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$88+ Cheap flights from Massachusetts to Trinidad

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 3/4. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — POS
Feb 25 — Mar 41
Tue 2/25
Tue 3/4
1 adult, Economy
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Cheap flight deals from Massachusetts to Trinidad

Keep the following information in mind while searching for Massachusetts to Trinidad flight deals. Data was last updated February 20, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$141
(Mytrip)

One-way from

$88
(Kiwi.com)

Popular in

December

Cheapest in

September

Average price

$830
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
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One-way flight from Massachusetts to Trinidad
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Highest demand for flights based on searches. 5% potential increase in price ($40 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 February 2025
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Find flight deals from Massachusetts to Trinidad

Cheapest flights from Massachusetts to Trinidad
Explore the most affordable flight options available from Massachusetts to Trinidad. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 20, 2025.

This Mytrip deal was found by Cheapflights users on 2/20. 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.
Wed 4/211:16 amBOS - POS
1 stop29h 27mFrontier
Thu 4/106:01 pmPOS - BOS
1 stop16h 15mFrontier
Deal found 2/20$141
This Kiwi.com deal was found by Cheapflights users on 2/19. 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.
Tue 4/18:20 amBOS - POS
1 stop10h 35mMultiple Airlines
Mon 4/143:39 amPOS - BOS
2 stops30h 37mMultiple Airlines
Deal found 2/19$396
This United Airlines deal was found by Cheapflights users on 2/20. 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 4/17:15 amBOS - POS
1 stop16h 08mUnited Airlines
Mon 4/712:30 amPOS - BOS
1 stop11h 57mUnited Airlines
Deal found 2/20$444
This American Airlines deal was found by Cheapflights users on 2/20. 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 9/206:45 pmBOS - POS
2 stops19h 30mAmerican Airlines
Sun 9/283:20 pmPOS - BOS
2 stops16h 45mAmerican Airlines
Deal found 2/20$454
This Copa Airlines deal was found by Cheapflights users on 2/19. 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 4/13:36 pmBOS - POS
1 stop10h 07mCopa Airlines
Mon 4/143:39 amPOS - BOS
1 stop10h 27mCopa Airlines
Deal found 2/19$492
This JetBlue Airways deal was found by Cheapflights users on 2/20. 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.
Fri 3/215:20 amBOS - POS
1 stop10h 36mJetBlue
Tue 3/255:06 pmPOS - BOS
1 stop14h 37mJetBlue
Deal found 2/20$545
This Kiwi.com deal was found by Cheapflights users on 2/18. 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 2/194:33 pmBDL - POS
2 stops43h 39mMultiple Airlines
Sun 2/2310:10 amPOS - BDL
1 stop25h 12mMultiple Airlines
Deal found 2/18$594
This United deal was found by Cheapflights users on 2/20. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/227:40 pmBDL - POS
2 stops27h 43mUnited Airlines
Sat 4/2612:30 amPOS - BDL
2 stops21h 20mUnited Airlines
Deal found 2/20$623
This Air Canada deal was found by Cheapflights users on 2/19. 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.
Fri 6/2710:20 amBOS - POS
2 stops15h 05mAir Canada
Sun 6/292:25 amPOS - BOS
1 stop13h 38mAir Canada
Deal found 2/19$665
This American Airlines deal was found by Cheapflights users on 2/20. 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 4/227:45 pmBDL - POS
2 stops18h 11mAmerican Airlines
Sun 4/273:09 pmPOS - BDL
2 stops22h 36mAmerican Airlines
Deal found 2/20$708

Find flights from Massachusetts to Trinidad within your budget

Customize your flight search to find flights from Massachusetts to Trinidad 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 February 20, 2025.

Fly from

Massachusetts

Fly to

Trinidad

Route

Depart

Return

Price

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Wed 4/2

11:16 am-4:43 pm

1 stop29h 27m

Port of Spain Piarco Intl

Thu 4/10

6:01 pm-10:16 am

1 stop16h 15m

$141

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Tue 4/1

8:20 am-6:55 pm

1 stop10h 35m

Port of Spain Piarco Intl

Mon 4/14

3:39 am-10:16 am

2 stops30h 37m

$396

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Tue 4/1

7:15 am-11:23 pm

1 stop16h 08m

Port of Spain Piarco Intl

Mon 4/7

12:30 am-12:27 pm

1 stop11h 57m

$444

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Mon 5/5

3:00 pm-2:05 pm

1 stop23h 05m

Port of Spain Piarco Intl

Sat 5/17

3:05 pm-11:06 am

2 stops20h 01m

$459

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Tue 4/1

3:36 pm-1:43 am

1 stop10h 07m

Port of Spain Piarco Intl

Mon 4/14

3:39 am-2:06 pm

1 stop10h 27m

$492

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Fri 3/21

5:20 am-3:56 pm

1 stop10h 36m

Port of Spain Piarco Intl

Tue 3/25

5:06 pm-7:43 am

1 stop14h 37m

$545

HartfordPort of Spain

BDL - POS

BDLPOS

Hartford Bradley Intl

Tue 4/22

7:40 pm-11:23 pm

2 stops27h 43m

Port of Spain Piarco Intl

Sat 4/26

12:30 am-9:50 pm

2 stops21h 20m

$623

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Fri 6/27

10:20 am-1:25 am

2 stops15h 05m

Port of Spain Piarco Intl

Sun 6/29

2:25 am-4:03 pm

1 stop13h 38m

$665

HartfordPort of Spain

BDL - POS

BDLPOS

Hartford Bradley Intl

Tue 4/22

7:45 pm-1:56 pm

2 stops18h 11m

Port of Spain Piarco Intl

Sun 4/27

3:09 pm-1:45 pm

2 stops22h 36m

$708

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Tue 3/4

6:00 am-5:46 pm

2 stops34h 46m

$88

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/18

Showing 1-10 of 17 results
1
2

Best time to book a flight from Massachusetts to Trinidad

Have a flexible travel schedule? Discover the best time to fly to Trinidad 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

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

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

Currently, October is the cheapest month in which you can book a flight from Massachusetts to Trinidad (average of $435). Flying from Massachusetts to Trinidad 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 LAZ?

Find hourly flight availability from Massachusetts to Trinidad. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated February 20, 2025.

When flying from Massachusetts to Trinidad, 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 by month

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

In terms of precipitation, rainfall in Trinidad 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 when rainfall is around 1.2 in.

Temperature in Trinidad by month

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

If weather is an important factor for your trip to Trinidad, 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

Get insights into the airlines that provide service to Trinidad. 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. Reviews last updated February 20, 2025.
Read through reviews of airlines operating flights from Massachusetts to Trinidad, such as Copa Airlines, JetBlue and United Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Copa Airlines
7.6
Good
1,510 reviews

Food

6.9

Boarding

7.8

Comfort

7.4

Overall

7.6

Crew

8.1

Entertainment

6.9

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
1,510 reviews
Copa Airlines
7.6
Good
1,510 reviews

Food

6.9

Boarding

7.8

Comfort

7.4

Overall

7.6

Crew

8.1

Entertainment

6.9

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
3,070 reviews
Copa Airlines
7.6
Good
1,510 reviews

Food

6.9

Boarding

7.8

Comfort

7.4

Overall

7.6

Crew

8.1

Entertainment

6.9

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
8,765 reviews
Copa Airlines
7.6
Good
1,510 reviews

Food

6.9

Boarding

7.8

Comfort

7.4

Overall

7.6

Crew

8.1

Entertainment

6.9

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
1,510 reviews

Food

6.9

Boarding

7.8

Comfort

7.4

Overall

7.6

Crew

8.1

Entertainment

6.9

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.

Frontier
6.0
Okay
3,355 reviews
Copa Airlines
7.6
Good
1,510 reviews

Food

6.9

Boarding

7.8

Comfort

7.4

Overall

7.6

Crew

8.1

Entertainment

6.9

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. 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 one-way?

    $88 is the cheapest one-way deal found within the past few days, from Frontier. You may also be able to find cheap deals on American Airlines and JetBlue, with prices starting from $196 and $203, respectively.

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

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

  • How can I find direct flights from Massachusetts to Trinidad?

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

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

    Yes. Cheapflights offers flight deals from Massachusetts to Trinidad 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?

    Currently, October is the cheapest month in which you can book a flight from Massachusetts to Trinidad (average of $435). Flying from Massachusetts to Trinidad 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

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

Discover the top 5 airlines that operate flights from Massachusetts to Trinidad. 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 February 20, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$152Average$184FlexibilityNo cancel feeOn-time62%
Copa AirlinesCheapest$384Average$553FlexibilityNo cancel feeOn-time70%
American AirlinesCheapest$433Average$662FlexibilityNo cancel feeOn-time71%
JetBlueCheapest$466Average$630FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$472Average$675FlexibilityNo cancel feeOn-time69%
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