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Trinidad and Tobago

$136+ Cheap flights from Trinidad and Tobago

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 8/14. Fares are subject to change and may not be available on all flights or dates of travel.
POS — JFK
May 1 — May 81
Fri 5/1
Fri 5/8
1 adult, Economy
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Find flights from Trinidad and Tobago within your budget

 
Find flights departing from Trinidad and Tobago that match your specified budget. Filter results by price range, allowing you to narrow down options and find flights that fit within your financial constraints. Please note that the search results are based on data from user searches, with fares last updated on April 1, 2026. In the last 7 days, Cheapflights users made a total of 2,558,603 searches

Fly to

Route

Depart

Return

Price

Cheapest round-trip
Quickest round-trip

Port of SpainSt. George's

POS - GND

POSGND

Port of Spain Piarco Intl

Fri 5/1

9:50 pm-10:30 pm

Nonstop0h 40m

St. George's Point Saline Intl

Sat 5/9

5:50 am-6:30 am

Nonstop0h 40m

$306

Port of SpainSt. George's

POS - GND

POSGND

Port of Spain Piarco Intl

Sat 5/9

12:50 pm-1:30 pm

Nonstop0h 40m

St. George's Point Saline Intl

Tue 5/12

8:55 am-9:35 am

Nonstop0h 40m

$306

Port of SpainSt. George's

POS - GND

POSGND

Port of Spain Piarco Intl

Fri 5/1

9:50 pm-10:30 pm

Nonstop0h 40m

St. George's Point Saline Intl

Sun 5/3

5:40 pm-6:20 pm

Nonstop0h 40m

$306

Port of SpainSt. George's

POS - GND

POSGND

Port of Spain Piarco Intl

Tue 4/28

7:30 am-8:10 am

Nonstop0h 40m

St. George's Point Saline Intl

Tue 5/5

2:15 pm-9:55 pm

1 stop7h 40m

$316

Port of SpainMiami

POS - MIA

POSMIA

Port of Spain Piarco Intl

Sat 4/18

3:44 am-4:40 pm

1 stop12h 56m

Miami

Thu 4/23

5:14 pm-1:40 am

1 stop8h 26m

$320

Port of SpainMiami

POS - MIA

POSMIA

Port of Spain Piarco Intl

Wed 8/26

2:19 pm-10:29 pm

1 stop8h 10m

Miami

Mon 8/31

6:00 am-1:17 pm

1 stop7h 17m

$320

Port of SpainMiami

POS - MIA

POSMIA

Port of Spain Piarco Intl

Mon 5/25

2:22 pm-10:42 pm

1 stop8h 20m

Miami

Fri 5/29

6:24 am-1:16 pm

1 stop6h 52m

$320

Port of SpainMiami

POS - MIA

POSMIA

Port of Spain Piarco Intl

Sun 9/20

3:50 am-4:37 pm

1 stop12h 47m

Miami

Thu 9/24

6:31 pm-1:47 am

1 stop7h 16m

$320

Port of SpainMiami

POS - MIA

POSMIA

Port of Spain Piarco Intl

Sat 5/23

3:49 am-7:58 pm

1 stop16h 09m

Miami

Sat 5/30

6:24 am-1:16 pm

1 stop6h 52m

$320

Port of SpainMiami

POS - MIA

POSMIA

Port of Spain Piarco Intl

Fri 4/24

2:17 pm-10:42 pm

1 stop8h 25m

Miami

Mon 4/27

5:14 pm-1:40 am

1 stop8h 26m

$326

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/28

Showing 1-10 of 60 resultsSorted by cheapest first
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Best time to book a flight from Trinidad and Tobago

Have a flexible travel schedule? Discover the best time to fly 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.

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 $283). 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 March 28, 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.

Which airlines fly from Trinidad and Tobago?

For flights departing from Trinidad and Tobago check dates and pricing for the following: Caribbean Airlines, JetBlue, American Airlines, Copa Airlines, Air Canada. These airlines depart to the following popular destinations: New York.

Caribbean Airlines
Caribbean Airlines
From $41
Copa Airlines
Copa Airlines
From $118
JetBlue
JetBlue
From $130
United Airlines
United Airlines
From $171

What is the cheapest place to fly to from Trinidad and Tobago?

The cheapest city to fly to from Trinidad and Tobago is Scarborough ANR Robinson Intl, with prices starting at $28. Explore other affordable destinations below.

Scarborough ANR Robinson Intl
Scarborough ANR Robinson Intl
From $28
Port of Spain Piarco Intl
Port of Spain Piarco Intl
From $32
Kingstown Argyle Intl
Kingstown Argyle Intl
From $120
Bridgetown Grantley Adams Intl
Bridgetown Grantley Adams Intl
From $124

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 1, 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
224 reviews

Entertainment

6.6

Crew

8.3

Comfort

7.8

Boarding

7.9

Overall

7.9

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
224 reviews
Caribbean Airlines
7.9
Good
224 reviews

Entertainment

6.6

Crew

8.3

Comfort

7.8

Boarding

7.9

Overall

7.9

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
1,578 reviews
Caribbean Airlines
7.9
Good
224 reviews

Entertainment

6.6

Crew

8.3

Comfort

7.8

Boarding

7.9

Overall

7.9

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
2,910 reviews
Caribbean Airlines
7.9
Good
224 reviews

Entertainment

6.6

Crew

8.3

Comfort

7.8

Boarding

7.9

Overall

7.9

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
11,549 reviews
Caribbean Airlines
7.9
Good
224 reviews

Entertainment

6.6

Crew

8.3

Comfort

7.8

Boarding

7.9

Overall

7.9

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
10,880 reviews
Caribbean Airlines
7.9
Good
224 reviews

Entertainment

6.6

Crew

8.3

Comfort

7.8

Boarding

7.9

Overall

7.9

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

Browse thousands of different options on Cheapflights for your next trip

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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 1, 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 $293 round trip
    Fly from Port of Spain to New York from $377 round trip
    Fly from Port of Spain to Atlanta from $463 round trip
    Fly from Port of Spain to Toronto from $570 round trip

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