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Cayman Islands

$255+ Cheap flights from Jamaica 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 11/30. Fares are subject to change and may not be available on all flights or dates of travel.
MBJ — GCM
Nov 28 — Dec 51
Fri 11/28
Fri 12/5
1 adult, Economy
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Find flight deals from Jamaica to Cayman Islands

Cheapest flights from Jamaica to Cayman Islands
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 29, 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 FlightHub 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 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 10/28$405
This FlightHub deal was found by Cheapflights users on 10/27. 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.
Wed 12/249:10 amKIN - GCM
Nonstop1h 15mCayman Airways
Sat 12/277:00 amGCM - KIN
Nonstop1h 10mCayman Airways
Deal found 10/27$433
This FlightHub 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 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 10/28$443
This FlightHub deal was found by Cheapflights users on 10/27. 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.
Sun 12/218:35 pmKIN - GCM
Nonstop1h 10mCayman Airways
Sun 12/286:25 pmGCM - KIN
Nonstop1h 10mCayman Airways
Deal found 10/27$463
This FlightHub deal was found by Cheapflights users on 10/27. 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.
Wed 10/299:10 amKIN - GCM
Nonstop1h 15mCayman Airways
Sat 11/17:00 amGCM - KIN
Nonstop1h 10mCayman Airways
Deal found 10/27$472
This JetBlue 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 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 1/13:30 pmGCM - KIN
1 stop5h 52mJetBlue
Deal found 10/28$486
This CheapOair deal was found by Cheapflights users on 10/27. 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 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 10/27$521
This CheapOair 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/226:23 pmKIN - GCM
1 stop19h 32mJetBlue
Thu 1/13:25 pmGCM - KIN
1 stop5h 57mJetBlue
Deal found 10/28$552
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/257:30 amKIN - GCM
1 stop7h 16mAmerican Airlines
Tue 12/23:36 pmGCM - KIN
1 stop6h 37mAmerican Airlines
Deal found 10/28$694
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/252:30 pmKIN - GCM
Nonstop1h 15mMultiple Airlines
Tue 12/211:30 amGCM - KIN
3 stops48h 44mMultiple Airlines
Deal found 10/28$721

Cheap 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 29, 2025.

Round-trip from

$371
(SmartFares)

One-way from

$255
(SmartFares)

Good round-trip deal

$366 or less

Good one-way deal

$256 or less
From Jamaica to Cayman Islands
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One-way flight from Jamaica to Cayman Islands
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Price to beat on a round-trip flight from Jamaica to Cayman Islands.
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Price to beat on a one-way flight from Jamaica to Cayman Islands.
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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 2,558,603 searches. Data last updated October 29, 2025.
Use the filters below to find and compare flights from Jamaica to the Cayman Islands that are best for you.

Fly from

Jamaica

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

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 12/20

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

Fri 12/19

9:10 am-10:25 am

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

Sun 11/30

8:35 pm-9:45 pm

Nonstop1h 10m

$255

KingstonGeorge Town

KIN - GCM

KINGCM

Kingston Norman Manley

Sun 11/16

8:35 pm-9:45 pm

Nonstop1h 10m

$255

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

Sun 11/16

7:30 am-8:28 pm

1 stop12h 58m

$311

KingstonGeorge Town

KIN - GCM

KINGCM

Kingston Norman Manley

Thu 11/27

7:30 am-2:46 pm

1 stop7h 16m

$325

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/28

Showing 1-10 of 13 results
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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.
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

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

Currently, June is the cheapest month in which you can book a flight from Jamaica to Cayman Islands (average of $291). Flying from Jamaica 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 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 29, 2025.

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 morning, which can drop the price by up to 13% versus a flight in the afternoon.

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.

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

    There are many flights that can get you from Jamaica to Cayman Islands in 1h 15m. Fly via Cayman Airways to get the fastest option. Airlines will cover a distance of 314 mi. Generally, flights for this route are nonstop.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Jamaica 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 Jamaica to Cayman Islands?

    Currently, June is the cheapest month in which you can book a flight from Jamaica to Cayman Islands (average of $291). Flying from Jamaica 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

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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.
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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 2,558,603 searches. Data last updated October 29, 2025.
AirlineCheapestAverageFlexibilityOn-time
Cayman AirwaysCheapest$330Average$442FlexibilityNo cancel feeOn-time52%

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