$340+ Cheap flights from Port of Spain (POS) 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 8/31. Fares are subject to change and may not be available on all flights or dates of travel.
POS — GCM
Sep 5 — Sep 121
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 August 6, 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 August 6, 2026.
This Booking.com deal was found by Cheapflights users on 8/2. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/109:10 am -
1 stop7h 55m
Thu 11/124:45 pm -
1 stop25h 10m
Deal found 8/2![Multiple Airlines logo]()
$539
This American Airlines deal was found by Cheapflights users on 8/1. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/37:10 am -
1 stop8h 32m
Tue 12/89:00 am -
1 stop13h 59m
Deal found 8/1![American Airlines logo]()
$668
This American Airlines deal was found by Cheapflights users on 8/3. 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.
Fri 8/283:15 pm -
1 stop22h 55m
Mon 8/312:10 pm -
1 stop8h 08m
Deal found 8/3![American Airlines logo]()
$715
This American Airlines deal was found by Cheapflights users on 8/3. 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.
Wed 8/193:15 pm -
1 stop22h 55m
Sun 8/232:10 pm -
1 stop8h 08m
Deal found 8/3![American Airlines logo]()
$720
This Gotogate deal was found by Cheapflights users on 8/4. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/19:10 am -
1 stop7h 55m
Sat 9/58:50 am -
1 stop9h 05m
Deal found 8/4![Multiple Airlines logo]()
$766
This Booking.com deal was found by Cheapflights users on 8/5. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/111:30 pm -
2 stops40h 15m
Sun 9/67:00 am -
1 stop10h 55m
Deal found 8/5![Multiple Airlines logo]()
$783
This Booking.com deal was found by Cheapflights users on 8/5. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/169:10 am -
1 stop7h 55m
Sun 12/207:00 am -
1 stop10h 55m
Deal found 8/5![Multiple Airlines logo]()
$797
This Gotogate deal was found by Cheapflights users on 8/3. 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 8/289:10 am -
2 stops30h 40m
Mon 8/314:45 pm -
1 stop25h 10m
Deal found 8/3![Multiple Airlines logo]()
$815
This Kiwi.com deal was found by Cheapflights users on 8/4. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/159:10 am -
1 stop7h 55m
Sat 12/197:00 am -
2 stops18h 01m
Deal found 8/4![Multiple Airlines logo]()
$861
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 August 6, 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 August 6, 2026.
This Gotogate deal was found by Cheapflights users on 8/4. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/19:10 am -
1 stop7h 55m
Sat 9/58:50 am -
1 stop9h 05m
Deal found 8/4![Multiple Airlines logo]()
$766
This Booking.com deal was found by Cheapflights users on 8/5. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/19:10 am -
1 stop7h 55m
Sun 9/67:00 am -
1 stop10h 55m
Deal found 8/5![Multiple Airlines logo]()
$766
This Kiwi.com deal was found by Cheapflights users on 8/3. 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.
Fri 8/282:19 pm -
3 stops25h 31m
Mon 8/314:45 pm -
1 stop25h 10m
Deal found 8/3![Multiple Airlines logo]()
$1,027
This Gotogate deal was found by Cheapflights users on 8/3. 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.
Tue 8/257:05 am -
3 stops28h 20m
Mon 8/314:45 pm -
1 stop25h 10m
Deal found 8/3![Multiple Airlines logo]()
$1,437
Last-minute flights from Port of Spain to Cayman IslandsDiscover last-minute flight deals from Port of Spain to Cayman Islands. Data last updated August 6, 2026 and is based on user searches.
Discover last-minute flight deals from Port of Spain to Cayman Islands. Data last updated August 6, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 8/3. 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.
Wed 8/193:15 pm -
1 stop22h 55m
Sun 8/232:10 pm -
1 stop8h 08m
Deal found 8/3![American Airlines logo]()
$720
This American Airlines deal was found by Cheapflights users on 8/3. 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 8/253:15 pm -
2 stops21h 12m
Mon 8/312:10 pm -
1 stop8h 08m
Deal found 8/3![American Airlines logo]()
$979
This American Airlines deal was found by Cheapflights users on 8/3. 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.
Fri 8/283:15 pm -
1 stop22h 55m
Mon 8/312:10 pm -
1 stop8h 08m
Deal found 8/3![American Airlines logo]()
$715
This Gotogate deal was found by Cheapflights users on 8/3. 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 8/289:10 am -
2 stops30h 40m
Mon 8/314:45 pm -
1 stop25h 10m
Deal found 8/3![Multiple Airlines logo]()
$815
This Gotogate deal was found by Cheapflights users on 8/4. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/19:10 am -
1 stop7h 55m
Sat 9/58:50 am -
1 stop9h 05m
Deal found 8/4![Multiple Airlines logo]()
$766
This Booking.com deal was found by Cheapflights users on 8/5. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/111:30 pm -
2 stops40h 15m
Sun 9/67:00 am -
1 stop10h 55m
Deal found 8/5![Multiple Airlines logo]()
$783
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 August 6, 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 August 6, 2026.
This American Airlines deal was found by Cheapflights users on 8/5. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/313:15 pm -
1 stop20h 45m
Deal found 8/5![American Airlines logo]()
$340
This American Airlines deal was found by Cheapflights users on 8/2. 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.
Thu 8/203:15 pm -
1 stop22h 55m
Deal found 8/2![American Airlines logo]()
$351
This Kiwi.com deal was found by Cheapflights users on 8/5. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/3110:10 am -
3 stops30h 55m
Deal found 8/5![Multiple Airlines logo]()
$441
This Kiwi.com deal was found by Cheapflights users on 8/2. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/193:50 am -
2 stops42h 25m
Deal found 8/2![Multiple Airlines logo]()
$520
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 August 6, 2026.
Round-trip from | $539 (Booking.com) |
|---|---|
One-way from | $340 (American Airlines) |
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 2,558,603 searches. Data last updated August 6, 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
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 9/1
9:10 am-4:05 pm
1 stop7h 55m
George Town Owen Roberts Intl
Sat 9/5
8:50 am-6:55 pm
1 stop9h 05m
$766
Port of SpainGeorge Town
POS Port of Spain Piarco Intl - GCM George Town Owen Roberts Intl
POSGCM
Port of Spain Piarco Intl
Tue 9/1
9:10 am-4:05 pm
1 stop7h 55m
George Town Owen Roberts Intl
Sun 9/6
7:00 am-6:55 pm
1 stop10h 55m
$766
Port of SpainGeorge Town
POS Port of Spain Piarco Intl - GCM George Town Owen Roberts Intl
POSGCM
Port of Spain Piarco Intl
Fri 8/28
2:19 pm-2:50 pm
3 stops25h 31m
George Town Owen Roberts Intl
Mon 8/31
4:45 pm-6:55 pm
1 stop25h 10m
$1,027
Port of SpainGeorge Town
POS Port of Spain Piarco Intl - GCM George Town Owen Roberts Intl
POSGCM
Port of Spain Piarco Intl
Tue 8/25
7:05 am-10:25 am
3 stops28h 20m
George Town Owen Roberts Intl
Mon 8/31
4:45 pm-6:55 pm
1 stop25h 10m
$1,437
Cheapest one-way
Quickest one-way
Port of SpainGeorge Town
POS Port of Spain Piarco Intl - GCM George Town Owen Roberts Intl
POSGCM
Port of Spain Piarco Intl
Mon 8/31
3:15 pm-11:00 am
1 stop20h 45m
$340
Port of SpainGeorge Town
POS Port of Spain Piarco Intl - GCM George Town Owen Roberts Intl
POSGCM
Port of Spain Piarco Intl
Thu 8/20
3:15 pm-1:10 pm
1 stop22h 55m
$351
Port of SpainGeorge Town
POS Port of Spain Piarco Intl - GCM George Town Owen Roberts Intl
POSGCM
Port of Spain Piarco Intl
Mon 8/31
10:10 am-4:05 pm
3 stops30h 55m
$441
Port of SpainGeorge Town
POS Port of Spain Piarco Intl - GCM George Town Owen Roberts Intl
POSGCM
Port of Spain Piarco Intl
Wed 8/19
3:50 am-9:15 pm
2 stops42h 25m
$520
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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