$253 Cheap Flights from Port of Spain (POS) to Boston (BOS)

View $253 flight on Thu, Dec 25, 2025Opens in a new window

Popular airlines from Piarco Intl. Airport (POS) to Logan International Airport (BOS)

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Cheap Flights from Port of Spain to Boston (POS-BOS)

Prices were available within the past 7 days and start at $253 for one-way flights and $358 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

JetBlue Airways
Wed, Nov 5 - Wed, Nov 12
POS
Trinidad
BOS
Boston
$358 Roundtrip, found 5 days ago
$358
Roundtrip
found 5 days ago
Select JetBlue Airways flight, departing Wed, Nov 5 from Trinidad to Boston, returning Wed, Nov 12, priced at $358 found 5 days ago
JetBlue Airways
Thu, Nov 6 - Wed, Nov 12
POS
Trinidad
BOS
Boston
$363 Roundtrip, found 5 days ago
$363
Roundtrip
found 5 days ago
Select JetBlue Airways flight, departing Thu, Nov 6 from Trinidad to Boston, returning Wed, Nov 12, priced at $363 found 5 days ago
JetBlue Airways
Thu, Dec 4 - Mon, Dec 8
POS
Trinidad
BOS
Boston
$371 Roundtrip, found 5 days ago
$371
Roundtrip
found 5 days ago
Select JetBlue Airways flight, departing Thu, Dec 4 from Trinidad to Boston, returning Mon, Dec 8, priced at $371 found 5 days ago
JetBlue Airways
Sat, Dec 6 - Mon, Dec 8
POS
Trinidad
BOS
Boston
$374 Roundtrip, found 5 days ago
$374
Roundtrip
found 5 days ago
Select JetBlue Airways flight, departing Sat, Dec 6 from Trinidad to Boston, returning Mon, Dec 8, priced at $374 found 5 days ago
JetBlue Airways
Thu, Dec 4 - Sun, Dec 7
POS
Trinidad
BOS
Boston
$376 Roundtrip, found 5 days ago
$376
Roundtrip
found 5 days ago
Select JetBlue Airways flight, departing Thu, Dec 4 from Trinidad to Boston, returning Sun, Dec 7, priced at $376 found 5 days ago
JetBlue Airways
Thu, Dec 4 - Sun, Dec 7
POS
Trinidad
BOS
Boston
$384 Roundtrip, found 5 days ago
$384
Roundtrip
found 5 days ago
Select JetBlue Airways flight, departing Thu, Dec 4 from Trinidad to Boston, returning Sun, Dec 7, priced at $384 found 5 days ago
Copa
Fri, Dec 5 - Mon, Dec 8
POS
Trinidad
BOS
Boston
$397 Roundtrip, found 5 days ago
$397
Roundtrip
found 5 days ago
Select Copa flight, departing Fri, Dec 5 from Trinidad to Boston, returning Mon, Dec 8, priced at $397 found 5 days ago
Air Canada
Wed, Nov 26 - Wed, Dec 3
POS
Trinidad
BOS
Boston
$418 Roundtrip, found 5 days ago
$418
Roundtrip
found 5 days ago
Select Air Canada flight, departing Wed, Nov 26 from Trinidad to Boston, returning Wed, Dec 3, priced at $418 found 5 days ago
United
Fri, Dec 5 - Mon, Dec 8
POS
Trinidad
BOS
Boston
$435 Roundtrip, found 5 days ago
$435
Roundtrip
found 5 days ago
Select United flight, departing Fri, Dec 5 from Trinidad to Boston, returning Mon, Dec 8, priced at $435 found 5 days ago
American Airlines
Fri, Dec 5 - Mon, Dec 8
POS
Trinidad
BOS
Boston
$440 Roundtrip, found 5 days ago
$440
Roundtrip
found 5 days ago
Select American Airlines flight, departing Fri, Dec 5 from Trinidad to Boston, returning Mon, Dec 8, priced at $440 found 5 days ago

Find the cheapest month to fly from Piarco (POS) to Boston (BOS)

January is typically the cheapest month to fly

From $299 - $954 per traveler.

Alternative airports near Boston

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to Logan Intl. BOS. Cheapest and Closest option available. Average driving time to city center is 7 minutes. Flights from $514
BOS
Logan Intl.
CheapestClosest
Average driving time to city center7 min
Flights from $514
Flights from Port of Spain (POS) to Boston (BOS)
Origin airport
Piarco Intl.
Destination airport
Logan Intl.
Airlines serving
Air Canada, American Airlines, Copa, JetBlue Airways, United
Roundtrip price
$358
Distance
2271 mi

Port of Spain to Boston Flights

The cheapest times to fly from Port of Spain to Boston

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Port of Spain to Boston are during the month of November. You can find some of the cheapest flights from Port of Spain to Boston with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Port of Spain to Boston

Sunday is one of the best days to book for cheap flights from Port of Spain to Boston: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

 

How to find cheap round-trip tickets from Port of Spain to Boston

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Port of Spain to Boston in 2025. You can also book with separate airlines for your outbound and return journeys, from $253 one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

 

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Port of Spain to Boston flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

 

You could also save big by booking one of Expedia's vacation packages. Bundling together your Port of Spain to Boston airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

 

*Terms apply.

 

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

 

Frequently asked questions

How much does a flight from Piarco Intl. Airport (POS) to Logan Intl. Airport (BOS) cost?
Snag a cheap one-way flight from $253 or cheap return flight from $358 from Piarco Intl. Airport (POS) to Logan Intl. Airport (BOS) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to see our cheapest flight deals on this route.
What is the cheapest month to fly from Piarco Intl. Airport (POS) to Logan Intl. Airport (BOS)?
Traveling in November is a good way to save, as it's the cheapest month for flights between POS and BOS. You'll usually find the lowest prices during off-peak months.
What is the cheapest airline that flies from Piarco Intl. Airport (POS) to Logan Intl. Airport (BOS)?
Expedia's filter tool lets you easily compare travel time, airlines and fares all in one place. Customize the search to your preferences, then sort by "Price (lowest to highest)" to find out which carrier offers the cheapest POS to BOS flight.
How many flights per day from Piarco Intl. Airport (POS) to Logan Intl. Airport (BOS)?
You'll need to hop on a flight with a layover if you're traveling from Piarco Intl. Airport (POS) to Logan Intl. Airport (BOS). Direct flights don't operate daily on this route. However, just filter your search to include one or more stops to find an option that works for you.
What day of the week has the most flights from POS to BOS?
You'll generally find Tuesday the quietest day for flights, while Fridays are often the busiest.* However this can change from season to season and during public holidays or peak travel times.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What is the best time to fly from Piarco Intl. Airport (POS) to Logan Intl. Airport (BOS)?
To avoid potential delays on the Piarco Intl. Airport (POS) to Logan Intl. Airport (BOS) route, fly before 3 PM. Departures after this time have a 22% higher chance of being canceled.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG's global flight data platform.
Is it cheaper to buy a plane ticket from Piarco Intl. Airport (POS) to Logan Intl. Airport (BOS) last-minute?
Last-minute bookings from POS to BOS are typically more expensive. To lock in the best rates, start searching for flights early. That being said, if you're flexible with your travel plans, you may find a cheap ticket right before your trip.
Is it cheaper to book a POS to BOS flight and hotel package?
You can save money by booking a POS to BOS flight and hotel package compared to booking separately. In fact, travelers could save hundreds of dollars by bundling with Expedia. And it's simple to manage everything in one convenient place. After selecting your ideal accommodations and flights, consider adding extras like car rentals, activities and tours.
Can I cancel or change the date of my flight from Piarco Intl. Airport (POS) to Logan Intl. Airport (BOS)?
In most instances, you can reschedule or cancel your POS to BOS flight. However, there may be additional charges, especially if you made your booking more than 24 hours ago. Check your itinerary for the airline's guidelines and fees on flight changes, or if you need further details, head to our Customer Service portal.

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*Available to One Key members.