$464+ Cheap flights from Port of Spain (POS) 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 12/30. Fares are subject to change and may not be available on all flights or dates of travel.
POS — GCM
Nov 4 — Nov 111
Round-trip
1 adult, Economy
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Find cheap flights from Port of Spain 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
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
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 Port of Spain to Cayman Islands
Cheapest
Best
Last-minute
One-way
Cheapest flights from Port of Spain to Cayman IslandsExplore the most affordable flight options available from Port of Spain to Cayman Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 5, 2026.
Explore the most affordable flight options available from Port of Spain to Cayman Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 5, 2026.
This Booking.com deal was found by Cheapflights users on 10/4. 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 11/209:10 am -
1 stop13h 05m
Mon 11/234:45 pm -
1 stop25h 10m
Deal found 10/4![Multiple Airlines logo]()
$724
This Gotogate 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/59:10 am -
1 stop13h 05m
Fri 1/297:00 am -
1 stop12h 35m
Deal found 9/30![Multiple Airlines logo]()
$1,115
This FlightHub deal was found by Cheapflights users on 10/2. 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 12/277:45 am -
2 stops15h 00m
Sun 1/34:45 pm -
2 stops32h 10m
Deal found 10/2![Multiple Airlines logo]()
$1,608
This American Airlines deal was found by Cheapflights users on 10/2. 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.
Sun 12/274:13 pm -
1 stop28h 40m
Sun 1/38:25 am -
1 stop38h 20m
Deal found 10/2![American Airlines logo]()
$1,625
Best flights from Port of Spain to Cayman IslandsDiscover carefully curated flight deals from Port of Spain to Cayman Islands that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 5, 2026.
Discover carefully curated flight deals from Port of Spain to Cayman Islands that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 5, 2026.
This Booking.com deal was found by Cheapflights users on 10/4. 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 11/209:10 am -
1 stop13h 05m
Mon 11/234:45 pm -
1 stop25h 10m
Deal found 10/4![Multiple Airlines logo]()
$724
This American Airlines deal was found by Cheapflights users on 10/2. 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.
Sun 12/274:13 pm -
1 stop28h 40m
Sun 1/38:25 am -
1 stop38h 20m
Deal found 10/2![American Airlines logo]()
$1,625
This FlightHub deal was found by Cheapflights users on 10/2. 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 12/277:45 am -
2 stops15h 00m
Sun 1/34:45 pm -
2 stops32h 10m
Deal found 10/2![Multiple Airlines logo]()
$1,608
Last-minute flights from Port of Spain to Cayman IslandsDiscover last-minute flight deals from Port of Spain to Cayman Islands. Data last updated October 5, 2026 and is based on user searches.
Discover last-minute flight deals from Port of Spain to Cayman Islands. Data last updated October 5, 2026 and is based on user searches.
This Gotogate 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/59:10 am -
1 stop13h 05m
Fri 1/297:00 am -
1 stop12h 35m
Deal found 9/30![Multiple Airlines logo]()
$1,115
This Booking.com deal was found by Cheapflights users on 10/4. 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 11/209:10 am -
1 stop13h 05m
Mon 11/234:45 pm -
1 stop25h 10m
Deal found 10/4![Multiple Airlines logo]()
$724
One-way flights from Port of Spain to Cayman IslandsSearch for one-way flight options from Port of Spain to Cayman Islands. Find affordable one-way fares based on user searches. Data last updated October 5, 2026.
Search for one-way flight options from Port of Spain to Cayman Islands. Find affordable one-way fares based on user searches. Data last updated October 5, 2026.
This Booking.com deal was found by Cheapflights users on 10/1. 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 12/309:10 am -
1 stop27h 25m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/1![Multiple Airlines logo]()
$464
This Booking.com deal was found by Cheapflights users on 10/1. 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 12/319:10 am -
1 stop27h 25m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/1![Multiple Airlines logo]()
$466
This United Airlines deal was found by Cheapflights users on 10/1. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/302:20 am -
2 stops15h 15m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/1![United Airlines logo]()
$581
This United Airlines deal was found by Cheapflights users on 10/1. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/292:20 am -
2 stops15h 15m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/1![United Airlines logo]()
$654
Find flight deals from Port of Spain to Cayman Islands
Keep the following information in mind while searching for Port of Spain to Cayman Islands flight deals. Data was last updated October 5, 2026.
Round-trip from | $724 (Booking.com) |
|---|---|
One-way from | $464 (Booking.com) |
Cheapflights Fare Finder
Customize your flight search to find flights from Port of Spain 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 October 5, 2026.
Use the filters below to find and compare flights from Port of Spain to the Cayman Islands that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
Port of SpainGeorge Town
POS Port of Spain Piarco Intl - GCM George Town Owen Roberts Intl
POSGCM
Port of Spain Piarco Intl
Wed 12/30
9:10 am-11:35 am
1 stop27h 25m
George Town Owen Roberts Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$464
Port of SpainGeorge Town
POS Port of Spain Piarco Intl - GCM George Town Owen Roberts Intl
POSGCM
Port of Spain Piarco Intl
Thu 12/31
9:10 am-11:35 am
1 stop27h 25m
George Town Owen Roberts Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$466
Quickest round-trip
Port of SpainGeorge Town
POS Port of Spain Piarco Intl - GCM George Town Owen Roberts Intl
POSGCM
Port of Spain Piarco Intl
Tue 12/29
2:20 am-4:35 pm
2 stops15h 15m
George Town Owen Roberts Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$654
Port of SpainGeorge Town
POS Port of Spain Piarco Intl - GCM George Town Owen Roberts Intl
POSGCM
Port of Spain Piarco Intl
Fri 11/20
9:10 am-9:15 pm
1 stop13h 05m
George Town Owen Roberts Intl
Mon 11/23
4:45 pm-6:55 pm
1 stop25h 10m
$724
Port of SpainGeorge Town
POS Port of Spain Piarco Intl - GCM George Town Owen Roberts Intl
POSGCM
Port of Spain Piarco Intl
Sun 12/27
7:45 am-9:45 pm
2 stops15h 00m
George Town Owen Roberts Intl
Sun 1/3
4:45 pm-1:55 am
2 stops32h 10m
$1,608
Port of SpainGeorge Town
POS Port of Spain Piarco Intl - GCM George Town Owen Roberts Intl
POSGCM
Port of Spain Piarco Intl
Sun 12/27
4:13 pm-7:53 pm
1 stop28h 40m
George Town Owen Roberts Intl
Sun 1/3
8:25 am-11:45 pm
1 stop38h 20m
$1,625
Sorted by cheapest first
Best time to book a flight from Port of Spain to Cayman Islands
Have a flexible travel schedule? Discover the best time to fly to Cayman Islands from Port of Spain with our price prediction graph.
POS-GCM
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 Port of Spain to the Cayman Islands
POS-KY0
POS-GCM
No data available for this route at this time. Please check back soon.
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