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$254+ Cheap flights from Port of Spain (POS) to Boston (BOS)

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 9/14. Fares are subject to change and may not be available on all flights or dates of travel.
POS — BOS
Aug 23 — Aug 301
Sat 8/23
Sat 8/30
1 adult, Economy
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Cheapflights Tip: The best prices from Port of Spain Piarco Intl to Boston Logan Intl are usually found in May or October, booked 17 days in advance, depart on a Thursday or Wednesday and return on a Wednesday

Cheap flight deals from Port of Spain to Boston

Discover tips and strategies to find the most affordable flight options for your journey from Port of Spain (POS) to Boston (BOS). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated August 18, 2025.

Round-trip from

$452
(Priceline)

One-way from

$254
(Air Canada)

Popular in

March

Cheapest in

May

Average price

$659
From Port of Spain Piarco Intl to Boston Logan Intl
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One-way flight from Port of Spain Piarco Intl to Boston Logan Intl
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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 Boston

Cheapest flights from Port of Spain to Boston
Explore the most affordable flight options available from Port of Spain to Boston. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 18, 2025.

This Priceline deal was found by Cheapflights users on 8/16. 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 9/122:25 amPOS - BOS
2 stops19h 30mAir Canada
Thu 9/256:30 pmBOS - POS
2 stops30h 50mAir Canada
Deal found 8/16$452
This Kiwi.com deal was found by Cheapflights users on 8/16. 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 9/139:10 amPOS - BOS
1 stop28h 13mMultiple Airlines
Thu 9/252:18 pmBOS - POS
1 stop13h 57mMultiple Airlines
Deal found 8/16$457
This Kiwi.com deal was found by Cheapflights users on 8/16. 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 10/32:40 pmPOS - BOS
2 stops22h 43mMultiple Airlines
Mon 10/64:54 pmBOS - POS
1 stop26h 01mMultiple Airlines
Deal found 8/16$458
This Kiwi.com deal was found by Cheapflights users on 8/16. 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 10/32:40 pmPOS - BOS
2 stops22h 43mMultiple Airlines
Sat 11/12:18 pmBOS - POS
1 stop28h 37mMultiple Airlines
Deal found 8/16$459
This Kiwi.com deal was found by Cheapflights users on 8/18. 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.
Thu 9/2510:10 amPOS - BOS
1 stop13h 47mMultiple Airlines
Wed 10/13:00 pmBOS - POS
2 stops46h 17mMultiple Airlines
Deal found 8/18$496
This Copa Airlines deal was found by Cheapflights users on 8/18. 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 9/243:51 amPOS - BOS
1 stop10h 20mCopa Airlines
Wed 10/18:41 amBOS - POS
1 stop17h 05mCopa Airlines
Deal found 8/18$553

Cheapflights Fare Finder

 
Customize your flight search to find flights from Port of Spain to Boston 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 August 18, 2025.
Use the filters below to find and compare flights from Port of Spain to Boston that are best for you.

Fly from

Port of Spain

Fly to

Boston

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

Thu 9/25

6:55 pm-1:20 am

1 stop30h 25m

$452

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Sat 9/13

9:10 am-1:23 pm

1 stop28h 13m

Boston Logan Intl

Thu 9/25

2:18 pm-4:15 am

1 stop13h 57m

$457

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Fri 10/3

2:40 pm-1:23 pm

2 stops22h 43m

Boston Logan Intl

Mon 10/6

4:54 pm-6:55 pm

1 stop26h 01m

$458

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Fri 10/3

2:40 pm-1:23 pm

2 stops22h 43m

Boston Logan Intl

Sat 11/1

2:18 pm-6:55 pm

1 stop28h 37m

$459

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Thu 9/25

10:10 am-11:57 pm

1 stop13h 47m

Boston Logan Intl

Wed 10/1

3:00 pm-1:17 pm

2 stops46h 17m

$496

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Mon 9/15

2:25 am-5:55 pm

2 stops15h 30m

$254

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Fri 10/24

2:25 am-10:39 pm

1 stop20h 14m

$254

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Sun 9/14

2:25 am-9:25 pm

2 stops19h 00m

$254

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Fri 10/31

1:15 am-7:12 pm

2 stops17h 57m

$254

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Mon 9/15

10:10 am-11:13 am

1 stop25h 03m

$269

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/18

Showing 1-10 of 11 results
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Best time to book a flight from Port of Spain to Boston

Have a flexible travel schedule? Discover the best time to fly to Boston 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 Boston

How far ahead should I book a flight from Port of Spain to Boston?

Use this chart to determine the optimal time to book a round-trip flight from Port of Spain to Boston. Price data was last updated on August 8, 2025.

To ensure you get the cheapest price possible for a flight from Port of Spain to Boston, you should look to book at least 17 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

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

Currently, January is the cheapest month in which you can book a flight from Port of Spain to Boston (average of $218). Flying from Port of Spain to Boston 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 BOS?

Find hourly flight availability from Port of Spain to Boston. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated August 18, 2025.

It’s optimal to fly from Port of Spain to Boston in the afternoon. By choosing this option you can save up to 15% on the cost of your flight, compared to a flight in the morning.

Reviews of airlines servicing Boston

Get insights into the airlines that provide service to Boston. 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 Boston. Reviews last updated August 18, 2025.
Read reviews from past customers who have flown Copa Airlines, United Airlines, and American Airlines from Port of Spain to Boston. 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
1,510 reviews

Comfort

7.4

Entertainment

6.8

Boarding

7.8

Overall

7.5

Food

6.8

Crew

8.1

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
1,510 reviews
Copa Airlines
7.5
Good
1,510 reviews

Comfort

7.4

Entertainment

6.8

Boarding

7.8

Overall

7.5

Food

6.8

Crew

8.1

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
8,925 reviews
Copa Airlines
7.5
Good
1,510 reviews

Comfort

7.4

Entertainment

6.8

Boarding

7.8

Overall

7.5

Food

6.8

Crew

8.1

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
1,510 reviews

Comfort

7.4

Entertainment

6.8

Boarding

7.8

Overall

7.5

Food

6.8

Crew

8.1

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
2,915 reviews
Copa Airlines
7.5
Good
1,510 reviews

Comfort

7.4

Entertainment

6.8

Boarding

7.8

Overall

7.5

Food

6.8

Crew

8.1

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
9,992 reviews
Copa Airlines
7.5
Good
1,510 reviews

Comfort

7.4

Entertainment

6.8

Boarding

7.8

Overall

7.5

Food

6.8

Crew

8.1

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 Boston. 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 Port of Spain to Boston?

    For as low as $452, Air Canada can have you in Boston from Port of Spain in 31h 30m. Airlines will cover a distance of 2270 mi.

  • What are the cheapest airlines flying from Port of Spain to Boston round-trip?

    Our cheapest airline available from Port of Spain to Boston is Air Canada. Our recent data shows that you can find tickets from as low as $184 on this airline. Additional options worth looking into are Copa Airlines and JetBlue, starting at $270 and $368 round-trip. Air Canada is 68% cheaper than the average price of flights available within the next 90 days to this destination.

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

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

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

    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 Boston.

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

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

    Currently, January is the cheapest month in which you can book a flight from Port of Spain to Boston (average of $218). Flying from Port of Spain to Boston 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

Traveling to a place near Boston?

Book flights to Boston if you plan to visit one of these locations
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Medford
Watertown
Hampton Beach
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Seabrook
Lowell
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Smithfield
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Alternative routes for Port of Spain to Boston

See prices for flight routes from nearby airports that may be better suited for you.
Port of Spain to Hartford flights

Top 5 airlines flying from Port of Spain to Boston

Discover the top 5 airlines that operate flights from Port of Spain to Boston. 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 August 18, 2025.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapest$184Average$448FlexibilityNo cancel feeOn-time67%
Copa AirlinesCheapest$270Average$418FlexibilityNo cancel feeOn-time70%
JetBlueCheapest$368Average$664FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$408Average$584FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$451Average$556FlexibilityNo cancel feeOn-time69%

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