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Trinidad and Tobago

$190+ Cheap flights from Massachusetts 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 5/31. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — POS
Apr 6 — Apr 131
Sun 4/6
Sun 4/13
1 adult, Economy
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Cheap flight deals from Massachusetts to Trinidad and Tobago

Keep the following information in mind while searching for Massachusetts to Trinidad and Tobago flight deals. Data was last updated April 1, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$331
(CheapOair)

One-way from

$190
(Gotogate)

Popular in

December

Cheapest in

September

Average price

$749
Provider with most accurate pricing for Boston Logan Intl-Port of Spain Piarco Intl flight deals.
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Provider most trusted by Cheapflights users for Boston Logan Intl-Port of Spain Piarco Intl flights.
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From Massachusetts to Trinidad and Tobago
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One-way flight from Massachusetts to Trinidad and Tobago
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Highest demand for flights based on searches. 3% potential increase in price ($26 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($22 potential savings vs. average RT price).
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Average for round-trip flights in April 2025
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Find flight deals from Massachusetts to Trinidad and Tobago

Cheapest flights from Massachusetts to Trinidad and Tobago
Explore the most affordable flight options available from Massachusetts to Trinidad and Tobago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 1, 2025.

This CheapOair deal was found by Cheapflights users on 4/1. 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 4/911:16 amBOS - POS
1 stop29h 27mFrontier
Sun 4/135:53 pmPOS - BOS
1 stop16h 23mFrontier
Deal found 4/1$331
This Air Canada deal was found by Cheapflights users on 3/31. 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 5/512:15 pmBOS - POS
1 stop13h 10mAir Canada
Fri 5/162:25 amPOS - BOS
1 stop9h 03mAir Canada
Deal found 3/31$416
This Copa Airlines deal was found by Cheapflights users on 3/31. 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 4/293:36 pmBOS - POS
1 stop10h 07mCopa Airlines
Mon 5/53:44 amPOS - BOS
1 stop10h 30mCopa Airlines
Deal found 3/31$432
This American Airlines deal was found by Cheapflights users on 3/31. 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.
Sun 6/85:15 amBOS - POS
1 stop16h 21mAmerican Airlines
Thu 6/197:09 amPOS - BOS
1 stop17h 26mAmerican Airlines
Deal found 3/31$444
This United Airlines deal was found by Cheapflights users on 3/31. 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.
Tue 4/16:00 amBOS - POS
2 stops17h 23mUnited Airlines
Sun 4/612:30 amPOS - BOS
1 stop11h 57mUnited Airlines
Deal found 3/31$484
This Kiwi.com deal was found by Cheapflights users on 4/1. 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.
Sat 5/104:49 pmBOS - POS
1 stop27h 11mMultiple Airlines
Tue 5/133:44 amPOS - BOS
2 stops19h 45mMultiple Airlines
Deal found 4/1$515
This Mytrip deal was found by Cheapflights users on 3/31. 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.
Sun 6/89:46 amBOS - TAB
2 stops11h 19mMultiple Airlines
Thu 6/197:50 pmTAB - BOS
2 stops26h 58mMultiple Airlines
Deal found 3/31$562
This JetBlue Airways deal was found by Cheapflights users on 3/31. 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 Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/55:10 amBOS - POS
1 stop8h 10mJetBlue
Sat 5/1712:54 pmPOS - BOS
1 stop11h 23mJetBlue
Deal found 3/31$562
This American Airlines deal was found by Cheapflights users on 3/31. 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.
Sat 4/194:13 pmBDL - POS
2 stops21h 43mAmerican Airlines
Sat 4/263:10 pmPOS - BDL
2 stops22h 26mAmerican Airlines
Deal found 3/31$833
This United Airlines deal was found by Cheapflights users on 3/31. 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 4/196:15 amBDL - POS
2 stops17h 08mUnited Airlines
Fri 4/2512:30 amPOS - BDL
2 stops37h 30mUnited Airlines
Deal found 3/31$843
This Mytrip deal was found by Cheapflights users on 3/31. 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 4/1910:22 amBDL - POS
2 stops31h 48mMultiple Airlines
Sat 4/269:10 amPOS - BDL
3 stops46h 10mMultiple Airlines
Deal found 3/31$883
This Copa Airlines deal was found by Cheapflights users on 3/30. 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.
Sat 12/276:00 amBDL - POS
2 stops18h 43mCopa Airlines
Thu 1/14:01 amPOS - BDL
2 stops18h 21mCopa Airlines
Deal found 3/30$1,161

Cheapflights Fare Finder

Customize your flight search to find flights from Massachusetts 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 April 1, 2025.
Use the filters below to find and compare flights from Massachusetts to Trinidad and Tobago that are best for you.

Fly from

Massachusetts

Fly to

Trinidad and Tobago

Route

Depart

Return

Price

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Mon 5/5

10:20 am-1:25 am

2 stops15h 05m

Port of Spain Piarco Intl

Fri 5/16

2:25 am-5:57 pm

2 stops15h 32m

$416

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Tue 4/29

3:36 pm-1:43 am

1 stop10h 07m

Port of Spain Piarco Intl

Mon 5/5

3:44 am-2:14 pm

1 stop10h 30m

$432

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Sun 6/8

5:15 am-9:36 pm

1 stop16h 21m

Port of Spain Piarco Intl

Thu 6/19

7:09 am-12:35 am

1 stop17h 26m

$444

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Sat 5/10

4:49 pm-8:00 pm

1 stop27h 11m

Port of Spain Piarco Intl

Tue 5/13

3:44 am-11:29 pm

2 stops19h 45m

$515

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Tue 4/29

8:30 am-11:23 pm

2 stops14h 53m

Port of Spain Piarco Intl

Mon 5/5

12:30 am-9:57 pm

2 stops21h 27m

$539

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Mon 5/5

5:10 am-1:20 pm

1 stop8h 10m

Port of Spain Piarco Intl

Sat 5/17

12:54 pm-12:17 am

1 stop11h 23m

$562

BostonScarborough

BOS - TAB

BOSTAB

Boston Logan Intl

Sun 6/8

9:46 am-9:05 pm

2 stops11h 19m

Scarborough ANR Robinson Intl

Thu 6/19

7:50 pm-10:48 pm

2 stops26h 58m

$562

HartfordPort of Spain

BDL - POS

BDLPOS

Hartford Bradley Intl

Sat 4/19

4:13 pm-1:56 pm

2 stops21h 43m

Port of Spain Piarco Intl

Sat 4/26

3:10 pm-1:36 pm

2 stops22h 26m

$833

HartfordPort of Spain

BDL - POS

BDLPOS

Hartford Bradley Intl

Sat 4/19

6:15 am-11:23 pm

2 stops17h 08m

Port of Spain Piarco Intl

Fri 4/25

12:30 am-2:00 pm

2 stops37h 30m

$843

HartfordPort of Spain

BDL - POS

BDLPOS

Hartford Bradley Intl

Sat 4/19

10:22 am-6:10 pm

2 stops31h 48m

Port of Spain Piarco Intl

Sat 4/26

9:10 am-7:20 am

3 stops46h 10m

$883

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/1

Showing 1-10 of 17 results
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Best time to book a flight from Massachusetts to Trinidad and Tobago

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

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

Currently, October is the cheapest month in which you can book a flight from Massachusetts to Trinidad and Tobago (average of $435). Flying from Massachusetts to Trinidad and Tobago in December is currently the most expensive (average of $710). 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 MA to TT?

Find hourly flight availability from Massachusetts 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 April 1, 2025.

When flying from Massachusetts to Trinidad and Tobago, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Rainfall in Trinidad and Tobago by month

Plan your trip to Trinidad and Tobago by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Trinidad and Tobago ranges from 1.2 - 9.8 inches per month. June is typically the wettest month, when rainfall can reach 9.8 in. March is typically the driest time to visit Trinidad and Tobago when rainfall is around 1.2 in.

Temperature in Trinidad and Tobago by month

Plan your trip to Trinidad and Tobago by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Trinidad and Tobago, use this chart to help with planning. For those seeking warmer temperatures, April is the ideal time of year to visit, when temperatures reach an average of 80.6 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 77.0 F).

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 April 1, 2025.
To help decide which airline to fly from Massachusetts to Trinidad and Tobago, see what other customers have to say about Copa Airlines, United Airlines and JetBlue. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Copa Airlines
7.6
Good
1,400 reviews

Comfort

7.4

Entertainment

6.8

Food

6.8

Overall

7.6

Boarding

7.8

Crew

8.1

Reviews

1 / 20
4.0
Okay

Anonymous,Jan 2025

PTY - ORD

Our first flight was good. The return flight is a different story. I picked and paid for seat 11D and then checked in with that same seat assignment. When I boarded the plain I somehow had lost that seat and was stuck in a middle seat that I was not happy with for a 5 hour flight. The food was terrible - I could not even eat the chicken and "cheese" sandwich it was so bad. The difference in the two flights was amazing - the one from the Chicago to Panama City was great - seating and food. The return flight was very different.
Copa Airlines
7.6
Good
1,400 reviews
Copa Airlines
7.6
Good
1,400 reviews

Comfort

7.4

Entertainment

6.8

Food

6.8

Overall

7.6

Boarding

7.8

Crew

8.1

Reviews

1 / 20
4.0
Okay

Anonymous,Jan 2025

PTY - ORD

Our first flight was good. The return flight is a different story. I picked and paid for seat 11D and then checked in with that same seat assignment. When I boarded the plain I somehow had lost that seat and was stuck in a middle seat that I was not happy with for a 5 hour flight. The food was terrible - I could not even eat the chicken and "cheese" sandwich it was so bad. The difference in the two flights was amazing - the one from the Chicago to Panama City was great - seating and food. The return flight was very different.
United Airlines
7.4
Good
8,615 reviews
Copa Airlines
7.6
Good
1,400 reviews

Comfort

7.4

Entertainment

6.8

Food

6.8

Overall

7.6

Boarding

7.8

Crew

8.1

Reviews

1 / 20
4.0
Okay

Anonymous,Jan 2025

PTY - ORD

Our first flight was good. The return flight is a different story. I picked and paid for seat 11D and then checked in with that same seat assignment. When I boarded the plain I somehow had lost that seat and was stuck in a middle seat that I was not happy with for a 5 hour flight. The food was terrible - I could not even eat the chicken and "cheese" sandwich it was so bad. The difference in the two flights was amazing - the one from the Chicago to Panama City was great - seating and food. The return flight was very different.
JetBlue
7.3
Good
2,924 reviews
Copa Airlines
7.6
Good
1,400 reviews

Comfort

7.4

Entertainment

6.8

Food

6.8

Overall

7.6

Boarding

7.8

Crew

8.1

Reviews

1 / 20
4.0
Okay

Anonymous,Jan 2025

PTY - ORD

Our first flight was good. The return flight is a different story. I picked and paid for seat 11D and then checked in with that same seat assignment. When I boarded the plain I somehow had lost that seat and was stuck in a middle seat that I was not happy with for a 5 hour flight. The food was terrible - I could not even eat the chicken and "cheese" sandwich it was so bad. The difference in the two flights was amazing - the one from the Chicago to Panama City was great - seating and food. The return flight was very different.
American Airlines
7.2
Good
10,000 reviews
Copa Airlines
7.6
Good
1,400 reviews

Comfort

7.4

Entertainment

6.8

Food

6.8

Overall

7.6

Boarding

7.8

Crew

8.1

Reviews

1 / 20
4.0
Okay

Anonymous,Jan 2025

PTY - ORD

Our first flight was good. The return flight is a different story. I picked and paid for seat 11D and then checked in with that same seat assignment. When I boarded the plain I somehow had lost that seat and was stuck in a middle seat that I was not happy with for a 5 hour flight. The food was terrible - I could not even eat the chicken and "cheese" sandwich it was so bad. The difference in the two flights was amazing - the one from the Chicago to Panama City was great - seating and food. The return flight was very different.
Air Canada
7.0
Good
9,013 reviews
Copa Airlines
7.6
Good
1,400 reviews

Comfort

7.4

Entertainment

6.8

Food

6.8

Overall

7.6

Boarding

7.8

Crew

8.1

Reviews

1 / 20
4.0
Okay

Anonymous,Jan 2025

PTY - ORD

Our first flight was good. The return flight is a different story. I picked and paid for seat 11D and then checked in with that same seat assignment. When I boarded the plain I somehow had lost that seat and was stuck in a middle seat that I was not happy with for a 5 hour flight. The food was terrible - I could not even eat the chicken and "cheese" sandwich it was so bad. The difference in the two flights was amazing - the one from the Chicago to Panama City was great - seating and food. The return flight was very different.

Related info for your journey

Find useful and relevant information for your journey from Massachusetts 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 are the cheapest airlines to fly from Massachusetts to Trinidad and Tobago one-way?

    To fly one-way, consider booking your trip with Air Canada, which is currently one of the cheapest options available, starting at $190. Frontier flights start at $228 while deals on United Airlines start at $241 one-way.

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

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

  • How can I find direct flights from Massachusetts 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 Massachusetts to Trinidad and Tobago.

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

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

    Currently, October is the cheapest month in which you can book a flight from Massachusetts to Trinidad and Tobago (average of $435). Flying from Massachusetts to Trinidad and Tobago in December is currently the most expensive (average of $710). 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 Massachusetts 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 Massachusetts to Trinidad and Tobago

Discover the top 5 airlines that operate flights from Massachusetts 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 April 1, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$152Average$184FlexibilityNo cancel feeOn-time62%
Copa AirlinesCheapest$384Average$553FlexibilityNo cancel feeOn-time70%
American AirlinesCheapest$433Average$651FlexibilityNo cancel feeOn-time71%
JetBlueCheapest$466Average$642FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$472Average$643FlexibilityNo cancel feeOn-time69%

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