HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Port of Spain

$180+ 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 8/10. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — POS
Aug 23 — Aug 301
Sun 8/23
Sun 8/30
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

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

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

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 July 24, 2026.

This Copa Airlines deal was found by Cheapflights users on 7/22. 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.
Tue 10/278:47 am
BOS
-
POS
1 stop17h 07m
Copa Airlines
Tue 11/33:40 am
POS
-
BOS
1 stop19h 21m
Copa Airlines
Deal found 7/22$392
This Expedia deal was found by Cheapflights users on 7/20. 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.
Tue 8/44:55 pm
BOS
-
POS
1 stop31h 20m
Air Canada
Sun 8/231:25 am
POS
-
BOS
1 stop16h 57m
Air Canada
Deal found 7/20$406
This Mytrip deal was found by Cheapflights users on 7/21. 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.
Thu 8/207:15 pm
BOS
-
POS
1 stop29h 00m
Air Canada
Wed 8/261:25 am
POS
-
BOS
2 stops20h 02m
Air Canada
Deal found 7/21$421
This Copa Airlines deal was found by Cheapflights users on 7/21. 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 9/303:55 pm
BOS
-
POS
1 stop9h 52m
Copa Airlines
Sun 10/43:50 am
POS
-
BOS
1 stop10h 49m
Copa Airlines
Deal found 7/21$428
This Expedia deal was found by Cheapflights users on 7/22. 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.
Mon 8/106:00 am
BOS
-
POS
1 stop18h 15m
Air Canada
Mon 8/241:25 am
POS
-
BOS
1 stop16h 57m
Air Canada
Deal found 7/22$437
This Copa Airlines deal was found by Cheapflights users on 7/20. 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 8/268:45 am
BOS
-
POS
1 stop28h 32m
Copa Airlines
Tue 9/83:50 am
POS
-
BOS
1 stop10h 49m
Copa Airlines
Deal found 7/20$443
This JetBlue deal was found by Cheapflights users on 7/23. 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 8/278:41 am
BOS
-
POS
1 stop9h 54m
JetBlue
Mon 8/318:00 pm
POS
-
BOS
1 stop11h 46m
JetBlue
Deal found 7/23$466
This FlightHub deal was found by Cheapflights users on 7/19. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/257:15 pm
BOS
-
POS
1 stop29h 00m
Air Canada
Fri 8/141:25 am
POS
-
BOS
1 stop16h 57m
Air Canada
Deal found 7/19$472

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 July 24, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$392
(Copa Airlines)

One-way from

$180
(Orbitz)

Popular in

July

Cheapest in

March

Average price

$628
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.
Search Deals
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. 8% potential increase in price ($51 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($7 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in July 2026
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 July 24, 2026.
Use the filters below to find and compare flights from Boston to Port of Spain that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Tue 10/27

8:47 am-1:17 pm

1 stop28h 30m

Port of Spain Piarco Intl

Wed 11/4

2:19 pm-1:27 pm

1 stop24h 08m

$392

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Wed 10/28

3:55 pm-1:54 am

1 stop9h 59m

Port of Spain Piarco Intl

Sun 11/8

3:40 am-10:01 pm

1 stop19h 21m

$392
Quickest round-trip

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Wed 9/30

3:55 pm-1:47 am

1 stop9h 52m

Port of Spain Piarco Intl

Sun 10/4

3:50 am-2:39 pm

1 stop10h 49m

$428

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Wed 8/26

8:45 am-1:17 pm

1 stop28h 32m

Port of Spain Piarco Intl

Tue 9/8

3:50 am-2:39 pm

1 stop10h 49m

$443

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Thu 8/27

8:41 am-6:35 pm

1 stop9h 54m

Port of Spain Piarco Intl

Mon 8/31

8:00 pm-7:46 am

1 stop11h 46m

$466

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Sun 1/17

7:34 am-1:55 am

1 stop17h 21m

Port of Spain Piarco Intl

Wed 1/20

3:26 am-1:22 pm

1 stop10h 56m

$567

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Wed 8/26

9:25 am-11:23 pm

2 stops13h 58m

Port of Spain Piarco Intl

Tue 9/8

12:30 am-2:22 pm

2 stops13h 52m

$578

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Wed 10/28

9:41 am-11:18 pm

1 stop13h 37m

Port of Spain Piarco Intl

Tue 11/3

1:25 am-12:05 pm

1 stop11h 40m

$580

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Wed 10/28

9:41 am-11:18 pm

1 stop13h 37m

Port of Spain Piarco Intl

Sun 11/8

1:25 am-5:55 pm

2 stops17h 30m

$584
Cheapest one-way

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Fri 8/14

5:45 am-12:15 am

2 stops18h 30m

$213

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/22

Showing 1-10 of 18 resultsSorted by cheapest first
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 July.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
Justfly.comPrice Accuracy3 starsTrust Score*3 stars
JustAirTicketPrice Accuracy-Trust Score*1 star
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 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?

Booking 56 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, March is the cheapest month in which you can book a flight from Boston to Port of Spain (average of $453). Flying from Boston to Port of Spain in July is currently the most expensive (average of $628). 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.

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

Airfare is below average for this route at the moment.

Boston to Port of Spain flights typically cost between $501 and $699 in October.
The cheapest round-trip price found within the last 5 days was $392 on Copa Airlines (Oct 27-Nov 3).

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 July 24, 2026.
Peruse reviews from past customers who have flown with Copa Airlines,United Airlines, andAmerican 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
1,562 reviews

Overall

7.6

Entertainment

6.8

Comfort

7.4

Food

6.9

Boarding

7.8

Crew

8.1

Reviews

1 / 20
2.0
Mediocre

Anonymous,Jul 2026

BOS - PTY

Airline was delayed 1 hour, that made my layover flight be missed, gave wrong information about gates, they closed the gates in my face, rebooked me, and had business class, and rebooked me not business class
Copa Airlines
7.6
Good
1,562 reviews
Copa Airlines
7.6
Good
1,562 reviews

Overall

7.6

Entertainment

6.8

Comfort

7.4

Food

6.9

Boarding

7.8

Crew

8.1

Reviews

1 / 20
2.0
Mediocre

Anonymous,Jul 2026

BOS - PTY

Airline was delayed 1 hour, that made my layover flight be missed, gave wrong information about gates, they closed the gates in my face, rebooked me, and had business class, and rebooked me not business class
United Airlines
7.4
Good
10,026 reviews
Copa Airlines
7.6
Good
1,562 reviews

Overall

7.6

Entertainment

6.8

Comfort

7.4

Food

6.9

Boarding

7.8

Crew

8.1

Reviews

1 / 20
2.0
Mediocre

Anonymous,Jul 2026

BOS - PTY

Airline was delayed 1 hour, that made my layover flight be missed, gave wrong information about gates, they closed the gates in my face, rebooked me, and had business class, and rebooked me not business class
American Airlines
7.1
Good
11,834 reviews
Copa Airlines
7.6
Good
1,562 reviews

Overall

7.6

Entertainment

6.8

Comfort

7.4

Food

6.9

Boarding

7.8

Crew

8.1

Reviews

1 / 20
2.0
Mediocre

Anonymous,Jul 2026

BOS - PTY

Airline was delayed 1 hour, that made my layover flight be missed, gave wrong information about gates, they closed the gates in my face, rebooked me, and had business class, and rebooked me not business class
Air Canada
7.1
Good
11,377 reviews
Copa Airlines
7.6
Good
1,562 reviews

Overall

7.6

Entertainment

6.8

Comfort

7.4

Food

6.9

Boarding

7.8

Crew

8.1

Reviews

1 / 20
2.0
Mediocre

Anonymous,Jul 2026

BOS - PTY

Airline was delayed 1 hour, that made my layover flight be missed, gave wrong information about gates, they closed the gates in my face, rebooked me, and had business class, and rebooked me not business class
JetBlue
7.1
Good
3,020 reviews
Copa Airlines
7.6
Good
1,562 reviews

Overall

7.6

Entertainment

6.8

Comfort

7.4

Food

6.9

Boarding

7.8

Crew

8.1

Reviews

1 / 20
2.0
Mediocre

Anonymous,Jul 2026

BOS - PTY

Airline was delayed 1 hour, that made my layover flight be missed, gave wrong information about gates, they closed the gates in my face, rebooked me, and had business class, and rebooked me not business class

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 28h 30m. Fly via Copa Airlines to get the fastest option. The distance from Boston to Port of Spain is about 2270 mi.

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

    According to our current data, Copa Airlines ($164), United Airlines ($257), and JetBlue ($276) offers the cheapest pricing from Boston to Port of Spain. Copa Airlines is 70% 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 United Airlines, which is currently one of the cheapest options available, starting at $120. JetBlue flights start at $130 while deals on Air Canada start at $144 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, March is the cheapest month in which you can book a flight from Boston to Port of Spain (average of $453). Flying from Boston to Port of Spain in July is currently the most expensive (average of $628). 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

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Complete your trip

Complete your trip to Port of Spain by adding a car rental and/or hotel reservation to your travel itinerary.
Port of Spain car rentals
Port of Spain Piarco Intl Airport car rentals
Scarborough ANR Robinson Intl Airport car rentals

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 July 24, 2026.
AirlineCheapestAverageFlexibilityOn-time
Copa AirlinesCheapest$164Average$420FlexibilityNo cancel feeOn-time70%
United AirlinesCheapest$257Average$556FlexibilityNo cancel feeOn-time69%
JetBlueCheapest$276Average$569FlexibilityNo cancel feeOn-time62%
Air CanadaCheapest$366Average$583FlexibilityNo cancel feeOn-time67%
American AirlinesCheapest$369Average$642FlexibilityNo cancel feeOn-time71%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.
Site
©2026 Cheapflights