:00 am -
Nonstop1h 10m
Mon 11/309:10 am -
Nonstop1h 15m
Deal found 10/19![Cayman Airways logo]()
$440
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.
Tue 11/312:00 pm -
Nonstop1h 10m
Sat 11/149:10 am -
Nonstop1h 15m
Deal found 10/22![Cayman Airways logo]()
$463
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.
Tue 11/1712:00 pm -
Nonstop1h 10m
Fri 11/277:45 pm -
Nonstop1h 10m
Deal found 10/19![Cayman Airways logo]()
$463
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.
Tue 11/312:00 pm -
Nonstop1h 10m
Wed 11/119:10 am -
Nonstop1h 15m
Deal found 10/22![Cayman Airways logo]()
$463
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.
Sun 11/226:25 pm -
Nonstop1h 10m
Wed 12/29:10 am -
Nonstop1h 15m
Deal found 10/21![Cayman Airways logo]()
$463
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 11/226:25 pm -
Nonstop1h 10m
Mon 11/309:10 am -
Nonstop1h 15m
Deal found 10/19![Cayman Airways logo]()
$463
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.
Mon 11/27:00 am -
Nonstop1h 10m
Mon 11/169:10 am -
Nonstop1h 15m
Deal found 10/22![Cayman Airways logo]()
$463
This Kiwi.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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/137:40 pm -
2 stops41h 50m
Sat 1/91:45 pm -
1 stop27h 35m
Deal found 10/19![Multiple Airlines logo]()
$1,136
This Kiwi.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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/203:50 pm -
1 stop24h 52m
Wed 1/202:25 pm -
1 stop24h 10m
Deal found 10/19![Multiple Airlines logo]()
$1,139
Last-minute flights from Cayman Islands to JamaicaDiscover last-minute flight deals from Cayman Islands to Jamaica. Data last updated October 23, 2026 and is based on user searches.
Discover last-minute flight deals from Cayman Islands to Jamaica. Data last updated October 23, 2026 and is based on user searches.
This FlightHub 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/227:00 am -
Nonstop1h 10m
Fri 10/309:10 am -
Nonstop1h 15m
Deal found 10/19![Cayman Airways logo]()
$482
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.
Fri 10/235:35 pm -
Nonstop1h 10m
Sat 10/319:10 am -
Nonstop1h 15m
Deal found 10/19![Cayman Airways logo]()
$443
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.
Mon 10/267:00 am -
Nonstop1h 10m
Mon 11/29:10 am -
Nonstop1h 15m
Deal found 10/19![Cayman Airways logo]()
$432
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.
Wed 10/287:00 am -
Nonstop1h 10m
Sun 11/158:35 pm -
Nonstop1h 10m
Deal found 10/22![Cayman Airways logo]()
$473
This Kiwi.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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/317:00 am -
Nonstop1h 10m
Tue 11/172:30 pm -
Nonstop1h 15m
Deal found 10/22![Cayman Airways logo]()
$462
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.
Tue 11/1712:00 pm -
Nonstop1h 10m
Sat 11/289:10 am -
Nonstop1h 15m
Deal found 10/21![Cayman Airways logo]()
$463
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 11/197:00 am -
Nonstop1h 10m
Mon 11/309:10 am -
Nonstop1h 15m
Deal found 10/21![Cayman Airways logo]()
$453
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 11/207:00 am -
Nonstop1h 10m
Sun 11/298:35 pm -
Nonstop1h 10m
Deal found 10/21![Cayman Airways logo]()
$444
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.
Sat 11/217:00 am -
Nonstop1h 10m
Sat 11/289:10 am -
Nonstop1h 15m
Deal found 10/21![Cayman Airways logo]()
$431
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 11/226:25 pm -
Nonstop1h 10m
Sun 11/298:35 pm -
Nonstop1h 10m
Deal found 10/19![Cayman Airways logo]()
$452
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 11/237:00 am -
Nonstop1h 10m
Fri 11/279:10 am -
Nonstop1h 15m
Deal found 10/19![Cayman Airways logo]()
$440
This Kiwi.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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/237:00 am -
Nonstop1h 10m
Wed 12/29:10 am -
Nonstop1h 15m
Deal found 10/19![Cayman Airways logo]()
$457
One-way flights from Cayman Islands to JamaicaSearch for one-way flight options from Cayman Islands to Jamaica. Find affordable one-way fares based on user searches. Data last updated October 23, 2026.
Search for one-way flight options from Cayman Islands to Jamaica. Find affordable one-way fares based on user searches. Data last updated October 23, 2026.
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.
Thu 10/297:00 am -
Nonstop1h 10m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/19![Cayman Airways logo]()
$279
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.
Sat 12/265:35 pm -
Nonstop1h 10m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/19![Cayman Airways logo]()
$280
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.
Fri 12/257:00 am -
Nonstop1h 10m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/21![Cayman Airways logo]()
$291
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.
Thu 12/2412:00 pm -
Nonstop1h 10m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/21![Cayman Airways logo]()
$298
This CheapOair 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/77:00 am -
Nonstop1h 10m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/21![Cayman Airways logo]()
$299
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.
Tue 12/227:30 am -
Nonstop0h 55m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/19![Cayman Airways logo]()
$315
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 12/237:00 am -
Nonstop1h 10m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/21![Cayman Airways logo]()
$334
This Kiwi.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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/294:45 pm -
2 stops21h 23m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/19![Multiple Airlines logo]()
$453
This CheapOair 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/193:10 pm -
1 stop11h 52m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/21![JetBlue logo]()
$471
This Priceline 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/243:10 pm -
1 stop11h 52m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/19![JetBlue logo]()
$485
This Priceline 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/203:10 pm -
1 stop11h 52m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/19![JetBlue logo]()
$496
This Kiwi.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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/311:30 am -
3 stops50h 22m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/19![Multiple Airlines logo]()
$515
Find flight deals from Cayman Islands to Jamaica
Keep the following information in mind while searching for Cayman Islands to Jamaica flight deals. Data was last updated October 23, 2026.
Round-trip from | $420 (Booking.com) |
|---|---|
One-way from | $279 (Booking.com) |
Good round-trip deal | $393 or less |
Good one-way deal | $386 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Cayman Islands to Jamaica 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 the Cayman Islands to Jamaica that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
George TownKingston
GCM George Town Owen Roberts Intl - KIN Kingston Norman Manley
GCMKIN
George Town Owen Roberts Intl
Sat 12/26
5:35 pm-6:45 pm
Nonstop1h 10m
Kingston Norman Manley
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$280
George TownKingston
GCM George Town Owen Roberts Intl - KIN Kingston Norman Manley
GCMKIN
George Town Owen Roberts Intl
Tue 11/3
12:00 pm-1:10 pm
Nonstop1h 10m
Kingston Norman Manley
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$280
George TownKingston
GCM George Town Owen Roberts Intl - KIN Kingston Norman Manley
GCMKIN
George Town Owen Roberts Intl
Thu 10/29
7:00 am-8:10 am
Nonstop1h 10m
Kingston Norman Manley
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$299
George TownKingston
GCM George Town Owen Roberts Intl - KIN Kingston Norman Manley
GCMKIN
George Town Owen Roberts Intl
Mon 11/2
7:00 am-8:10 am
Nonstop1h 10m
Kingston Norman Manley
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$299
George TownKingston
GCM George Town Owen Roberts Intl - KIN Kingston Norman Manley
GCMKIN
George Town Owen Roberts Intl
Sun 11/1
6:25 pm-7:35 pm
Nonstop1h 10m
Kingston Norman Manley
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$299
George TownKingston
GCM George Town Owen Roberts Intl - KIN Kingston Norman Manley
GCMKIN
George Town Owen Roberts Intl
Wed 10/28
7:00 am-8:10 am
Nonstop1h 10m
Kingston Norman Manley
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$299
Quickest round-trip
George TownMontego Bay
GCM George Town Owen Roberts Intl - MBJ Montego Bay Sangster Intl
GCMMBJ
George Town Owen Roberts Intl
Tue 12/22
7:30 am-8:25 am
Nonstop0h 55m
Montego Bay Sangster Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$315
George TownKingston
GCM George Town Owen Roberts Intl - KIN Kingston Norman Manley
GCMKIN
George Town Owen Roberts Intl
Sun 11/22
6:25 pm-7:35 pm
Nonstop1h 10m
Kingston Norman Manley
Thu 11/26
9:10 am-10:25 am
Nonstop1h 15m
$440
George TownKingston
GCM George Town Owen Roberts Intl - KIN Kingston Norman Manley
GCMKIN
George Town Owen Roberts Intl
Sun 11/22
6:25 pm-7:35 pm
Nonstop1h 10m
Kingston Norman Manley
Fri 11/27
9:10 am-10:25 am
Nonstop1h 15m
$440
George TownKingston
GCM George Town Owen Roberts Intl - KIN Kingston Norman Manley
GCMKIN
George Town Owen Roberts Intl
Mon 11/23
7:00 am-8:10 am
Nonstop1h 10m
Kingston Norman Manley
Fri 11/27
9:10 am-10:25 am
Nonstop1h 15m
$440
Showing 1-10 of 25 resultsSorted by cheapest first
Best time to book a flight from Cayman Islands to Jamaica
Have a flexible travel schedule? Discover the best time to fly to Jamaica from Cayman Islands with our price prediction graph.
GCM-KIN
GCM-MBJ
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 the Cayman Islands to Jamaica
KY0-JM0
GCM-KIN
GCM-MBJ
What is the cheapest month to book a flight from Cayman Islands to Jamaica?
Currently, October is the cheapest month in which you can book a flight from Cayman Islands to Jamaica (average of $423). Flying from Cayman Islands to Jamaica in December is currently the most expensive (average of $577). 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 KY to JM?
Find hourly flight availability from Cayman Islands to Jamaica. 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.
Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Cayman Islands to Jamaica as you normally would.
How far ahead should I book a flight from Cayman Islands to Jamaica?
Booking 82 days in advance of your planned departure date is, on average, the best time to get cheap flights from Cayman Islands to Jamaica. The general trend is that the closer you book to the departure date, the more expensive your flight will be.
Related info for your journey
Find useful and relevant information for your journey from Cayman Islands to Jamaica. 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
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Alternative routes for Cayman Islands to Jamaica
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Jamaica by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Cayman Islands to Jamaica by cabin class
Find flights from Cayman Islands to Jamaica, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Cayman Islands and Jamaica flights
Browse other Cayman Islands and Jamaica flight options. Last updated on October 23, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Find a return flight route from Jamaica
Find the right flight back to Cayman Islands after your stay in Jamaica
Top airline flying from Cayman Islands to Jamaica
Discover the top airline that operate flights from Cayman Islands to Jamaica. 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$381 | Average$431 | FlexibilityNo cancel fee | On-time52% |