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Port of Spain

$222+ 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 8/22. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — POS
Aug 3 — Aug 101
Sun 8/3
Sun 8/10
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 September or January, booked 17 days in advance, depart on a Wednesday or Tuesday and return on a Thursday

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 July 29, 2025.

Round-trip from

$437
(Air Canada)

One-way from

$222
(American Airlines)

Popular in

December

Cheapest in

September

Average price

$579
From Boston Logan Intl to Port of Spain Piarco Intl
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One-way flight from Boston Logan Intl to Port of Spain Piarco Intl
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Highest demand for flights based on searches. 7% potential increase in price ($54 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($24 potential savings vs. average RT price).
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Average for round-trip flights in July 2025
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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 July 29, 2025.

This Air Canada deal was found by Cheapflights users on 7/29. 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 12/25:30 amBOS - POS
2 stops18h 45mAir Canada
Sun 1/112:15 amPOS - BOS
1 stop21h 22mAir Canada
Deal found 7/29$437
This American Airlines deal was found by Cheapflights users on 7/27. 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 10/2212:52 pmBOS - POS
1 stop8h 28mAmerican Airlines
Tue 10/283:25 pmPOS - BOS
1 stop9h 09mAmerican Airlines
Deal found 7/27$444
This United Airlines deal was found by Cheapflights users on 7/28. 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 10/2310:00 amBOS - POS
1 stop13h 23mUnited Airlines
Wed 10/2912:30 amPOS - BOS
1 stop17h 13mUnited Airlines
Deal found 7/28$463
This Copa Airlines deal was found by Cheapflights users on 7/27. 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.
Fri 11/77:34 amBOS - POS
1 stop17h 14mCopa Airlines
Sat 11/153:48 amPOS - BOS
1 stop10h 12mCopa Airlines
Deal found 7/27$477
This Kiwi.com deal was found by Cheapflights users on 7/28. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/236:08 amBOS - POS
2 stops31h 09mMultiple Airlines
Thu 10/306:25 pmPOS - BOS
1 stop21h 39mMultiple Airlines
Deal found 7/28$484
This Priceline deal was found by Cheapflights users on 7/28. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/195:05 pmBOS - POS
1 stop13h 18mJetBlue
Thu 8/218:50 amPOS - BOS
1 stop9h 09mJetBlue
Deal found 7/28$524

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 29, 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

Mon 9/8

12:15 pm-1:20 am

1 stop13h 05m

Port of Spain Piarco Intl

Mon 9/22

2:25 am-11:29 am

1 stop9h 04m

$437

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Wed 10/22

12:52 pm-9:20 pm

1 stop8h 28m

Port of Spain Piarco Intl

Tue 10/28

3:25 pm-12:34 am

1 stop9h 09m

$444

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Thu 10/23

10:00 am-11:23 pm

1 stop13h 23m

Port of Spain Piarco Intl

Wed 10/29

12:30 am-5:43 pm

1 stop17h 13m

$463

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Thu 10/23

6:08 am-1:17 pm

2 stops31h 09m

Port of Spain Piarco Intl

Thu 10/30

6:25 pm-4:04 pm

1 stop21h 39m

$484

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Sun 9/21

8:41 am-1:46 am

1 stop17h 05m

Port of Spain Piarco Intl

Tue 9/23

3:51 am-7:22 pm

1 stop15h 31m

$515

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Tue 8/19

5:05 pm-6:23 am

1 stop13h 18m

Port of Spain Piarco Intl

Thu 8/21

8:50 am-5:59 pm

1 stop9h 09m

$524

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Fri 8/22

6:15 pm-2:25 pm

1 stop20h 10m

$222

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Tue 8/19

7:10 am-5:32 pm

1 stop10h 22m

$236

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Fri 8/22

5:50 am-1:25 am

2 stops19h 35m

$250

BostonPort of Spain

BOS - POS

BOSPOS

Boston Logan Intl

Mon 8/25

6:30 am-8:20 pm

3 stops13h 50m

$254

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/27

Showing 1-10 of 11 results
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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 July 25, 2025.

Booking 17 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, October is the cheapest month in which you can book a flight from Boston to Port of Spain (average of $435). Flying from Boston to Port of Spain in December is currently the most expensive (average of $710). 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 July 29, 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 8% 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 Tuesday evenings when fares are most often at their lowest. Sunday evenings flights should be avoided if possible as fares are typically the most expensive at this time.

What’s the top layover airport for flights from Boston to Port of Spain?

Share of 1-stop round-trip flights from Boston to Port of Spain chosen by Cheapflights users in the past 12 months, using the same layover each way.

Panama City (PTY) – chosen by Cheapflights users on 75% of 1-stop itineraries from Boston to Port of Spain on Cheapflights.

What’s the cheapest layover airport for flights from Boston to Port of Spain?

Average round-trip fare for 1-stop flights from Boston to Port of Spain, chosen by Cheapflights users in the past 12 months, with the same layover each way.

San Juan (SJU) is the most affordable 1-stop option, with an average round-trip price of $184.

What’s the fastest layover option from Boston to Port of Spain?

Shortest average travel time for 1-stop one-way flights from Boston to Port of Spain, based on itineraries clicked by Cheapflights users over the past 12 months, grouped by layover airport.

Flights via Panama City (PTY) have the shortest average one-way travel time for 1-stop routes: 6h 27m.

Which airport typically offers the quickest layover for flights from Boston to Port of Spain?

Average layover duration for 1-stop one-way flights from Boston to Port of Spain, chosen by Cheapflights users in the last 12 months, grouped by stopover airport.

Flights via Panama City (PTY) offer the fastest connection on this route, with an average layover time of 3h 20m.

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 29, 2025.
Peruse reviews from past customers who have flown with Copa Airlines, United Airlines, and JetBlue 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
1,493 reviews

Comfort

7.4

Entertainment

6.8

Boarding

7.8

Food

6.8

Crew

8.1

Overall

7.5

Reviews

1 / 20
6.0
Good

Paul,May 2025

PTY - AUA

Had to use my phone for entertainment? Once we landed people were already out their seats and standing in the isles while the plane was still taxiing to the gate. This is unsafe and flight crew had a responsibility to ensure that people remain seated until the pilots turn off the seatbelt sign.
Copa Airlines
7.5
Good
1,493 reviews
Copa Airlines
7.5
Good
1,493 reviews

Comfort

7.4

Entertainment

6.8

Boarding

7.8

Food

6.8

Crew

8.1

Overall

7.5

Reviews

1 / 20
6.0
Good

Paul,May 2025

PTY - AUA

Had to use my phone for entertainment? Once we landed people were already out their seats and standing in the isles while the plane was still taxiing to the gate. This is unsafe and flight crew had a responsibility to ensure that people remain seated until the pilots turn off the seatbelt sign.
United Airlines
7.4
Good
8,899 reviews
Copa Airlines
7.5
Good
1,493 reviews

Comfort

7.4

Entertainment

6.8

Boarding

7.8

Food

6.8

Crew

8.1

Overall

7.5

Reviews

1 / 20
6.0
Good

Paul,May 2025

PTY - AUA

Had to use my phone for entertainment? Once we landed people were already out their seats and standing in the isles while the plane was still taxiing to the gate. This is unsafe and flight crew had a responsibility to ensure that people remain seated until the pilots turn off the seatbelt sign.
JetBlue
7.3
Good
2,913 reviews
Copa Airlines
7.5
Good
1,493 reviews

Comfort

7.4

Entertainment

6.8

Boarding

7.8

Food

6.8

Crew

8.1

Overall

7.5

Reviews

1 / 20
6.0
Good

Paul,May 2025

PTY - AUA

Had to use my phone for entertainment? Once we landed people were already out their seats and standing in the isles while the plane was still taxiing to the gate. This is unsafe and flight crew had a responsibility to ensure that people remain seated until the pilots turn off the seatbelt sign.
American Airlines
7.2
Good
10,000 reviews
Copa Airlines
7.5
Good
1,493 reviews

Comfort

7.4

Entertainment

6.8

Boarding

7.8

Food

6.8

Crew

8.1

Overall

7.5

Reviews

1 / 20
6.0
Good

Paul,May 2025

PTY - AUA

Had to use my phone for entertainment? Once we landed people were already out their seats and standing in the isles while the plane was still taxiing to the gate. This is unsafe and flight crew had a responsibility to ensure that people remain seated until the pilots turn off the seatbelt sign.
Air Canada
7.1
Good
9,822 reviews
Copa Airlines
7.5
Good
1,493 reviews

Comfort

7.4

Entertainment

6.8

Boarding

7.8

Food

6.8

Crew

8.1

Overall

7.5

Reviews

1 / 20
6.0
Good

Paul,May 2025

PTY - AUA

Had to use my phone for entertainment? Once we landed people were already out their seats and standing in the isles while the plane was still taxiing to the gate. This is unsafe and flight crew had a responsibility to ensure that people remain seated until the pilots turn off the seatbelt sign.

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.

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

    According to our current data, Air Canada ($437), American Airlines ($444), and United Airlines ($463) offers the cheapest pricing from Boston to Port of Spain. Air Canada is 32% 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 American Airlines, which is currently one of the cheapest options available, starting at $222. JetBlue flights start at $236 while deals on Air Canada start at $250 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, October is the cheapest month in which you can book a flight from Boston to Port of Spain (average of $435). Flying from Boston to Port of Spain in December is currently the most expensive (average of $710). 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 July 29, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$152Average$181FlexibilityNo cancel feeOn-time62%
Copa AirlinesCheapest$400Average$452FlexibilityNo cancel feeOn-time70%
United AirlinesCheapest$433Average$649FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$433Average$622FlexibilityNo cancel feeOn-time71%
JetBlueCheapest$459Average$623FlexibilityNo cancel feeOn-time62%

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