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Cayman Islands

$297+ Cheap flights from Trinidad and Tobago 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 5/10. Fares are subject to change and may not be available on all flights or dates of travel.
POS — GCM
May 5 — May 121
Mon 5/5
Mon 5/12
1 adult, Economy
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Cheap flight deals from Trinidad and Tobago to Cayman Islands

Keep the following information in mind while searching for Trinidad and Tobago to Cayman Islands flight deals. Data was last updated April 30, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$671
(Priceline)

One-way from

$297
(Booking.com)

Popular in

August

Cheapest in

May

Average price

$712
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 Trinidad and Tobago to Cayman Islands
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One-way flight from Trinidad and Tobago to Cayman Islands
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Highest demand for flights based on searches. 10% potential increase in price ($81 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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Average for round-trip flights in April 2025
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Find flight deals from Trinidad and Tobago to Cayman Islands

Cheapest flights from Trinidad and Tobago to Cayman Islands
Explore the most affordable flight options available from Trinidad and Tobago to Cayman Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 30, 2025.

This Priceline deal was found by Cheapflights users on 4/27. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/39:10 amPOS - GCM
1 stop13h 10mMultiple Airlines
Mon 8/47:00 amGCM - POS
1 stop10h 55mMultiple Airlines
Deal found 4/27$671
This American Airlines deal was found by Cheapflights users on 4/29. 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 7/217:00 amPOS - GCM
1 stop29h 10mAmerican Airlines
Sat 7/2612:10 pmGCM - POS
1 stop8h 34mAmerican Airlines
Deal found 4/29$712
This Air Canada deal was found by Cheapflights users on 4/29. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/42:25 amPOS - GCM
2 stops35h 05mAir Canada
Sat 5/101:35 pmGCM - POS
2 stops34h 50mAir Canada
Deal found 4/29$1,159
This United Airlines deal was found by Cheapflights users on 4/27. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/2412:30 amPOS - GCM
1 stop13h 00mUnited Airlines
Sun 8/31:35 pmGCM - POS
1 stop32h 48mUnited Airlines
Deal found 4/27$1,296

Cheapflights Fare Finder

Customize your flight search to find flights from Trinidad and Tobago 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 April 30, 2025.
Use the filters below to find and compare flights from Trinidad and Tobago to the Cayman Islands that are best for you.

Fly from

Trinidad and Tobago

Fly to

Cayman Islands

Route

Depart

Return

Price

Port of SpainGeorge Town

POS - GCM

POSGCM

Port of Spain Piarco Intl

Sun 8/3

9:10 am-9:20 pm

1 stop13h 10m

George Town Owen Roberts Intl

Mon 8/4

7:00 am-6:55 pm

1 stop10h 55m

$671

Port of SpainGeorge Town

POS - GCM

POSGCM

Port of Spain Piarco Intl

Mon 7/21

7:00 am-11:10 am

1 stop29h 10m

George Town Owen Roberts Intl

Sat 7/26

12:10 pm-9:44 pm

1 stop8h 34m

$712

Port of SpainGeorge Town

POS - GCM

POSGCM

Port of Spain Piarco Intl

Thu 7/24

12:30 am-12:30 pm

1 stop13h 00m

George Town Owen Roberts Intl

Sun 8/3

1:35 pm-11:23 pm

1 stop32h 48m

$1,296

Port of SpainGeorge Town

POS - GCM

POSGCM

Port of Spain Piarco Intl

Sat 5/10

9:10 am-11:40 am

1 stop27h 30m

$297

Port of SpainGeorge Town

POS - GCM

POSGCM

Port of Spain Piarco Intl

Wed 5/7

3:05 pm-11:10 am

1 stop21h 05m

$353

Port of SpainGeorge Town

POS - GCM

POSGCM

Port of Spain Piarco Intl

Tue 5/6

12:30 am-12:30 pm

1 stop13h 00m

$1,112

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/29

Best time to book a flight from Trinidad and Tobago to Cayman Islands

Have a flexible travel schedule? Discover the best time to fly to Cayman Islands from Trinidad and Tobago 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 Trinidad and Tobago 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 April 30, 2025.
See what other customers who have flown with United Airlines and American Airlines from Trinidad and Tobago to Cayman Islands have to say. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
United Airlines
7.4
Good
8,696 reviews

Entertainment

7.1

Comfort

7.3

Crew

8.1

Overall

7.4

Boarding

7.7

Food

6.6

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
8,696 reviews
United Airlines
7.4
Good
8,696 reviews

Entertainment

7.1

Comfort

7.3

Crew

8.1

Overall

7.4

Boarding

7.7

Food

6.6

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
8,696 reviews

Entertainment

7.1

Comfort

7.3

Crew

8.1

Overall

7.4

Boarding

7.7

Food

6.6

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 Trinidad and Tobago to Cayman Islands. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • Can I find deals for flights from Trinidad and Tobago to Cayman Islands that include hotel bookings?

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

  • How can I find direct flights from Trinidad and Tobago to Cayman Islands?

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

  • Can I find deals for business class flights from Trinidad and Tobago to Cayman Islands?

    Yes. Cheapflights offers flight deals from Trinidad and Tobago 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 Trinidad and Tobago to Cayman Islands?

    Currently, January is the cheapest month in which you can book a flight from Trinidad and Tobago to Cayman Islands (average of $467). Flying from Trinidad and Tobago 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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Alternative routes for Trinidad and Tobago to Cayman Islands

See prices for flight routes from nearby airports that may be better suited for you.
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Top airline flying from Trinidad and Tobago to Cayman Islands

Discover the top airline that operate flights from Trinidad and Tobago 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 April 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$568Average$720FlexibilityNo cancel feeOn-time71%

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