Port of Spain

$140+ 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 4/6. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — POS
Jan 11 — Jan 181
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Find cheap flights from Boston to Port of Spain with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

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Cheapflights Tip: The best prices from Boston Logan Intl to Port of Spain Piarco Intl are usually found in September or November, booked 35 days in advance, depart on a Wednesday or Tuesday and return on a Thursday

Cheap 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 December 12, 2025.

This JetBlue deal was found by Cheapflights users on 12/11. 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 12/127:50 pmBOS - POS
1 stop14h 04mJetBlue
Sat 12/203:35 pmPOS - BOS
1 stop9h 41mJetBlue
Deal found 12/11$428
This JetBlue deal was found by Cheapflights users on 12/10. 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.
Wed 12/315:05 pmBOS - POS
1 stop12h 13mJetBlue
Fri 1/98:20 amPOS - BOS
1 stop9h 53mJetBlue
Deal found 12/10$453
This JetBlue deal was found by Cheapflights users on 12/10. 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.
Tue 12/305:30 amBOS - POS
1 stop8h 01mJetBlue
Sat 1/38:02 amPOS - BOS
1 stop12h 57mJetBlue
Deal found 12/10$488
This JetBlue deal was found by Cheapflights users on 12/10. 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 12/298:07 pmBOS - POS
1 stop9h 11mJetBlue
Thu 1/88:20 amPOS - BOS
1 stop9h 53mJetBlue
Deal found 12/10$523
This Trip.com deal was found by Cheapflights users on 12/10. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/268:07 pmBOS - POS
1 stop9h 11mJetBlue
Wed 12/318:00 amPOS - BOS
1 stop13h 00mJetBlue
Deal found 12/10$545
This CheapOair deal was found by Cheapflights users on 12/11. 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.
Fri 12/125:40 amBOS - POS
1 stop9h 24mMultiple Airlines
Fri 12/192:15 amPOS - BOS
2 stops32h 17mMultiple Airlines
Deal found 12/11$560
This JetBlue deal was found by Cheapflights users on 12/11. 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 12/195:30 amBOS - POS
1 stop8h 00mJetBlue
Sat 12/203:35 pmPOS - BOS
1 stop9h 41mJetBlue
Deal found 12/11$578
This JetBlue deal was found by Cheapflights users on 12/10. 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.
Tue 12/308:07 pmBOS - POS
1 stop9h 11mJetBlue
Wed 1/78:20 amPOS - BOS
1 stop9h 53mJetBlue
Deal found 12/10$613
This United Airlines deal was found by Cheapflights users on 12/10. 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 12/305:20 amBOS - POS
2 stops18h 03mUnited Airlines
Fri 1/91:30 amPOS - BOS
1 stop11h 49mUnited Airlines
Deal found 12/10$637
This JetBlue deal was found by Cheapflights users on 12/10. 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.
Wed 12/318:07 pmBOS - POS
1 stop9h 11mJetBlue
Tue 1/68:20 amPOS - BOS
1 stop8h 14mJetBlue
Deal found 12/10$638

Find 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 December 12, 2025.

Most accurate provider

CheapOair
3 stars

Most trusted provider

CheapOair
3 stars

Round-trip from

$235
(United Airlines)

One-way from

$140

Popular in

March

Cheapest in

September

Average price

$646
Provider with most accurate pricing for Boston Logan Intl-Port of Spain Piarco Intl flight deals.
Provider most trusted by Cheapflights users for Boston Logan Intl-Port of Spain Piarco Intl flights.
From Boston Logan Intl to Port of Spain Piarco Intl
One-way flight from Boston Logan Intl to Port of Spain Piarco Intl
Highest demand for flights based on searches. 16% potential increase in price ($120 potential increase over avg. RT price).
Cheapest flight prices on average. 2% potential price decrease ($15 potential savings vs. average RT price).
Average for round-trip flights in December 2025

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 December 12, 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

Sat 2/28

8:30 pm-7:17 am

1 stop9h 47m

Port of Spain Piarco Intl

Mon 3/9

8:05 am-8:03 pm

1 stop11h 58m

$264

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Wed 3/4

5:32 pm-7:17 am

1 stop12h 45m

Port of Spain Piarco Intl

Thu 3/12

3:26 pm-11:50 pm

1 stop8h 24m

$264

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Mon 2/2

5:45 am-12:23 am

2 stops17h 38m

Port of Spain Piarco Intl

Wed 2/25

2:20 am-10:55 am

1 stop9h 35m

$273

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Wed 3/18

6:52 pm-2:18 pm

2 stops19h 26m

Port of Spain Piarco Intl

Wed 3/25

3:18 pm-11:36 am

2 stops20h 18m

$273

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Mon 1/19

7:00 am-10:48 pm

2 stops14h 48m

Port of Spain Piarco Intl

Wed 1/28

6:30 am-2:49 pm

1 stop9h 19m

$273

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Sun 1/18

6:05 am-10:48 pm

2 stops15h 43m

Port of Spain Piarco Intl

Tue 1/27

6:30 am-2:49 pm

1 stop9h 19m

$273

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Fri 2/27

7:11 pm-3:39 pm

2 stops19h 28m

Port of Spain Piarco Intl

Sat 3/7

4:40 pm-12:03 pm

2 stops20h 23m

$273

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Tue 1/20

7:08 am-6:41 pm

1 stop10h 33m

Port of Spain Piarco Intl

Fri 1/23

8:20 am-5:13 pm

1 stop9h 53m

$284

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Fri 2/27

8:07 pm-7:17 am

1 stop10h 10m

Port of Spain Piarco Intl

Sat 3/7

9:05 am-8:23 pm

1 stop12h 18m

$338

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Wed 3/18

7:15 am-11:23 pm

1 stop16h 08m

Port of Spain Piarco Intl

Tue 3/24

12:30 am-9:54 pm

1 stop21h 24m

$345

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/11

Showing 1-10 of 21 results
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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 December.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice Accuracy3 starsTrust Score*3 stars
AranGrantPrice Accuracy2 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 CheapOair to be most consistent on Cheapflights vs. CheapOair Users can find the same prices on Boston-Port of Spain flight deals on Cheapflights vs. CheapOair >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 CheapOair the most. CheapOair 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 December 5, 2025.

Booking 35 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, December is the cheapest month in which you can book a flight from Boston to Port of Spain (average of $164). 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 December 12, 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.

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 December 12, 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.

Boarding

7.8

Food

6.9

Entertainment

6.8

Crew

8.1

Comfort

7.4

Overall

7.6

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

Boarding

7.8

Food

6.9

Entertainment

6.8

Crew

8.1

Comfort

7.4

Overall

7.6

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

Boarding

7.8

Food

6.9

Entertainment

6.8

Crew

8.1

Comfort

7.4

Overall

7.6

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

Boarding

7.8

Food

6.9

Entertainment

6.8

Crew

8.1

Comfort

7.4

Overall

7.6

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

Boarding

7.8

Food

6.9

Entertainment

6.8

Crew

8.1

Comfort

7.4

Overall

7.6

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

Boarding

7.8

Food

6.9

Entertainment

6.8

Crew

8.1

Comfort

7.4

Overall

7.6

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 47m. Fly via JetBlue, United Airlines, or American 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 ($195), United Airlines ($338), and Copa Airlines ($447) offers the cheapest pricing from Boston to Port of Spain. Air Canada is 68% cheaper than the average price of flights available within the next 90 days to this destination.

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

    To fly one-way, consider booking your trip with Air Canada, which is currently one of the cheapest options available, starting at $144. United Airlines flights start at $164 while deals on American Airlines start at $210 one-way.

  • 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, December is the cheapest month in which you can book a flight from Boston to Port of Spain (average of $164). 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

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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.

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 December 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapest$242Average$433FlexibilityNo cancel feeOn-time67%
United AirlinesCheapest$444Average$653FlexibilityNo cancel feeOn-time69%
Copa AirlinesCheapest$447Average$530FlexibilityNo cancel feeOn-time70%
American AirlinesCheapest$459Average$590FlexibilityNo cancel feeOn-time71%
JetBlueCheapest$489Average$614FlexibilityNo cancel feeOn-time62%

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