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$258+ 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 11/10. Fares are subject to change and may not be available on all flights or dates of travel.
POS — BOS
Nov 26 — Dec 31
Wed 11/26
Wed 12/3
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 January, booked 17 days in advance, depart on a Thursday or Wednesday and return on a Wednesday

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 October 27, 2025.

This Priceline deal was found by Cheapflights users on 10/27. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/22:15 amPOS - BOS
1 stop21h 22mAir Canada
Sun 11/96:15 amBOS - POS
1 stop17h 55mAir Canada
Deal found 10/27$463
This JetBlue deal was found by Cheapflights users on 10/25. 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 12/223:56 pmPOS - BOS
1 stop9h 20mJetBlue
Fri 1/25:30 amBOS - POS
1 stop8h 00mJetBlue
Deal found 10/25$493
This Mytrip deal was found by Cheapflights users on 10/27. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/1410:10 amPOS - BOS
1 stop14h 49mMultiple Airlines
Fri 11/285:30 amBOS - POS
2 stops18h 40mMultiple Airlines
Deal found 10/27$499
This Mytrip deal was found by Cheapflights users on 10/27. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/27:35 pmPOS - BOS
2 stops16h 34mMultiple Airlines
Sun 11/96:15 amBOS - POS
1 stop17h 55mMultiple Airlines
Deal found 10/27$502
This Priceline deal was found by Cheapflights users on 10/27. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/132:15 amPOS - BOS
1 stop21h 22mAir Canada
Fri 11/286:15 amBOS - POS
1 stop17h 55mAir Canada
Deal found 10/27$519
This United Airlines deal was found by Cheapflights users on 10/27. 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.
Thu 12/181:30 amPOS - BOS
2 stops24h 15mUnited Airlines
Sun 1/41:25 pmBOS - POS
1 stop10h 40mUnited Airlines
Deal found 10/27$533
This United Airlines deal was found by Cheapflights users on 10/24. 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.
Sat 12/201:30 amPOS - BOS
1 stop23h 08mUnited Airlines
Thu 1/15:20 amBOS - POS
2 stops18h 03mUnited Airlines
Deal found 10/24$534
This Expedia deal was found by Cheapflights users on 10/27. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/182:15 amPOS - BOS
2 stops56h 17mAir Canada
Sun 1/46:40 pmBOS - POS
2 stops53h 30mAir Canada
Deal found 10/27$539
This Mytrip deal was found by Cheapflights users on 10/27. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/310:10 amPOS - BOS
1 stop14h 49mMultiple Airlines
Sun 11/910:15 amBOS - POS
2 stops13h 55mMultiple Airlines
Deal found 10/27$540
This United Airlines deal was found by Cheapflights users on 10/24. 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.
Sat 12/201:30 amPOS - BOS
1 stop23h 08mUnited Airlines
Tue 12/309:30 amBOS - POS
2 stops37h 53mUnited Airlines
Deal found 10/24$544

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 October 27, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$463
(Priceline)

One-way from

$258
(Kiwi.com)

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.
Search Deals
Provider most trusted by Cheapflights users for Port of Spain Piarco Intl-Boston Logan Intl flights.
Search Deals
From Port of Spain Piarco Intl to Boston Logan Intl
Search Deals
One-way flight from Port of Spain Piarco Intl to Boston Logan Intl
Search Deals
Highest demand for flights based on searches. 10% potential increase in price ($64 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($20 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 2025
Search Deals

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 October 27, 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

Thu 11/13

2:15 am-7:12 pm

2 stops17h 57m

Boston Logan Intl

Fri 11/28

5:30 am-1:10 am

2 stops18h 40m

$463

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Fri 2/27

2:15 am-10:37 pm

1 stop21h 22m

Boston Logan Intl

Tue 3/3

5:30 am-1:10 am

2 stops18h 40m

$483

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Mon 12/22

3:56 pm-12:16 am

1 stop9h 20m

Boston Logan Intl

Fri 1/2

5:30 am-2:30 pm

1 stop8h 00m

$493

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Sat 12/20

1:30 am-11:38 pm

1 stop23h 08m

Boston Logan Intl

Wed 12/31

6:20 am-12:23 am

1 stop17h 03m

$534

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Sat 12/20

1:30 am-11:38 pm

1 stop23h 08m

Boston Logan Intl

Thu 1/1

5:20 am-12:23 am

2 stops18h 03m

$534

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Fri 1/16

2:15 am-6:02 pm

1 stop16h 47m

$260

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Thu 11/13

2:15 am-7:12 pm

2 stops17h 57m

$260

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Sun 11/9

2:15 am-6:02 pm

1 stop16h 47m

$260

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Fri 11/7

2:15 am-7:12 pm

2 stops17h 57m

$260

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Sun 11/9

7:35 pm-11:09 am

2 stops16h 34m

$282

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/26

Compare providers for flights from Port of Spain to Boston

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Port of Spain to Boston in October.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
PricelinePrice Accuracy1 starTrust Score*3 stars
AranGrantPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Port of Spain-Boston flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Port of Spain-Boston flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Port of Spain-Boston flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Port of Spain-Boston flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Port of Spain-Boston flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

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 October 24, 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, May is the cheapest month in which you can book a flight from Port of Spain to Boston (average of $184). Flying from Port of Spain to Boston 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 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 October 27, 2025.

It’s optimal to fly from Port of Spain to Boston 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.

How much does it cost to fly round-trip from Port of Spain to Boston?

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 October 27, 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
7.6
Good
1,560 reviews

Crew

8.1

Boarding

7.8

Comfort

7.4

Entertainment

6.8

Food

6.8

Overall

7.6

Reviews

1 / 20
4.0
Okay

Juan Pablo,Sep 2025

PTY - VVI

not a good expirience, the plane was packed, the seats wear very unconftrable, coudent conect with the entratainmente service on the plane, the onboarding was in charge of a very angry lady i really had a unplesent trip
Copa Airlines
7.6
Good
1,560 reviews
Copa Airlines
7.6
Good
1,560 reviews

Crew

8.1

Boarding

7.8

Comfort

7.4

Entertainment

6.8

Food

6.8

Overall

7.6

Reviews

1 / 20
4.0
Okay

Juan Pablo,Sep 2025

PTY - VVI

not a good expirience, the plane was packed, the seats wear very unconftrable, coudent conect with the entratainmente service on the plane, the onboarding was in charge of a very angry lady i really had a unplesent trip
United Airlines
7.4
Good
8,995 reviews
Copa Airlines
7.6
Good
1,560 reviews

Crew

8.1

Boarding

7.8

Comfort

7.4

Entertainment

6.8

Food

6.8

Overall

7.6

Reviews

1 / 20
4.0
Okay

Juan Pablo,Sep 2025

PTY - VVI

not a good expirience, the plane was packed, the seats wear very unconftrable, coudent conect with the entratainmente service on the plane, the onboarding was in charge of a very angry lady i really had a unplesent trip
American Airlines
7.2
Good
11,032 reviews
Copa Airlines
7.6
Good
1,560 reviews

Crew

8.1

Boarding

7.8

Comfort

7.4

Entertainment

6.8

Food

6.8

Overall

7.6

Reviews

1 / 20
4.0
Okay

Juan Pablo,Sep 2025

PTY - VVI

not a good expirience, the plane was packed, the seats wear very unconftrable, coudent conect with the entratainmente service on the plane, the onboarding was in charge of a very angry lady i really had a unplesent trip
JetBlue
7.2
Good
2,907 reviews
Copa Airlines
7.6
Good
1,560 reviews

Crew

8.1

Boarding

7.8

Comfort

7.4

Entertainment

6.8

Food

6.8

Overall

7.6

Reviews

1 / 20
4.0
Okay

Juan Pablo,Sep 2025

PTY - VVI

not a good expirience, the plane was packed, the seats wear very unconftrable, coudent conect with the entratainmente service on the plane, the onboarding was in charge of a very angry lady i really had a unplesent trip
Air Canada
7.1
Good
10,370 reviews
Copa Airlines
7.6
Good
1,560 reviews

Crew

8.1

Boarding

7.8

Comfort

7.4

Entertainment

6.8

Food

6.8

Overall

7.6

Reviews

1 / 20
4.0
Okay

Juan Pablo,Sep 2025

PTY - VVI

not a good expirience, the plane was packed, the seats wear very unconftrable, coudent conect with the entratainmente service on the plane, the onboarding was in charge of a very angry lady i really had a unplesent trip

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 $463, Air Canada can have you in Boston from Port of Spain in 17h 57m. 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 $256 and $368 round-trip. Air Canada is 67% 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, May is the cheapest month in which you can book a flight from Port of Spain to Boston (average of $184). Flying from Port of Spain to Boston 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

Traveling to a place near Boston?

Book flights to Boston if you plan to visit one of these locations
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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.
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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 October 27, 2025.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapest$184Average$448FlexibilityNo cancel feeOn-time67%
Copa AirlinesCheapest$256Average$387FlexibilityNo cancel feeOn-time70%
JetBlueCheapest$368Average$664FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$430Average$610FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$451Average$561FlexibilityNo cancel feeOn-time69%

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