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$257+ Cheap flights from Port of Spain (POS) 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 11/11. Fares are subject to change and may not be available on all flights or dates of travel.
POS — BOS
Nov 7 — Nov 141
Fri 11/7
Fri 11/14
1 adult, Economy
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Cheap flight deals from Port of Spain to Massachusetts

Keep the following information in mind while searching for Port of Spain to Massachusetts flight deals. Data was last updated October 8, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$463
(Priceline)

One-way from

$257
(Copa Airlines)

Popular in

March

Cheapest in

May

Average price

$572
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 Port of Spain Piarco Intl to Massachusetts
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One-way flight from Port of Spain Piarco Intl to Massachusetts
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Highest demand for flights based on searches. 13% potential increase in price ($94 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($18 potential savings vs. average RT price).
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Average for round-trip flights in October 2025
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Find flight deals from Port of Spain to Massachusetts

Cheapest flights from Port of Spain to Massachusetts
Explore the most affordable flight options available from Port of Spain to Massachusetts. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 8, 2025.

This Priceline deal was found by Cheapflights users on 10/8. 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.
Fri 11/212:15 amPOS - BOS
1 stop16h 47mAir Canada
Sat 12/66:40 pmBOS - POS
2 stops29h 30mAir Canada
Deal found 10/8$463
This Mytrip deal was found by Cheapflights users on 10/5. 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 11/2010:10 amPOS - BOS
1 stop14h 43mMultiple Airlines
Thu 11/2710:15 amBOS - POS
2 stops13h 55mMultiple Airlines
Deal found 10/5$511
This Expedia deal was found by Cheapflights users on 10/7. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/255:53 pmPOS - BOS
1 stop14h 49mJetBlue
Sun 12/711:40 amBOS - POS
1 stop27h 24mJetBlue
Deal found 10/7$516
This Kiwi.com deal was found by Cheapflights users on 10/8. 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 10/3110:10 amPOS - BOS
1 stop25h 16mMultiple Airlines
Wed 11/126:26 pmBOS - POS
2 stops48h 34mMultiple Airlines
Deal found 10/8$528
This United Airlines deal was found by Cheapflights users on 10/7. 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 11/241:30 amPOS - BOS
1 stop11h 56mUnited Airlines
Sun 12/712:50 pmBOS - POS
2 stops34h 33mUnited Airlines
Deal found 10/7$536
This American Airlines deal was found by Cheapflights users on 10/8. 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 11/257:19 amPOS - BOS
2 stops16h 40mAmerican Airlines
Sun 12/710:57 amBOS - POS
2 stops12h 02mAmerican Airlines
Deal found 10/8$540
This United Airlines deal was found by Cheapflights users on 10/6. 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 10/3012:30 amPOS - BOS
3 stops18h 02mUnited Airlines
Thu 11/66:00 amBOS - POS
2 stops17h 23mUnited Airlines
Deal found 10/6$541
This United Airlines deal was found by Cheapflights users on 10/5. 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 11/191:30 amPOS - BOS
2 stops15h 40mUnited Airlines
Thu 11/2711:15 amBOS - POS
2 stops36h 08mUnited Airlines
Deal found 10/5$543
This Mytrip deal was found by Cheapflights users on 10/8. 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 11/212:15 amPOS - BOS
2 stops17h 57mMultiple Airlines
Sat 12/66:00 amBOS - POS
3 stops42h 10mMultiple Airlines
Deal found 10/8$581
This Kiwi.com deal was found by Cheapflights users on 10/6. 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.
Sat 12/69:10 amPOS - BOS
1 stop27h 15mMultiple Airlines
Sat 12/136:57 pmBOS - POS
2 stops46h 58mMultiple Airlines
Deal found 10/6$586

Cheapflights Fare Finder

 
Customize your flight search to find flights from Port of Spain 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 October 8, 2025.
Use the filters below to find and compare flights from Port of Spain to Massachusetts that are best for you.

Fly from

Port of Spain

Fly to

Massachusetts

Route

Depart

Return

Price

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Fri 11/21

2:15 am-2:52 pm

2 stops13h 37m

Boston Logan Intl

Sat 12/6

6:40 pm-1:10 am

2 stops29h 30m

$463

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Fri 2/27

2:15 am-6:02 pm

1 stop16h 47m

Boston Logan Intl

Tue 3/3

1:00 pm-1:10 am

1 stop11h 10m

$482

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Thu 11/20

10:10 am-11:53 pm

1 stop14h 43m

Boston Logan Intl

Thu 11/27

1:00 pm-1:10 am

1 stop11h 10m

$511

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Tue 11/25

5:53 pm-7:42 am

1 stop14h 49m

Boston Logan Intl

Sun 12/7

11:40 am-4:04 pm

1 stop27h 24m

$516

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Fri 10/31

10:10 am-11:26 am

1 stop25h 16m

Boston Logan Intl

Wed 11/12

6:26 pm-8:00 pm

2 stops48h 34m

$528

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Wed 3/18

12:30 am-12:35 pm

1 stop12h 05m

Boston Logan Intl

Tue 4/7

5:15 am-11:23 pm

1 stop18h 08m

$532

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Fri 3/20

12:30 am-11:54 pm

2 stops23h 24m

Boston Logan Intl

Sun 4/5

6:00 am-11:23 pm

2 stops41h 23m

$532

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Mon 3/23

12:30 am-12:35 pm

1 stop12h 05m

Boston Logan Intl

Sun 4/5

5:15 am-11:23 pm

1 stop18h 08m

$532

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Tue 3/17

12:30 am-11:54 pm

2 stops23h 24m

Boston Logan Intl

Tue 4/7

7:40 am-11:23 pm

1 stop15h 43m

$532

Port of SpainHartford

POS - BDL

POSBDL

Port of Spain Piarco Intl

Fri 2/6

6:30 am-11:39 pm

2 stops18h 09m

Hartford Bradley Intl

Mon 2/9

8:58 am-10:48 pm

2 stops12h 50m

$1,001

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/6

Showing 1-10 of 19 results
1
2

Best time to book a flight from Port of Spain to Massachusetts

Have a flexible travel schedule? Discover the best time to fly to Massachusetts from Port of Spain 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 Port of Spain to Massachusetts

What is the cheapest month to book a flight from Port of Spain to Massachusetts?

Currently, May is the cheapest month in which you can book a flight from Port of Spain to Massachusetts (average of $184). Flying from Port of Spain 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 POS to MA?

Find hourly flight availability from Port of Spain 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 October 8, 2025.

It’s optimal to fly from Port of Spain to Massachusetts at noon. By choosing this option you can save up to 36% on the cost of your flight, compared to 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 October 8, 2025.
See what other customers who have flown with Copa Airlines, United Airlines, and American Airlines from Port of Spain to Massachusetts have to say. 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
1,542 reviews

Overall

7.6

Boarding

7.8

Crew

8.1

Food

6.8

Comfort

7.4

Entertainment

6.8

Reviews

1 / 20
10.0
Excellent

Juan Pablo,Sep 2025

MEX - PTY

never better, had a very plesent trip to panama, cant say the same thing of my trip, from panama to santa cruz... it was very poor, unconftrable and boring
Copa Airlines
7.6
Good
1,542 reviews
Copa Airlines
7.6
Good
1,542 reviews

Overall

7.6

Boarding

7.8

Crew

8.1

Food

6.8

Comfort

7.4

Entertainment

6.8

Reviews

1 / 20
10.0
Excellent

Juan Pablo,Sep 2025

MEX - PTY

never better, had a very plesent trip to panama, cant say the same thing of my trip, from panama to santa cruz... it was very poor, unconftrable and boring
United Airlines
7.4
Good
8,965 reviews
Copa Airlines
7.6
Good
1,542 reviews

Overall

7.6

Boarding

7.8

Crew

8.1

Food

6.8

Comfort

7.4

Entertainment

6.8

Reviews

1 / 20
10.0
Excellent

Juan Pablo,Sep 2025

MEX - PTY

never better, had a very plesent trip to panama, cant say the same thing of my trip, from panama to santa cruz... it was very poor, unconftrable and boring
American Airlines
7.2
Good
11,043 reviews
Copa Airlines
7.6
Good
1,542 reviews

Overall

7.6

Boarding

7.8

Crew

8.1

Food

6.8

Comfort

7.4

Entertainment

6.8

Reviews

1 / 20
10.0
Excellent

Juan Pablo,Sep 2025

MEX - PTY

never better, had a very plesent trip to panama, cant say the same thing of my trip, from panama to santa cruz... it was very poor, unconftrable and boring
JetBlue
7.2
Good
2,909 reviews
Copa Airlines
7.6
Good
1,542 reviews

Overall

7.6

Boarding

7.8

Crew

8.1

Food

6.8

Comfort

7.4

Entertainment

6.8

Reviews

1 / 20
10.0
Excellent

Juan Pablo,Sep 2025

MEX - PTY

never better, had a very plesent trip to panama, cant say the same thing of my trip, from panama to santa cruz... it was very poor, unconftrable and boring
Air Canada
7.1
Good
10,257 reviews
Copa Airlines
7.6
Good
1,542 reviews

Overall

7.6

Boarding

7.8

Crew

8.1

Food

6.8

Comfort

7.4

Entertainment

6.8

Reviews

1 / 20
10.0
Excellent

Juan Pablo,Sep 2025

MEX - PTY

never better, had a very plesent trip to panama, cant say the same thing of my trip, from panama to santa cruz... it was very poor, unconftrable and boring

Related info for your journey

Find useful and relevant information for your journey from Port of Spain to Massachusetts. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Port of Spain to Massachusetts?

    Most people fly from Port of Spain Piarco Intl (POS) if they book a flight from Port of Spain to Massachusetts. Port of Spain Piarco Intl is conveniently located just 12.6 mi from Port of Spain’s city center.

  • How long is the flight from Port of Spain to Massachusetts?

    Airlines like Air Canada and American Airlines fly from Port of Spain to Massachusetts in about 13h 37m. The time it takes to get you to your destination can typically vary by up to 4h 32m. The distance from Port of Spain to Massachusetts is about 2270 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • Can I find deals for flights from Port of Spain to Massachusetts that include hotel bookings?

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

  • How can I find direct flights from Port of Spain to Massachusetts?

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

  • Can I find deals for business class flights from Port of Spain to Massachusetts?

    Yes. Cheapflights offers flight deals from Port of Spain 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 Port of Spain to Massachusetts?

    Currently, May is the cheapest month in which you can book a flight from Port of Spain to Massachusetts (average of $184). Flying from Port of Spain 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 Port of Spain to Massachusetts

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Top 5 airlines flying from Port of Spain to Massachusetts

Discover the top 5 airlines that operate flights from Port of Spain 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 October 8, 2025.
AirlineCheapestAverageFlexibilityOn-time
Copa AirlinesCheapest$168Average$387FlexibilityNo cancel feeOn-time70%
Air CanadaCheapest$184Average$448FlexibilityNo cancel feeOn-time67%
JetBlueCheapest$368Average$665FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$430Average$611FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$451Average$556FlexibilityNo cancel feeOn-time69%

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