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Trinidad and Tobago

$189+ 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 1/16. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — POS
Dec 13 — Dec 201
Sat 12/13
Sat 12/20
1 adult, Economy
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Find 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 November 13, 2025.

This American Airlines deal was found by Cheapflights users on 11/11. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/26:59 amBOS - POS
2 stops15h 39mAmerican Airlines
Mon 12/84:33 pmPOS - BOS
1 stop9h 26mAmerican Airlines
Deal found 11/11$423
This Air Canada deal was found by Cheapflights users on 11/12. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/21:00 pmBOS - POS
1 stop11h 10mAir Canada
Sun 12/72:15 amPOS - BOS
1 stop21h 22mAir Canada
Deal found 11/12$433
This CheapOair deal was found by Cheapflights users on 11/11. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/125:30 amBOS - POS
2 stops42h 40mAir Canada
Sun 11/162:15 amPOS - BOS
2 stops20h 12mAir Canada
Deal found 11/11$443
This Kiwi.com deal was found by Cheapflights users on 11/12. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/195:53 pmBOS - POS
1 stop24h 02mMultiple Airlines
Wed 11/269:10 amPOS - BOS
2 stops36h 39mMultiple Airlines
Deal found 11/12$473
This Air Canada deal was found by Cheapflights users on 11/12. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/95:30 amBOS - POS
2 stops18h 40mAir Canada
Fri 12/262:15 amPOS - BOS
2 stops13h 37mAir Canada
Deal found 11/12$483
This Air Canada deal was found by Cheapflights users on 11/12. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/83:40 pmBOS - POS
2 stops32h 30mAir Canada
Sun 12/282:15 amPOS - BOS
1 stop21h 22mAir Canada
Deal found 11/12$493
This United Airlines deal was found by Cheapflights users on 11/11. 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.
Wed 11/127:00 amBOS - POS
1 stop16h 23mUnited Airlines
Sun 11/161:30 amPOS - BOS
1 stop11h 56mUnited Airlines
Deal found 11/11$495
This United Airlines deal was found by Cheapflights users on 11/12. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/199:45 amBOS - POS
1 stop13h 38mUnited Airlines
Tue 11/251:30 amPOS - BOS
1 stop11h 56mUnited Airlines
Deal found 11/12$507
This Mytrip deal was found by Cheapflights users on 11/12. 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.
Thu 12/185:45 amBOS - TAB
2 stops28h 55mMultiple Airlines
Sun 1/1810:20 pmTAB - BOS
2 stops18h 37mMultiple Airlines
Deal found 11/12$967

Cheap 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 November 13, 2025.

Most accurate provider

CheapOair
3 stars

Most trusted provider

CheapOair
3 stars

Round-trip from

$419
(United Airlines)

One-way from

$189
(American Airlines)

Popular in

December

Cheapest in

January

Average price

$687
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. 3% potential increase in price ($25 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($13 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in November 2025
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 November 13, 2025.
Use the filters below to find and compare flights from Boston to Trinidad and Tobago that are best for you.

Fly from

Boston

Fly to

Trinidad and Tobago

Route

Depart

Return

Price

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Thu 1/22

11:42 am-12:23 am

1 stop11h 41m

Port of Spain Piarco Intl

Sun 1/25

1:30 am-12:19 pm

1 stop11h 49m

$419

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Thu 1/22

7:05 am-12:23 am

1 stop16h 18m

Port of Spain Piarco Intl

Mon 1/26

1:30 am-12:19 pm

1 stop11h 49m

$419

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Tue 2/3

10:45 am-1:20 am

1 stop13h 35m

Port of Spain Piarco Intl

Tue 3/3

2:20 am-12:12 pm

1 stop10h 52m

$443

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Wed 1/28

4:35 pm-1:20 am

1 stop31h 45m

Port of Spain Piarco Intl

Tue 3/3

2:20 am-12:12 pm

1 stop10h 52m

$443

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Tue 1/27

10:05 am-7:15 pm

1 stop8h 10m

Port of Spain Piarco Intl

Tue 2/10

8:30 am-6:45 pm

1 stop11h 15m

$459

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Tue 1/27

10:05 am-7:15 pm

1 stop8h 10m

Port of Spain Piarco Intl

Wed 2/4

8:30 am-3:50 pm

1 stop8h 20m

$459

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Fri 1/16

8:00 am-10:48 pm

2 stops13h 48m

Port of Spain Piarco Intl

Tue 1/20

4:30 pm-12:59 am

1 stop9h 29m

$463

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Thu 1/22

3:07 pm-1:44 am

1 stop9h 37m

Port of Spain Piarco Intl

Mon 1/26

3:40 am-10:03 pm

1 stop19h 23m

$463

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Fri 1/16

3:07 pm-1:44 am

1 stop9h 37m

Port of Spain Piarco Intl

Mon 1/19

3:40 am-10:03 pm

1 stop19h 23m

$463

BostonScarborough

BOS - TAB

BOSTAB

Boston Logan Intl

Thu 12/18

5:45 am-11:40 am

2 stops28h 55m

Scarborough ANR Robinson Intl

Sun 1/18

10:20 pm-3:57 pm

2 stops18h 37m

$967

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/12

Showing 1-10 of 17 results
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, January is the cheapest month in which you can book a flight from Boston to Trinidad and Tobago (average of $188). Flying from Boston to Trinidad and Tobago in August is currently the most expensive (average of $524). 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.

What is the cheapest time of day to fly from BOS to TT?

Find hourly flight availability from Boston to Trinidad and Tobago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated November 13, 2025.

It’s optimal to fly from Boston to Trinidad and Tobago in the morning. By choosing this option you can save up to 39% on the cost of your flight, compared to a flight at noon.

What is the cheapest day to fly from Boston to Trinidad and Tobago?

Use this chart to determine the cheapest time to fly round-trip from Boston to Trinidad and Tobago. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their Boston to Trinidad and Tobago flight should consider departing on Monday afternoons when fares are most often at their lowest. Sunday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.

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 November 13, 2025.
Get a feel of what it's like to fly with Copa Airlines, United Airlines, and American 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
1,565 reviews

Overall

7.6

Crew

8.1

Comfort

7.4

Entertainment

6.8

Boarding

7.8

Food

6.9

Reviews

1 / 20
4.0
Okay

Juan Pablo,Sep 2025

PTY - VVI

not a good expirience, the plane was packed, the seats wear very unconftrable, coudent conect with the entratainmente service on the plane, the onboarding was in charge of a very angry lady i really had a unplesent trip
Copa Airlines
7.6
Good
1,565 reviews
Copa Airlines
7.6
Good
1,565 reviews

Overall

7.6

Crew

8.1

Comfort

7.4

Entertainment

6.8

Boarding

7.8

Food

6.9

Reviews

1 / 20
4.0
Okay

Juan Pablo,Sep 2025

PTY - VVI

not a good expirience, the plane was packed, the seats wear very unconftrable, coudent conect with the entratainmente service on the plane, the onboarding was in charge of a very angry lady i really had a unplesent trip
United Airlines
7.4
Good
9,017 reviews
Copa Airlines
7.6
Good
1,565 reviews

Overall

7.6

Crew

8.1

Comfort

7.4

Entertainment

6.8

Boarding

7.8

Food

6.9

Reviews

1 / 20
4.0
Okay

Juan Pablo,Sep 2025

PTY - VVI

not a good expirience, the plane was packed, the seats wear very unconftrable, coudent conect with the entratainmente service on the plane, the onboarding was in charge of a very angry lady i really had a unplesent trip
American Airlines
7.2
Good
11,051 reviews
Copa Airlines
7.6
Good
1,565 reviews

Overall

7.6

Crew

8.1

Comfort

7.4

Entertainment

6.8

Boarding

7.8

Food

6.9

Reviews

1 / 20
4.0
Okay

Juan Pablo,Sep 2025

PTY - VVI

not a good expirience, the plane was packed, the seats wear very unconftrable, coudent conect with the entratainmente service on the plane, the onboarding was in charge of a very angry lady i really had a unplesent trip
JetBlue
7.2
Good
2,907 reviews
Copa Airlines
7.6
Good
1,565 reviews

Overall

7.6

Crew

8.1

Comfort

7.4

Entertainment

6.8

Boarding

7.8

Food

6.9

Reviews

1 / 20
4.0
Okay

Juan Pablo,Sep 2025

PTY - VVI

not a good expirience, the plane was packed, the seats wear very unconftrable, coudent conect with the entratainmente service on the plane, the onboarding was in charge of a very angry lady i really had a unplesent trip
Air Canada
7.1
Good
10,446 reviews
Copa Airlines
7.6
Good
1,565 reviews

Overall

7.6

Crew

8.1

Comfort

7.4

Entertainment

6.8

Boarding

7.8

Food

6.9

Reviews

1 / 20
4.0
Okay

Juan Pablo,Sep 2025

PTY - VVI

not a good expirience, the plane was packed, the seats wear very unconftrable, coudent conect with the entratainmente service on the plane, the onboarding was in charge of a very angry lady i really had a unplesent trip

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 11h 41m. Fly via United Airlines to get the fastest option. Boston and Trinidad and Tobago are separated by a distance of 2270 mi.

  • 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, January is the cheapest month in which you can book a flight from Boston to Trinidad and Tobago (average of $188). Flying from Boston to Trinidad and Tobago in August is currently the most expensive (average of $524). 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

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Alternative routes for Boston to Trinidad and Tobago

See prices for flight routes from nearby airports that may be better suited for you.
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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 November 13, 2025.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapest$242Average$433FlexibilityNo cancel feeOn-time67%
Copa AirlinesCheapest$420Average$530FlexibilityNo cancel feeOn-time70%
United AirlinesCheapest$433Average$684FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$434Average$601FlexibilityNo cancel feeOn-time71%
JetBlueCheapest$493Average$628FlexibilityNo cancel feeOn-time62%

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