$271+ 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 2/21. Fares are subject to change and may not be available on all flights or dates of travel.
Find cheap flights from Jamaica 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 Jamaica to Cayman Islands
Cheapest flights from Jamaica to Cayman IslandsExplore 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 January 27, 2026.
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 January 27, 2026.
This SmartFares deal was found by Cheapflights users on 1/26. 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This FlightHub deal was found by Cheapflights users on 1/25. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Cayman Airways deal was found by Cheapflights users on 1/25. 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 Cayman Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This SmartFares deal was found by Cheapflights users on 1/26. 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This FlightHub deal was found by Cheapflights users on 1/27. 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.
This SmartFares deal was found by Cheapflights users on 1/25. 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Cayman Airways deal was found by Cheapflights users on 1/25. 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 Cayman Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Kiwi.com deal was found by Cheapflights users on 1/25. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Kiwi.com deal was found by Cheapflights users on 1/25. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Cayman Airways deal was found by Cheapflights users on 1/25. 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 Cayman Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This SmartFares deal was found by Cheapflights users on 1/25. 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Cayman Airways deal was found by Cheapflights users on 1/25. 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 Cayman Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
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 January 27, 2026.
Round-trip from | $387 (SmartFares) |
|---|---|
One-way from | $271 (SmartFares) |
Good round-trip deal | $366 or less |
Good one-way deal | $281 or less |
Cheapflights Fare Finder
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
KingstonGeorge Town
KIN - GCM
KINGCM
Kingston Norman Manley
Fri 3/13
9:10 am-10:25 am
Nonstop1h 15m
George Town Owen Roberts Intl
Fri 3/20
7:00 am-8:10 am
Nonstop1h 10m
KingstonGeorge Town
KIN - GCM
KINGCM
Kingston Norman Manley
Sat 4/18
9:10 am-10:25 am
Nonstop1h 15m
George Town Owen Roberts Intl
Mon 4/20
7:00 am-8:10 am
Nonstop1h 10m
KingstonGeorge Town
KIN - GCM
KINGCM
Kingston Norman Manley
Fri 4/17
9:10 am-10:25 am
Nonstop1h 15m
George Town Owen Roberts Intl
Mon 4/20
7:00 am-8:10 am
Nonstop1h 10m
KingstonGeorge Town
KIN - GCM
KINGCM
Kingston Norman Manley
Mon 2/2
9:10 am-10:25 am
Nonstop1h 15m
George Town Owen Roberts Intl
Tue 2/24
12:00 pm-1:10 pm
Nonstop1h 10m
KingstonGeorge Town
KIN - GCM
KINGCM
Kingston Norman Manley
Mon 2/2
9:10 am-10:25 am
Nonstop1h 15m
George Town Owen Roberts Intl
Sun 2/22
6:25 pm-7:35 pm
Nonstop1h 10m
KingstonGeorge Town
KIN - GCM
KINGCM
Kingston Norman Manley
Sun 4/19
8:35 pm-9:45 pm
Nonstop1h 10m
George Town Owen Roberts Intl
Mon 4/20
7:00 am-8:10 am
Nonstop1h 10m
KingstonGeorge Town
KIN - GCM
KINGCM
Kingston Norman Manley
Thu 2/5
9:10 am-10:25 am
Nonstop1h 15m
George Town Owen Roberts Intl
Sat 2/21
7:00 am-8:10 am
Nonstop1h 10m
KingstonGeorge Town
KIN - GCM
KINGCM
Kingston Norman Manley
Sat 1/31
9:10 am-10:25 am
Nonstop1h 15m
George Town Owen Roberts Intl
Wed 2/25
7:00 am-8:10 am
Nonstop1h 10m
KingstonGeorge Town
KIN - GCM
KINGCM
Kingston Norman Manley
Sat 1/31
9:10 am-10:25 am
Nonstop1h 15m
George Town Owen Roberts Intl
Fri 2/27
7:00 am-8:10 am
Nonstop1h 10m
KingstonGeorge Town
KIN - GCM
KINGCM
Kingston Norman Manley
Sat 1/31
9:10 am-10:25 am
Nonstop1h 15m
George Town Owen Roberts Intl
Tue 2/24
12:00 pm-1:10 pm
Nonstop1h 10m
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.
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 $295). Flying from Jamaica to Cayman Islands in January is currently the most expensive (average of $409). 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 January 27, 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 10% versus a flight in the evening.
How often are flights from Jamaica to the Cayman Islands delayed?
About 15% of weekly flights between Jamaica and Cayman Islands have experienced delays in the past year, with the average delay time being 95 minutes.
What is the most punctual flight time for Jamaica to the Cayman Islands flights?
Historically, flights departing in the morning 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?
Monday 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 15% 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.
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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.
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 January 27, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$352 | Average$398 | FlexibilityNo cancel fee | On-time52% |