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Trinidad and Tobago

$148+ 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 2/27. Fares are subject to change and may not be available on all flights or dates of travel.
POS — JFK
Mar 11 — Mar 181
Wed 3/11
Wed 3/18
1 adult, Economy
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What to know about flights from Trinidad and Tobago

Discover essential information about flights departing from Trinidad and Tobago, including flight schedules, destinations, airlines operating at the Trinidad and Tobago airport, and any specific guidelines or requirements for travelers. Please note that the information is based on the most recent updates available. Data last updated February 9, 2026.

Good round-trip deal

$62 or less

Good one-way deal

$35 or less
Price to beat on a round-trip flight from Trinidad and Tobago.
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Price to beat on a one-way flight from Trinidad and Tobago.
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Find flights from Trinidad and Tobago

Cheapest flights from Trinidad and Tobago
Explore the most affordable flight options available from Trinidad and Tobago. Find the lowest fares based on data from user searches, with prices last updated on February 9, 2026.

This Copa Airlines deal was found by Cheapflights users on 2/6. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/43:46 am
POS
-
MCO
1 stop10h 24m
Copa Airlines
Wed 3/113:28 pm
MCO
-
POS
1 stop10h 18m
Copa Airlines
Deal found 2/6$257
This United Airlines deal was found by Cheapflights users on 2/7. 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.
Mon 3/2312:30 am
POS
-
BOS
2 stops16h 49m
United Airlines
Tue 3/3110:17 am
BOS
-
POS
2 stops37h 06m
United Airlines
Deal found 2/7$265
This United Airlines deal was found by Cheapflights users on 2/6. 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.
Fri 5/112:30 am
POS
-
BOS
2 stops21h 29m
United Airlines
Sun 5/107:25 am
BOS
-
POS
1 stop15h 58m
United Airlines
Deal found 2/6$266
This Mytrip deal was found by Cheapflights users on 2/6. 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.
Fri 3/67:30 am
POS
-
GND
Nonstop0h 40m
Multiple Airlines
Fri 3/2010:55 am
GND
-
POS
Nonstop0h 50m
Multiple Airlines
Deal found 2/6$266
This Mytrip deal was found by Cheapflights users on 2/8. 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.
Tue 3/37:30 am
POS
-
GND
Nonstop0h 40m
Multiple Airlines
Fri 3/1310:55 am
GND
-
POS
Nonstop0h 50m
Multiple Airlines
Deal found 2/8$268
This Mytrip deal was found by Cheapflights users on 2/7. 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.
Fri 3/67:30 am
POS
-
GND
Nonstop0h 40m
Multiple Airlines
Fri 4/1710:55 am
GND
-
POS
Nonstop0h 50m
Multiple Airlines
Deal found 2/7$271
This Mytrip deal was found by Cheapflights users on 2/7. 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.
Thu 3/127:30 am
POS
-
GND
Nonstop0h 40m
Multiple Airlines
Sat 3/143:40 pm
GND
-
POS
Nonstop0h 50m
Multiple Airlines
Deal found 2/7$272
This Copa Airlines deal was found by Cheapflights users on 2/6. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/233:44 am
POS
-
MCO
1 stop12h 58m
Copa Airlines
Thu 4/305:00 pm
MCO
-
POS
1 stop8h 40m
Copa Airlines
Deal found 2/6$275
This Mytrip deal was found by Cheapflights users on 2/6. 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.
Mon 4/207:30 am
POS
-
GND
Nonstop0h 40m
Multiple Airlines
Fri 4/2410:55 am
GND
-
POS
Nonstop0h 50m
Multiple Airlines
Deal found 2/6$275
This United Airlines deal was found by Cheapflights users on 2/6. 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.
Fri 5/112:30 am
POS
-
BOS
1 stop11h 46m
United Airlines
Tue 5/125:45 am
BOS
-
POS
2 stops17h 38m
United Airlines
Deal found 2/6$276
This Mytrip deal was found by Cheapflights users on 2/6. 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.
Fri 5/299:50 pm
POS
-
GND
Nonstop0h 40m
Caribbean Airlines
Mon 6/16:00 am
GND
-
POS
Nonstop0h 40m
Caribbean Airlines
Deal found 2/6$277
This Gotogate deal was found by Cheapflights users on 2/8. 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.
Sat 6/272:05 pm
POS
-
GND
Nonstop0h 40m
Caribbean Airlines
Tue 6/306:55 pm
GND
-
POS
Nonstop0h 40m
Caribbean Airlines
Deal found 2/8$279

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 February 9, 2026. In the last 7 days, Cheapflights users made a total of 2,558,603 searches

Fly to

John F Kennedy Intl

Route

Depart

Return

Price

Port of SpainOrlando

POS - MCO

POSMCO

Port of Spain Piarco Intl

Tue 4/7

3:44 am-4:42 pm

1 stop12h 58m

Orlando

Wed 4/22

11:54 am-1:40 am

1 stop13h 46m

$257

Port of SpainOrlando

POS - MCO

POSMCO

Port of Spain Piarco Intl

Tue 4/21

3:44 am-12:02 pm

1 stop8h 18m

Orlando

Wed 4/29

3:25 pm-1:40 am

1 stop10h 15m

$257

Port of SpainOrlando

POS - MCO

POSMCO

Port of Spain Piarco Intl

Wed 3/4

3:46 am-1:10 pm

1 stop10h 24m

Orlando

Wed 3/11

3:28 pm-1:46 am

1 stop10h 18m

$257

Port of SpainOrlando

POS - MCO

POSMCO

Port of Spain Piarco Intl

Thu 3/12

3:46 am-2:10 pm

1 stop10h 24m

Orlando

Fri 3/20

5:01 pm-1:46 am

1 stop8h 45m

$257

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Mon 3/23

12:30 am-9:54 pm

1 stop21h 24m

Boston Logan Intl

Tue 3/31

9:41 am-11:23 pm

1 stop13h 42m

$265

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Tue 3/31

12:30 am-9:25 am

2 stops32h 55m

Boston Logan Intl

Tue 4/7

9:41 am-11:23 pm

1 stop13h 42m

$265

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Mon 5/4

12:30 am-12:46 pm

2 stops36h 16m

Boston Logan Intl

Sun 5/10

7:25 am-11:23 pm

1 stop15h 58m

$265

Port of SpainSt. George's

POS - GND

POSGND

Port of Spain Piarco Intl

Fri 3/6

7:30 am-8:10 am

Nonstop0h 40m

St. George's Point Saline Intl

Fri 3/20

10:55 am-11:45 am

Nonstop0h 50m

$266

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Fri 5/1

12:30 am-12:16 pm

1 stop11h 46m

Boston Logan Intl

Sun 5/10

6:00 am-11:23 pm

2 stops41h 23m

$266

Port of SpainSt. George's

POS - GND

POSGND

Port of Spain Piarco Intl

Tue 3/3

7:30 am-8:10 am

Nonstop0h 40m

St. George's Point Saline Intl

Fri 3/13

10:55 am-11:45 am

Nonstop0h 50m

$268

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/6

Showing 1-10 of 60 results
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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, March is the cheapest month in which you can book a flight from Trinidad and Tobago (average of $193). Flying from Trinidad and Tobago in October will prove the most costly (average of $286). 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 February 7, 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: JetBlue, Caribbean Airlines, 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 $96
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 Port of Spain Piarco Intl, with prices starting at $29. Explore other affordable destinations below.

Port of Spain Piarco Intl
Port of Spain Piarco Intl
From $29
Scarborough ANR Robinson Intl
Scarborough ANR Robinson Intl
From $33
Paramaribo Zanderij Intl
Paramaribo Zanderij Intl
From $132
Kingstown Argyle Intl
Kingstown Argyle Intl
From $135

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 February 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, and American Airlines 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
213 reviews

Boarding

7.9

Comfort

7.8

Crew

8.3

Entertainment

6.6

Overall

7.9

Food

6.7

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
213 reviews
Caribbean Airlines
7.9
Good
213 reviews

Boarding

7.9

Comfort

7.8

Crew

8.3

Entertainment

6.6

Overall

7.9

Food

6.7

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
1,557 reviews
Caribbean Airlines
7.9
Good
213 reviews

Boarding

7.9

Comfort

7.8

Crew

8.3

Entertainment

6.6

Overall

7.9

Food

6.7

Reviews

1 / 14
8.0
Excellent

Boy,Oct 2025

YYZ - POS

A few selection of caribbean foods limit the pasta dish etc
American Airlines
7.2
Good
11,258 reviews
Caribbean Airlines
7.9
Good
213 reviews

Boarding

7.9

Comfort

7.8

Crew

8.3

Entertainment

6.6

Overall

7.9

Food

6.7

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
2,893 reviews
Caribbean Airlines
7.9
Good
213 reviews

Boarding

7.9

Comfort

7.8

Crew

8.3

Entertainment

6.6

Overall

7.9

Food

6.7

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
10,699 reviews
Caribbean Airlines
7.9
Good
213 reviews

Boarding

7.9

Comfort

7.8

Crew

8.3

Entertainment

6.6

Overall

7.9

Food

6.7

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 February 9, 2026.

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

    March 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 $351 round trip
    Fly from Port of Spain to Toronto from $560 round trip

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