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Cayman Islands

$668+ 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 7/7. Fares are subject to change and may not be available on all flights or dates of travel.
POS — GCM
Jul 14 — Jul 211
Tue 7/14
Tue 7/21
1 adult, Economy
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Cheap flight deals from Port of Spain to Cayman Islands

Cheapest flights from Port of Spain to Cayman Islands
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 June 14, 2026.

This American Airlines deal was found by Cheapflights users on 6/11. 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 7/77:00 am
POS
-
GCM
1 stop10h 10m
American Airlines
Sat 7/1111:56 am
GCM
-
POS
1 stop9h 37m
American Airlines
Deal found 6/11$668
This American Airlines deal was found by Cheapflights users on 6/13. 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.
Sat 9/263:06 pm
POS
-
GCM
1 stop20h 54m
American Airlines
Wed 9/3012:00 pm
GCM
-
POS
1 stop25h 01m
American Airlines
Deal found 6/13$761
This Kiwi.com deal was found by Cheapflights users on 6/12. 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 7/63:50 am
POS
-
GCM
2 stops13h 15m
Multiple Airlines
Sat 7/118:50 am
GCM
-
POS
1 stop9h 05m
Multiple Airlines
Deal found 6/12$888
This Mytrip deal was found by Cheapflights users on 6/13. 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.
Sat 9/265:00 pm
POS
-
GCM
2 stops29h 45m
Multiple Airlines
Wed 9/3011:30 am
GCM
-
POS
3 stops26h 55m
Multiple Airlines
Deal found 6/13$2,773

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 June 14, 2026.

Round-trip from

$668
(American Airlines)
From Port of Spain Piarco Intl to Cayman Islands
Search Deals

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 June 14, 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

Price

Cheapest round-trip
Quickest round-trip

Port of SpainGeorge Town

POS - GCM

POSGCM

Port of Spain Piarco Intl

Tue 7/7

7:00 am-4:10 pm

1 stop10h 10m

George Town Owen Roberts Intl

Sat 7/11

11:56 am-10:33 pm

1 stop9h 37m

$668

Port of SpainGeorge Town

POS - GCM

POSGCM

Port of Spain Piarco Intl

Sat 9/26

3:06 pm-11:00 am

1 stop20h 54m

George Town Owen Roberts Intl

Wed 9/30

12:00 pm-2:01 pm

1 stop25h 01m

$761

Port of SpainGeorge Town

POS - GCM

POSGCM

Port of Spain Piarco Intl

Mon 7/6

3:50 am-4:05 pm

2 stops13h 15m

George Town Owen Roberts Intl

Sat 7/11

8:50 am-6:55 pm

1 stop9h 05m

$888

Port of SpainGeorge Town

POS - GCM

POSGCM

Port of Spain Piarco Intl

Sat 9/26

5:00 pm-9:45 pm

2 stops29h 45m

George Town Owen Roberts Intl

Wed 9/30

11:30 am-3:25 pm

3 stops26h 55m

$2,773

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/12

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.
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
No data available for this route at this time. Please check back soon.

Related info for your journey

Find useful and relevant information for your journey from Port of Spain to Cayman Islands. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Port of Spain to Cayman Islands?

    Most people fly from Port of Spain Piarco Intl (POS) if they book a flight from Port of Spain to Cayman Islands. Port of Spain Piarco Intl is conveniently located just 12.6 mi from Port of Spain’s city center.

  • How long is the flight from Port of Spain to Cayman Islands?

    American Airlines can get you from Port of Spain to Cayman Islands in just under 10h 10m. Your travel time can differ by up to . Port of Spain and Cayman Islands are separated by a distance of 1463 mi.

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

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

  • How can I find direct flights from Port of Spain to Cayman Islands?

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

  • Can I find deals for business class flights from Port of Spain to Cayman Islands?

    Yes. Cheapflights offers flight deals from Port of Spain 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.

See more FAQs

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