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Cayman Islands

$277+ Cheap flights from Kingston (KIN) to the Cayman Islands

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 11/27. Fares are subject to change and may not be available on all flights or dates of travel.
KIN — GCM
Nov 29 — Dec 61
Sat 11/29
Sat 12/6
1 adult, Economy
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Cheap 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 October 30, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$371
(SmartFares)

One-way from

$277
(Expedia)

Popular in

March

Cheapest in

February

Average price

$394

Good round-trip deal

$372 or less

Good one-way deal

$256 or less
Provider with most accurate pricing for Kingston Norman Manley-George Town Owen Roberts Intl flight deals.
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Provider most trusted by Cheapflights users for Kingston Norman Manley-George Town Owen Roberts Intl flights.
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From Kingston Norman Manley to Cayman Islands
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One-way flight from Kingston Norman Manley to Cayman Islands
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Highest demand for flights based on searches. 2% potential increase in price ($11 potential increase over avg. RT price).
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Cheapest flight prices on average. 0% potential price decrease ($5 potential savings vs. average RT price).
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Average for round-trip flights in October 2025
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Price to beat on a round-trip flight from Kingston Norman Manley to Cayman Islands.
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Price to beat on a one-way flight from Kingston Norman Manley to Cayman Islands.
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Find flight deals from Kingston to Cayman Islands

Cheapest flights from Kingston to Cayman Islands
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 October 30, 2025.

This SmartFares deal was found by Cheapflights users on 10/28. 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.
Tue 11/252:30 pmKIN - GCM
Nonstop1h 15mCayman Airways
Tue 12/212:00 pmGCM - KIN
Nonstop1h 10mCayman Airways
Deal found 10/28$371
This Mytrip deal was found by Cheapflights users on 10/30. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/279:10 amKIN - GCM
Nonstop1h 15mCayman Airways
Thu 12/47:00 amGCM - KIN
Nonstop1h 10mCayman Airways
Deal found 10/30$377
This SmartFares deal was found by Cheapflights users on 10/29. 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.
Fri 11/217:45 pmKIN - GCM
Nonstop1h 10mCayman Airways
Fri 12/55:35 pmGCM - KIN
Nonstop1h 10mCayman Airways
Deal found 10/29$394
This FlightHub deal was found by Cheapflights users on 10/30. 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.
Sat 12/209:10 amKIN - GCM
Nonstop1h 15mCayman Airways
Thu 1/17:00 amGCM - KIN
Nonstop1h 10mCayman Airways
Deal found 10/30$405
This SmartFares deal was found by Cheapflights users on 10/30. 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/69:10 amKIN - GCM
Nonstop1h 15mCayman Airways
Tue 12/912:00 pmGCM - KIN
Nonstop1h 10mCayman Airways
Deal found 10/30$413
This FlightHub deal was found by Cheapflights users on 10/29. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/305:10 pmKIN - GCM
Nonstop1h 15mCayman Airways
Sun 11/26:25 pmGCM - KIN
Nonstop1h 10mCayman Airways
Deal found 10/29$424
This FlightHub deal was found by Cheapflights users on 10/30. 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 12/242:10 pmKIN - GCM
Nonstop1h 15mCayman Airways
Sat 12/277:00 amGCM - KIN
Nonstop1h 10mCayman Airways
Deal found 10/30$433
This FlightHub deal was found by Cheapflights users on 10/30. 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.
Fri 12/197:45 pmKIN - GCM
Nonstop1h 10mCayman Airways
Sun 1/46:25 pmGCM - KIN
Nonstop1h 10mCayman Airways
Deal found 10/30$443
This FlightHub deal was found by Cheapflights users on 10/30. 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.
Sun 12/218:35 pmKIN - GCM
Nonstop1h 10mCayman Airways
Sun 12/286:25 pmGCM - KIN
Nonstop1h 10mCayman Airways
Deal found 10/30$463
This JetBlue deal was found by Cheapflights users on 10/29. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/206:00 amKIN - GCM
1 stop7h 55mJetBlue
Thu 1/13:25 pmGCM - KIN
1 stop5h 57mJetBlue
Deal found 10/29$486
This CheapOair deal was found by Cheapflights users on 10/30. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/246:23 pmKIN - GCM
1 stop19h 32mJetBlue
Sat 12/272:55 pmGCM - KIN
1 stop8h 42mJetBlue
Deal found 10/30$492
This Gotogate deal was found by Cheapflights users on 10/30. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/319:10 amKIN - GCM
Nonstop1h 15mCayman Airways
Fri 11/77:00 amGCM - KIN
Nonstop1h 10mCayman Airways
Deal found 10/30$508

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 2,558,603 searches. Data last updated October 30, 2025.
Use the filters below to find and compare flights from Kingston to the Cayman Islands that are best for you.

Fly from

Kingston

Fly to

Cayman Islands

Route

Depart

Return

Price

KingstonGeorge Town

KIN - GCM

KINGCM

Kingston Norman Manley

Tue 11/25

2:30 pm-3:45 pm

Nonstop1h 15m

George Town Owen Roberts Intl

Tue 12/2

12:00 pm-1:10 pm

Nonstop1h 10m

$371

KingstonGeorge Town

KIN - GCM

KINGCM

Kingston Norman Manley

Fri 11/21

7:45 pm-8:55 pm

Nonstop1h 10m

George Town Owen Roberts Intl

Fri 12/5

5:35 pm-6:45 pm

Nonstop1h 10m

$394

KingstonGeorge Town

KIN - GCM

KINGCM

Kingston Norman Manley

Thu 3/26

9:10 am-10:25 am

Nonstop1h 15m

George Town Owen Roberts Intl

Sat 3/28

7:00 am-8:10 am

Nonstop1h 10m

$404

KingstonGeorge Town

KIN - GCM

KINGCM

Kingston Norman Manley

Mon 12/22

9:10 am-10:25 am

Nonstop1h 15m

George Town Owen Roberts Intl

Thu 1/1

7:00 am-8:10 am

Nonstop1h 10m

$405

KingstonGeorge Town

KIN - GCM

KINGCM

Kingston Norman Manley

Sat 12/6

9:10 am-10:25 am

Nonstop1h 15m

George Town Owen Roberts Intl

Tue 12/9

12:00 pm-1:10 pm

Nonstop1h 10m

$413

KingstonGeorge Town

KIN - GCM

KINGCM

Kingston Norman Manley

Fri 12/19

2:50 pm-4:05 pm

Nonstop1h 15m

George Town Owen Roberts Intl

Sun 1/4

6:25 pm-7:35 pm

Nonstop1h 10m

$443

KingstonGeorge Town

KIN - GCM

KINGCM

Kingston Norman Manley

Sat 12/20

6:00 am-1:55 pm

1 stop7h 55m

George Town Owen Roberts Intl

Thu 1/1

3:25 pm-9:22 pm

1 stop5h 57m

$486

KingstonGeorge Town

KIN - GCM

KINGCM

Kingston Norman Manley

Thu 11/27

9:10 am-10:25 am

Nonstop1h 15m

$277

KingstonGeorge Town

KIN - GCM

KINGCM

Kingston Norman Manley

Thu 11/27

7:30 am-2:46 pm

1 stop7h 16m

$325

KingstonGeorge Town

KIN - GCM

KINGCM

Kingston Norman Manley

Thu 11/27

3:02 pm-11:35 am

2 stops20h 33m

$470

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/29

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.
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

What is the cheapest month to book a flight from Kingston to Cayman Islands?

Currently, June is the cheapest month in which you can book a flight from Kingston to Cayman Islands (average of $291). Flying from Kingston to Cayman Islands in April is currently the most expensive (average of $381). 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 October 30, 2025.

It’s typically best to fly out from Kingston to Cayman Islands at noon. Doing so could potentially save you 7% on the flight price compared to flying in the evening, which is usually more expensive.

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.

  • What airport do you fly from for flights from Kingston to Cayman Islands?

    Kingston Norman Manley (KIN), located 5.1 mi from the city center, is the airport you fly out of when you book flights from Kingston to Cayman Islands.

  • How popular is this Kingston to Cayman Islands flight route?

    Within the past month, 17 users have taken a look at flights from Kingston Norman Manley to Cayman Islands.

  • How long is the flight from Kingston to Cayman Islands?

    Cayman Airways can get you from Kingston to Cayman Islands in just under 1h 15m. Your travel time will be generally consistent. Kingston and Cayman Islands are separated by a distance of 314 mi. Most flights are nonstop.

  • What are the cheapest flights from Kingston to Cayman Islands?

    The cheapest flight price from Kingston to Cayman Islands is $254. On average you can expect to pay $332. The most popular route, (Kingston Norman Manley - George Town Owen Roberts Intl), can usually be booked for $405.

  • Can I find deals for flights from Kingston to Cayman Islands that include hotel bookings?

    Yes. In addition to deals on Kingston to Cayman Islands flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Kingston to Cayman Islands?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Kingston to Cayman Islands.

  • Can I find deals for business class flights from Kingston to Cayman Islands?

    Yes. Cheapflights offers flight deals from Kingston to Cayman Islands by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Kingston to Cayman Islands?

    Currently, June is the cheapest month in which you can book a flight from Kingston to Cayman Islands (average of $291). Flying from Kingston to Cayman Islands in April is currently the most expensive (average of $381). 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.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

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 2,558,603 searches. Data last updated October 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
Cayman AirwaysCheapest$330Average$442FlexibilityNo cancel feeOn-time52%

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