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Trinidad and Tobago

$175+ Cheap flights from Boston (BOS) to 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 7/16. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — POS
Aug 12 — Aug 191
Wed 8/12
Wed 8/19
1 adult, Economy
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Cheap flight deals from Boston to Trinidad and Tobago

Cheapest flights from Boston to Trinidad and Tobago
Explore the most affordable flight options available from Boston to Trinidad and Tobago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 13, 2026.

This Copa Airlines deal was found by Cheapflights users on 7/8. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/278:47 am
BOS
-
POS
1 stop28h 30m
Copa Airlines
Mon 11/23:40 am
POS
-
BOS
1 stop19h 21m
Copa Airlines
Deal found 7/8$392
This Air Canada deal was found by Cheapflights users on 7/10. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/154:55 pm
BOS
-
POS
1 stop31h 20m
Air Canada
Wed 8/261:25 am
POS
-
BOS
1 stop14h 38m
Air Canada
Deal found 7/10$407
This Mytrip deal was found by Cheapflights users on 7/8. 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.
Fri 8/2110:50 am
BOS
-
POS
1 stop13h 25m
Air Canada
Sun 8/231:25 am
POS
-
BOS
2 stops20h 02m
Air Canada
Deal found 7/8$420
This Orbitz deal was found by Cheapflights users on 7/10. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/1610:50 am
BOS
-
POS
1 stop13h 25m
Air Canada
Fri 8/211:25 am
POS
-
BOS
1 stop16h 57m
Air Canada
Deal found 7/10$427
This Air Canada deal was found by Cheapflights users on 7/10. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/157:15 pm
BOS
-
POS
1 stop29h 00m
Air Canada
Fri 8/281:25 am
POS
-
BOS
1 stop21h 13m
Air Canada
Deal found 7/10$437
This Air Canada deal was found by Cheapflights users on 7/9. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/64:55 pm
BOS
-
POS
1 stop31h 20m
Air Canada
Wed 8/121:25 am
POS
-
BOS
2 stops32h 20m
Air Canada
Deal found 7/9$440
This Copa Airlines deal was found by Cheapflights users on 7/9. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/133:55 pm
BOS
-
POS
1 stop9h 52m
Copa Airlines
Mon 10/193:50 am
POS
-
BOS
1 stop19h 12m
Copa Airlines
Deal found 7/9$443
This Mytrip deal was found by Cheapflights users on 7/8. 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.
Fri 10/166:55 pm
BOS
-
TAB
2 stops16h 05m
Multiple Airlines
Tue 10/209:55 am
TAB
-
BOS
2 stops23h 10m
Multiple Airlines
Deal found 7/8$900
This Mytrip deal was found by Cheapflights users on 7/10. 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.
Thu 8/66:00 am
BOS
-
TAB
2 stops17h 55m
Multiple Airlines
Wed 8/1910:20 pm
TAB
-
BOS
2 stops13h 32m
Multiple Airlines
Deal found 7/10$1,575
This Mytrip deal was found by Cheapflights users on 7/12. 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 12/13:10 pm
BOS
-
TAB
2 stops18h 50m
Multiple Airlines
Wed 12/97:50 pm
TAB
-
BOS
3 stops26h 38m
Multiple Airlines
Deal found 7/12$3,434

Find flight deals from Boston to Trinidad and Tobago

Keep the following information in mind while searching for Boston to Trinidad and Tobago flight deals. Data was last updated July 13, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$407
(Air Canada)

One-way from

$175
(Expedia)

Popular in

July

Cheapest in

March

Average price

$628
Provider with most accurate pricing for Boston Logan Intl-Port of Spain Piarco Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for Boston Logan Intl-Port of Spain Piarco Intl flights.
Search Deals
From Boston Logan Intl to Trinidad and Tobago
Search Deals
One-way flight from Boston Logan Intl to Trinidad and Tobago
Search Deals
Highest demand for flights based on searches. 8% potential increase in price ($52 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($7 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in July 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Boston to Trinidad and Tobago 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 July 13, 2026.
Use the filters below to find and compare flights from Boston to Trinidad and Tobago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Thu 8/27

7:15 pm-12:15 am

1 stop29h 00m

Port of Spain Piarco Intl

Mon 8/31

8:00 pm-7:46 am

1 stop11h 46m

$519

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Wed 8/26

10:50 am-12:15 am

1 stop13h 25m

Port of Spain Piarco Intl

Mon 8/31

8:00 pm-11:25 am

1 stop15h 25m

$519

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Fri 7/24

5:01 am-6:35 pm

1 stop13h 34m

Port of Spain Piarco Intl

Mon 8/17

1:25 am-4:03 pm

1 stop14h 38m

$541

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Wed 8/19

5:15 am-1:36 pm

1 stop8h 21m

Port of Spain Piarco Intl

Wed 9/2

3:01 pm-11:59 pm

1 stop8h 58m

$550

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Wed 8/26

10:40 am-12:15 am

2 stops13h 35m

Port of Spain Piarco Intl

Sun 8/30

1:25 am-6:07 pm

2 stops16h 42m

$571

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Thu 8/27

6:50 pm-12:15 am

2 stops29h 25m

Port of Spain Piarco Intl

Sun 8/30

1:25 am-10:38 pm

1 stop21h 13m

$577
Quickest round-trip

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Tue 8/11

5:01 am-1:31 pm

1 stop8h 30m

Port of Spain Piarco Intl

Fri 8/21

3:14 pm-11:59 pm

1 stop8h 45m

$580

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Thu 8/6

8:41 am-6:35 pm

1 stop9h 54m

Port of Spain Piarco Intl

Wed 8/19

3:01 pm-11:59 pm

1 stop8h 58m

$598

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Mon 8/31

5:16 am-1:44 pm

1 stop8h 28m

Port of Spain Piarco Intl

Thu 9/3

8:00 pm-7:46 am

1 stop11h 46m

$598

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Thu 8/13

5:16 am-6:35 pm

1 stop13h 19m

Port of Spain Piarco Intl

Sat 8/15

8:00 pm-7:46 am

1 stop11h 46m

$600

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/12

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

Best time to book a flight from Boston to Trinidad and Tobago

Have a flexible travel schedule? Discover the best time to fly to Trinidad and Tobago from Boston 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 Boston to Trinidad and Tobago

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

Currently, July is the cheapest month in which you can book a flight from Boston to Trinidad and Tobago (average of $47). Flying from Boston to Trinidad and Tobago in November is currently the most expensive (average of $477). 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.

How far ahead should I book a flight from Boston to Trinidad and Tobago?

The best time to book flights from Boston to Trinidad and Tobago is 49 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.

Reviews of airlines servicing Trinidad and Tobago

Get insights into the airlines that provide service to Trinidad and Tobago. 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 Trinidad and Tobago. Reviews last updated July 13, 2026.
Get a feel of what it's like to fly with Copa Airlines,United Airlines, andAmerican Airlines from Boston to Trinidad and Tobago by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Copa Airlines
7.6
Good
1,563 reviews

Comfort

7.4

Entertainment

6.8

Overall

7.6

Boarding

7.8

Crew

8.1

Food

6.9

Reviews

1 / 20
2.0
Mediocre

Katerine,Mar 2026

LAX - PTY

Really i was expecting be more friendly with family’s, more when you travel with a infant. We expected like a priority to boarding or be friendly with the spots on the aeroplane.
Copa Airlines
7.6
Good
1,563 reviews
Copa Airlines
7.6
Good
1,563 reviews

Comfort

7.4

Entertainment

6.8

Overall

7.6

Boarding

7.8

Crew

8.1

Food

6.9

Reviews

1 / 20
2.0
Mediocre

Katerine,Mar 2026

LAX - PTY

Really i was expecting be more friendly with family’s, more when you travel with a infant. We expected like a priority to boarding or be friendly with the spots on the aeroplane.
United Airlines
7.4
Good
9,979 reviews
Copa Airlines
7.6
Good
1,563 reviews

Comfort

7.4

Entertainment

6.8

Overall

7.6

Boarding

7.8

Crew

8.1

Food

6.9

Reviews

1 / 20
2.0
Mediocre

Katerine,Mar 2026

LAX - PTY

Really i was expecting be more friendly with family’s, more when you travel with a infant. We expected like a priority to boarding or be friendly with the spots on the aeroplane.
American Airlines
7.1
Good
11,809 reviews
Copa Airlines
7.6
Good
1,563 reviews

Comfort

7.4

Entertainment

6.8

Overall

7.6

Boarding

7.8

Crew

8.1

Food

6.9

Reviews

1 / 20
2.0
Mediocre

Katerine,Mar 2026

LAX - PTY

Really i was expecting be more friendly with family’s, more when you travel with a infant. We expected like a priority to boarding or be friendly with the spots on the aeroplane.
Air Canada
7.1
Good
11,332 reviews
Copa Airlines
7.6
Good
1,563 reviews

Comfort

7.4

Entertainment

6.8

Overall

7.6

Boarding

7.8

Crew

8.1

Food

6.9

Reviews

1 / 20
2.0
Mediocre

Katerine,Mar 2026

LAX - PTY

Really i was expecting be more friendly with family’s, more when you travel with a infant. We expected like a priority to boarding or be friendly with the spots on the aeroplane.
JetBlue
7.1
Good
3,010 reviews
Copa Airlines
7.6
Good
1,563 reviews

Comfort

7.4

Entertainment

6.8

Overall

7.6

Boarding

7.8

Crew

8.1

Food

6.9

Reviews

1 / 20
2.0
Mediocre

Katerine,Mar 2026

LAX - PTY

Really i was expecting be more friendly with family’s, more when you travel with a infant. We expected like a priority to boarding or be friendly with the spots on the aeroplane.

Related info for your journey

Find useful and relevant information for your journey from Boston to Trinidad and Tobago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Boston to Trinidad and Tobago?

    Most people fly from Boston Logan Intl (BOS) if they book a flight from Boston to Trinidad and Tobago. Boston Logan Intl is conveniently located just 2.6 mi from Boston’s city center.

  • How long is the flight from Boston to Trinidad and Tobago?

    There are many flights that can get you from Boston to Trinidad and Tobago in 8h 21m. Fly via JetBlue to get the fastest option. Boston and Trinidad and Tobago are separated by a distance of 2270 mi.

  • What are the cheapest airlines to fly from Boston to Trinidad and Tobago one-way?

    One-way options have recently been found by users for as low as $120 on United Airlines. Other airlines that offer cheap prices include JetBlue from $130 and Air Canada from $144 one-way.

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

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

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

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

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

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

    Currently, July is the cheapest month in which you can book a flight from Boston to Trinidad and Tobago (average of $47). Flying from Boston to Trinidad and Tobago in November is currently the most expensive (average of $477). 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

Browse thousands of different options on Cheapflights for your next trip

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Top 5 airlines flying from Boston to Trinidad and Tobago

Discover the top 5 airlines that operate flights from Boston to Trinidad and Tobago. 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 July 13, 2026.
AirlineCheapestAverageFlexibilityOn-time
Copa AirlinesCheapest$164Average$420FlexibilityNo cancel feeOn-time70%
United AirlinesCheapest$257Average$556FlexibilityNo cancel feeOn-time69%
JetBlueCheapest$276Average$569FlexibilityNo cancel feeOn-time62%
Air CanadaCheapest$329Average$457FlexibilityNo cancel feeOn-time67%
American AirlinesCheapest$369Average$643FlexibilityNo cancel feeOn-time71%

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