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$263+ 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 10/26. Fares are subject to change and may not be available on all flights or dates of travel.
POS — BOS
ago. 16 — ago. 231
sáb. 8/16
sáb. 8/23
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 agosto 11, 2025.

Round-trip from

$459
(Priceline)

One-way from

$263
(Kiwi.com)

Popular in

March

Cheapest in

May

Average price

$659
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. 12% potential increase in price ($87 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($17 potential savings vs. average RT price).
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Average for round-trip flights in August 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 agosto 11, 2025.

This Priceline deal was found by Cheapflights users on 8/9. 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.
lun. 10/62:25 amPOS - BOS
2 stops15h 30mAir Canada
dom. 10/1210:20 amBOS - POS
2 stops15h 00mAir Canada
Deal found 8/9$459
This Kiwi.com deal was found by Cheapflights users on 8/11. 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.
vie. 9/1910:10 amPOS - BOS
1 stop25h 03mMultiple Airlines
dom. 9/282:18 pmBOS - POS
1 stop13h 57mMultiple Airlines
Deal found 8/11$467
This Mytrip deal was found by Cheapflights users on 8/10. 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.
dom. 10/510:10 amPOS - BOS
1 stop13h 47mMultiple Airlines
dom. 10/2610:35 amBOS - POS
2 stops13h 35mMultiple Airlines
Deal found 8/10$534
This United Airlines deal was found by Cheapflights users on 8/11. 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.
jue. 9/1812:30 amPOS - BDL
2 stops35h 50mUnited Airlines
lun. 9/2210:32 amBDL - POS
2 stops12h 51mUnited Airlines
Deal found 8/11$554
This United Airlines deal was found by Cheapflights users on 8/10. 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.
mar. 9/1612:30 amPOS - BOS
2 stops16h 48mUnited Airlines
mié. 9/249:43 amBOS - POS
2 stops13h 40mUnited Airlines
Deal found 8/10$554
This Trip.com deal was found by Cheapflights users on 8/10. 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.
dom. 10/53:59 pmPOS - BOS
1 stop8h 15mJetBlue
dom. 10/127:15 amBOS - POS
1 stop7h 19mJetBlue
Deal found 8/10$560
This Mytrip deal was found by Cheapflights users on 8/11. 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.
vie. 9/1910:10 amPOS - BDL
2 stops11h 48mMultiple Airlines
lun. 9/2211:30 amBDL - POS
1 stop8h 30mMultiple Airlines
Deal found 8/11$686
This American Airlines deal was found by Cheapflights users on 8/11. 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.
vie. 9/193:25 pmPOS - BDL
2 stops25h 27mAmerican Airlines
lun. 9/2212:15 pmBDL - POS
2 stops26h 01mAmerican Airlines
Deal found 8/11$729
This Kiwi.com deal was found by Cheapflights users on 8/10. 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.
jue. 8/1410:10 amPOS - BDL
1 stop25h 48mMultiple Airlines
sáb. 8/165:30 pmBDL - POS
1 stop26h 30mMultiple Airlines
Deal found 8/10$1,005
This American Airlines deal was found by Cheapflights users on 8/10. 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.
jue. 8/147:00 amPOS - BDL
1 stop16h 25mAmerican Airlines
sáb. 8/168:20 amBDL - POS
2 stops13h 16mAmerican Airlines
Deal found 8/10$1,044

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 agosto 11, 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

lun. 10/6

2:25 am-5:55 pm

2 stops15h 30m

Boston Logan Intl

dom. 10/12

10:20 am-1:20 am

2 stops15h 00m

$459

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

vie. 9/19

10:10 am-11:13 am

1 stop25h 03m

Boston Logan Intl

dom. 9/28

2:18 pm-4:15 am

1 stop13h 57m

$467

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

dom. 10/5

10:10 am-11:57 pm

1 stop13h 47m

Boston Logan Intl

dom. 10/26

10:35 am-12:10 am

2 stops13h 35m

$534

Port of SpainHartford

POS - BDL

POSBDL

Port of Spain Piarco Intl

jue. 9/18

12:30 am-12:20 pm

2 stops35h 50m

Hartford Bradley Intl

lun. 9/22

10:32 am-11:23 pm

2 stops12h 51m

$554

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

mar. 9/16

12:30 am-4:28 pm

2 stops15h 58m

Boston Logan Intl

mié. 9/24

7:30 am-11:23 pm

1 stop15h 53m

$554

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

dom. 10/5

3:59 pm-12:14 am

1 stop8h 15m

Boston Logan Intl

dom. 10/12

7:15 am-2:34 pm

1 stop7h 19m

$560

Port of SpainHartford

POS - BDL

POSBDL

Port of Spain Piarco Intl

vie. 9/19

10:10 am-9:58 pm

2 stops11h 48m

Hartford Bradley Intl

lun. 9/22

11:30 am-8:00 pm

1 stop8h 30m

$686

Port of SpainHartford

POS - BDL

POSBDL

Port of Spain Piarco Intl

vie. 9/19

3:25 pm-4:52 pm

2 stops25h 27m

Hartford Bradley Intl

lun. 9/22

12:15 pm-2:16 pm

2 stops26h 01m

$729

Port of SpainHartford

POS - BDL

POSBDL

Port of Spain Piarco Intl

jue. 2/5

1:30 am-11:57 pm

2 stops23h 27m

Hartford Bradley Intl

lun. 2/9

6:15 am-1:05 am

2 stops17h 50m

$780

Port of SpainHartford

POS - BDL

POSBDL

Port of Spain Piarco Intl

vie. 2/6

2:33 pm-9:47 am

2 stops44h 14m

Hartford Bradley Intl

lun. 2/9

10:23 am-1:44 am

2 stops14h 21m

$1,003

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/11

Showing 1-10 of 13 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, January is the cheapest month in which you can book a flight from Port of Spain to Massachusetts (average of $218). Flying from Port of Spain 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 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 agosto 11, 2025.

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

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 agosto 11, 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
7.5
Good
1,506 reviews

Crew

8.1

Comfort

7.4

Overall

7.5

Boarding

7.8

Entertainment

6.8

Food

6.8

Reviews

1 / 20
4.0
Okay

Paul,Jun 2025

PTY - MIA

The boarding process was terrible. No one followed the group numbers. Everyone got up and stood in the tiles upon landing. People kept getting up during the meal and beverage service to go the bathrooms, the crew had to go back and forth in the isles, the service took forever.
Copa Airlines
7.5
Good
1,506 reviews
Copa Airlines
7.5
Good
1,506 reviews

Crew

8.1

Comfort

7.4

Overall

7.5

Boarding

7.8

Entertainment

6.8

Food

6.8

Reviews

1 / 20
4.0
Okay

Paul,Jun 2025

PTY - MIA

The boarding process was terrible. No one followed the group numbers. Everyone got up and stood in the tiles upon landing. People kept getting up during the meal and beverage service to go the bathrooms, the crew had to go back and forth in the isles, the service took forever.
United Airlines
7.4
Good
8,922 reviews
Copa Airlines
7.5
Good
1,506 reviews

Crew

8.1

Comfort

7.4

Overall

7.5

Boarding

7.8

Entertainment

6.8

Food

6.8

Reviews

1 / 20
4.0
Okay

Paul,Jun 2025

PTY - MIA

The boarding process was terrible. No one followed the group numbers. Everyone got up and stood in the tiles upon landing. People kept getting up during the meal and beverage service to go the bathrooms, the crew had to go back and forth in the isles, the service took forever.
American Airlines
7.2
Good
10,000 reviews
Copa Airlines
7.5
Good
1,506 reviews

Crew

8.1

Comfort

7.4

Overall

7.5

Boarding

7.8

Entertainment

6.8

Food

6.8

Reviews

1 / 20
4.0
Okay

Paul,Jun 2025

PTY - MIA

The boarding process was terrible. No one followed the group numbers. Everyone got up and stood in the tiles upon landing. People kept getting up during the meal and beverage service to go the bathrooms, the crew had to go back and forth in the isles, the service took forever.
JetBlue
7.2
Good
2,916 reviews
Copa Airlines
7.5
Good
1,506 reviews

Crew

8.1

Comfort

7.4

Overall

7.5

Boarding

7.8

Entertainment

6.8

Food

6.8

Reviews

1 / 20
4.0
Okay

Paul,Jun 2025

PTY - MIA

The boarding process was terrible. No one followed the group numbers. Everyone got up and stood in the tiles upon landing. People kept getting up during the meal and beverage service to go the bathrooms, the crew had to go back and forth in the isles, the service took forever.
Air Canada
7.1
Good
9,930 reviews
Copa Airlines
7.5
Good
1,506 reviews

Crew

8.1

Comfort

7.4

Overall

7.5

Boarding

7.8

Entertainment

6.8

Food

6.8

Reviews

1 / 20
4.0
Okay

Paul,Jun 2025

PTY - MIA

The boarding process was terrible. No one followed the group numbers. Everyone got up and stood in the tiles upon landing. People kept getting up during the meal and beverage service to go the bathrooms, the crew had to go back and forth in the isles, the service took forever.

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.

  • 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, January is the cheapest month in which you can book a flight from Port of Spain to Massachusetts (average of $218). Flying from Port of Spain 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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Alternative routes for Port of Spain to Massachusetts

See prices for flight routes from nearby airports that may be better suited for you.
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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 agosto 11, 2025.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapest$184Average$448FlexibilityNo cancel feeOn-time67%
Copa AirlinesCheapest$270Average$418FlexibilityNo cancel feeOn-time70%
American AirlinesCheapest$408Average$594FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$451Average$556FlexibilityNo cancel feeOn-time69%
JetBlueCheapest$546Average$665FlexibilityNo cancel feeOn-time62%

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