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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 12/5. Fares are subject to change and may not be available on all flights or dates of travel.
POS — BOS
Oct 17 — Oct 241
Fri 10/17
Fri 10/24
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 September 17, 2025.

Round-trip from

$471
(Air Canada)

One-way from

$254
(Air Canada)

Popular in

March

Cheapest in

May

Average price

$702
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 ($85 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 September 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 September 17, 2025.

This Air Canada deal was found by Cheapflights users on 9/15. 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.
Mon 9/152:25 amPOS - BOS
1 stop13h 34mAir Canada
Fri 9/196:00 amBOS - POS
2 stops19h 20mAir Canada
Deal found 9/15$473
This Air Canada deal was found by Cheapflights users on 9/15. 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.
Mon 9/152:25 amPOS - BOS
2 stops31h 05mAir Canada
Thu 9/256:30 pmBOS - POS
2 stops30h 50mAir Canada
Deal found 9/15$484
This JetBlue deal was found by Cheapflights users on 9/17. 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.
Fri 10/103:59 pmPOS - BOS
1 stop19h 46mJetBlue
Thu 10/237:06 pmBOS - POS
1 stop19h 28mJetBlue
Deal found 9/17$489
This Gotogate deal was found by Cheapflights users on 9/17. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/93:51 amPOS - BOS
1 stop19h 02mMultiple Airlines
Thu 10/236:55 pmBOS - POS
1 stop30h 25mMultiple Airlines
Deal found 9/17$495
This United Airlines deal was found by Cheapflights users on 9/16. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/101:30 amPOS - BOS
2 stops18h 55mUnited Airlines
Sat 2/289:56 amBOS - POS
1 stop13h 27mUnited Airlines
Deal found 9/16$532
This American Airlines deal was found by Cheapflights users on 9/16. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/117:10 amPOS - BOS
1 stop17h 03mAmerican Airlines
Sat 2/286:40 pmBOS - POS
2 stops19h 25mAmerican Airlines
Deal found 9/16$540
This Expedia deal was found by Cheapflights users on 9/16. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/115:36 pmPOS - BOS
1 stop15h 06mJetBlue
Sat 2/288:30 pmBOS - POS
1 stop18h 21mJetBlue
Deal found 9/16$549
This United Airlines deal was found by Cheapflights users on 9/15. 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.
Tue 9/1612:30 amPOS - BOS
2 stops13h 43mUnited Airlines
Wed 9/249:05 amBOS - POS
2 stops14h 18mUnited Airlines
Deal found 9/15$580
This Kiwi.com deal was found by Cheapflights users on 9/15. 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 9/186:25 pmPOS - BOS
2 stops23h 37mMultiple Airlines
Thu 9/252:18 pmBOS - POS
1 stop13h 57mMultiple Airlines
Deal found 9/15$603
This United Airlines deal was found by Cheapflights users on 9/17. 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 10/912:30 amPOS - BOS
1 stop21h 08mUnited Airlines
Thu 10/238:00 amBOS - POS
2 stops15h 23mUnited Airlines
Deal found 9/17$620
This United Airlines deal was found by Cheapflights users on 9/15. 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.
Tue 9/1612:30 amPOS - BOS
1 stop14h 11mUnited Airlines
Sun 9/217:30 amBOS - POS
1 stop15h 53mUnited Airlines
Deal found 9/15$626

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 September 17, 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 2/27

2:15 am-3:57 pm

1 stop14h 42m

Boston Logan Intl

Tue 3/3

5:30 am-1:10 am

2 stops18h 40m

$471

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Fri 10/10

3:59 pm-11:45 am

1 stop19h 46m

Boston Logan Intl

Thu 10/23

7:06 pm-2:34 pm

1 stop19h 28m

$489

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Wed 12/10

1:30 am-7:25 pm

2 stops18h 55m

Boston Logan Intl

Sat 2/28

7:00 am-12:23 am

2 stops16h 23m

$532

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Fri 12/5

2:15 am-7:12 pm

2 stops17h 57m

$254

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Sun 3/1

2:15 am-10:37 pm

1 stop21h 22m

$254

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Fri 12/19

2:15 am-12:12 pm

1 stop10h 57m

$254

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Sat 12/6

3:47 am-1:24 pm

1 stop10h 37m

$256

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Mon 3/2

9:10 am-10:25 am

1 stop26h 15m

$258

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Tue 2/24

2:15 am-2:52 pm

2 stops37h 37m

$260

Port of SpainBoston

POS - BOS

POSBOS

Port of Spain Piarco Intl

Thu 2/26

2:15 am-9:32 am

2 stops32h 17m

$260

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/15

Showing 1-10 of 12 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 September 12, 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 September 17, 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.

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 September 17, 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
1,533 reviews

Entertainment

6.8

Food

6.8

Overall

7.6

Comfort

7.4

Crew

8.1

Boarding

7.8

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
1,533 reviews
Copa Airlines
7.6
Good
1,533 reviews

Entertainment

6.8

Food

6.8

Overall

7.6

Comfort

7.4

Crew

8.1

Boarding

7.8

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
8,926 reviews
Copa Airlines
7.6
Good
1,533 reviews

Entertainment

6.8

Food

6.8

Overall

7.6

Comfort

7.4

Crew

8.1

Boarding

7.8

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
10,000 reviews
Copa Airlines
7.6
Good
1,533 reviews

Entertainment

6.8

Food

6.8

Overall

7.6

Comfort

7.4

Crew

8.1

Boarding

7.8

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
2,914 reviews
Copa Airlines
7.6
Good
1,533 reviews

Entertainment

6.8

Food

6.8

Overall

7.6

Comfort

7.4

Crew

8.1

Boarding

7.8

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
10,000 reviews
Copa Airlines
7.6
Good
1,533 reviews

Entertainment

6.8

Food

6.8

Overall

7.6

Comfort

7.4

Crew

8.1

Boarding

7.8

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 $471, Air Canada can have you in Boston from Port of Spain in 14h 42m. 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
Cambridge
Medford
Hampton Beach
Watertown
Seabrook
Seekonk
Lincoln
Lowell
Smithfield
Cranston
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Chelsea
Warwick
Peabody
Quincy
York Beach
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Old Orchard Beach
Brockton
Waltham

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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 September 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapest$184Average$448FlexibilityNo cancel feeOn-time67%
Copa AirlinesCheapest$270Average$418FlexibilityNo cancel feeOn-time70%
JetBlueCheapest$368Average$665FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$430Average$609FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$451Average$555FlexibilityNo cancel feeOn-time69%

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