$281 Cheap Flights from San Jose (SJC) to Port of Spain (POS)

View $281 flight on Wed, Feb 25, 2026Opens in a new window

Popular airlines from Norman Y. Mineta San Jose Intl. Airport (SJC) to Piarco Intl. Airport (POS)

Cheap Flights from San Jose to Port of Spain (SJC-POS)

Prices were available within the past 7 days and start at $281 for one-way flights and $598 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

American Airlines
Mon, Dec 8 - Tue, Dec 16
SJC
San Jose
POS
Trinidad
$598 Roundtrip, found 5 days ago
$598
Roundtrip
found 5 days ago
Select American Airlines flight, departing Mon, Dec 8 from San Jose to Trinidad, returning Tue, Dec 16, priced at $598 found 5 days ago
United
Mon, Dec 8 - Tue, Dec 16
SJC
San Jose
POS
Trinidad
$598 Roundtrip, found 5 days ago
$598
Roundtrip
found 5 days ago
Select United flight, departing Mon, Dec 8 from San Jose to Trinidad, returning Tue, Dec 16, priced at $598 found 5 days ago
American Airlines
Thu, Mar 12 - Thu, Mar 19
SJC
San Jose
POS
Trinidad
$598 Roundtrip, found 20 hours ago
$598
Roundtrip
found 20 hours ago
Select American Airlines flight, departing Thu, Mar 12 from San Jose to Trinidad, returning Thu, Mar 19, priced at $598 found 20 hours ago
American Airlines
Mon, Dec 8 - Tue, Dec 16
SJC
San Jose
POS
Trinidad
$606 Roundtrip, found 5 days ago
$606
Roundtrip
found 5 days ago
Select American Airlines flight, departing Mon, Dec 8 from San Jose to Trinidad, returning Tue, Dec 16, priced at $606 found 5 days ago
United
Fri, Jan 9 - Thu, Jan 15
SJC
San Jose
POS
Trinidad
$609 Roundtrip, found 20 hours ago
$609
Roundtrip
found 20 hours ago
Select United flight, departing Fri, Jan 9 from San Jose to Trinidad, returning Thu, Jan 15, priced at $609 found 20 hours ago
United
Mon, Dec 8 - Tue, Dec 16
SJC
San Jose
POS
Trinidad
$615 Roundtrip, found 5 days ago
$615
Roundtrip
found 5 days ago
Select United flight, departing Mon, Dec 8 from San Jose to Trinidad, returning Tue, Dec 16, priced at $615 found 5 days ago
American Airlines
Wed, Feb 25 - Fri, Mar 6
SJC
San Jose
POS
Trinidad
$619 Roundtrip, found 20 hours ago
$619
Roundtrip
found 20 hours ago
Select American Airlines flight, departing Wed, Feb 25 from San Jose to Trinidad, returning Fri, Mar 6, priced at $619 found 20 hours ago
American Airlines
Fri, Jan 9 - Thu, Jan 15
SJC
San Jose
POS
Trinidad
$620 Roundtrip, found 20 hours ago
$620
Roundtrip
found 20 hours ago
Select American Airlines flight, departing Fri, Jan 9 from San Jose to Trinidad, returning Thu, Jan 15, priced at $620 found 20 hours ago
Air Canada
Wed, Feb 25 - Fri, Mar 6
SJC
San Jose
POS
Trinidad
$1,244 Roundtrip, found 20 hours ago
$1,244
Roundtrip
found 20 hours ago
Select Air Canada flight, departing Wed, Feb 25 from San Jose to Trinidad, returning Fri, Mar 6, priced at $1,244 found 20 hours ago
Copa
Wed, Feb 25 - Fri, Mar 6
SJC
San Jose
POS
Trinidad
$1,385 Roundtrip, found 20 hours ago
$1,385
Roundtrip
found 20 hours ago
Select Copa flight, departing Wed, Feb 25 from San Jose to Trinidad, returning Fri, Mar 6, priced at $1,385 found 20 hours 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 $719
POS
Piarco Intl.
Cheapest
Flights from $719
Flights from San Jose (SJC) to Port of Spain (POS)
Origin airport
Norman Y. Mineta San Jose Intl.
Destination airport
Piarco Intl.
Airlines serving
Air Canada, American Airlines, Copa, United
Roundtrip price
$597
Distance
4166 mi

San Jose to Port of Spain Flights

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

 

The best time to book a flight from San Jose to Port of Spain

Sunday is one of the best days to book for cheap flights from San Jose 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 San Jose 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 San Jose to Port of Spain in 2025. You can also book with separate airlines for your outbound and return journeys, from $281 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 San Jose 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 San Jose 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.

 

Frequently asked questions

How much does a flight from Norman Y. Mineta San Jose Intl. Airport (SJC) to Piarco Intl. Airport (POS) cost?
Lock in a cheap one-way flight from $281 or cheap return flight from $598 from Norman Y. Mineta San Jose Intl. Airport (SJC) 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 Norman Y. Mineta San Jose Intl. Airport (SJC) to Piarco Intl. Airport (POS)?
Flying in December is a good way to save, as it's the cheapest month for flights between SJC and POS. You'll often find the lowest fares during the off-season.
What is the cheapest airline that flies from Norman Y. Mineta San Jose Intl. Airport (SJC) to Piarco Intl. Airport (POS)?
To find the cheapest airline that'll fly you from SJC to POS, use Expedia's filter tool. Tailor your search based on your travel style, such as preferred carriers and ideal departure window. You can then sort your results by "Price (lowest to highest)" to list the most affordable options first.
How many flights per day from Norman Y. Mineta San Jose Intl. Airport (SJC) to Piarco Intl. Airport (POS)?
You'll need to catch a flight with a layover if you're traveling from Norman Y. Mineta San Jose Intl. Airport (SJC) to Piarco Intl. Airport (POS). Direct flights don't operate daily on this route. However, simply filter your search to include one or two stops to find an option that works for you.
What day of the week has the most flights from SJC to POS?
Friday is usually the busiest day for flights, while Tuesday is often the quietest.* Keep in mind that flight schedules can vary depending on a number of factors, such as the time of year and airline.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What is the best time to fly from Norman Y. Mineta San Jose Intl. Airport (SJC) to Piarco Intl. Airport (POS)?
To reach Piarco Intl. Airport (POS) on schedule, opt for a flight that leaves from Norman Y. Mineta San Jose Intl. Airport (SJC) before 3 PM. The likelihood of cancellations is 22% higher, on average, for departures after this hour.**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 Norman Y. Mineta San Jose Intl. Airport (SJC) to Piarco Intl. Airport (POS) last-minute?
Last-minute fares from SJC to POS are typically more expensive. To lock in the best prices, start searching for flights well in advance. That being said, if your travel plans are flexible, it's possible to score a cheap ticket just before your departure.
Is it cheaper to book a SJC to POS flight and hotel package?
Opting for a SJC to POS flight and hotel package is usually cheaper than booking separately. With Expedia, you can enjoy the ease of organizing your trip all in one place. Select from our extensive range of accommodations and then add activities, car rentals and flights to your booking. Bundle everything together, and you could save hundreds of dollars.
Can I cancel or change the date of my flight from Norman Y. Mineta San Jose Intl. Airport (SJC) to Piarco Intl. Airport (POS)?
If you booked your SJC to POS flight within the last 24 hours, you may be able to cancel or modify it without any fees. Depending on the airline and the type of fare you purchased, additional charges may apply for changes beyond that time. Airline policies and contact information can be found in your itinerary or confirmation email. Or, go to our Customer Service portal for further details.

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*Available to One Key members.