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Massachusetts

$148+ Cheap flights from Trinidad to Massachusetts

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 2/11. Fares are subject to change and may not be available on all flights or dates of travel.
POS — BOS
Dec 26 — Jan 21
Fri 12/26
Fri 1/2
1 adult, Economy
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Find flight deals from Trinidad to Massachusetts

Cheapest flights from Trinidad to Massachusetts
Explore the most affordable flight options available from Trinidad to Massachusetts. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 26, 2025.

This United Airlines deal was found by Cheapflights users on 11/24. 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.
Mon 12/221:30 amPOS - BOS
1 stop23h 08mUnited Airlines
Thu 1/87:05 amBOS - POS
1 stop16h 18mUnited Airlines
Deal found 11/24$241
This United Airlines deal was found by Cheapflights users on 11/24. 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 12/171:30 amPOS - BOS
2 stops24h 15mUnited Airlines
Thu 1/812:45 pmBOS - POS
2 stops34h 38mUnited Airlines
Deal found 11/24$243
This United Airlines deal was found by Cheapflights users on 11/24. 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 12/171:30 amPOS - BOS
1 stop11h 36mUnited Airlines
Wed 12/316:20 amBOS - POS
1 stop17h 03mUnited Airlines
Deal found 11/24$281
This United Airlines deal was found by Cheapflights users on 11/24. 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 12/201:30 amPOS - BOS
2 stops23h 24mUnited Airlines
Thu 1/16:20 amBOS - POS
1 stop17h 03mUnited Airlines
Deal found 11/24$292
This United Airlines deal was found by Cheapflights users on 11/25. 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 12/171:30 amPOS - BOS
2 stops14h 14mUnited Airlines
Thu 1/15:20 amBOS - POS
2 stops18h 03mUnited Airlines
Deal found 11/25$294
This United Airlines deal was found by Cheapflights users on 11/24. 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 11/261:30 amPOS - BOS
1 stop11h 56mUnited Airlines
Sun 12/79:30 amBOS - POS
2 stops37h 53mUnited Airlines
Deal found 11/24$381
This United Airlines deal was found by Cheapflights users on 11/24. 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 12/201:30 amPOS - BOS
1 stop11h 40mUnited Airlines
Thu 1/156:00 amBOS - POS
2 stops17h 23mUnited Airlines
Deal found 11/24$382
This United Airlines deal was found by Cheapflights users on 11/24. 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 12/161:30 amPOS - BOS
1 stop11h 51mUnited Airlines
Mon 1/56:20 amBOS - POS
1 stop17h 03mUnited Airlines
Deal found 11/24$389
This American Airlines deal was found by Cheapflights users on 11/24. 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.
Thu 11/277:19 amPOS - BOS
1 stop11h 00mAmerican Airlines
Sun 12/77:00 amBOS - POS
2 stops15h 59mAmerican Airlines
Deal found 11/24$391
This United Airlines deal was found by Cheapflights users on 11/24. 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.
Mon 12/221:30 amPOS - BOS
1 stop23h 08mUnited Airlines
Mon 1/56:20 amBOS - POS
1 stop17h 03mUnited Airlines
Deal found 11/24$397

Cheap flight deals from Trinidad to Massachusetts

Keep the following information in mind while searching for Trinidad to Massachusetts flight deals. Data was last updated November 26, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$241
(United Airlines)

One-way from

$148
(United Airlines)

Popular in

March

Cheapest in

May

Average price

$590
Provider with most accurate pricing for Port of Spain Piarco Intl-Boston Logan Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for Port of Spain Piarco Intl-Boston Logan Intl flights.
Search Deals
From Trinidad to Massachusetts
Search Deals
One-way flight from Trinidad to Massachusetts
Search Deals
Highest demand for flights based on searches. 10% potential increase in price ($64 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($19 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 Trinidad to Massachusetts 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 26, 2025.
Use the filters below to find and compare flights from Trinidad to Massachusetts that are best for you.

Fly from

Trinidad

Fly to

Massachusetts

Route

Depart

Return

Price

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Mon 12/22

1:30 am-11:38 pm

1 stop23h 08m

Boston Logan Intl

Thu 1/8

12:45 pm-12:23 am

2 stops34h 38m

$241

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Thu 2/12

1:30 am-11:57 pm

2 stops23h 27m

Boston Logan Intl

Sat 2/21

7:48 am-12:23 am

2 stops15h 35m

$241

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Mon 12/22

1:30 am-11:54 pm

2 stops23h 24m

Boston Logan Intl

Wed 1/7

12:45 pm-12:23 am

2 stops34h 38m

$241

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Sat 12/20

1:30 am-11:38 pm

1 stop23h 08m

Boston Logan Intl

Wed 1/7

11:42 am-12:23 am

1 stop11h 41m

$241

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Sat 12/20

1:30 am-11:38 pm

1 stop23h 08m

Boston Logan Intl

Thu 1/1

6:20 am-12:23 am

1 stop17h 03m

$241

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Wed 12/17

1:30 am-11:38 pm

1 stop23h 08m

Boston Logan Intl

Thu 1/8

3:25 pm-12:23 am

1 stop31h 58m

$241

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Sat 12/20

1:30 am-9:29 pm

1 stop20h 59m

Boston Logan Intl

Thu 1/8

7:05 am-12:23 am

1 stop16h 18m

$241

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Wed 12/17

1:30 am-12:06 pm

1 stop11h 36m

Boston Logan Intl

Wed 1/7

3:25 pm-12:23 am

1 stop31h 58m

$243

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Wed 12/17

1:30 am-12:06 pm

1 stop11h 36m

Boston Logan Intl

Tue 1/6

12:45 pm-12:23 am

2 stops34h 38m

$243

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Wed 12/17

1:30 am-12:45 am

2 stops24h 15m

Boston Logan Intl

Thu 1/1

6:20 am-12:23 am

1 stop17h 03m

$243

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/24

Showing 1-10 of 21 results
1
2
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Best time to book a flight from Trinidad to Massachusetts

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

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

Currently, May is the cheapest month in which you can book a flight from Trinidad to Massachusetts (average of $184). Flying from Trinidad to Massachusetts in March is currently the most expensive (average of $564). 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 LAZ to MA?

Find hourly flight availability from Trinidad to Massachusetts. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated November 26, 2025.

When flying from Trinidad to Massachusetts, the time of day you fly usually plays a role in the price. Save by searching for a flight at noon, which can drop the price by up to 36% versus a flight in the morning.

Reviews of airlines servicing Massachusetts

Get insights into the airlines that provide service to Massachusetts. 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 Massachusetts. Reviews last updated November 26, 2025.
Read reviews from past customers who have flown Copa Airlines, United Airlines, and American Airlines from Trinidad to Massachusetts. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Copa Airlines
7.6
Good
1,567 reviews

Food

6.8

Boarding

7.8

Comfort

7.4

Crew

8.1

Entertainment

6.8

Overall

7.6

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
1,567 reviews
Copa Airlines
7.6
Good
1,567 reviews

Food

6.8

Boarding

7.8

Comfort

7.4

Crew

8.1

Entertainment

6.8

Overall

7.6

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
9,050 reviews
Copa Airlines
7.6
Good
1,567 reviews

Food

6.8

Boarding

7.8

Comfort

7.4

Crew

8.1

Entertainment

6.8

Overall

7.6

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
11,037 reviews
Copa Airlines
7.6
Good
1,567 reviews

Food

6.8

Boarding

7.8

Comfort

7.4

Crew

8.1

Entertainment

6.8

Overall

7.6

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
2,905 reviews
Copa Airlines
7.6
Good
1,567 reviews

Food

6.8

Boarding

7.8

Comfort

7.4

Crew

8.1

Entertainment

6.8

Overall

7.6

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
10,481 reviews
Copa Airlines
7.6
Good
1,567 reviews

Food

6.8

Boarding

7.8

Comfort

7.4

Crew

8.1

Entertainment

6.8

Overall

7.6

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 Trinidad to Massachusetts. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Trinidad to Massachusetts?

    Departing from Trinidad to Massachusetts will take you 23h 08m. The distance from Trinidad to Massachusetts is about 2270 mi.

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

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

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

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

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

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

    Currently, May is the cheapest month in which you can book a flight from Trinidad to Massachusetts (average of $184). Flying from Trinidad to Massachusetts in March is currently the most expensive (average of $564). 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 Trinidad to Massachusetts

See prices for flight routes from nearby airports that may be better suited for you.
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Top 5 airlines flying from Trinidad to Massachusetts

Discover the top 5 airlines that operate flights from Trinidad to Massachusetts. 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 26, 2025.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapest$184Average$448FlexibilityNo cancel feeOn-time67%
Copa AirlinesCheapest$256Average$390FlexibilityNo cancel feeOn-time70%
JetBlueCheapest$368Average$664FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$451Average$566FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$459Average$635FlexibilityNo cancel feeOn-time71%

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