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Port of Spain

$114+ 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 3/21. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — POS
Feb 25 — Mar 41
Wed 2/25
Wed 3/4
1 adult, Economy
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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 January 26, 2026.

This United Airlines deal was found by Cheapflights users on 1/25. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/119:32 am
BOS
-
POS
1 stop13h 51m
United Airlines
Tue 3/1712:30 am
POS
-
BOS
1 stop11h 37m
United Airlines
Deal found 1/25$256
This JetBlue deal was found by Cheapflights users on 1/26. 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.
Sat 2/285:25 pm
BOS
-
POS
1 stop12h 52m
JetBlue
Wed 3/49:05 am
POS
-
BOS
1 stop11h 53m
JetBlue
Deal found 1/26$269
This United Airlines deal was found by Cheapflights users on 1/25. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/17:15 am
BOS
-
POS
1 stop16h 08m
United Airlines
Tue 3/1012:30 am
POS
-
BOS
1 stop11h 37m
United Airlines
Deal found 1/25$270
This American Airlines deal was found by Cheapflights users on 1/24. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/186:52 pm
BOS
-
POS
2 stops19h 18m
American Airlines
Wed 3/253:10 pm
POS
-
BOS
2 stops20h 26m
American Airlines
Deal found 1/24$274
This United Airlines deal was found by Cheapflights users on 1/26. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/284:15 pm
BOS
-
POS
1 stop7h 50m
United Airlines
Tue 3/31:30 am
POS
-
BOS
2 stops14h 42m
United Airlines
Deal found 1/26$275
This United Airlines deal was found by Cheapflights users on 1/24. 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 3/187:15 am
BOS
-
POS
1 stop16h 08m
United Airlines
Tue 3/2412:30 am
POS
-
BOS
2 stops14h 46m
United Airlines
Deal found 1/24$288
This United Airlines deal was found by Cheapflights users on 1/25. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/319:41 am
BOS
-
POS
1 stop13h 42m
United Airlines
Tue 4/712:30 am
POS
-
BOS
1 stop16h 19m
United Airlines
Deal found 1/25$307
This United Airlines deal was found by Cheapflights users on 1/25. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/2910:30 am
BOS
-
POS
2 stops12h 53m
United Airlines
Mon 11/21:30 am
POS
-
BOS
2 stops15h 41m
United Airlines
Deal found 1/25$312
This United Airlines deal was found by Cheapflights users on 1/24. 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.
Thu 7/25:15 am
BOS
-
POS
1 stop18h 08m
United Airlines
Sat 7/42:00 am
POS
-
BOS
1 stop8h 39m
United Airlines
Deal found 1/24$321

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 January 26, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$256
(United Airlines)

One-way from

$114
(American Airlines)

Popular in

February

Cheapest in

January

Average price

$475
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. 6% potential increase in price ($44 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 January 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 January 26, 2026.
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

Wed 3/11

9:32 am-11:23 pm

1 stop13h 51m

Port of Spain Piarco Intl

Tue 3/17

12:30 am-12:07 pm

1 stop11h 37m

$256

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Sat 2/28

5:25 pm-7:17 am

1 stop12h 52m

Port of Spain Piarco Intl

Wed 3/4

9:05 am-7:58 pm

1 stop11h 53m

$269

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Wed 3/18

6:52 pm-2:10 pm

2 stops19h 18m

Port of Spain Piarco Intl

Wed 3/25

3:10 pm-11:36 am

2 stops20h 26m

$274

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Sun 3/1

1:55 pm-1:05 am

1 stop10h 10m

Port of Spain Piarco Intl

Tue 3/10

12:30 am-5:19 pm

2 stops16h 49m

$274

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Fri 5/8

6:53 pm-2:32 pm

2 stops19h 39m

Port of Spain Piarco Intl

Wed 5/13

3:47 pm-12:59 am

1 stop9h 12m

$274

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Tue 3/31

5:45 am-11:23 pm

2 stops17h 38m

Port of Spain Piarco Intl

Tue 4/7

12:30 am-12:16 pm

1 stop11h 46m

$311

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Thu 7/2

5:15 am-11:23 pm

1 stop18h 08m

Port of Spain Piarco Intl

Sat 7/4

2:00 am-10:39 am

1 stop8h 39m

$321

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Wed 3/18

8:44 am-1:46 am

1 stop17h 02m

Port of Spain Piarco Intl

Tue 3/24

3:46 am-11:10 pm

1 stop19h 24m

$329

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Sun 2/15

1:55 pm-1:05 am

1 stop10h 10m

Port of Spain Piarco Intl

Sat 2/28

2:20 am-10:55 am

1 stop9h 35m

$345

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Sat 3/21

5:30 pm-2:10 pm

2 stops20h 40m

$114

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/23

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 January.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
AranGrantPrice Accuracy2 starsTrust Score*2 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 January 23, 2026.

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 June is currently the most expensive (average of $496). 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.

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 January 26, 2026.
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
1,558 reviews

Boarding

7.8

Overall

7.6

Entertainment

6.8

Food

6.8

Comfort

7.4

Crew

8.1

Reviews

1 / 20
2.0
Mediocre

Juan,Dec 2025

EZE - PTY

The outbound flight from Boston was awful. The handicapped services were the worst i have ever seen. NEVER AGAIN. THIS WAS NOT WORTH ANYWHERE NEAR $4K.
Copa Airlines
7.6
Good
1,558 reviews
Copa Airlines
7.6
Good
1,558 reviews

Boarding

7.8

Overall

7.6

Entertainment

6.8

Food

6.8

Comfort

7.4

Crew

8.1

Reviews

1 / 20
2.0
Mediocre

Juan,Dec 2025

EZE - PTY

The outbound flight from Boston was awful. The handicapped services were the worst i have ever seen. NEVER AGAIN. THIS WAS NOT WORTH ANYWHERE NEAR $4K.
United Airlines
7.4
Good
9,200 reviews
Copa Airlines
7.6
Good
1,558 reviews

Boarding

7.8

Overall

7.6

Entertainment

6.8

Food

6.8

Comfort

7.4

Crew

8.1

Reviews

1 / 20
2.0
Mediocre

Juan,Dec 2025

EZE - PTY

The outbound flight from Boston was awful. The handicapped services were the worst i have ever seen. NEVER AGAIN. THIS WAS NOT WORTH ANYWHERE NEAR $4K.
American Airlines
7.2
Good
11,189 reviews
Copa Airlines
7.6
Good
1,558 reviews

Boarding

7.8

Overall

7.6

Entertainment

6.8

Food

6.8

Comfort

7.4

Crew

8.1

Reviews

1 / 20
2.0
Mediocre

Juan,Dec 2025

EZE - PTY

The outbound flight from Boston was awful. The handicapped services were the worst i have ever seen. NEVER AGAIN. THIS WAS NOT WORTH ANYWHERE NEAR $4K.
JetBlue
7.2
Good
2,892 reviews
Copa Airlines
7.6
Good
1,558 reviews

Boarding

7.8

Overall

7.6

Entertainment

6.8

Food

6.8

Comfort

7.4

Crew

8.1

Reviews

1 / 20
2.0
Mediocre

Juan,Dec 2025

EZE - PTY

The outbound flight from Boston was awful. The handicapped services were the worst i have ever seen. NEVER AGAIN. THIS WAS NOT WORTH ANYWHERE NEAR $4K.
Air Canada
7.1
Good
10,656 reviews
Copa Airlines
7.6
Good
1,558 reviews

Boarding

7.8

Overall

7.6

Entertainment

6.8

Food

6.8

Comfort

7.4

Crew

8.1

Reviews

1 / 20
2.0
Mediocre

Juan,Dec 2025

EZE - PTY

The outbound flight from Boston was awful. The handicapped services were the worst i have ever seen. NEVER AGAIN. THIS WAS NOT WORTH ANYWHERE NEAR $4K.

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 12h 52m. Fly via United Airlines, JetBlue, 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, Copa Airlines ($164), Air Canada ($195), and United Airlines ($260) offers the cheapest pricing from Boston to Port of Spain. Copa Airlines is 72% 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. Air Canada flights start at $144 while deals on JetBlue start at $202 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 June is currently the most expensive (average of $496). 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.
Hartford to Port of Spain flights
Boston to Scarborough flights
Hyannis to Port of Spain 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 January 26, 2026.
AirlineCheapestAverageFlexibilityOn-time
Copa AirlinesCheapest$164Average$492FlexibilityNo cancel feeOn-time70%
Air CanadaCheapest$195Average$432FlexibilityNo cancel feeOn-time67%
United AirlinesCheapest$260Average$617FlexibilityNo cancel feeOn-time69%
JetBlueCheapest$280Average$601FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$459Average$591FlexibilityNo cancel feeOn-time71%

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