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$273+ 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 11/8. Fares are subject to change and may not be available on all flights or dates of travel.
POS — BOS
Aug 3 — Aug 101
Sun 8/3
Sun 8/10
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 July 29, 2025.

Round-trip from

$448
(Air Canada)

One-way from

$273
(Copa Airlines)

Popular in

March

Cheapest in

May

Average price

$663
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. 14% potential increase in price ($96 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 July 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 July 29, 2025.

This Air Canada deal was found by Cheapflights users on 7/29. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/122:25 amPOS - BOS
1 stop31h 30mAir Canada
Sun 9/146:55 pmBOS - POS
1 stop30h 25mAir Canada
Deal found 7/29$448
This Kiwi.com deal was found by Cheapflights users on 7/29. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/129:10 amPOS - BOS
1 stop28h 13mMultiple Airlines
Thu 9/182:18 pmBOS - POS
1 stop28h 37mMultiple Airlines
Deal found 7/29$468
This United Airlines deal was found by Cheapflights users on 7/29. 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.
Thu 9/1112:30 amPOS - BOS
1 stop22h 58mUnited Airlines
Mon 9/158:27 pmBOS - POS
2 stops26h 56mUnited Airlines
Deal found 7/29$482
This American Airlines deal was found by Cheapflights users on 7/27. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/283:35 pmPOS - BOS
1 stop9h 13mAmerican Airlines
Tue 9/95:47 amBOS - POS
1 stop8h 29mAmerican Airlines
Deal found 7/27$484
This Copa Airlines deal was found by Cheapflights users on 7/28. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/103:51 amPOS - BOS
1 stop10h 20mCopa Airlines
Thu 9/183:49 pmBOS - POS
1 stop9h 57mCopa Airlines
Deal found 7/28$641
This JetBlue deal was found by Cheapflights users on 7/28. 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 8/48:50 amPOS - BOS
1 stop15h 37mJetBlue
Sat 9/135:23 amBOS - POS
1 stop9h 15mJetBlue
Deal found 7/28$703

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 July 29, 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 9/12

2:25 am-9:55 am

1 stop31h 30m

Boston Logan Intl

Sun 9/14

6:55 pm-1:20 am

1 stop30h 25m

$448

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Fri 9/12

9:10 am-1:23 pm

1 stop28h 13m

Boston Logan Intl

Thu 9/18

2:18 pm-6:55 pm

1 stop28h 37m

$468

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Thu 9/11

12:30 am-5:34 pm

2 stops17h 04m

Boston Logan Intl

Wed 9/17

1:00 pm-11:23 pm

2 stops34h 23m

$482

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Thu 8/28

3:35 pm-12:48 am

1 stop9h 13m

Boston Logan Intl

Tue 9/9

5:47 am-2:16 pm

1 stop8h 29m

$484

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Wed 9/10

3:51 am-2:11 pm

1 stop10h 20m

Boston Logan Intl

Thu 9/18

3:49 pm-1:46 am

1 stop9h 57m

$641

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Sat 11/8

3:48 am-10:03 pm

1 stop19h 15m

$273

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Sun 11/9

10:10 am-12:40 am

1 stop15h 30m

$296

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Sat 11/1

1:32 am-3:08 pm

2 stops37h 36m

$314

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Sun 11/2

7:01 am-12:46 am

1 stop18h 45m

$319

Port of SpainHartford

POS - BDL

POSBDL

Port of Spain Piarco Intl

Tue 11/18

4:50 pm-12:01 am

1 stop8h 11m

$362

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/29

Showing 1-10 of 14 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 July 29, 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 July 29, 2025.
See what other customers who have flown with Copa Airlines, United Airlines, and JetBlue 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
1,493 reviews

Overall

7.5

Food

6.8

Entertainment

6.8

Boarding

7.8

Crew

8.1

Comfort

7.4

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
1,493 reviews
Copa Airlines
7.5
Good
1,493 reviews

Overall

7.5

Food

6.8

Entertainment

6.8

Boarding

7.8

Crew

8.1

Comfort

7.4

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
8,896 reviews
Copa Airlines
7.5
Good
1,493 reviews

Overall

7.5

Food

6.8

Entertainment

6.8

Boarding

7.8

Crew

8.1

Comfort

7.4

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
7.3
Good
2,913 reviews
Copa Airlines
7.5
Good
1,493 reviews

Overall

7.5

Food

6.8

Entertainment

6.8

Boarding

7.8

Crew

8.1

Comfort

7.4

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
1,493 reviews

Overall

7.5

Food

6.8

Entertainment

6.8

Boarding

7.8

Crew

8.1

Comfort

7.4

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
9,826 reviews
Copa Airlines
7.5
Good
1,493 reviews

Overall

7.5

Food

6.8

Entertainment

6.8

Boarding

7.8

Crew

8.1

Comfort

7.4

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.

  • What are the cheapest airlines to fly from Port of Spain to Massachusetts one-way?

    For one-way options, check prices for Copa Airlines. According to our data, you can fly for as low as $273. Users have also found prices from $314 and $319 on United Airlines and American Airlines, respectively.

  • 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 July 29, 2025.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapest$184Average$448FlexibilityNo cancel feeOn-time67%
Copa AirlinesCheapest$329Average$418FlexibilityNo cancel feeOn-time70%
American AirlinesCheapest$408Average$599FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$451Average$556FlexibilityNo cancel feeOn-time69%
JetBlueCheapest$492Average$655FlexibilityNo cancel feeOn-time62%

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