$291 Cheap Flights from Portland (PDX) to Port of Spain (POS)

View $291 flight on Fri, May 8, 2026Opens in a new window

Popular airlines from Portland International Airport (PDX) to Piarco Intl. Airport (POS)

  • Plan, book, fly with confidence

  • trending down icon

    Be in the know

    Get alerts if flight prices drop or rise*
  • bex rewards loyalty icon

    Book smarter

    Save up to 30% on select hotels after you book a flight*
  • one key icon

    Earn twice

    Earn your airline miles on top of our OneKeyCash
    Learn about One Key

Cheap Flights from Portland to Port of Spain (PDX-POS)

Prices were available within the past 7 days and start at $291 for one-way flights and $658 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

United
Mon, Dec 8 - Mon, Dec 15
PDX
Portland
POS
Trinidad
$658 Roundtrip, found 1 day ago
$658
Roundtrip
found 1 day ago
Select United flight, departing Mon, Dec 8 from Portland to Trinidad, returning Mon, Dec 15, priced at $658 found 1 day ago
United
Mon, Dec 8 - Mon, Dec 15
PDX
Portland
POS
Trinidad
$663 Roundtrip, found 1 day ago
$663
Roundtrip
found 1 day ago
Select United flight, departing Mon, Dec 8 from Portland to Trinidad, returning Mon, Dec 15, priced at $663 found 1 day ago
American Airlines
Wed, Jan 7 - Thu, Jan 15
PDX
Portland
POS
Trinidad
$673 Roundtrip, found 2 days ago
$673
Roundtrip
found 2 days ago
Select American Airlines flight, departing Wed, Jan 7 from Portland to Trinidad, returning Thu, Jan 15, priced at $673 found 2 days ago
United
Tue, Oct 7 - Mon, Oct 20
PDX
Portland
POS
Trinidad
$678 Roundtrip, found 1 day ago
$678
Roundtrip
found 1 day ago
Select United flight, departing Tue, Oct 7 from Portland to Trinidad, returning Mon, Oct 20, priced at $678 found 1 day ago
United
Mon, Dec 8 - Mon, Dec 15
PDX
Portland
POS
Trinidad
$679 Roundtrip, found 1 day ago
$679
Roundtrip
found 1 day ago
Select United flight, departing Mon, Dec 8 from Portland to Trinidad, returning Mon, Dec 15, priced at $679 found 1 day ago
United
Wed, Oct 29 - Mon, Nov 3
PDX
Portland
POS
Trinidad
$681 Roundtrip, found 3 days ago
$681
Roundtrip
found 3 days ago
Select United flight, departing Wed, Oct 29 from Portland to Trinidad, returning Mon, Nov 3, priced at $681 found 3 days ago
United
Tue, Oct 7 - Mon, Oct 20
PDX
Portland
POS
Trinidad
$683 Roundtrip, found 1 day ago
$683
Roundtrip
found 1 day ago
Select United flight, departing Tue, Oct 7 from Portland to Trinidad, returning Mon, Oct 20, priced at $683 found 1 day ago
Air Canada
Wed, Nov 5 - Wed, Nov 26
PDX
Portland
POS
Trinidad
$700 Roundtrip, found 3 days ago
$700
Roundtrip
found 3 days ago
Select Air Canada flight, departing Wed, Nov 5 from Portland to Trinidad, returning Wed, Nov 26, priced at $700 found 3 days ago
JetBlue Airways
Fri, May 8 - Sun, May 17
PDX
Portland
POS
Trinidad
$768 Roundtrip, found 4 days ago
$768
Roundtrip
found 4 days ago
Select JetBlue Airways flight, departing Fri, May 8 from Portland to Trinidad, returning Sun, May 17, priced at $768 found 4 days ago
Copa
Tue, Oct 7 - Mon, Oct 20
PDX
Portland
POS
Trinidad
$1,280 Roundtrip, found 1 day ago
$1,280
Roundtrip
found 1 day ago
Select Copa flight, departing Tue, Oct 7 from Portland to Trinidad, returning Mon, Oct 20, priced at $1,280 found 1 day ago

Alternative airports near Piarco

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

Select flight to Piarco Intl. POS. Cheapest option available. Flights from $778
POS
Piarco Intl.
Cheapest
Flights from $778

Frequently asked questions

How much does a flight from Portland Intl. Airport (PDX) to Piarco Intl. Airport (POS) cost?
Lock in a cheap one-way flight from $291 or cheap return flight from $658 from Portland Intl. Airport (PDX) to Piarco Intl. Airport (POS) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to see our cheapest flight offers on this route.
What is the cheapest month to fly from Portland Intl. Airport (PDX) to Piarco Intl. Airport (POS)?
December is the most affordable month to fly from PDX to POS. Avoiding peak travel times is often the key to scoring lower fares.
What is the cheapest airline that flies from Portland Intl. Airport (PDX) to Piarco Intl. Airport (POS)?
To find the cheapest airline flying from PDX to POS, use Expedia's filter tool. Tailor your search based on your travel style, such as preferred carriers and seat class. You can then sort your results by "Price (lowest to highest)" to see the most affordable options first.
How many flights per day from Portland Intl. Airport (PDX) to Piarco Intl. Airport (POS)?
You'll have to book a flight with a layover if you're traveling from Portland Intl. Airport (PDX) to Piarco Intl. Airport (POS). 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 PDX to POS?
Usually you'll find the most flight options available on a Friday. Tuesdays tend to be the quietest.* However, this can vary depending on the airline, time of year and other factors.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What is the best time to fly from Portland Intl. Airport (PDX) to Piarco Intl. Airport (POS)?
To avoid possible delays on the Portland Intl. Airport (PDX) to Piarco Intl. Airport (POS) route, aim to fly before 3 PM. Flights 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 Portland Intl. Airport (PDX) to Piarco Intl. Airport (POS) last-minute?
Last-minute bookings from PDX to POS are usually more expensive. To secure the lowest rates, start looking for flights well ahead of time. That said, if your travel plans are flexible, you may find a cheap fare just before your departure.
Is it cheaper to book a PDX to POS flight and hotel package?
Booking a PDX to POS flight and hotel package is typically cheaper than booking separately. With Expedia, you can enjoy the ease of organizing your travels in one place. Select from our wide range of hotels and then add car rentals, flights and activities to your booking. Bundle it all together, and you could save hundreds of dollars.
Can I cancel or change the date of my flight from Portland Intl. Airport (PDX) to Piarco Intl. Airport (POS)?
In most instances, you can modify or cancel your PDX to POS flight. However, additional fees may apply, especially if you made your booking over 24 hours ago. Double-check your itinerary for the airline's fees and rules on flight changes, or if you need further details, visit our Customer Service portal.

Travel information

Travel information

Origin airport
Portland Intl.
Destination airport
Piarco Intl.
Airlines serving
Air Canada, American Airlines, Copa, United
Roundtrip price
$658
Distance
4315 mi

Book with confidence

Book with confidence

Portland to Port of Spain Flights

The cheapest times to fly from Portland to Port of Spain

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 Portland to Port of Spain are during the month of December. You can find some of the cheapest flights from Portland to Port of Spain with Expedia's search tool and vast selection of airlines.

 

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

Sunday is one of the best days to book for cheap flights from Portland to Port of Spain: 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 Portland to Port of Spain

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 Portland to Port of Spain in 2025. You can also book with separate airlines for your outbound and return journeys, from $291 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 Portland to Port of Spain 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 Portland to Port of Spain 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.

 

Portland to Port of Spain Flights

Explore a world of travel with Expedia

Explore a world of travel with Expedia

*Available to One Key members.