$301 Cheap Flights from Port of Spain (POS) to San José (SJO)

View $301 flight on Wed, Feb 4, 2026Opens in a new window

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

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

Prices were available within the past 7 days and start at $301 for one-way flights and $527 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Copa
Sun, Dec 7 - Thu, Dec 11
POS
Trinidad
SJO
San José
$527 Roundtrip, found 4 days ago
$527
Roundtrip
found 4 days ago
Select Copa flight, departing Sun, Dec 7 from Trinidad to San José, returning Thu, Dec 11, priced at $527 found 4 days ago
Copa
Sun, Dec 7 - Thu, Dec 11
POS
Trinidad
SJO
San José
$538 Roundtrip, found 4 days ago
$538
Roundtrip
found 4 days ago
Select Copa flight, departing Sun, Dec 7 from Trinidad to San José, returning Thu, Dec 11, priced at $538 found 4 days ago
Copa
Sat, Jan 10 - Sat, Jan 24
POS
Trinidad
SJO
San José
$538 Roundtrip, found 11 hours ago
$538
Roundtrip
found 11 hours ago
Select Copa flight, departing Sat, Jan 10 from Trinidad to San José, returning Sat, Jan 24, priced at $538 found 11 hours ago
Copa
Sat, Jan 10 - Sat, Jan 24
POS
Trinidad
SJO
San José
$549 Roundtrip, found 11 hours ago
$549
Roundtrip
found 11 hours ago
Select Copa flight, departing Sat, Jan 10 from Trinidad to San José, returning Sat, Jan 24, priced at $549 found 11 hours ago
American Airlines
Thu, Oct 30 - Thu, Nov 6
POS
Trinidad
SJO
San José
$578 Roundtrip, found 4 days ago
$578
Roundtrip
found 4 days ago
Select American Airlines flight, departing Thu, Oct 30 from Trinidad to San José, returning Thu, Nov 6, priced at $578 found 4 days ago
JetBlue Airways
Tue, Apr 28 - Sat, May 16
POS
Trinidad
SJO
San José
$584 Roundtrip, found 1 day ago
$584
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Tue, Apr 28 from Trinidad to San José, returning Sat, May 16, priced at $584 found 1 day ago
Copa
Thu, Jan 15 - Mon, Jan 19
POS
Trinidad
SJO
San José
$589 Roundtrip, found 10 hours ago
$589
Roundtrip
found 10 hours ago
Select Copa flight, departing Thu, Jan 15 from Trinidad to San José, returning Mon, Jan 19, priced at $589 found 10 hours ago
American Airlines
Thu, Oct 30 - Sun, Nov 16
POS
Trinidad
SJO
San José
$591 Roundtrip, found 4 days ago
$591
Roundtrip
found 4 days ago
Select American Airlines flight, departing Thu, Oct 30 from Trinidad to San José, returning Sun, Nov 16, priced at $591 found 4 days ago
Copa
Sat, Nov 8 - Mon, Nov 17
POS
Trinidad
SJO
San José
$592 Roundtrip, found 18 hours ago
$592
Roundtrip
found 18 hours ago
Select Copa flight, departing Sat, Nov 8 from Trinidad to San José, returning Mon, Nov 17, priced at $592 found 18 hours ago
United
Tue, Feb 10 - Wed, Feb 18
POS
Trinidad
SJO
San José
$604 Roundtrip, found 19 hours ago
$604
Roundtrip
found 19 hours ago
Select United flight, departing Tue, Feb 10 from Trinidad to San José, returning Wed, Feb 18, priced at $604 found 19 hours ago

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

May is typically the cheapest month to fly

From $461 - $856 per traveler.

Alternative airports near San José

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

Select flight to Juan Santamaria Intl. SJO. Cheapest option available. Average driving time to city center is 20 minutes. Flights from $581
SJO
Juan Santamaria Intl.
Cheapest
Average driving time to city center20 min
Flights from $581
Flights from Port of Spain (POS) to San José (SJO)
Origin airport
Piarco Intl.
Destination airport
Juan Santamaría Intl.
Airlines serving
American Airlines, Copa, JetBlue Airways, United
Roundtrip price
$526
Distance
1554 mi

Port of Spain to San José Flights

The cheapest times to fly from Port of Spain to San José

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

 

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

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

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 San José in 2025. You can also book with separate airlines for your outbound and return journeys, from $301 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 San José 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 San José 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 Juan Santamaria Intl. Airport (SJO) cost?
Lock in a cheap one-way flight from $301 or cheap return flight from $527 from Piarco Intl. Airport (POS) to Juan Santamaria Intl. Airport (SJO) 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 Piarco Intl. Airport (POS) to Juan Santamaria Intl. Airport (SJO)?
Flying in December is a great way to save, as it's the cheapest month for flights between POS and SJO. You'll typically find the lowest fares during off-peak months.
What is the cheapest airline that flies from Piarco Intl. Airport (POS) to Juan Santamaria Intl. Airport (SJO)?
To find the cheapest airline that'll fly you from POS to SJO, use Expedia's filter tool. Customize your search based on what matters most to you, such as preferred carriers and number of stops. You can then sort your results by "Price (lowest to highest)" to see the cheapest fares upfront.
How many flights per day from Piarco Intl. Airport (POS) to Juan Santamaria Intl. Airport (SJO)?
Nonstop flights from Piarco Intl. Airport (POS) to Juan Santamaria Intl. Airport (SJO) aren't available daily, so you'll have to take a flight with a layover. Explore your options with our filter tool. Enter your travel details and click on either "1 Stop" or "2+ Stops."
What day of the week has the most flights from POS to SJO?
You'll typically 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 Juan Santamaria Intl. Airport (SJO)?
To avoid potential delays on the Piarco Intl. Airport (POS) to Juan Santamaria Intl. Airport (SJO) route, aim to travel before 3 PM. Later flights are 22% more likely to be 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 Juan Santamaria Intl. Airport (SJO) last-minute?
Holding off until right before your break to book your flight from POS to SJO often results in higher prices. While you may find some last-minute deals, they aren't always guaranteed. Keep your travel schedule open to boost your chances of snagging a bargain.
Is it cheaper to book a POS to SJO flight and hotel package?
Compared with arranging hotels and flights separately, booking a POS to SJO flight and hotel package with Expedia could result in significant savings. Better still, having everything in one convenient place will take the hassle out of travel planning. Simply pick your flights and select from our extensive range of stays, then customize your trip with extras like tours, car rentals and activities.
Can I cancel or change the date of my flight from Piarco Intl. Airport (POS) to Juan Santamaria Intl. Airport (SJO)?
It's generally possible to cancel or reschedule your POS to SJO flight. However, if it's been more than 24 hours since booking, additional fees may apply. Refer to your airline's policies in your itinerary to see what changes are allowed and whether any costs are involved. You'll also find further details on our Customer Service portal.

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*Available to One Key members.