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Port of Spain

$168+ Cheap flights from Boston (BOS) to Port of Spain (POS)

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 11/16. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — POS
Nov 26 — Dec 31
Wed 11/26
Wed 12/3
1 adult, Economy
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Cheapflights Tip: The best prices from Boston Logan Intl to Port of Spain Piarco Intl are usually found in January or September, booked 51 days in advance, depart on a Wednesday or Tuesday and return on a Thursday

Find flight deals from Boston to Port of Spain

Cheapest flights from Boston to Port of Spain
Explore the most affordable flight options available from Boston to Port of Spain. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 27, 2025.

This CheapOair deal was found by Cheapflights users on 10/26. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/95:40 amBOS - POS
1 stop9h 24mJetBlue
Sat 12/278:02 amPOS - BOS
1 stop12h 58mJetBlue
Deal found 10/26$425
This Air Canada deal was found by Cheapflights users on 10/26. 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.
Tue 12/26:15 amBOS - POS
1 stop17h 55mAir Canada
Sun 12/72:15 amPOS - BOS
1 stop14h 42mAir Canada
Deal found 10/26$433
This Air Canada deal was found by Cheapflights users on 10/26. 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.
Thu 11/205:30 amBOS - POS
2 stops18h 40mAir Canada
Sun 11/302:15 amPOS - BOS
2 stops37h 37mAir Canada
Deal found 10/26$443
This JetBlue deal was found by Cheapflights users on 10/26. 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 11/246:19 amBOS - POS
1 stop9h 09mJetBlue
Fri 11/285:53 pmPOS - BOS
1 stop14h 54mJetBlue
Deal found 10/26$467
This CheapOair deal was found by Cheapflights users on 10/26. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/2310:50 amBOS - POS
1 stop28h 38mJetBlue
Fri 11/285:53 pmPOS - BOS
1 stop14h 54mJetBlue
Deal found 10/26$476
This Air Canada 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/46:15 amBOS - POS
1 stop17h 55mAir Canada
Tue 3/241:15 amPOS - BOS
1 stop21h 22mAir Canada
Deal found 10/24$483
This JetBlue deal was found by Cheapflights users on 10/26. 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 11/246:19 amBOS - POS
1 stop9h 09mJetBlue
Wed 11/265:53 pmPOS - BOS
1 stop14h 49mJetBlue
Deal found 10/26$485
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.
Wed 12/37:00 amBOS - POS
1 stop16h 23mUnited Airlines
Tue 12/91:30 amPOS - BOS
1 stop14h 29mUnited Airlines
Deal found 10/24$491
This Air Canada deal was found by Cheapflights users on 10/26. 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.
Sat 11/227:55 pmBOS - POS
1 stop28h 15mAir Canada
Fri 11/282:15 amPOS - BOS
2 stops13h 37mAir Canada
Deal found 10/26$493
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/26:59 amBOS - POS
2 stops15h 39mAmerican Airlines
Mon 12/84:33 pmPOS - BOS
2 stops17h 17mAmerican Airlines
Deal found 10/25$495
This JetBlue deal was found by Cheapflights users on 10/26. 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.
Thu 11/205:15 amBOS - POS
1 stop10h 13mJetBlue
Fri 11/285:53 pmPOS - BOS
1 stop14h 54mJetBlue
Deal found 10/26$497
This CheapOair deal was found by Cheapflights users on 10/26. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/235:30 amBOS - POS
2 stops18h 40mAir Canada
Thu 11/272:15 amPOS - BOS
1 stop14h 42mAir Canada
Deal found 10/26$516

Cheap flight deals from Boston to Port of Spain

Discover tips and strategies to find the most affordable flight options for your journey from Boston (BOS) to Port of Spain (POS). 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

$425
(CheapOair)

One-way from

$168
(Priceline)

Popular in

December

Cheapest in

January

Average price

$592
Provider with most accurate pricing for Boston Logan Intl-Port of Spain Piarco Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for Boston Logan Intl-Port of Spain Piarco Intl flights.
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From Boston Logan Intl to Port of Spain Piarco Intl
Search Deals
One-way flight from Boston Logan Intl to Port of Spain Piarco Intl
Search Deals
Highest demand for flights based on searches. 5% potential increase in price ($34 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($18 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 Boston to Port of Spain 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 Boston to Port of Spain that are best for you.

Fly from

Boston

Fly to

Port of Spain

Route

Depart

Return

Price

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Thu 3/26

5:30 am-12:10 am

2 stops18h 40m

Port of Spain Piarco Intl

Fri 4/3

1:15 am-10:38 pm

1 stop21h 23m

$443

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Tue 3/31

10:45 am-12:15 am

1 stop13h 30m

Port of Spain Piarco Intl

Fri 4/3

1:15 am-6:01 pm

1 stop16h 46m

$443

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Mon 11/24

6:19 am-4:28 pm

1 stop9h 09m

Port of Spain Piarco Intl

Fri 11/28

5:53 pm-7:47 am

1 stop14h 54m

$467

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Mon 3/30

5:30 am-2:51 pm

1 stop9h 21m

Port of Spain Piarco Intl

Thu 4/2

4:16 pm-7:45 am

1 stop15h 29m

$485

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Wed 12/3

7:00 am-12:23 am

1 stop16h 23m

Port of Spain Piarco Intl

Tue 12/9

1:30 am-2:59 pm

1 stop14h 29m

$491

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Sat 11/22

6:40 pm-1:10 am

2 stops29h 30m

Port of Spain Piarco Intl

Fri 11/28

2:15 am-2:52 pm

2 stops13h 37m

$493

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Mon 12/8

3:40 pm-1:10 am

2 stops32h 30m

Port of Spain Piarco Intl

Sun 12/28

2:15 am-12:12 pm

1 stop10h 57m

$493

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Wed 3/18

5:23 am-1:51 pm

1 stop8h 28m

Port of Spain Piarco Intl

Wed 3/25

3:34 pm-1:24 pm

2 stops21h 50m

$495

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Mon 3/30

5:30 am-2:51 pm

1 stop9h 21m

Port of Spain Piarco Intl

Fri 4/3

4:16 pm-7:45 am

1 stop15h 29m

$499

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Sat 2/7

11:42 am-12:23 am

1 stop11h 41m

Port of Spain Piarco Intl

Tue 2/24

1:30 am-2:12 pm

2 stops13h 42m

$511

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/26

Showing 1-10 of 15 results
1
2

Compare providers for flights from Boston to Port of Spain

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 Boston to Port of Spain in October.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
AranGrantPrice Accuracy3 starsTrust Score*3 stars
CheapOairPrice Accuracy3 starsTrust Score*3 stars
CheapfaremartPrice Accuracy-Trust Score*1 star

*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 Boston-Port of Spain flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Boston-Port of Spain flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Boston-Port of Spain flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Boston-Port of Spain 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 Boston-Port of Spain 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 Boston to Port of Spain

Have a flexible travel schedule? Discover the best time to fly to Port of Spain from Boston 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 Boston to Port of Spain

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

Use this chart to determine the optimal time to book a round-trip flight from Boston to Port of Spain. Price data was last updated on October 24, 2025.

Booking 51 days in advance of your planned departure date is, on average, the best time to get cheap flights from Boston to Port of Spain. The general trend is that the closer you book to the departure date, the more expensive your flight will be.

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

Currently, January is the cheapest month in which you can book a flight from Boston to Port of Spain (average of $188). Flying from Boston to Port of Spain in August is currently the most expensive (average of $524). 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 BOS to POS?

Find hourly flight availability from Boston to Port of Spain. 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.

When flying from Boston to Port of Spain, the time of day you fly usually plays a role in the price. Save by searching for a flight in the morning, which can drop the price by up to 7% versus a flight in the evening.

What is the cheapest day to fly from Boston to Port of Spain?

Use this chart to determine the cheapest time to fly round-trip from Boston to Port of Spain. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their Boston to Port of Spain flight should consider departing on Monday afternoons when fares are most often at their lowest. Sunday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.

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

Reviews of airlines servicing Port of Spain

Get insights into the airlines that provide service to Port of Spain. 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 Port of Spain. Reviews last updated October 27, 2025.
Peruse reviews from past customers who have flown with Copa Airlines, United Airlines, and American Airlines from Boston to Port of Spain to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Copa Airlines
7.6
Good
1,560 reviews

Comfort

7.4

Boarding

7.8

Entertainment

6.8

Overall

7.6

Crew

8.1

Food

6.8

Reviews

1 / 20
10.0
Excellent

Juan Pablo,Sep 2025

MEX - PTY

never better, had a very plesent trip to panama, cant say the same thing of my trip, from panama to santa cruz... it was very poor, unconftrable and boring
Copa Airlines
7.6
Good
1,560 reviews
Copa Airlines
7.6
Good
1,560 reviews

Comfort

7.4

Boarding

7.8

Entertainment

6.8

Overall

7.6

Crew

8.1

Food

6.8

Reviews

1 / 20
10.0
Excellent

Juan Pablo,Sep 2025

MEX - PTY

never better, had a very plesent trip to panama, cant say the same thing of my trip, from panama to santa cruz... it was very poor, unconftrable and boring
United Airlines
7.4
Good
8,995 reviews
Copa Airlines
7.6
Good
1,560 reviews

Comfort

7.4

Boarding

7.8

Entertainment

6.8

Overall

7.6

Crew

8.1

Food

6.8

Reviews

1 / 20
10.0
Excellent

Juan Pablo,Sep 2025

MEX - PTY

never better, had a very plesent trip to panama, cant say the same thing of my trip, from panama to santa cruz... it was very poor, unconftrable and boring
American Airlines
7.2
Good
11,032 reviews
Copa Airlines
7.6
Good
1,560 reviews

Comfort

7.4

Boarding

7.8

Entertainment

6.8

Overall

7.6

Crew

8.1

Food

6.8

Reviews

1 / 20
10.0
Excellent

Juan Pablo,Sep 2025

MEX - PTY

never better, had a very plesent trip to panama, cant say the same thing of my trip, from panama to santa cruz... it was very poor, unconftrable and boring
JetBlue
7.2
Good
2,907 reviews
Copa Airlines
7.6
Good
1,560 reviews

Comfort

7.4

Boarding

7.8

Entertainment

6.8

Overall

7.6

Crew

8.1

Food

6.8

Reviews

1 / 20
10.0
Excellent

Juan Pablo,Sep 2025

MEX - PTY

never better, had a very plesent trip to panama, cant say the same thing of my trip, from panama to santa cruz... it was very poor, unconftrable and boring
Air Canada
7.1
Good
10,370 reviews
Copa Airlines
7.6
Good
1,560 reviews

Comfort

7.4

Boarding

7.8

Entertainment

6.8

Overall

7.6

Crew

8.1

Food

6.8

Reviews

1 / 20
10.0
Excellent

Juan Pablo,Sep 2025

MEX - PTY

never better, had a very plesent trip to panama, cant say the same thing of my trip, from panama to santa cruz... it was very poor, unconftrable and boring

Related info for your journey

Find useful and relevant information for your journey from Boston to Port of Spain. 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 Boston to Port of Spain?

    There are many flights that can get you from Boston to Port of Spain in 9h 09m. Fly via Air Canada, JetBlue, or United Airlines to get the fastest option. The distance from Boston to Port of Spain is about 2270 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

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

    According to our current data, Air Canada ($242), Copa Airlines ($420), and United Airlines ($433) offers the cheapest pricing from Boston to Port of Spain. Air Canada is 62% cheaper than the average price of flights available within the next 90 days to this destination.

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

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

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

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Boston to Port of Spain.

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

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

    Currently, January is the cheapest month in which you can book a flight from Boston to Port of Spain (average of $188). Flying from Boston to Port of Spain in August is currently the most expensive (average of $524). 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

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for Boston to Port of Spain

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

Top 5 airlines flying from Boston to Port of Spain

Discover the top 5 airlines that operate flights from Boston to Port of Spain. 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$242Average$432FlexibilityNo cancel feeOn-time67%
Copa AirlinesCheapest$420Average$496FlexibilityNo cancel feeOn-time70%
United AirlinesCheapest$433Average$684FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$433Average$591FlexibilityNo cancel feeOn-time71%
JetBlueCheapest$524Average$643FlexibilityNo cancel feeOn-time62%

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