$276 Cheap Flights from San José (SJO) to Port of Spain (POS)

View $276 flight on Fri, Sep 26, 2025Opens in a new window

Popular airlines from Juan Santamaria Intl. Airport (SJO) to Piarco Intl. Airport (POS)

Cheap Flights from San José to Port of Spain (SJO-POS)

Prices were available within the past 7 days and start at $276 for one-way flights and $536 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

United
Tue, Oct 28 - Wed, Nov 12
SJO
San José
POS
Trinidad
$536 Roundtrip, found 1 day ago
$536
Roundtrip
found 1 day ago
Select United flight, departing Tue, Oct 28 from San José to Trinidad, returning Wed, Nov 12, priced at $536 found 1 day ago
United
Fri, Oct 31 - Wed, Nov 12
SJO
San José
POS
Trinidad
$553 Roundtrip, found 1 day ago
$553
Roundtrip
found 1 day ago
Select United flight, departing Fri, Oct 31 from San José to Trinidad, returning Wed, Nov 12, priced at $553 found 1 day ago
American Airlines
Tue, Nov 25 - Wed, Dec 10
SJO
San José
POS
Trinidad
$557 Roundtrip, found 3 days ago
$557
Roundtrip
found 3 days ago
Select American Airlines flight, departing Tue, Nov 25 from San José to Trinidad, returning Wed, Dec 10, priced at $557 found 3 days ago
JetBlue Airways
Fri, Oct 3 - Sun, Oct 19
SJO
San José
POS
Trinidad
$560 Roundtrip, found 1 day ago
$560
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Fri, Oct 3 from San José to Trinidad, returning Sun, Oct 19, priced at $560 found 1 day ago
American Airlines
Sun, Feb 1 - Wed, Feb 4
SJO
San José
POS
Trinidad
$563 Roundtrip, found 3 days ago
$563
Roundtrip
found 3 days ago
Select American Airlines flight, departing Sun, Feb 1 from San José to Trinidad, returning Wed, Feb 4, priced at $563 found 3 days ago
American Airlines
Mon, Jan 19 - Fri, Jan 30
SJO
San José
POS
Trinidad
$565 Roundtrip, found 3 days ago
$565
Roundtrip
found 3 days ago
Select American Airlines flight, departing Mon, Jan 19 from San José to Trinidad, returning Fri, Jan 30, priced at $565 found 3 days ago
American Airlines
Sun, Nov 2 - Tue, Nov 18
SJO
San José
POS
Trinidad
$570 Roundtrip, found 5 days ago
$570
Roundtrip
found 5 days ago
Select American Airlines flight, departing Sun, Nov 2 from San José to Trinidad, returning Tue, Nov 18, priced at $570 found 5 days ago
United
Fri, Nov 7 - Tue, Nov 18
SJO
San José
POS
Trinidad
$574 Roundtrip, found 5 days ago
$574
Roundtrip
found 5 days ago
Select United flight, departing Fri, Nov 7 from San José to Trinidad, returning Tue, Nov 18, priced at $574 found 5 days ago
Copa
Wed, Nov 19 - Tue, Dec 2
SJO
San José
POS
Trinidad
$646 Roundtrip, found 6 days ago
$646
Roundtrip
found 6 days ago
Select Copa flight, departing Wed, Nov 19 from San José to Trinidad, returning Tue, Dec 2, priced at $646 found 6 days ago
Air Canada
Sun, Nov 23 - Sat, Nov 29
SJO
San José
POS
Trinidad
$842 Roundtrip, found 5 days ago
$842
Roundtrip
found 5 days ago
Select Air Canada flight, departing Sun, Nov 23 from San José to Trinidad, returning Sat, Nov 29, priced at $842 found 5 days ago

Find the cheapest month to fly from San José (SJO) to Piarco (POS)

January is typically the cheapest month to fly

From $525 - $1,956 per traveler.

Frequently asked questions

How much does a flight from Juan Santamaria Intl. Airport (SJO) to Piarco Intl. Airport (POS) cost?
Get a cheap one-way flight from $276 or cheap return flight from $536 from Juan Santamaria Intl. Airport (SJO) to Piarco Intl. Airport (POS) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to find our cheapest flight offers on this route.
What is the cheapest month to fly from Juan Santamaria Intl. Airport (SJO) to Piarco Intl. Airport (POS)?
The cheapest month to fly from SJO to POS is October, when demand is low. Off-peak season is often when airlines offer better prices between these airports.
What is the cheapest airline that flies from Juan Santamaria Intl. Airport (SJO) to Piarco Intl. Airport (POS)?
Expedia's filter tool lets you easily compare different airlines, flight durations and fares all in one place. Select your preferences, then sort by "Price (lowest to highest)" to see which carrier offers the cheapest SJO to POS flight.
How many flights per day from Juan Santamaria Intl. Airport (SJO) to Piarco Intl. Airport (POS)?
There are no daily direct flights departing from Juan Santamaria Intl. Airport (SJO) to Piarco Intl. Airport (POS). But you can opt for flights with layovers. Filter your search on Expedia to include one or more stops, and you'll be on your way in no time.
What day of the week has the most flights from SJO to POS?
Friday is typically the busiest day for flights, while Tuesday tends to be the quietest.* Just remember that flight schedules can change based 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 Juan Santamaria Intl. Airport (SJO) to Piarco Intl. Airport (POS)?
Opt for a flight from Juan Santamaria Intl. Airport (SJO) to Piarco Intl. Airport (POS) that takes off before 3 PM to reduce the likelihood of delays and cancellations. Later departures have a 22% higher chance of being canceled, on average.**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 Juan Santamaria Intl. Airport (SJO) to Piarco Intl. Airport (POS) last-minute?
Booking your plane ticket from SJO to POS right before your journey is generally more expensive. But if you're flexible with your travel times and dates, you could grab a cheap last-minute fare.
Is it cheaper to book a SJO to POS flight and hotel package?
You can save money by booking a SJO to POS flight and hotel package compared to booking separately. In fact, you could save hundreds of dollars by bundling with Expedia. And it's simple to manage it all in one place. Once you've selected your ideal flights and accommodations, you can add extras like tours, activities and car rentals.
Can I cancel or change the date of my flight from Juan Santamaria Intl. Airport (SJO) to Piarco Intl. Airport (POS)?
In most cases, you can reschedule or cancel your SJO to POS flight. However, additional charges may apply, especially if you booked more than 24 hours ago. Check your itinerary for the airline's fees and policies on flight changes, or if you'd like more information, go to our Customer Service portal.

Travel information

Travel information

Origin airport
Juan Santamaría Intl.
Destination airport
Piarco Intl.
Airlines serving
American Airlines, Copa
Roundtrip price
$535
Distance
1554 mi

Book with confidence

Book with confidence

San José to Port of Spain Flights

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

 

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

Sunday is one of the best days to book for cheap flights from San José 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 José 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 José to Port of Spain in 2025. You can also book with separate airlines for your outbound and return journeys, from $276 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 José 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 José 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.

 

San José to Port of Spain Flights

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*Available to One Key members.