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$139+ 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 2/5. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — POS
Feb 4 — Feb 111
Tue 2/4
Tue 2/11
1 adult, Economy
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Cheap flight deals from Massachusetts to Trinidad and Tobago

Discover tips and strategies to find the most affordable flight options for your journey from Massachusetts (USMA) to Trinidad and Tobago (TT0). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated January 30, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$143
(Booking.com)

One-way from

$139
(Mytrip)

Popular in

December

Cheapest in

September

Average price

$574
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. 8% potential increase in price ($65 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($24 potential savings vs. average RT price).
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Average for round-trip flights in January 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 January 30, 2025.

This Booking.com deal was found by Cheapflights users on 1/30. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/511:18 amBOS - POS
1 stop29h 23mFrontier
Thu 3/136:01 pmPOS - BOS
1 stop16h 21mFrontier
Deal found 1/30$143
This Kiwi.com deal was found by Cheapflights users on 1/30. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/511:18 amBOS - POS
1 stop29h 23mMultiple Airlines
Wed 3/123:39 amPOS - BOS
2 stops20h 20mMultiple Airlines
Deal found 1/30$330
This Copa Airlines deal was found by Cheapflights users on 1/29. 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 10/213:49 pmBOS - POS
1 stop9h 59mCopa Airlines
Tue 10/284:01 amPOS - BOS
1 stop15h 19mCopa Airlines
Deal found 1/29$432
This United Airlines deal was found by Cheapflights users on 1/29. 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 4/46:00 amBOS - POS
2 stops17h 23mUnited Airlines
Sun 4/612:30 amPOS - BOS
1 stop11h 57mUnited Airlines
Deal found 1/29$444
This American Airlines deal was found by Cheapflights users on 1/30. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/219:25 amBOS - POS
2 stops12h 00mAmerican Airlines
Tue 10/288:00 amPOS - BOS
2 stops13h 12mAmerican Airlines
Deal found 1/30$449
This JetBlue Airways deal was found by Cheapflights users on 1/30. 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 JetBlue Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/2310:12 pmBOS - POS
1 stop14h 34mJetBlue
Mon 4/284:50 pmPOS - BOS
1 stop14h 49mJetBlue
Deal found 1/30$590
This American Airlines deal was found by Cheapflights users on 1/30. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/225:56 amBDL - POS
1 stop15h 24mAmerican Airlines
Fri 11/287:15 amPOS - BDL
1 stop17h 44mAmerican Airlines
Deal found 1/30$658
This Air Canada deal was found by Cheapflights users on 1/29. 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 5/56:00 amBOS - POS
1 stop19h 35mAir Canada
Fri 5/162:35 amPOS - BOS
1 stop13h 38mAir Canada
Deal found 1/29$731
This Kissandfly.com deal was found by Cheapflights users on 1/29. 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 Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/145:09 pmBOS - POS
1 stop30h 14mLufthansa
Sun 2/162:20 amPOS - BOS
1 stop13h 49mLufthansa
Deal found 1/29$790
This United Airlines deal was found by Cheapflights users on 1/30. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/227:51 pmBDL - POS
2 stops51h 32mUnited Airlines
Thu 11/271:30 amPOS - BDL
2 stops37h 31mUnited Airlines
Deal found 1/30$1,369
This Mytrip deal was found by Cheapflights users on 1/29. 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 4/2210:25 amBOS - TAB
2 stops22h 05mMultiple Airlines
Sat 4/269:55 amTAB - BOS
2 stops23h 46mMultiple Airlines
Deal found 1/29$2,022
This Booking.com deal was found by Cheapflights users on 1/30. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/226:00 amBDL - POS
3 stops18h 30mMultiple Airlines
Fri 11/283:55 pmPOS - BDL
2 stops22h 54mMultiple Airlines
Deal found 1/30$4,858

Find flights from Massachusetts to Trinidad and Tobago within your budget

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 January 30, 2025.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Wed 3/5

11:18 am-5:41 pm

1 stop29h 23m

Port of Spain Piarco Intl

Thu 3/13

6:01 pm-10:22 am

1 stop16h 21m

$143

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Wed 3/5

11:18 am-5:41 pm

1 stop29h 23m

Port of Spain Piarco Intl

Wed 3/12

3:39 am-11:59 pm

2 stops20h 20m

$330

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Tue 4/8

8:28 am-1:43 am

1 stop17h 15m

Port of Spain Piarco Intl

Mon 4/14

3:39 am-2:06 pm

1 stop10h 27m

$432

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Fri 4/4

6:00 am-11:23 pm

2 stops17h 23m

Port of Spain Piarco Intl

Sun 4/6

12:30 am-12:27 pm

1 stop11h 57m

$444

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Fri 4/4

5:15 am-2:09 pm

1 stop8h 54m

Port of Spain Piarco Intl

Mon 4/7

3:10 pm-1:09 pm

2 stops21h 59m

$449

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Wed 4/23

10:12 pm-12:46 pm

1 stop14h 34m

Port of Spain Piarco Intl

Mon 4/28

4:50 pm-7:39 am

1 stop14h 49m

$590

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Mon 5/5

6:00 am-1:35 am

1 stop19h 35m

Port of Spain Piarco Intl

Fri 5/16

2:35 am-4:13 pm

1 stop13h 38m

$731

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Fri 2/14

5:09 pm-12:23 am

1 stop30h 14m

Port of Spain Piarco Intl

Sun 2/16

2:20 am-3:09 pm

1 stop13h 49m

$790

BostonScarborough

BOS - TAB

BOSTAB

Boston Logan Intl

Tue 4/22

10:25 am-8:30 am

2 stops22h 05m

Scarborough ANR Robinson Intl

Sat 4/26

9:55 am-9:41 am

2 stops23h 46m

$2,022

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Wed 2/5

10:03 am-4:29 pm

1 stop29h 26m

$139

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/29

Showing 1-10 of 16 results
1
2

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.

Travel insights for flights from Massachusetts to Trinidad and Tobago

Get recent, data-driven insights about flights from Massachusetts to Trinidad and Tobago including ideal travel times, pricing trends, and more.

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 January 30, 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 January 30, 2025.
To help decide which airline to fly from Massachusetts to Trinidad and Tobago, see what other customers have to say about Copa Airlines, JetBlue and United Airlines. 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
1,617 reviews

Boarding

7.9

Entertainment

6.9

Food

6.9

Crew

8.1

Overall

7.6

Comfort

7.5

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
1,617 reviews
Copa Airlines
7.6
Good
1,617 reviews

Boarding

7.9

Entertainment

6.9

Food

6.9

Crew

8.1

Overall

7.6

Comfort

7.5

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
7.4
Good
3,156 reviews
Copa Airlines
7.6
Good
1,617 reviews

Boarding

7.9

Entertainment

6.9

Food

6.9

Crew

8.1

Overall

7.6

Comfort

7.5

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
8,913 reviews
Copa Airlines
7.6
Good
1,617 reviews

Boarding

7.9

Entertainment

6.9

Food

6.9

Crew

8.1

Overall

7.6

Comfort

7.5

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.

Turkish Airlines
7.3
Good
3,904 reviews
Copa Airlines
7.6
Good
1,617 reviews

Boarding

7.9

Entertainment

6.9

Food

6.9

Crew

8.1

Overall

7.6

Comfort

7.5

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
1,617 reviews

Boarding

7.9

Entertainment

6.9

Food

6.9

Crew

8.1

Overall

7.6

Comfort

7.5

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 Frontier, which is currently one of the cheapest options available, starting at $139. Copa Airlines flights start at $193 while deals on United Airlines start at $202 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

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 January 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$164Average$184FlexibilityNo cancel feeOn-time62%
Copa AirlinesCheapest$384Average$525FlexibilityNo cancel feeOn-time70%
American AirlinesCheapest$433Average$652FlexibilityNo cancel feeOn-time71%
JetBlueCheapest$466Average$633FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$472Average$675FlexibilityNo cancel feeOn-time69%
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