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Trinidad and Tobago

Cheap flights from Trinidad and Tobago to anywhere

POS — JFK
May 9 — May 161
Sat 5/9
Sat 5/16
1 adult, Economy
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Travel insights for flights from Trinidad and Tobago

Get recent, data-driven insights about flights from Trinidad and Tobago including ideal travel times, pricing trends, and more.

What is the cheapest month to book a flight from Trinidad and Tobago?

Currently, November is the cheapest month in which you can book a flight from Trinidad and Tobago (average of $216). Flying from Trinidad and Tobago in October will prove the most costly (average of $290). There are multiple factors that influence the price of a flight so comparing airlines, departure airports and times can help keep costs down.

When is the cheapest time to fly from Trinidad and Tobago?

Use this chart to determine the cheapest time to fly round-trip from Trinidad and Tobago to John F Kennedy Intl. Price data was last updated on April 4, 2026.

Those who are seeking the cheapest fare on flights departing from Trinidad and Tobago would be wise to consider leaving during Saturday evenings when prices are typically at their lowest. When considering other options, price-conscious travelers should avoid Monday at noon when fares are usually the most expensive.

Airline reviews for flights from Trinidad and Tobago

Read reviews and ratings of airlines operating flights from Trinidad and Tobago. Gain insights into the quality of service, in-flight amenities, customer experiences, and overall satisfaction to choose the best airline for your Trinidad and Tobago travel. Please note that the reviews are sourced from user searches and were last updated on April 9, 2026. In the last 7 days, Cheapflights users made a total of 2,558,603 searches.
Peruse reviews from past customers who have flown Caribbean Airlines,Copa Airlines, andJetBlue from Trinidad and Tobago to help guide your decision. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Caribbean Airlines
7.9
Good
225 reviews

Comfort

7.8

Crew

8.3

Boarding

8.0

Overall

7.9

Entertainment

6.6

Food

6.8

Reviews

1 / 14
8.0
Excellent

Boy,Oct 2025

YYZ - POS

A few selection of caribbean foods limit the pasta dish etc
Caribbean Airlines
7.9
Good
225 reviews
Caribbean Airlines
7.9
Good
225 reviews

Comfort

7.8

Crew

8.3

Boarding

8.0

Overall

7.9

Entertainment

6.6

Food

6.8

Reviews

1 / 14
8.0
Excellent

Boy,Oct 2025

YYZ - POS

A few selection of caribbean foods limit the pasta dish etc
Copa Airlines
7.5
Good
1,575 reviews
Caribbean Airlines
7.9
Good
225 reviews

Comfort

7.8

Crew

8.3

Boarding

8.0

Overall

7.9

Entertainment

6.6

Food

6.8

Reviews

1 / 14
8.0
Excellent

Boy,Oct 2025

YYZ - POS

A few selection of caribbean foods limit the pasta dish etc
JetBlue
7.2
Good
2,924 reviews
Caribbean Airlines
7.9
Good
225 reviews

Comfort

7.8

Crew

8.3

Boarding

8.0

Overall

7.9

Entertainment

6.6

Food

6.8

Reviews

1 / 14
8.0
Excellent

Boy,Oct 2025

YYZ - POS

A few selection of caribbean foods limit the pasta dish etc
American Airlines
7.1
Good
11,566 reviews
Caribbean Airlines
7.9
Good
225 reviews

Comfort

7.8

Crew

8.3

Boarding

8.0

Overall

7.9

Entertainment

6.6

Food

6.8

Reviews

1 / 14
8.0
Excellent

Boy,Oct 2025

YYZ - POS

A few selection of caribbean foods limit the pasta dish etc
Air Canada
7.1
Good
10,913 reviews
Caribbean Airlines
7.9
Good
225 reviews

Comfort

7.8

Crew

8.3

Boarding

8.0

Overall

7.9

Entertainment

6.6

Food

6.8

Reviews

1 / 14
8.0
Excellent

Boy,Oct 2025

YYZ - POS

A few selection of caribbean foods limit the pasta dish etc

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Related info for your journey

Access useful and relevant information related to your journey from Trinidad and Tobago. This can include details such as airport transportation, visa requirements, travel insurance, luggage regulations, and any other information that can ensure a smooth and hassle-free travel experience. Please note that the information is based on general guidance and may need to be verified with official sources. Data last updated April 9, 2026.

  • What is the cheapest month to fly from Trinidad and Tobago?

    November is currently the cheapest month to fly from Trinidad and Tobago. At this moment in time October is the most expensive month. These prices are determined by multiple factors and booking in advance can help keep costs down if your schedule is not as flexible.

  • Where are the cheapest places to fly to from Trinidad and Tobago?

    Check out the cheapest flights from Trinidad and Tobago to embark to:
    Fly from Port of Spain to Miami from $290 round trip
    Fly from Port of Spain to Fort Lauderdale from $296 round trip
    Fly from Port of Spain to New York from $377 round trip
    Fly from Port of Spain to Cancún from $398 round trip
    Fly from Port of Spain to Toronto from $527 round trip

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