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$214+ Cheap flights from Trinidad and Tobago 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 4/17. Fares are subject to change and may not be available on all flights or dates of travel.
POS — BOS
Apr 7 — Apr 141
Mon 4/7
Mon 4/14
1 adult, Economy
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Cheap flight deals from Trinidad and Tobago to Massachusetts

Keep the following information in mind while searching for Trinidad and Tobago to Massachusetts flight deals. Data was last updated April 2, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$437
(Air Canada)

One-way from

$214
(Booking.com)

Popular in

March

Cheapest in

October

Average price

$514
Provider with most accurate pricing for Port of Spain Piarco Intl-Boston Logan Intl flight deals.
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Provider most trusted by Cheapflights users for Port of Spain Piarco Intl-Boston Logan Intl flights.
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From Trinidad and Tobago to Massachusetts
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One-way flight from Trinidad and Tobago to Massachusetts
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Highest demand for flights based on searches. 4% potential increase in price ($28 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($18 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 Trinidad and Tobago to Massachusetts

Cheapest flights from Trinidad and Tobago to Massachusetts
Explore the most affordable flight options available from Trinidad and Tobago to Massachusetts. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 2, 2025.

This Air Canada 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/42:25 amPOS - BOS
2 stops19h 32mAir Canada
Sun 5/1810:20 amBOS - POS
2 stops15h 05mAir Canada
Deal found 4/1$437
This United Airlines deal was found by Cheapflights users on 4/2. 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.
Thu 5/112:30 amPOS - BOS
1 stop17h 41mUnited Airlines
Tue 5/135:15 amBOS - POS
1 stop18h 08mUnited Airlines
Deal found 4/2$440
This American Airlines deal was found by Cheapflights users on 4/2. 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.
Fri 5/23:10 pmPOS - BOS
2 stops19h 24mAmerican Airlines
Tue 5/136:36 pmBOS - POS
2 stops19h 29mAmerican Airlines
Deal found 4/2$448
This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/1610:10 amPOS - BOS
1 stop13h 19mMultiple Airlines
Fri 5/234:30 pmBOS - POS
1 stop8h 55mMultiple Airlines
Deal found 4/1$504
This Copa Airlines 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/153:44 amPOS - BOS
1 stop15h 42mCopa Airlines
Fri 5/238:47 amBOS - POS
1 stop17h 00mCopa Airlines
Deal found 4/1$879

Cheapflights Fare Finder

Customize your flight search to find flights from Trinidad and Tobago 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 April 2, 2025.
Use the filters below to find and compare flights from Trinidad and Tobago to Massachusetts that are best for you.

Fly from

Trinidad and Tobago

Fly to

Massachusetts

Route

Depart

Return

Price

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Sun 5/4

2:25 am-9:57 pm

2 stops19h 32m

Boston Logan Intl

Sun 5/18

10:20 am-1:25 am

2 stops15h 05m

$437

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Thu 5/1

12:30 am-6:11 pm

1 stop17h 41m

Boston Logan Intl

Tue 5/13

5:15 am-11:23 pm

1 stop18h 08m

$440

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Fri 5/2

3:10 pm-10:34 am

2 stops19h 24m

Boston Logan Intl

Tue 5/13

6:36 pm-2:05 pm

2 stops19h 29m

$448

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Fri 5/16

10:10 am-11:29 pm

1 stop13h 19m

Boston Logan Intl

Fri 5/23

10:20 am-1:25 am

2 stops15h 05m

$504

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Thu 5/15

3:44 am-7:26 pm

1 stop15h 42m

Boston Logan Intl

Fri 5/23

8:47 am-1:47 am

1 stop17h 00m

$879

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Thu 4/17

6:01 pm-10:16 am

1 stop16h 15m

$214

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Sun 5/4

2:25 am-5:57 pm

2 stops15h 32m

$242

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Tue 5/6

3:44 am-10:43 am

2 stops30h 59m

$246

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Wed 5/7

12:30 am-4:17 pm

2 stops15h 47m

$247

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Tue 5/6

3:05 pm-2:09 pm

1 stop23h 04m

$258

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/31

Showing 1-10 of 12 results
1
2

Best time to book a flight from Trinidad and Tobago to Massachusetts

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

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

Currently, January is the cheapest month in which you can book a flight from Trinidad and Tobago to Massachusetts (average of $218). Flying from Trinidad and Tobago to Massachusetts in July is currently the most expensive (average of $311). 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 TT to MA?

Find hourly flight availability from Trinidad and Tobago 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 April 2, 2025.

When flying from Trinidad and Tobago to Massachusetts, 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 Massachusetts by month

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

In terms of precipitation, rainfall in Massachusetts ranges from 3.1 - 4.0 inches per month. March is typically the wettest month, when rainfall can reach 4.0 in. July is typically the driest time to visit Massachusetts when rainfall is around 3.1 in.

Temperature in Massachusetts by month

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

If weather is an important factor for your trip to Massachusetts, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 30.2 F).

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 April 2, 2025.
Copa Airlines
7.6
Good
1,400 reviews

Comfort

7.4

Crew

8.1

Overall

7.6

Boarding

7.8

Entertainment

6.8

Food

6.8

Reviews

1 / 20
4.0
Okay

Anonymous,Mar 2025

PTY - JFK

There was no chance for me to choose a seat even if I were willing to pay extra for it when I was doing the check-in on line. My seats were the last row on the plane and they didn't have enough food to give me. I had to eat what was left after everybody else had their choice of food. This is unacceptable. Everyone should have a choice. I paid money just like everybody else. Never had this happened on any other airlines even if my seats were last row on the plane.
Copa Airlines
7.6
Good
1,400 reviews
Copa Airlines
7.6
Good
1,400 reviews

Comfort

7.4

Crew

8.1

Overall

7.6

Boarding

7.8

Entertainment

6.8

Food

6.8

Reviews

1 / 20
4.0
Okay

Anonymous,Mar 2025

PTY - JFK

There was no chance for me to choose a seat even if I were willing to pay extra for it when I was doing the check-in on line. My seats were the last row on the plane and they didn't have enough food to give me. I had to eat what was left after everybody else had their choice of food. This is unacceptable. Everyone should have a choice. I paid money just like everybody else. Never had this happened on any other airlines even if my seats were last row on the plane.
United Airlines
7.4
Good
8,616 reviews
Copa Airlines
7.6
Good
1,400 reviews

Comfort

7.4

Crew

8.1

Overall

7.6

Boarding

7.8

Entertainment

6.8

Food

6.8

Reviews

1 / 20
4.0
Okay

Anonymous,Mar 2025

PTY - JFK

There was no chance for me to choose a seat even if I were willing to pay extra for it when I was doing the check-in on line. My seats were the last row on the plane and they didn't have enough food to give me. I had to eat what was left after everybody else had their choice of food. This is unacceptable. Everyone should have a choice. I paid money just like everybody else. Never had this happened on any other airlines even if my seats were last row on the plane.
JetBlue
7.3
Good
2,922 reviews
Copa Airlines
7.6
Good
1,400 reviews

Comfort

7.4

Crew

8.1

Overall

7.6

Boarding

7.8

Entertainment

6.8

Food

6.8

Reviews

1 / 20
4.0
Okay

Anonymous,Mar 2025

PTY - JFK

There was no chance for me to choose a seat even if I were willing to pay extra for it when I was doing the check-in on line. My seats were the last row on the plane and they didn't have enough food to give me. I had to eat what was left after everybody else had their choice of food. This is unacceptable. Everyone should have a choice. I paid money just like everybody else. Never had this happened on any other airlines even if my seats were last row on the plane.
American Airlines
7.2
Good
10,000 reviews
Copa Airlines
7.6
Good
1,400 reviews

Comfort

7.4

Crew

8.1

Overall

7.6

Boarding

7.8

Entertainment

6.8

Food

6.8

Reviews

1 / 20
4.0
Okay

Anonymous,Mar 2025

PTY - JFK

There was no chance for me to choose a seat even if I were willing to pay extra for it when I was doing the check-in on line. My seats were the last row on the plane and they didn't have enough food to give me. I had to eat what was left after everybody else had their choice of food. This is unacceptable. Everyone should have a choice. I paid money just like everybody else. Never had this happened on any other airlines even if my seats were last row on the plane.
Air Canada
7.0
Good
9,022 reviews
Copa Airlines
7.6
Good
1,400 reviews

Comfort

7.4

Crew

8.1

Overall

7.6

Boarding

7.8

Entertainment

6.8

Food

6.8

Reviews

1 / 20
4.0
Okay

Anonymous,Mar 2025

PTY - JFK

There was no chance for me to choose a seat even if I were willing to pay extra for it when I was doing the check-in on line. My seats were the last row on the plane and they didn't have enough food to give me. I had to eat what was left after everybody else had their choice of food. This is unacceptable. Everyone should have a choice. I paid money just like everybody else. Never had this happened on any other airlines even if my seats were last row on the plane.

Related info for your journey

Find useful and relevant information for your journey from Trinidad and Tobago to Massachusetts. 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 Trinidad and Tobago to Massachusetts one-way?

    One-way options have recently been found by users for as low as $214 on Frontier. Other airlines that offer cheap prices include Air Canada from $242 and United Airlines from $247 one-way.

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

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

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

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

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

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

    Currently, January is the cheapest month in which you can book a flight from Trinidad and Tobago to Massachusetts (average of $218). Flying from Trinidad and Tobago to Massachusetts in July is currently the most expensive (average of $311). 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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Top 4 airlines flying from Trinidad and Tobago to Massachusetts

Discover the top 4 airlines that operate flights from Trinidad and Tobago 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 April 2, 2025.
AirlineCheapestAverageFlexibilityOn-time
Copa AirlinesCheapest$384Average$430FlexibilityNo cancel feeOn-time70%
American AirlinesCheapest$408Average$606FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$431Average$519FlexibilityNo cancel feeOn-time69%
JetBlueCheapest$492Average$638FlexibilityNo cancel feeOn-time62%

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