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Trinidad and Tobago

$235+ Cheap flights from Boston (BOS) to Trinidad and Tobago

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 1/22. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — POS
Jan 27 — Feb 31
Tue 1/27
Tue 2/3
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 December 28, 2025.

This Priceline deal was found by Cheapflights users on 12/26. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/318:07 pmBOS - POS
1 stop9h 11mJetBlue
Thu 1/13:56 pmPOS - BOS
1 stop9h 20mJetBlue
Deal found 12/26$418
This JetBlue deal was found by Cheapflights users on 12/26. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/278:07 pmBOS - POS
1 stop9h 11mJetBlue
Thu 1/88:20 amPOS - BOS
1 stop9h 53mJetBlue
Deal found 12/26$523
This CheapOair deal was found by Cheapflights users on 12/27. 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 12/318:07 pmBOS - POS
1 stop9h 11mJetBlue
Sun 1/48:00 amPOS - BOS
1 stop24h 41mJetBlue
Deal found 12/27$580
This American Airlines deal was found by Cheapflights users on 12/26. 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.
Wed 12/315:00 amBOS - POS
1 stop9h 46mAmerican Airlines
Thu 1/14:46 pmPOS - BOS
2 stops16h 16mAmerican Airlines
Deal found 12/26$617
This United Airlines deal was found by Cheapflights users on 12/26. 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.
Sat 12/276:20 amBOS - POS
1 stop17h 03mUnited Airlines
Wed 1/71:30 amPOS - BOS
1 stop11h 49mUnited Airlines
Deal found 12/26$653
This United Airlines deal was found by Cheapflights users on 12/26. 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 12/261:40 pmBOS - POS
1 stop10h 25mUnited Airlines
Thu 1/11:30 amPOS - BOS
1 stop11h 40mUnited Airlines
Deal found 12/26$660
This Priceline deal was found by Cheapflights users on 12/27. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/298:07 pmBOS - POS
1 stop9h 11mJetBlue
Sun 1/48:00 amPOS - BOS
1 stop9h 49mJetBlue
Deal found 12/27$753
This United Airlines deal was found by Cheapflights users on 12/27. 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 12/316:20 amBOS - POS
1 stop17h 03mUnited Airlines
Sat 1/31:30 amPOS - BOS
2 stops45h 14mUnited Airlines
Deal found 12/27$800
This United Airlines deal was found by Cheapflights users on 12/26. 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 12/2612:20 pmBOS - POS
2 stops35h 03mUnited Airlines
Sun 12/281:30 amPOS - BOS
1 stop11h 40mUnited Airlines
Deal found 12/26$900
This United Airlines deal was found by Cheapflights users on 12/26. 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.
Sat 12/276:20 amBOS - POS
1 stop17h 03mUnited Airlines
Fri 1/22:20 amPOS - BOS
2 stops20h 24mUnited Airlines
Deal found 12/26$932

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 December 28, 2025.

Most accurate provider

CheapOair
3 stars

Most trusted provider

CheapOair
3 stars

Round-trip from

$235
(United Airlines)

Popular in

February

Cheapest in

September

Average price

$604
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
Highest demand for flights based on searches. 13% potential increase in price ($96 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($21 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 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 December 28, 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

Sun 1/25

7:05 am-12:23 am

1 stop16h 18m

Port of Spain Piarco Intl

Sat 1/31

1:30 am-12:19 pm

1 stop11h 49m

$235

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Tue 2/24

11:48 am-12:23 am

1 stop11h 35m

Port of Spain Piarco Intl

Thu 2/26

2:20 am-10:55 am

1 stop9h 35m

$235

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Mon 1/26

9:30 am-12:23 am

2 stops13h 53m

Port of Spain Piarco Intl

Fri 1/30

1:30 am-12:19 pm

1 stop11h 49m

$235

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

Sun 1/25

1:30 am-12:19 pm

1 stop11h 49m

$235

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Fri 1/23

11:42 am-12:23 am

1 stop11h 41m

Port of Spain Piarco Intl

Sat 1/24

1:30 am-2:17 pm

2 stops13h 47m

$239

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Fri 1/23

5:45 am-12:23 am

2 stops17h 38m

Port of Spain Piarco Intl

Thu 1/29

1:30 am-2:29 pm

2 stops13h 59m

$239

BostonScarborough

BOS - TAB

BOSTAB

Boston Logan Intl

Fri 1/9

6:55 pm-9:10 am

2 stops13h 15m

Scarborough ANR Robinson Intl

Mon 1/12

6:55 am-10:37 pm

2 stops16h 42m

$1,466

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Sun 2/8

7:00 am-9:15 pm

1 stop13h 15m

$335

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Sat 2/7

3:35 pm-9:15 pm

3 stops28h 40m

$364

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Sat 2/7

10:55 am-10:48 pm

1 stop10h 53m

$430

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/27

Showing 1-10 of 11 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, December is the cheapest month in which you can book a flight from Boston to Trinidad and Tobago (average of $164). 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 December 28, 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 December 28, 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
1,561 reviews

Food

6.8

Entertainment

6.8

Crew

8.1

Overall

7.6

Comfort

7.4

Boarding

7.8

Reviews

1 / 20
2.0
Mediocre

Juan,Dec 2025

EZE - PTY

The outbound flight from Boston was awful. The handicapped services were the worst i have ever seen. NEVER AGAIN. THIS WAS NOT WORTH ANYWHERE NEAR $4K.
Copa Airlines
7.6
Good
1,561 reviews
Copa Airlines
7.6
Good
1,561 reviews

Food

6.8

Entertainment

6.8

Crew

8.1

Overall

7.6

Comfort

7.4

Boarding

7.8

Reviews

1 / 20
2.0
Mediocre

Juan,Dec 2025

EZE - PTY

The outbound flight from Boston was awful. The handicapped services were the worst i have ever seen. NEVER AGAIN. THIS WAS NOT WORTH ANYWHERE NEAR $4K.
United Airlines
7.4
Good
9,113 reviews
Copa Airlines
7.6
Good
1,561 reviews

Food

6.8

Entertainment

6.8

Crew

8.1

Overall

7.6

Comfort

7.4

Boarding

7.8

Reviews

1 / 20
2.0
Mediocre

Juan,Dec 2025

EZE - PTY

The outbound flight from Boston was awful. The handicapped services were the worst i have ever seen. NEVER AGAIN. THIS WAS NOT WORTH ANYWHERE NEAR $4K.
American Airlines
7.2
Good
11,072 reviews
Copa Airlines
7.6
Good
1,561 reviews

Food

6.8

Entertainment

6.8

Crew

8.1

Overall

7.6

Comfort

7.4

Boarding

7.8

Reviews

1 / 20
2.0
Mediocre

Juan,Dec 2025

EZE - PTY

The outbound flight from Boston was awful. The handicapped services were the worst i have ever seen. NEVER AGAIN. THIS WAS NOT WORTH ANYWHERE NEAR $4K.
JetBlue
7.2
Good
2,901 reviews
Copa Airlines
7.6
Good
1,561 reviews

Food

6.8

Entertainment

6.8

Crew

8.1

Overall

7.6

Comfort

7.4

Boarding

7.8

Reviews

1 / 20
2.0
Mediocre

Juan,Dec 2025

EZE - PTY

The outbound flight from Boston was awful. The handicapped services were the worst i have ever seen. NEVER AGAIN. THIS WAS NOT WORTH ANYWHERE NEAR $4K.
Air Canada
7.1
Good
10,562 reviews
Copa Airlines
7.6
Good
1,561 reviews

Food

6.8

Entertainment

6.8

Crew

8.1

Overall

7.6

Comfort

7.4

Boarding

7.8

Reviews

1 / 20
2.0
Mediocre

Juan,Dec 2025

EZE - PTY

The outbound flight from Boston was awful. The handicapped services were the worst i have ever seen. NEVER AGAIN. THIS WAS NOT WORTH ANYWHERE NEAR $4K.

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 16h 18m. Fly via United Airlines 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 $144 on Air Canada. Other airlines that offer cheap prices include United Airlines from $146 and JetBlue from $202 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, December is the cheapest month in which you can book a flight from Boston to Trinidad and Tobago (average of $164). 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 December 28, 2025.
AirlineCheapestAverageFlexibilityOn-time
Copa AirlinesCheapest$164Average$492FlexibilityNo cancel feeOn-time70%
Air CanadaCheapest$242Average$433FlexibilityNo cancel feeOn-time67%
United AirlinesCheapest$338Average$640FlexibilityNo cancel feeOn-time69%
JetBlueCheapest$441Average$607FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$475Average$592FlexibilityNo cancel feeOn-time71%

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