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Massachusetts

$243+ 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 5/16. Fares are subject to change and may not be available on all flights or dates of travel.
POS — BOS
May 5 — May 121
Mon 5/5
Mon 5/12
1 adult, Economy
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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 April 30, 2025.

Most accurate provider

AranGrant
3 stars

Most trusted provider

AranGrant
3 stars

Round-trip from

$438
(Priceline)

One-way from

$243
(Air Canada)

Popular in

March

Cheapest in

October

Average price

$697
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 to Massachusetts
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One-way flight from Trinidad to Massachusetts
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Highest demand for flights based on searches. 11% potential increase in price ($74 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($16 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 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 April 30, 2025.

This Priceline deal was found by Cheapflights users on 4/30. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/182:25 amPOS - BOS
1 stop15h 48mAir Canada
Thu 6/197:00 pmBOS - POS
1 stop30h 25mAir Canada
Deal found 4/30$438
This Mytrip deal was found by Cheapflights users on 4/28. 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 6/1310:10 amPOS - BOS
1 stop12h 43mMultiple Airlines
Fri 6/2010:20 amBOS - POS
2 stops15h 05mMultiple Airlines
Deal found 4/28$464
This JetBlue deal was found by Cheapflights users on 4/30. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/52:59 pmPOS - BDL
1 stop8h 09mJetBlue
Mon 6/167:12 amBDL - POS
1 stop10h 52mJetBlue
Deal found 4/30$547
This United Airlines deal was found by Cheapflights users on 4/30. 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.
Wed 6/412:30 amPOS - BDL
2 stops13h 31mUnited Airlines
Mon 6/164:40 pmBDL - POS
2 stops30h 43mUnited Airlines
Deal found 4/30$554
This United Airlines deal was found by Cheapflights users on 4/28. 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 6/1212:30 amPOS - BOS
2 stops17h 26mUnited Airlines
Fri 6/207:45 amBOS - POS
1 stop15h 38mUnited Airlines
Deal found 4/28$563
This American Airlines deal was found by Cheapflights users on 4/29. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/47:00 amPOS - BOS
1 stop16h 25mAmerican Airlines
Wed 8/278:00 amBOS - POS
1 stop13h 36mAmerican Airlines
Deal found 4/29$574
This Copa Airlines deal was found by Cheapflights users on 4/29. 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.
Mon 5/53:44 amPOS - BOS
1 stop15h 42mCopa Airlines
Tue 5/138:47 amBOS - POS
1 stop17h 00mCopa Airlines
Deal found 4/29$611
This Mytrip deal was found by Cheapflights users on 4/30. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/510:10 amPOS - BDL
1 stop25h 12mMultiple Airlines
Mon 6/1610:19 amBDL - POS
3 stops32h 36mMultiple Airlines
Deal found 4/30$641
This JetBlue deal was found by Cheapflights users on 4/29. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/187:29 pmPOS - BOS
1 stop12h 15mJetBlue
Sat 8/3010:00 amBOS - POS
1 stop8h 24mJetBlue
Deal found 4/29$666
This American Airlines deal was found by Cheapflights users on 4/30. 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.
Thu 6/53:15 pmPOS - BDL
2 stops21h 42mAmerican Airlines
Mon 6/165:37 amBDL - POS
1 stop8h 38mAmerican Airlines
Deal found 4/30$671

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 April 30, 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

Sun 5/18

2:25 am-6:13 pm

1 stop15h 48m

Boston Logan Intl

Thu 6/19

7:00 pm-1:25 am

1 stop30h 25m

$438

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Fri 6/13

10:10 am-10:53 pm

1 stop12h 43m

Boston Logan Intl

Fri 6/20

10:20 am-1:25 am

2 stops15h 05m

$464

Port of SpainHartford

POS - BDL

POSBDL

Port of Spain Piarco Intl

Thu 6/5

2:59 pm-11:08 pm

1 stop8h 09m

Hartford Bradley Intl

Mon 6/16

7:12 am-6:04 pm

1 stop10h 52m

$547

Port of SpainHartford

POS - BDL

POSBDL

Port of Spain Piarco Intl

Wed 6/4

12:30 am-2:01 pm

2 stops13h 31m

Hartford Bradley Intl

Mon 6/16

4:40 pm-11:23 pm

2 stops30h 43m

$554

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Thu 6/12

12:30 am-10:00 pm

1 stop21h 30m

Boston Logan Intl

Fri 6/20

7:45 am-11:23 pm

1 stop15h 38m

$563

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Mon 8/4

7:00 am-4:07 pm

1 stop9h 07m

Boston Logan Intl

Fri 8/15

5:13 am-9:36 pm

1 stop16h 23m

$574

Port of SpainHartford

POS - BDL

POSBDL

Port of Spain Piarco Intl

Thu 6/5

10:10 am-11:22 am

1 stop25h 12m

Hartford Bradley Intl

Mon 6/16

10:19 am-6:55 pm

3 stops32h 36m

$641

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Mon 8/18

7:29 pm-7:44 am

1 stop12h 15m

Boston Logan Intl

Sat 8/30

10:00 am-6:24 pm

1 stop8h 24m

$666

Port of SpainHartford

POS - BDL

POSBDL

Port of Spain Piarco Intl

Thu 6/5

3:15 pm-12:57 pm

2 stops21h 42m

Hartford Bradley Intl

Mon 6/16

5:37 am-2:15 pm

1 stop8h 38m

$671

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Fri 5/16

2:25 am-5:57 pm

2 stops15h 32m

$243

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/30

Showing 1-10 of 14 results
1
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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, January is the cheapest month in which you can book a flight from Trinidad to Massachusetts (average of $218). Flying from Trinidad to Massachusetts in July is currently the most expensive (average of $310). 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 April 30, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Trinidad to Massachusetts as you normally would.

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 30, 2025.
To help decide which airline to fly from Trinidad to Massachusetts, see what other customers have to say about United Airlines, JetBlue and American Airlines. 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.
United Airlines
7.4
Good
8,696 reviews

Comfort

7.3

Overall

7.4

Crew

8.1

Food

6.6

Entertainment

7.1

Boarding

7.7

Reviews

1 / 20
4.0
Okay

Thomas,Apr 2025

TPE - SFO

The boarding experience was okay. The dietary food choices were limited, the midway snacks were hard and dry. The seat was uncomfortable - stiff seat cushion, seat back kept springing back to the upright position, narrow seat width. Love the app and the ability to track my luggage. Flight crew was efficient.
United Airlines
7.4
Good
8,696 reviews
United Airlines
7.4
Good
8,696 reviews

Comfort

7.3

Overall

7.4

Crew

8.1

Food

6.6

Entertainment

7.1

Boarding

7.7

Reviews

1 / 20
4.0
Okay

Thomas,Apr 2025

TPE - SFO

The boarding experience was okay. The dietary food choices were limited, the midway snacks were hard and dry. The seat was uncomfortable - stiff seat cushion, seat back kept springing back to the upright position, narrow seat width. Love the app and the ability to track my luggage. Flight crew was efficient.
JetBlue
7.3
Good
2,922 reviews
United Airlines
7.4
Good
8,696 reviews

Comfort

7.3

Overall

7.4

Crew

8.1

Food

6.6

Entertainment

7.1

Boarding

7.7

Reviews

1 / 20
4.0
Okay

Thomas,Apr 2025

TPE - SFO

The boarding experience was okay. The dietary food choices were limited, the midway snacks were hard and dry. The seat was uncomfortable - stiff seat cushion, seat back kept springing back to the upright position, narrow seat width. Love the app and the ability to track my luggage. Flight crew was efficient.
American Airlines
7.2
Good
10,000 reviews
United Airlines
7.4
Good
8,696 reviews

Comfort

7.3

Overall

7.4

Crew

8.1

Food

6.6

Entertainment

7.1

Boarding

7.7

Reviews

1 / 20
4.0
Okay

Thomas,Apr 2025

TPE - SFO

The boarding experience was okay. The dietary food choices were limited, the midway snacks were hard and dry. The seat was uncomfortable - stiff seat cushion, seat back kept springing back to the upright position, narrow seat width. Love the app and the ability to track my luggage. Flight crew was efficient.
Air Canada
7.0
Good
9,248 reviews
United Airlines
7.4
Good
8,696 reviews

Comfort

7.3

Overall

7.4

Crew

8.1

Food

6.6

Entertainment

7.1

Boarding

7.7

Reviews

1 / 20
4.0
Okay

Thomas,Apr 2025

TPE - SFO

The boarding experience was okay. The dietary food choices were limited, the midway snacks were hard and dry. The seat was uncomfortable - stiff seat cushion, seat back kept springing back to the upright position, narrow seat width. Love the app and the ability to track my luggage. Flight crew was efficient.

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.

  • What are the cheapest airlines to fly from Trinidad to Massachusetts one-way?

    The cheapest airlines for a one-way flight from Trinidad to Massachusetts are Air Canada ($243), American Airlines ($314), and United Airlines ($324).

  • 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, January is the cheapest month in which you can book a flight from Trinidad to Massachusetts (average of $218). Flying from Trinidad to Massachusetts in July is currently the most expensive (average of $310). 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 to Massachusetts

See prices for flight routes from nearby airports that may be better suited for you.
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Top 4 airlines flying from Trinidad to Massachusetts

Discover the top 4 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 April 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
Copa AirlinesCheapest$384Average$418FlexibilityNo cancel feeOn-time70%
American AirlinesCheapest$408Average$602FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$431Average$521FlexibilityNo cancel feeOn-time69%
JetBlueCheapest$492Average$662FlexibilityNo cancel feeOn-time62%

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