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Trinidad

$91+ 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 2/23. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — POS
Dec 29 — Jan 51
Mon 12/29
Mon 1/5
1 adult, Economy
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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 November 29, 2025.

This United Airlines deal was found by Cheapflights users on 11/27. 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.
Fri 12/59:10 amBOS - POS
2 stops14h 13mUnited Airlines
Sat 12/61:30 amPOS - BOS
1 stop14h 29mUnited Airlines
Deal found 11/27$356
This JetBlue deal was found by Cheapflights users on 11/28. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/85:40 amBOS - POS
1 stop9h 24mJetBlue
Mon 12/298:02 amPOS - BOS
1 stop12h 58mJetBlue
Deal found 11/28$358
This United Airlines deal was found by Cheapflights users on 11/28. 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.
Tue 12/26:10 amBDL - POS
2 stops17h 13mUnited Airlines
Wed 12/31:30 amPOS - BDL
2 stops13h 39mUnited Airlines
Deal found 11/28$367
This JetBlue deal was found by Cheapflights users on 11/29. 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.
Tue 12/95:40 amBOS - POS
1 stop9h 24mJetBlue
Sat 12/278:02 amPOS - BOS
1 stop12h 58mJetBlue
Deal found 11/29$383
This Trip.com deal was found by Cheapflights users on 11/28. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/278:07 pmBOS - POS
1 stop9h 11mJetBlue
Wed 12/313:55 pmPOS - BOS
1 stop9h 21mJetBlue
Deal found 11/28$409
This Air Canada deal was found by Cheapflights users on 11/28. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/26:15 amBOS - POS
1 stop17h 55mAir Canada
Sun 12/72:15 amPOS - BOS
1 stop21h 22mAir Canada
Deal found 11/28$428
This United Airlines deal was found by Cheapflights users on 11/29. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/127:00 amBOS - POS
1 stop16h 23mUnited Airlines
Fri 12/191:30 amPOS - BOS
1 stop23h 08mUnited Airlines
Deal found 11/29$447
This JetBlue deal was found by Cheapflights users on 11/29. 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.
Sat 12/278:07 pmBOS - POS
1 stop9h 11mJetBlue
Thu 1/88:20 amPOS - BOS
1 stop8h 14mJetBlue
Deal found 11/29$453
This JetBlue deal was found by Cheapflights users on 11/29. 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.
Sat 12/205:05 pmBOS - POS
1 stop12h 13mJetBlue
Sun 12/288:00 amPOS - BOS
1 stop9h 49mJetBlue
Deal found 11/29$469
This United Airlines deal was found by Cheapflights users on 11/28. 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.
Sun 11/3010:34 pmBDL - POS
2 stops24h 49mUnited Airlines
Fri 12/51:30 amPOS - BDL
2 stops21h 01mUnited Airlines
Deal found 11/28$482
This American Airlines deal was found by Cheapflights users on 11/28. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/138:20 amBOS - POS
2 stops14h 39mAmerican Airlines
Wed 12/246:02 amPOS - BOS
2 stops30h 01mAmerican Airlines
Deal found 11/28$483
This American Airlines deal was found by Cheapflights users on 11/29. 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.
Tue 12/96:30 amBOS - POS
2 stops16h 29mAmerican Airlines
Sat 12/274:46 pmPOS - BOS
2 stops17h 50mAmerican Airlines
Deal found 11/29$487

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 November 29, 2025.

Most accurate provider

CheapOair
3 stars

Most trusted provider

CheapOair
3 stars

Round-trip from

$235
(United Airlines)

One-way from

$91
(United Airlines)

Popular in

February

Cheapest in

January

Average price

$686
Provider with most accurate pricing for Boston Logan Intl-Port of Spain Piarco Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for Boston Logan Intl-Port of Spain Piarco Intl flights.
Search Deals
From Massachusetts to Trinidad
Search Deals
One-way flight from Massachusetts to Trinidad
Search Deals
Highest demand for flights based on searches. 5% potential increase in price ($34 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($13 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 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 November 29, 2025.
Use the filters below to find and compare flights from Massachusetts to Trinidad that are best for you.

Fly from

Massachusetts

Fly to

Trinidad

Route

Depart

Return

Price

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Mon 1/12

9:30 am-12:23 am

2 stops13h 53m

Port of Spain Piarco Intl

Wed 2/11

2:20 am-10:45 am

1 stop9h 25m

$235

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Sat 1/31

6:00 am-12:23 am

2 stops17h 23m

Port of Spain Piarco Intl

Fri 2/6

1:30 am-12:19 pm

1 stop11h 49m

$235

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Mon 1/12

6:00 am-12:23 am

2 stops17h 23m

Port of Spain Piarco Intl

Wed 2/25

2:20 am-10:45 am

1 stop9h 25m

$235

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Sat 1/31

9:30 am-12:23 am

2 stops13h 53m

Port of Spain Piarco Intl

Sat 2/7

2:20 am-11:11 am

1 stop9h 51m

$235

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Sat 1/31

6:00 am-12:23 am

2 stops17h 23m

Port of Spain Piarco Intl

Fri 2/13

2:20 am-11:10 am

1 stop9h 50m

$235

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Sat 1/31

8:25 am-12:23 am

2 stops14h 58m

Port of Spain Piarco Intl

Thu 2/5

1:30 am-5:14 pm

2 stops16h 44m

$239

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Wed 2/25

5:32 pm-7:17 am

1 stop12h 45m

Port of Spain Piarco Intl

Wed 3/11

8:05 am-8:03 pm

1 stop11h 58m

$284

HartfordPort of Spain

BDL - POS

BDLPOS

Hartford Bradley Intl

Sat 1/17

4:14 pm-3:25 pm

2 stops22h 11m

Port of Spain Piarco Intl

Wed 1/21

4:30 pm-11:40 am

2 stops20h 10m

$333

HartfordPort of Spain

BDL - POS

BDLPOS

Hartford Bradley Intl

Mon 1/12

10:07 am-12:23 am

2 stops13h 16m

Port of Spain Piarco Intl

Sun 1/18

1:30 am-7:14 pm

2 stops18h 44m

$405

HartfordPort of Spain

BDL - POS

BDLPOS

Hartford Bradley Intl

Wed 12/24

6:00 am-2:30 pm

1 stop7h 30m

Port of Spain Piarco Intl

Sun 12/28

3:55 pm-11:59 pm

1 stop9h 04m

$629

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/28

Showing 1-10 of 21 results
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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.

Cheapflights Insights

Everything you need to know about your flight from Massachusetts to Trinidad

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

Currently, January is the cheapest month in which you can book a flight from Massachusetts to Trinidad (average of $188). Flying from Massachusetts to Trinidad in August is currently the most expensive (average of $524). 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 November 29, 2025.

It’s optimal to fly from Massachusetts to Trinidad in the morning. By choosing this option you can save up to 7% on the cost of your flight, compared to a flight in the evening.

What is the cheapest day to fly from Massachusetts to Trinidad?

Use this chart to determine the cheapest time to fly round-trip from Massachusetts to Trinidad. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their Massachusetts to Trinidad flight should consider departing on Monday afternoons when fares are most often at their lowest. Sunday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.

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.

  • How long is the flight from Massachusetts to Trinidad?

    Airlines like United Airlines and American Airlines fly from Massachusetts to Trinidad in about 13h 53m. The time it takes to get you to your destination can typically vary by up to 8h 18m. There are 2270 mi between Massachusetts and Trinidad. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • 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, January is the cheapest month in which you can book a flight from Massachusetts to Trinidad (average of $188). Flying from Massachusetts to Trinidad in August is currently the most expensive (average of $524). 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 November 29, 2025.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapest$242Average$433FlexibilityNo cancel feeOn-time67%
United AirlinesCheapest$433Average$667FlexibilityNo cancel feeOn-time69%
Copa AirlinesCheapest$452Average$553FlexibilityNo cancel feeOn-time70%
American AirlinesCheapest$459Average$594FlexibilityNo cancel feeOn-time71%
JetBlueCheapest$493Average$622FlexibilityNo cancel feeOn-time62%

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