$265+ Cheap flights from Kingston (KIN) 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 11/18. Fares are subject to change and may not be available on all flights or dates of travel.
KIN — GCM
Oct 30 — Nov 61
Round-trip
1 adult, Economy
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Find cheap flights from Kingston 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 Kingston to Cayman Islands
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Cheapest flights from Kingston to Cayman IslandsExplore the most affordable flight options available from Kingston to Cayman Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 30, 2026.
Explore the most affordable flight options available from Kingston to Cayman Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 30, 2026.
This Booking.com deal was found by Cheapflights users on 9/25. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/172:30 pm -
Nonstop1h 15m
Fri 11/205:35 pm -
Nonstop1h 10m
Deal found 9/25![Cayman Airways logo]()
$380
This Booking.com deal was found by Cheapflights users on 9/29. Clicking the “Pick Dates” 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 11/139:10 am -
Nonstop1h 15m
Fri 11/205:35 pm -
Nonstop1h 10m
Deal found 9/29![Cayman Airways logo]()
$381
This SmartFares deal was found by Cheapflights users on 9/27. 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/89:10 am -
Nonstop1h 15m
Sun 10/116:25 pm -
Nonstop1h 10m
Deal found 9/27![Cayman Airways logo]()
$385
This FlightHub deal was found by Cheapflights users on 9/30. Clicking the “Pick Dates” 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 11/199:10 am -
Nonstop1h 15m
Mon 11/237:00 am -
Nonstop1h 10m
Deal found 9/30![Cayman Airways logo]()
$390
This FlightHub deal was found by Cheapflights users on 9/30. Clicking the “Pick Dates” 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 10/149:10 am -
Nonstop1h 15m
Sun 10/186:25 pm -
Nonstop1h 10m
Deal found 9/30![Cayman Airways logo]()
$391
This Booking.com deal was found by Cheapflights users on 9/25. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/299:10 am -
Nonstop1h 15m
Mon 11/27:00 am -
Nonstop1h 10m
Deal found 9/25![Cayman Airways logo]()
$392
This Booking.com deal was found by Cheapflights users on 9/29. Clicking the “Pick Dates” 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 10/109:10 am -
Nonstop1h 15m
Sun 10/116:25 pm -
Nonstop1h 10m
Deal found 9/29![Cayman Airways logo]()
$393
This SmartFares deal was found by Cheapflights users on 9/27. 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/79:10 am -
Nonstop1h 15m
Sat 10/107:00 am -
Nonstop1h 10m
Deal found 9/27![Cayman Airways logo]()
$397
This Booking.com deal was found by Cheapflights users on 9/29. Clicking the “Pick Dates” 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 10/179:10 am -
Nonstop1h 15m
Sun 10/256:25 pm -
Nonstop1h 10m
Deal found 9/29![Cayman Airways logo]()
$402
This Booking.com deal was found by Cheapflights users on 9/26. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/159:10 am -
Nonstop1h 15m
Sun 11/16:25 pm -
Nonstop1h 10m
Deal found 9/26![Cayman Airways logo]()
$403
This SmartFares deal was found by Cheapflights users on 9/27. 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/27:45 pm -
Nonstop1h 10m
Sun 10/46:25 pm -
Nonstop1h 10m
Deal found 9/27![Cayman Airways logo]()
$408
This Booking.com deal was found by Cheapflights users on 9/25. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/269:10 am -
Nonstop1h 15m
Tue 9/2912:00 pm -
Nonstop1h 10m
Deal found 9/25![Cayman Airways logo]()
$422
Best flights from Kingston to Cayman IslandsDiscover carefully curated flight deals from Kingston to Cayman Islands that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 30, 2026.
Discover carefully curated flight deals from Kingston to Cayman Islands that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 30, 2026.
This FlightHub deal was found by Cheapflights users on 9/30. Clicking the “Pick Dates” 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 10/149:10 am -
Nonstop1h 15m
Sun 10/186:25 pm -
Nonstop1h 10m
Deal found 9/30![Cayman Airways logo]()
$391
This Mytrip deal was found by Cheapflights users on 9/26. 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.
Sun 11/17:55 pm -
1 stop18h 40m
Mon 11/307:00 am -
Nonstop1h 10m
Deal found 9/26![Multiple Airlines logo]()
$722
This Booking.com deal was found by Cheapflights users on 9/25. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/99:10 am -
Nonstop1h 15m
Mon 11/167:00 am -
Nonstop1h 10m
Deal found 9/25![Cayman Airways logo]()
$392
This Booking.com deal was found by Cheapflights users on 9/26. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/159:10 am -
Nonstop1h 15m
Sun 11/16:25 pm -
Nonstop1h 10m
Deal found 9/26![Cayman Airways logo]()
$403
This Booking.com deal was found by Cheapflights users on 9/25. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/269:10 am -
Nonstop1h 15m
Sun 1/36:25 pm -
Nonstop1h 10m
Deal found 9/25![Cayman Airways logo]()
$432
This FlightHub deal was found by Cheapflights users on 9/27. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/159:10 am -
Nonstop1h 15m
Mon 10/197:00 am -
Nonstop1h 10m
Deal found 9/27![Cayman Airways logo]()
$446
This Booking.com deal was found by Cheapflights users on 9/28. Clicking the “Pick Dates” 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.
Sun 11/18:35 pm -
2 stops35h 25m
Thu 11/53:25 pm -
2 stops27h 20m
Deal found 9/28![Cayman Airways logo]()
$486
This Priceline deal was found by Cheapflights users on 9/28. Clicking the “Pick Dates” 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 10/272:30 pm -
Nonstop1h 15m
Sat 10/312:20 pm -
1 stop18h 37m
Deal found 9/28![Multiple Airlines logo]()
$759
This Cayman Airways deal was found by Cheapflights users on 9/28. Clicking the “Pick Dates” 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 12/39:10 am -
Nonstop1h 15m
Fri 12/45:35 pm -
Nonstop1h 10m
Deal found 9/28![Cayman Airways logo]()
$649
This Cayman Airways deal was found by Cheapflights users on 9/26. 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.
Sun 11/18:35 pm -
Nonstop1h 10m
Mon 11/307:00 am -
Nonstop1h 10m
Deal found 9/26![Cayman Airways logo]()
$649
This Cayman Airways deal was found by Cheapflights users on 9/30. Clicking the “Pick Dates” 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 10/237:45 pm -
Nonstop1h 10m
Sun 10/256:25 pm -
Nonstop1h 10m
Deal found 9/30![Cayman Airways logo]()
$649
This Mytrip deal was found by Cheapflights users on 9/28. Clicking the “Pick Dates” 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.
Sun 11/17:55 pm -
3 stops36h 05m
Thu 11/58:30 am -
3 stops25h 25m
Deal found 9/28![Multiple Airlines logo]()
$1,189
This Cayman Airways deal was found by Cheapflights users on 9/26. 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.
Thu 11/199:10 am -
Nonstop1h 15m
Mon 11/237:00 am -
Nonstop1h 10m
Deal found 9/26![Cayman Airways logo]()
$649
This Cayman Airways deal was found by Cheapflights users on 9/27. 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 Cayman Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 1/79:10 am -
Nonstop1h 15m
Tue 1/1212:00 pm -
Nonstop1h 10m
Deal found 9/27![Cayman Airways logo]()
$690
Last-minute flights from Kingston to Cayman IslandsDiscover last-minute flight deals from Kingston to Cayman Islands. Data last updated September 30, 2026 and is based on user searches.
Discover last-minute flight deals from Kingston to Cayman Islands. Data last updated September 30, 2026 and is based on user searches.
This SmartFares deal was found by Cheapflights users on 9/28. Clicking the “Pick Dates” 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 10/19:10 am -
Nonstop1h 15m
Mon 10/57:00 am -
Nonstop1h 10m
Deal found 9/28![Cayman Airways logo]()
$439
This Booking.com deal was found by Cheapflights users on 9/29. Clicking the “Pick Dates” 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 10/19:10 am -
Nonstop1h 15m
Wed 10/77:00 am -
Nonstop1h 10m
Deal found 9/29![Cayman Airways logo]()
$443
This Gotogate deal was found by Cheapflights users on 9/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/19:10 am -
1 stop25h 20m
Mon 10/56:20 pm -
1 stop18h 50m
Deal found 9/28![Cayman Airways logo]()
$496
This SmartFares deal was found by Cheapflights users on 9/27. 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/27:45 pm -
Nonstop1h 10m
Sun 10/46:25 pm -
Nonstop1h 10m
Deal found 9/27![Cayman Airways logo]()
$408
This SmartFares deal was found by Cheapflights users on 9/27. 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/79:10 am -
Nonstop1h 15m
Sat 10/107:00 am -
Nonstop1h 10m
Deal found 9/27![Cayman Airways logo]()
$397
This SmartFares deal was found by Cheapflights users on 9/27. 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/89:10 am -
Nonstop1h 15m
Sun 10/116:25 pm -
Nonstop1h 10m
Deal found 9/27![Cayman Airways logo]()
$385
This Booking.com deal was found by Cheapflights users on 9/29. Clicking the “Pick Dates” 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 10/109:10 am -
Nonstop1h 15m
Sun 10/116:25 pm -
Nonstop1h 10m
Deal found 9/29![Cayman Airways logo]()
$393
This FlightHub deal was found by Cheapflights users on 9/30. Clicking the “Pick Dates” 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 10/149:10 am -
Nonstop1h 15m
Sun 10/186:25 pm -
Nonstop1h 10m
Deal found 9/30![Cayman Airways logo]()
$391
This Booking.com deal was found by Cheapflights users on 9/26. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/159:10 am -
Nonstop1h 15m
Sun 11/16:25 pm -
Nonstop1h 10m
Deal found 9/26![Cayman Airways logo]()
$403
This FlightHub deal was found by Cheapflights users on 9/27. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/159:10 am -
Nonstop1h 15m
Mon 10/197:00 am -
Nonstop1h 10m
Deal found 9/27![Cayman Airways logo]()
$446
This Booking.com deal was found by Cheapflights users on 9/29. Clicking the “Pick Dates” 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 10/179:10 am -
Nonstop1h 15m
Sun 10/256:25 pm -
Nonstop1h 10m
Deal found 9/29![Cayman Airways logo]()
$402
This Booking.com deal was found by Cheapflights users on 9/25. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/299:10 am -
Nonstop1h 15m
Mon 11/27:00 am -
Nonstop1h 10m
Deal found 9/25![Cayman Airways logo]()
$392
One-way flights from Kingston to Cayman IslandsSearch for one-way flight options from Kingston to Cayman Islands. Find affordable one-way fares based on user searches. Data last updated September 30, 2026.
Search for one-way flight options from Kingston to Cayman Islands. Find affordable one-way fares based on user searches. Data last updated September 30, 2026.
This Booking.com deal was found by Cheapflights users on 9/26. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/189:10 am -
Nonstop1h 15m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/26![Cayman Airways logo]()
$265
This Booking.com deal was found by Cheapflights users on 9/25. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/258:35 pm -
Nonstop1h 10m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/25![Cayman Airways logo]()
$266
This SmartFares deal was found by Cheapflights users on 9/29. Clicking the “Pick Dates” 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.
Wed 10/79:10 am -
Nonstop1h 15m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/29![Cayman Airways logo]()
$269
This FlightHub deal was found by Cheapflights users on 9/26. 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.
Tue 11/172:30 pm -
Nonstop1h 15m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/26![Cayman Airways logo]()
$280
This Kiwi.com deal was found by Cheapflights users on 9/26. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/219:10 am -
Nonstop1h 15m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/26![Cayman Airways logo]()
$285
This Cayman Airways deal was found by Cheapflights users on 9/26. 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.
Sun 11/158:35 pm -
Nonstop1h 10m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/26![Cayman Airways logo]()
$288
This Cayman Airways deal was found by Cheapflights users on 9/27. 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 Cayman Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/99:10 am -
Nonstop1h 15m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/27![Cayman Airways logo]()
$289
This Booking.com deal was found by Cheapflights users on 9/26. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/189:10 am -
1 stop6h 15m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/26![Cayman Airways logo]()
$305
This FlightHub deal was found by Cheapflights users on 9/26. 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.
Tue 11/172:30 pm -
1 stop20h 00m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/26![Cayman Airways logo]()
$323
This Cayman Airways deal was found by Cheapflights users on 9/26. 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.
Sun 11/158:35 pm -
1 stop18h 50m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/26![Cayman Airways logo]()
$332
This Mytrip deal was found by Cheapflights users on 9/25. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/256:55 pm -
1 stop18h 40m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/25![Multiple Airlines logo]()
$334
This Kiwi.com deal was found by Cheapflights users on 9/26. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/157:55 pm -
1 stop18h 40m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/26![Multiple Airlines logo]()
$337
Find flight deals from Kingston to Cayman Islands
Keep the following information in mind while searching for Kingston to Cayman Islands flight deals. Data was last updated September 30, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $380 (Booking.com) |
One-way from | $265 (Booking.com) |
Popular in | January |
Cheapest in | November |
Average price | $416 |
Good round-trip deal | $396 or less |
Good one-way deal | $271 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Kingston to Cayman Islands that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 7,457,451 searches. Data last updated September 30, 2026.
Use the filters below to find and compare flights from Kingston to the Cayman Islands that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
Quickest round-trip
KingstonGeorge Town
KIN Kingston Norman Manley - GCM George Town Owen Roberts Intl
KINGCM
Kingston Norman Manley
Sun 10/25
8:35 pm-9:45 pm
Nonstop1h 10m
George Town Owen Roberts Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$266
KingstonGeorge Town
KIN Kingston Norman Manley - GCM George Town Owen Roberts Intl
KINGCM
Kingston Norman Manley
Mon 11/16
9:10 am-10:25 am
Nonstop1h 15m
George Town Owen Roberts Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$288
KingstonGeorge Town
KIN Kingston Norman Manley - GCM George Town Owen Roberts Intl
KINGCM
Kingston Norman Manley
Fri 11/20
7:45 pm-8:55 pm
Nonstop1h 10m
George Town Owen Roberts Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$288
KingstonGeorge Town
KIN Kingston Norman Manley - GCM George Town Owen Roberts Intl
KINGCM
Kingston Norman Manley
Fri 10/9
9:10 am-10:25 am
Nonstop1h 15m
George Town Owen Roberts Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$289
KingstonGeorge Town
KIN Kingston Norman Manley - GCM George Town Owen Roberts Intl
KINGCM
Kingston Norman Manley
Sat 10/17
9:10 am-10:25 am
Nonstop1h 15m
George Town Owen Roberts Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$289
KingstonCayman Brac
KIN Kingston Norman Manley - CYB Cayman Brac Gerrard-Smith
KINCYB
Kingston Norman Manley
Wed 11/18
9:10 am-3:10 pm
2 stops30h 00m
Cayman Brac Gerrard-Smith
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$306
KingstonCayman Brac
KIN Kingston Norman Manley - CYB Cayman Brac Gerrard-Smith
KINCYB
Kingston Norman Manley
Tue 11/17
2:30 pm-8:00 am
2 stops41h 30m
Cayman Brac Gerrard-Smith
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$323
KingstonCayman Brac
KIN Kingston Norman Manley - CYB Cayman Brac Gerrard-Smith
KINCYB
Kingston Norman Manley
Sun 11/15
8:35 pm-3:25 pm
1 stop18h 50m
Cayman Brac Gerrard-Smith
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$332
KingstonCayman Brac
KIN Kingston Norman Manley - CYB Cayman Brac Gerrard-Smith
KINCYB
Kingston Norman Manley
Sat 11/21
9:10 am-3:25 pm
2 stops30h 15m
Cayman Brac Gerrard-Smith
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$332
KingstonGeorge Town
KIN Kingston Norman Manley - GCM George Town Owen Roberts Intl
KINGCM
Kingston Norman Manley
Sun 10/25
6:55 pm-1:35 pm
1 stop18h 40m
George Town Owen Roberts Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$334
Showing 1-10 of 30 resultsSorted by cheapest first
Best time to book a flight from Kingston to Cayman Islands
Have a flexible travel schedule? Discover the best time to fly to Cayman Islands from Kingston with our price prediction graph.
KIN-GCM
KIN-CYB
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Kingston to the Cayman Islands
KIN-KY0
KIN-GCM
KIN-CYB
What is the cheapest month to book a flight from Kingston to Cayman Islands?
Currently, November is the cheapest month in which you can book a flight from Kingston to Cayman Islands (average of $377). Flying from Kingston 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 KIN to KY?
Find hourly flight availability from Kingston to Cayman Islands. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated September 30, 2026.
It’s typically best to fly out from Kingston to Cayman Islands in the afternoon. Doing so could potentially save you 11% on the flight price compared to flying at noon, which is usually more expensive.
How often are flights from Kingston to the Cayman Islands delayed?
About 21% of weekly flights between Kingston and Cayman Islands have experienced delays in the past year, with the average delay time being 90 minutes.
What is the most punctual flight time for Kingston to the Cayman Islands flights?
Historically, flights departing in the early afternoon 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 Kingston 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 Kingston to Cayman Islands?
Booking 68 days in advance of your planned departure date is, on average, the best time to get cheap flights from Kingston to Cayman Islands. 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 Kingston 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 Kingston to Cayman Islands
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Complete your trip
Complete your trip to Cayman Islands by adding a car rental and/or hotel reservation to your travel itinerary.
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Find flights from Kingston to Cayman Islands, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Kingston and Cayman Islands flights
Browse other Kingston and Cayman Islands flight options. Last updated on September 30, 2026.
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Top airline flying from Kingston to Cayman Islands
Discover the top airline that operate flights from Kingston to Cayman Islands. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 7,457,451 searches. Data last updated September 30, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$320 | Average$406 | FlexibilityNo cancel fee | On-time52% |