Massachusetts

$189+ 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 2/12. Fares are subject to change and may not be available on all flights or dates of travel.
POS — BOS
Jan 26 — Feb 21
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Cheap flight deals from Trinidad and Tobago to Massachusetts

Discover tips and strategies to find the most affordable flight options for your journey from Trinidad and Tobago (TT0) to Massachusetts (USMA). 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 21, 2025.

Round-trip from

$221
(OneTravel)

One-way from

$189
(Kiwi.com)
From Trinidad and Tobago to Massachusetts
One-way flight from Trinidad and Tobago to Massachusetts

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 January 21, 2025.

This OneTravel deal was found by Cheapflights users on 1/21. 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 OneTravel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/287:06 pmPOS - BDL
2 stops40h 34mFrontier
Wed 3/54:33 pmBDL - POS
1 stop24h 08mFrontier
Deal found 1/21$221
This FlightHub deal was found by Cheapflights users on 1/21. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/287:06 pmPOS - BOS
1 stop16h 12mFrontier
Wed 3/511:18 amBOS - POS
1 stop29h 23mFrontier
Deal found 1/21$233
This Copa Airlines deal was found by Cheapflights users on 1/21. 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.
Fri 9/263:50 amPOS - BOS
1 stop15h 32mCopa Airlines
Wed 10/18:41 amBOS - POS
1 stop17h 07mCopa Airlines
Deal found 1/21$449
This Kiwi.com deal was found by Cheapflights users on 1/21. 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.
Fri 3/1410:50 amPOS - BOS
1 stop9h 04mMultiple Airlines
Wed 3/1911:14 amBOS - POS
2 stops14h 27mMultiple Airlines
Deal found 1/21$456
This Kiwi.com deal was found by Cheapflights users on 1/21. 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.
Fri 2/2810:50 amPOS - BDL
1 stop10h 40mMultiple Airlines
Wed 3/54:33 pmBDL - POS
1 stop24h 08mMultiple Airlines
Deal found 1/21$491
This United Airlines deal was found by Cheapflights users on 1/21. 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 2/271:30 amPOS - BDL
2 stops20h 57mUnited Airlines
Wed 3/56:05 amBDL - POS
2 stops17h 18mUnited Airlines
Deal found 1/21$548
This United Airlines deal was found by Cheapflights users on 1/21. 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 2/271:30 amPOS - BOS
1 stop13h 58mUnited Airlines
Wed 3/51:53 pmBOS - POS
1 stop10h 12mUnited Airlines
Deal found 1/21$556
This American Airlines deal was found by Cheapflights users on 1/21. 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 9/273:20 pmPOS - BOS
1 stop9h 07mAmerican Airlines
Wed 10/15:00 amBOS - POS
1 stop9h 15mAmerican Airlines
Deal found 1/21$563

Find flights from Trinidad and Tobago to Massachusetts within your budget

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 January 21, 2025.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

Port of SpainHartford

POS - BDL

POSBDL

Port of Spain Piarco Intl

Fri 2/28

7:06 pm-10:40 am

2 stops40h 34m

Hartford Bradley Intl

Wed 3/5

4:33 pm-5:41 pm

1 stop24h 08m

$221

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Fri 2/28

7:06 pm-10:18 am

1 stop16h 12m

Boston Logan Intl

Wed 3/5

11:18 am-5:41 pm

1 stop29h 23m

$233

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Fri 3/14

10:50 am-7:54 pm

1 stop9h 04m

Boston Logan Intl

Wed 3/19

11:14 am-1:41 am

2 stops14h 27m

$456

Port of SpainHartford

POS - BDL

POSBDL

Port of Spain Piarco Intl

Fri 2/28

10:50 am-8:30 pm

1 stop10h 40m

Hartford Bradley Intl

Wed 3/5

4:33 pm-5:41 pm

1 stop24h 08m

$491

Port of SpainHartford

POS - BDL

POSBDL

Port of Spain Piarco Intl

Thu 2/27

1:30 am-9:27 pm

2 stops20h 57m

Hartford Bradley Intl

Wed 3/5

6:05 am-12:23 am

2 stops17h 18m

$548

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Thu 2/27

1:30 am-2:28 pm

1 stop13h 58m

Boston Logan Intl

Wed 3/5

1:53 pm-1:05 am

1 stop10h 12m

$556

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Sat 2/22

4:28 pm-8:41 am

2 stops17h 13m

Boston Logan Intl

Tue 6/10

5:45 am-2:10 pm

1 stop8h 25m

$623

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Fri 3/14

3:39 am-7:22 pm

1 stop15h 43m

Boston Logan Intl

Wed 3/19

8:43 am-1:41 am

1 stop16h 58m

$671

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Wed 2/12

3:36 am-7:37 pm

2 stops41h 01m

$189

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Wed 2/12

3:36 am-6:15 pm

1 stop15h 39m

$239

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/20

Showing 1-10 of 13 results
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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.

Travel insights for flights from Trinidad and Tobago to Massachusetts

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

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 January 21, 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 January 21, 2025.
Get a feel of what it's like to fly with Frontier and United Airlines from Trinidad and Tobago to Massachusetts by reading reviews from past customers. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
7.7
Good
1,662 reviews

Comfort

7.5

Crew

8.2

Overall

7.7

Food

7.0

Entertainment

6.9

Boarding

7.9

Reviews

1 / 10

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.

7.7
Good
1,662 reviews
7.7
Good
1,662 reviews

Comfort

7.5

Crew

8.2

Overall

7.7

Food

7.0

Entertainment

6.9

Boarding

7.9

Reviews

1 / 10

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.

7.4
Good
3,201 reviews
7.7
Good
1,662 reviews

Comfort

7.5

Crew

8.2

Overall

7.7

Food

7.0

Entertainment

6.9

Boarding

7.9

Reviews

1 / 10

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.

7.4
Good
8,985 reviews
7.7
Good
1,662 reviews

Comfort

7.5

Crew

8.2

Overall

7.7

Food

7.0

Entertainment

6.9

Boarding

7.9

Reviews

1 / 10

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.

7.2
Good
10,000 reviews
7.7
Good
1,662 reviews

Comfort

7.5

Crew

8.2

Overall

7.7

Food

7.0

Entertainment

6.9

Boarding

7.9

Reviews

1 / 10

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.

6.1
Okay
3,443 reviews
7.7
Good
1,662 reviews

Comfort

7.5

Crew

8.2

Overall

7.7

Food

7.0

Entertainment

6.9

Boarding

7.9

Reviews

1 / 10

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 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 $239 on Copa Airlines. Other airlines that offer cheap prices include United Airlines from $306 and American Airlines from $313 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

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for Trinidad and Tobago to Massachusetts

See prices for flight routes from nearby airports that may be better suited for you.

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 January 21, 2025.
AirlineCheapestAverageFlexibilityOn-time
Copa AirlinesCheapest$396Average$463FlexibilityNo cancel feeOn-time70%
American AirlinesCheapest$408Average$606FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$412Average$533FlexibilityNo cancel feeOn-time69%
JetBlueCheapest$492Average$638FlexibilityNo cancel feeOn-time62%
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