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Cayman Islands

$270+ 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 5/18. Fares are subject to change and may not be available on all flights or dates of travel.
MBJ — GCM
Jun 9 — Jun 161
Tue 6/9
Tue 6/16
1 adult, Economy
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Cheap 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 May 10, 2026.

This SmartFares deal was found by Cheapflights users on 5/7. 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 5/149:10 am
KIN
-
GCM
Nonstop1h 15m
Cayman Airways
Thu 5/217:00 am
GCM
-
KIN
Nonstop1h 10m
Cayman Airways
Deal found 5/7$387
This Mytrip deal was found by Cheapflights users on 5/6. 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 6/189:10 am
KIN
-
GCM
Nonstop1h 15m
Cayman Airways
Thu 6/257:00 am
GCM
-
KIN
Nonstop1h 10m
Cayman Airways
Deal found 5/6$388
This FlightHub deal was found by Cheapflights users on 5/5. 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 5/297:45 pm
KIN
-
GCM
Nonstop1h 10m
Cayman Airways
Fri 6/57:00 am
GCM
-
KIN
Nonstop1h 10m
Cayman Airways
Deal found 5/5$395
This SmartFares deal was found by Cheapflights users on 5/6. 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.
Sun 9/278:35 pm
KIN
-
GCM
Nonstop1h 10m
Cayman Airways
Sun 10/46:25 pm
GCM
-
KIN
Nonstop1h 10m
Cayman Airways
Deal found 5/6$399
This FlightHub deal was found by Cheapflights users on 5/5. 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 8/217:45 pm
KIN
-
GCM
Nonstop1h 10m
Cayman Airways
Sun 8/236:25 pm
GCM
-
KIN
Nonstop1h 10m
Cayman Airways
Deal found 5/5$406
This SmartFares deal was found by Cheapflights users on 5/8. 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.
Sun 6/218:35 pm
KIN
-
GCM
Nonstop1h 10m
Cayman Airways
Tue 6/2312:00 pm
GCM
-
KIN
Nonstop1h 10m
Cayman Airways
Deal found 5/8$409
This Mytrip deal was found by Cheapflights users on 5/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/177:45 pm
KIN
-
GCM
Nonstop1h 10m
Cayman Airways
Sun 7/196:25 pm
GCM
-
KIN
Nonstop1h 10m
Cayman Airways
Deal found 5/5$410
This Mytrip deal was found by Cheapflights users on 5/5. 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 5/318:35 pm
KIN
-
GCM
Nonstop1h 10m
Cayman Airways
Sat 6/137:00 am
GCM
-
KIN
Nonstop1h 10m
Cayman Airways
Deal found 5/5$411
This FlightHub deal was found by Cheapflights users on 5/6. 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 5/122:30 pm
KIN
-
GCM
Nonstop1h 15m
Cayman Airways
Thu 5/147:00 am
GCM
-
KIN
Nonstop1h 10m
Cayman Airways
Deal found 5/6$417
This FlightHub deal was found by Cheapflights users on 5/6. 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 7/189:10 am
KIN
-
GCM
Nonstop1h 15m
Cayman Airways
Mon 7/277:00 am
GCM
-
KIN
Nonstop1h 10m
Cayman Airways
Deal found 5/6$426
This Booking.com deal was found by Cheapflights users on 5/8. 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 6/209:10 am
KIN
-
GCM
Nonstop1h 15m
Cayman Airways
Mon 6/227:00 am
GCM
-
KIN
Nonstop1h 10m
Cayman Airways
Deal found 5/8$428
This SmartFares deal was found by Cheapflights users on 5/6. 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 5/192:30 pm
KIN
-
GCM
Nonstop1h 15m
Cayman Airways
Thu 8/277:00 am
GCM
-
KIN
Nonstop1h 10m
Cayman Airways
Deal found 5/6$490

Find flight deals from Jamaica to Cayman Islands

Keep the following information in mind while searching for Jamaica to Cayman Islands flight deals. Data was last updated May 10, 2026.

Round-trip from

$387
(SmartFares)

One-way from

$270
(Booking.com)

Good round-trip deal

$366 or less

Good one-way deal

$272 or less
From Jamaica to Cayman Islands
Search Deals
One-way flight from Jamaica to Cayman Islands
Search Deals
Price to beat on a round-trip flight from Jamaica to Cayman Islands.
Search Deals
Price to beat on a one-way flight from Jamaica to Cayman Islands.
Search Deals

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 May 10, 2026.
Use the filters below to find and compare flights from Jamaica to the Cayman Islands that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

KingstonGeorge Town

KIN - GCM

KINGCM

Kingston Norman Manley

Fri 5/29

9:10 am-10:25 am

Nonstop1h 15m

George Town Owen Roberts Intl

Mon 6/1

7:00 am-8:10 am

Nonstop1h 10m

$395

KingstonGeorge Town

KIN - GCM

KINGCM

Kingston Norman Manley

Fri 7/31

9:10 am-10:25 am

Nonstop1h 15m

George Town Owen Roberts Intl

Wed 8/5

7:00 am-8:10 am

Nonstop1h 10m

$395

KingstonGeorge Town

KIN - GCM

KINGCM

Kingston Norman Manley

Fri 8/21

9:10 am-10:25 am

Nonstop1h 15m

George Town Owen Roberts Intl

Sun 8/23

6:25 pm-7:35 pm

Nonstop1h 10m

$406
Quickest round-trip

KingstonGeorge Town

KIN - GCM

KINGCM

Kingston Norman Manley

Sun 5/31

8:35 pm-9:45 pm

Nonstop1h 10m

George Town Owen Roberts Intl

Sat 6/13

7:00 am-8:10 am

Nonstop1h 10m

$411

KingstonGeorge Town

KIN - GCM

KINGCM

Kingston Norman Manley

Sat 7/18

9:10 am-10:25 am

Nonstop1h 15m

George Town Owen Roberts Intl

Mon 7/27

7:00 am-8:10 am

Nonstop1h 10m

$426

KingstonGeorge Town

KIN - GCM

KINGCM

Kingston Norman Manley

Sun 5/31

8:35 pm-9:45 pm

Nonstop1h 10m

George Town Owen Roberts Intl

Thu 6/4

7:00 am-8:10 am

Nonstop1h 10m

$649

KingstonGeorge Town

KIN - GCM

KINGCM

Kingston Norman Manley

Fri 5/29

7:45 pm-8:55 pm

Nonstop1h 10m

George Town Owen Roberts Intl

Thu 6/11

7:00 am-8:10 am

Nonstop1h 10m

$649

KingstonGeorge Town

KIN - GCM

KINGCM

Kingston Norman Manley

Mon 6/8

9:10 am-10:25 am

Nonstop1h 15m

George Town Owen Roberts Intl

Sat 6/27

7:00 am-8:10 am

Nonstop1h 10m

$654

KingstonGeorge Town

KIN - GCM

KINGCM

Kingston Norman Manley

Thu 6/25

9:10 am-10:25 am

Nonstop1h 15m

George Town Owen Roberts Intl

Sat 6/27

7:00 am-8:10 am

Nonstop1h 10m

$659

KingstonGeorge Town

KIN - GCM

KINGCM

Kingston Norman Manley

Sat 6/20

9:10 am-10:25 am

Nonstop1h 15m

George Town Owen Roberts Intl

Mon 6/22

7:00 am-8:10 am

Nonstop1h 10m

$659

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/7

Showing 1-10 of 21 resultsSorted by cheapest first
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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 $209). Flying from Jamaica to Cayman Islands in January is currently the most expensive (average of $422). 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 May 10, 2026.

When flying from Jamaica to Cayman Islands, the time of day you fly usually plays a role in the price. Save by searching for a flight in the afternoon, which can drop the price by up to 23% versus a flight in the evening.

How often are flights from Jamaica to the Cayman Islands delayed?

About 17% of weekly flights between Jamaica and Cayman Islands have experienced delays in the past year, with the average delay time being 93 minutes.

What is the most punctual flight time for Jamaica 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?

Tuesday tends to have the lowest number of delays on this route, whereas Sunday has historically faced a higher average of delays compared to other days of the week.

Which airline has the best punctuality record on Jamaica to the Cayman Islands flights?

Over the last year, Cayman Airways have had the lowest number of delays on this route, with just 17% of flights being delayed.

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 $209). Flying from Jamaica to Cayman Islands in January is currently the most expensive (average of $422). 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 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 May 10, 2026.
AirlineCheapestAverageFlexibilityOn-time
Cayman AirwaysCheapest$320Average$397FlexibilityNo cancel feeOn-time52%

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