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Port of Spain

$151+ 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 7/4. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — POS
Jul 10 — Jul 171
Fri 7/10
Fri 7/17
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 June 10, 2026.

This Orbitz deal was found by Cheapflights users on 6/8. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/145:10 am
BOS
-
POS
1 stop19h 05m
Air Canada
Mon 6/221:25 am
POS
-
BOS
1 stop14h 43m
Air Canada
Deal found 6/8$349
This United Airlines deal was found by Cheapflights users on 6/9. 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 7/168:00 am
BOS
-
POS
1 stop16h 50m
United Airlines
Sat 7/182:00 am
POS
-
BOS
1 stop9h 16m
United Airlines
Deal found 6/9$356
This American Airlines deal was found by Cheapflights users on 6/8. 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.
Fri 10/167:21 pm
BOS
-
POS
2 stops18h 39m
American Airlines
Wed 10/213:45 pm
POS
-
BOS
2 stops20h 29m
American Airlines
Deal found 6/8$360
This United Airlines deal was found by Cheapflights users on 6/9. 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 6/272:40 pm
BOS
-
POS
1 stop10h 10m
United Airlines
Mon 6/292:00 am
POS
-
BOS
1 stop15h 57m
United Airlines
Deal found 6/9$368
This American Airlines deal was found by Cheapflights users on 6/10. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/185:18 pm
BOS
-
POS
1 stop20h 56m
American Airlines
Tue 8/257:00 am
POS
-
BOS
2 stops15h 50m
American Airlines
Deal found 6/10$369
This United Airlines deal was found by Cheapflights users on 6/7. 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 8/209:33 am
BOS
-
POS
2 stops13h 50m
United Airlines
Sat 8/2912:30 am
POS
-
BOS
1 stop11h 54m
United Airlines
Deal found 6/7$371
This United Airlines deal was found by Cheapflights users on 6/7. 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.
Mon 6/225:47 am
BOS
-
POS
1 stop17h 36m
United Airlines
Sun 6/282:00 am
POS
-
BOS
1 stop9h 16m
United Airlines
Deal found 6/7$375
This United Airlines deal was found by Cheapflights users on 6/6. 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 8/1812:41 pm
BOS
-
POS
1 stop12h 09m
United Airlines
Mon 8/2412:30 am
POS
-
BOS
1 stop11h 54m
United Airlines
Deal found 6/6$379
This American Airlines deal was found by Cheapflights users on 6/9. 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 7/112:39 pm
BOS
-
POS
1 stop10h 21m
American Airlines
Mon 7/63:18 pm
POS
-
BOS
1 stop18h 58m
American Airlines
Deal found 6/9$381
This United Airlines deal was found by Cheapflights users on 6/6. 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 7/168:00 am
BOS
-
POS
1 stop16h 50m
United Airlines
Sat 7/252:00 am
POS
-
BOS
1 stop9h 16m
United Airlines
Deal found 6/6$382

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 June 10, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$356
(United Airlines)

One-way from

$151
(United Airlines)

Popular in

February

Cheapest in

May

Average price

$588
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
High demand for flights, 2% potential price rise
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($8 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in June 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 June 10, 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

Thu 7/16

8:00 am-12:50 am

1 stop16h 50m

Port of Spain Piarco Intl

Sat 7/18

2:00 am-11:16 am

1 stop9h 16m

$356

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Wed 10/14

7:38 am-11:23 pm

2 stops15h 45m

Port of Spain Piarco Intl

Tue 10/20

12:30 am-2:35 pm

2 stops14h 05m

$360

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Sat 6/27

8:00 am-12:50 am

1 stop16h 50m

Port of Spain Piarco Intl

Mon 6/29

2:00 am-11:16 am

1 stop9h 16m

$368
Quickest round-trip

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Fri 7/10

9:30 am-12:50 am

1 stop15h 20m

Port of Spain Piarco Intl

Sun 7/12

2:00 am-11:16 am

1 stop9h 16m

$371

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Thu 8/20

11:00 am-12:50 am

1 stop13h 50m

Port of Spain Piarco Intl

Sat 8/29

12:30 am-12:24 pm

1 stop11h 54m

$371

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

Wed 11/4

3:40 am-10:01 pm

1 stop19h 21m

$386

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Thu 7/2

9:30 am-11:23 pm

2 stops13h 53m

Port of Spain Piarco Intl

Sat 7/4

12:30 am-12:28 pm

1 stop11h 58m

$444

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Fri 7/3

9:30 am-12:50 am

1 stop15h 20m

Port of Spain Piarco Intl

Tue 7/7

2:00 am-1:16 pm

1 stop11h 16m

$476

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Tue 10/27

9:50 am-11:23 pm

1 stop13h 33m

Port of Spain Piarco Intl

Mon 11/2

1:30 am-6:13 pm

2 stops17h 43m

$480

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Sun 9/6

5:45 am-12:50 am

2 stops19h 05m

Port of Spain Piarco Intl

Tue 9/15

12:30 am-1:14 am

2 stops24h 44m

$480

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/6

Showing 1-10 of 22 resultsSorted by cheapest first
1
2
3

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 June.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
AranGrantPrice Accuracy3 starsTrust Score*3 stars
JustAirTicketPrice 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?

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, May is the cheapest month in which you can book a flight from Boston to Port of Spain (average of $442). Flying from Boston to Port of Spain in February is currently the most expensive (average of $617). 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?

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 June 10, 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
7.5
Good
1,569 reviews

Comfort

7.4

Crew

8.1

Food

6.9

Entertainment

6.8

Boarding

7.7

Overall

7.5

Reviews

1 / 20
10.0
Excellent

Anonymous,Apr 2026

LIM - PTY

Fast boarding, polite and helpful staff. Lowest cost across all airlines
Copa Airlines
7.5
Good
1,569 reviews
Copa Airlines
7.5
Good
1,569 reviews

Comfort

7.4

Crew

8.1

Food

6.9

Entertainment

6.8

Boarding

7.7

Overall

7.5

Reviews

1 / 20
10.0
Excellent

Anonymous,Apr 2026

LIM - PTY

Fast boarding, polite and helpful staff. Lowest cost across all airlines
United Airlines
7.4
Good
9,801 reviews
Copa Airlines
7.5
Good
1,569 reviews

Comfort

7.4

Crew

8.1

Food

6.9

Entertainment

6.8

Boarding

7.7

Overall

7.5

Reviews

1 / 20
10.0
Excellent

Anonymous,Apr 2026

LIM - PTY

Fast boarding, polite and helpful staff. Lowest cost across all airlines
American Airlines
7.1
Good
11,639 reviews
Copa Airlines
7.5
Good
1,569 reviews

Comfort

7.4

Crew

8.1

Food

6.9

Entertainment

6.8

Boarding

7.7

Overall

7.5

Reviews

1 / 20
10.0
Excellent

Anonymous,Apr 2026

LIM - PTY

Fast boarding, polite and helpful staff. Lowest cost across all airlines
Air Canada
7.1
Good
11,151 reviews
Copa Airlines
7.5
Good
1,569 reviews

Comfort

7.4

Crew

8.1

Food

6.9

Entertainment

6.8

Boarding

7.7

Overall

7.5

Reviews

1 / 20
10.0
Excellent

Anonymous,Apr 2026

LIM - PTY

Fast boarding, polite and helpful staff. Lowest cost across all airlines
JetBlue
7.1
Good
2,980 reviews
Copa Airlines
7.5
Good
1,569 reviews

Comfort

7.4

Crew

8.1

Food

6.9

Entertainment

6.8

Boarding

7.7

Overall

7.5

Reviews

1 / 20
10.0
Excellent

Anonymous,Apr 2026

LIM - PTY

Fast boarding, polite and helpful staff. Lowest cost across all airlines

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 16h 50m. Fly via United 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 ($255), and JetBlue ($276) offers the cheapest pricing from Boston to Port of Spain. Copa Airlines is 69% 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, May is the cheapest month in which you can book a flight from Boston to Port of Spain (average of $442). Flying from Boston to Port of Spain in February is currently the most expensive (average of $617). 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 June 10, 2026.
AirlineCheapestAverageFlexibilityOn-time
Copa AirlinesCheapest$164Average$420FlexibilityNo cancel feeOn-time70%
United AirlinesCheapest$255Average$561FlexibilityNo cancel feeOn-time69%
JetBlueCheapest$276Average$568FlexibilityNo cancel feeOn-time62%
Air CanadaCheapest$329Average$443FlexibilityNo cancel feeOn-time67%
American AirlinesCheapest$370Average$592FlexibilityNo cancel feeOn-time71%

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