Trinidad and Tobago

$105+ 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 7/18. Fares are subject to change and may not be available on all flights or dates of travel.
POS — JFK
Apr 9 — Apr 161
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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 March 10, 2026.

Good round-trip deal

$64 or less

Good one-way deal

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

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 March 10, 2026.

This Mytrip deal was found by Cheapflights users on 3/9. 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.
Sat 7/253:55 pm
POS
-
GND
Nonstop0h 50m
Multiple Airlines
Sat 8/222:15 pm
GND
-
POS
1 stop5h 10m
Multiple Airlines
Deal found 3/9$221
This Mytrip deal was found by Cheapflights users on 3/6. 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.
Sat 8/13:55 pm
POS
-
GND
Nonstop0h 50m
Multiple Airlines
Sun 8/302:15 pm
GND
-
POS
2 stops7h 00m
Multiple Airlines
Deal found 3/6$232
This Gotogate deal was found by Cheapflights users on 3/9. 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 7/113:55 pm
POS
-
GND
Nonstop0h 50m
Multiple Airlines
Tue 7/142:15 pm
GND
-
POS
1 stop7h 40m
Multiple Airlines
Deal found 3/9$234
This Mytrip deal was found by Cheapflights users on 3/8. 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.
Sat 7/253:55 pm
POS
-
GND
Nonstop0h 50m
Multiple Airlines
Tue 8/182:15 pm
GND
-
POS
1 stop7h 40m
Multiple Airlines
Deal found 3/8$235
This Mytrip deal was found by Cheapflights users on 3/10. 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 5/47:30 am
POS
-
GND
Nonstop0h 40m
Caribbean Airlines
Wed 5/62:15 pm
GND
-
POS
1 stop4h 55m
Caribbean Airlines
Deal found 3/10$266
This Mytrip deal was found by Cheapflights users on 3/10. 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 6/19:10 am
POS
-
MIA
Nonstop4h 05m
Caribbean Airlines
Thu 6/43:10 pm
MIA
-
POS
Nonstop3h 45m
Caribbean Airlines
Deal found 3/10$279
This Mytrip deal was found by Cheapflights users on 3/10. 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.
Wed 4/229:10 am
POS
-
MIA
Nonstop4h 05m
Caribbean Airlines
Sat 4/253:10 pm
MIA
-
POS
Nonstop3h 45m
Caribbean Airlines
Deal found 3/10$293
This Booking.com deal was found by Cheapflights users on 3/8. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/59:10 am
POS
-
MIA
Nonstop4h 05m
Caribbean Airlines
Fri 6/123:10 pm
MIA
-
POS
Nonstop3h 45m
Caribbean Airlines
Deal found 3/8$294
This Gotogate deal was found by Cheapflights users on 3/6. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/159:10 am
POS
-
MIA
Nonstop4h 05m
Caribbean Airlines
Thu 7/163:10 pm
MIA
-
POS
Nonstop3h 45m
Caribbean Airlines
Deal found 3/6$298
This Booking.com deal was found by Cheapflights users on 3/6. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/79:10 am
POS
-
MIA
Nonstop4h 05m
Caribbean Airlines
Tue 7/143:10 pm
MIA
-
POS
Nonstop3h 45m
Caribbean Airlines
Deal found 3/6$301
This Booking.com deal was found by Cheapflights users on 3/6. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/29:10 am
POS
-
MIA
Nonstop4h 05m
Caribbean Airlines
Tue 6/93:10 pm
MIA
-
POS
Nonstop3h 45m
Caribbean Airlines
Deal found 3/6$302
This Cheapflightsfares deal was found by Cheapflights users on 3/7. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/19:10 am
POS
-
MIA
Nonstop4h 05m
Caribbean Airlines
Fri 6/53:10 pm
MIA
-
POS
Nonstop3h 45m
Caribbean Airlines
Deal found 3/7$304

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 March 10, 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

Sun 5/3

8:55 am-9:35 am

Nonstop0h 40m

$306

Port of SpainSt. George's

POS - GND

POSGND

Port of Spain Piarco Intl

Fri 5/15

7:30 am-8:10 am

Nonstop0h 40m

St. George's Point Saline Intl

Wed 5/20

2:15 pm-7:50 pm

2 stops5h 35m

$315

Port of SpainOrlando

POS - MCO

POSMCO

Port of Spain Piarco Intl

Wed 5/20

3:49 am-10:29 pm

1 stop18h 40m

Orlando

Tue 5/26

1:41 pm-1:46 am

1 stop12h 05m

$322

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Sun 8/30

12:30 am-10:17 am

2 stops33h 47m

Boston Logan Intl

Thu 10/29

6:00 am-11:23 pm

2 stops17h 23m

$323

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Sun 6/7

12:30 am-10:20 am

2 stops33h 50m

Boston Logan Intl

Fri 6/12

5:45 am-11:23 pm

2 stops41h 38m

$323

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

7:25 am-11:23 pm

1 stop15h 58m

$328

Port of SpainSt. George's

POS - GND

POSGND

Port of Spain Piarco Intl

Tue 3/31

12:50 pm-1:30 pm

Nonstop0h 40m

St. George's Point Saline Intl

Sat 4/4

3:40 pm-4:30 pm

Nonstop0h 50m

$331

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Wed 4/15

12:30 am-11:59 pm

2 stops23h 29m

Boston Logan Intl

Thu 4/23

6:48 pm-11:23 pm

2 stops28h 35m

$332

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Mon 4/27

12:30 am-10:04 am

2 stops33h 34m

Boston Logan Intl

Thu 5/7

7:25 am-11:23 pm

1 stop15h 58m

$332

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

Tue 5/12

6:39 pm-11:23 pm

2 stops28h 44m

$332

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/7

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 February 21, 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 March 10, 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.

Boarding

7.9

Comfort

7.7

Entertainment

6.6

Overall

7.9

Crew

8.3

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

Boarding

7.9

Comfort

7.7

Entertainment

6.6

Overall

7.9

Crew

8.3

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

Boarding

7.9

Comfort

7.7

Entertainment

6.6

Overall

7.9

Crew

8.3

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

Boarding

7.9

Comfort

7.7

Entertainment

6.6

Overall

7.9

Crew

8.3

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

Boarding

7.9

Comfort

7.7

Entertainment

6.6

Overall

7.9

Crew

8.3

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

Boarding

7.9

Comfort

7.7

Entertainment

6.6

Overall

7.9

Crew

8.3

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 March 10, 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 $294 round trip
    Fly from Port of Spain to Orlando from $323 round trip
    Fly from Port of Spain to Boston from $337 round trip
    Fly from Port of Spain to Fort Lauderdale from $346 round trip
    Fly from Port of Spain to New York from $377 round trip

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