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Cayman Islands

$330+ 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 6/1. Fares are subject to change and may not be available on all flights or dates of travel.
POS — GCM
May 28 — Jun 41
Wed 5/28
Wed 6/4
1 adult, Economy
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Cheap 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 May 23, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$603
(Gotogate)

One-way from

$330
(Mytrip)

Popular in

August

Cheapest in

February
Provider with most accurate pricing for Port of Spain Piarco Intl-George Town Owen Roberts Intl flight deals.
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Provider most trusted by Cheapflights users for Port of Spain Piarco Intl-George Town Owen Roberts Intl flights.
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From Port of Spain Piarco Intl to Cayman Islands
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One-way flight from Port of Spain Piarco Intl to Cayman Islands
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Highest demand for flights based on searches. 6% potential increase in price ($54 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($25 potential savings vs. average RT price).
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Find 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 May 23, 2025.

This Gotogate deal was found by Cheapflights users on 5/22. 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.
Wed 7/99:10 amPOS - GCM
1 stop8h 00mMultiple Airlines
Mon 7/147:00 amGCM - POS
1 stop10h 55mMultiple Airlines
Deal found 5/22$603
This American Airlines deal was found by Cheapflights users on 5/21. 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 6/23:05 pmPOS - GCM
1 stop21h 05mAmerican Airlines
Sat 6/1411:55 amGCM - POS
1 stop8h 41mAmerican Airlines
Deal found 5/21$712
This United Airlines deal was found by Cheapflights users on 5/22. 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 7/812:30 amPOS - GCM
1 stop13h 00mUnited Airlines
Mon 7/141:35 pmGCM - POS
1 stop32h 48mUnited Airlines
Deal found 5/22$1,240

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 May 23, 2025.
Use the filters below to find and compare flights from Port of Spain to the Cayman Islands that are best for you.

Fly from

Port of Spain

Fly to

Cayman Islands

Route

Depart

Return

Price

Port of SpainGeorge Town

POS - GCM

POSGCM

Port of Spain Piarco Intl

Wed 7/9

9:10 am-4:10 pm

1 stop8h 00m

George Town Owen Roberts Intl

Mon 7/14

7:00 am-6:55 pm

1 stop10h 55m

$603

Port of SpainGeorge Town

POS - GCM

POSGCM

Port of Spain Piarco Intl

Mon 6/2

3:05 pm-11:10 am

1 stop21h 05m

George Town Owen Roberts Intl

Sat 6/14

11:55 am-9:36 pm

1 stop8h 41m

$712

Port of SpainGeorge Town

POS - GCM

POSGCM

Port of Spain Piarco Intl

Tue 7/8

12:30 am-12:30 pm

1 stop13h 00m

George Town Owen Roberts Intl

Mon 7/14

1:35 pm-11:23 pm

1 stop32h 48m

$1,240

Port of SpainGeorge Town

POS - GCM

POSGCM

Port of Spain Piarco Intl

Sun 6/1

9:10 am-11:40 am

1 stop27h 30m

$330

Port of SpainGeorge Town

POS - GCM

POSGCM

Port of Spain Piarco Intl

Mon 6/2

3:05 pm-11:10 am

1 stop21h 05m

$353

Port of SpainGeorge Town

POS - GCM

POSGCM

Port of Spain Piarco Intl

Mon 6/2

12:30 am-12:30 pm

1 stop13h 00m

$1,111

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/23

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.

Reviews of airlines servicing Cayman Islands

Get insights into the airlines that provide service to Cayman Islands. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Cayman Islands. Reviews last updated May 23, 2025.
United Airlines
7.4
Good
8,745 reviews

Comfort

7.3

Food

6.6

Boarding

7.7

Overall

7.4

Crew

8.1

Entertainment

7.0

Reviews

1 / 20
8.0
Excellent

Ruth,Dec 2024

ORD - AMS

United Airlines flights seem to always use a bus to/from the boarding gate to the plane. Can they not get their own gate? This time there was no lift when leaving the plane and people in wheelchairs somehow had to climb down the steps to the ground to get to the bus. I udon’t know how some managed that!
United Airlines
7.4
Good
8,745 reviews
United Airlines
7.4
Good
8,745 reviews

Comfort

7.3

Food

6.6

Boarding

7.7

Overall

7.4

Crew

8.1

Entertainment

7.0

Reviews

1 / 20
8.0
Excellent

Ruth,Dec 2024

ORD - AMS

United Airlines flights seem to always use a bus to/from the boarding gate to the plane. Can they not get their own gate? This time there was no lift when leaving the plane and people in wheelchairs somehow had to climb down the steps to the ground to get to the bus. I udon’t know how some managed that!
American Airlines
7.2
Good
10,000 reviews
United Airlines
7.4
Good
8,745 reviews

Comfort

7.3

Food

6.6

Boarding

7.7

Overall

7.4

Crew

8.1

Entertainment

7.0

Reviews

1 / 20
8.0
Excellent

Ruth,Dec 2024

ORD - AMS

United Airlines flights seem to always use a bus to/from the boarding gate to the plane. Can they not get their own gate? This time there was no lift when leaving the plane and people in wheelchairs somehow had to climb down the steps to the ground to get to the bus. I udon’t know how some managed that!

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.

  • 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.

  • What is the cheapest month to book a flight from Port of Spain to Cayman Islands?

    Currently, January is the cheapest month in which you can book a flight from Port of Spain to Cayman Islands (average of $467). Flying from Port of Spain to Cayman Islands in March is currently the most expensive (average of $594). 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

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Top airline flying from Port of Spain to Cayman Islands

Discover the top airline that operate flights from Port of Spain 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 23, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$568Average$720FlexibilityNo cancel feeOn-time71%

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