$294 Cheap Flights from Port of Spain (POS) to San José (SJO)

View $294 flight on Mon, Aug 4, 2025Opens in a new window

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

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

Prices were available within the past 7 days and start at $294 for one-way flights and $577 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

American Airlines
Mon, Aug 4 - Sat, Aug 9
POS
Trinidad
SJO
San José
$577 Roundtrip, found 6 hours ago
$577
Roundtrip
found 6 hours ago
Select American Airlines flight, departing Mon, Aug 4 from Trinidad to San José, returning Sat, Aug 9, priced at $577 found 6 hours ago
American Airlines
Mon, Aug 11 - Mon, Aug 18
POS
Trinidad
SJO
San José
$589 Roundtrip, found 2 hours ago
$589
Roundtrip
found 2 hours ago
Select American Airlines flight, departing Mon, Aug 11 from Trinidad to San José, returning Mon, Aug 18, priced at $589 found 2 hours ago
American Airlines
Mon, Aug 4 - Sun, Aug 24
POS
Trinidad
SJO
San José
$593 Roundtrip, found 5 days ago
$593
Roundtrip
found 5 days ago
Select American Airlines flight, departing Mon, Aug 4 from Trinidad to San José, returning Sun, Aug 24, priced at $593 found 5 days ago
American Airlines
Thu, Aug 14 - Sun, Aug 17
POS
Trinidad
SJO
San José
$594 Roundtrip, found 23 hours ago
$594
Roundtrip
found 23 hours ago
Select American Airlines flight, departing Thu, Aug 14 from Trinidad to San José, returning Sun, Aug 17, priced at $594 found 23 hours ago
American Airlines
Fri, Aug 8 - Thu, Aug 14
POS
Trinidad
SJO
San José
$598 Roundtrip, found 5 hours ago
$598
Roundtrip
found 5 hours ago
Select American Airlines flight, departing Fri, Aug 8 from Trinidad to San José, returning Thu, Aug 14, priced at $598 found 5 hours ago
American Airlines
Sun, Aug 24 - Sun, Aug 31
POS
Trinidad
SJO
San José
$600 Roundtrip, found 23 hours ago
$600
Roundtrip
found 23 hours ago
Select American Airlines flight, departing Sun, Aug 24 from Trinidad to San José, returning Sun, Aug 31, priced at $600 found 23 hours ago
United
Tue, Oct 28 - Tue, Nov 11
POS
Trinidad
SJO
San José
$604 Roundtrip, found 23 hours ago
$604
Roundtrip
found 23 hours ago
Select United flight, departing Tue, Oct 28 from Trinidad to San José, returning Tue, Nov 11, priced at $604 found 23 hours ago
JetBlue Airways
Sun, Oct 19 - Sun, Nov 2
POS
Trinidad
SJO
San José
$641 Roundtrip, found 1 day ago
$641
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Sun, Oct 19 from Trinidad to San José, returning Sun, Nov 2, priced at $641 found 1 day ago
Copa
Mon, Jan 5 - Thu, Jan 8
POS
Trinidad
SJO
San José
$650 Roundtrip, found 1 day ago
$650
Roundtrip
found 1 day ago
Select Copa flight, departing Mon, Jan 5 from Trinidad to San José, returning Thu, Jan 8, priced at $650 found 1 day ago
Air Canada
Sat, Jan 24 - Sat, Feb 7
POS
Trinidad
SJO
San José
$1,210 Roundtrip, found 15 hours ago
$1,210
Roundtrip
found 15 hours ago
Select Air Canada flight, departing Sat, Jan 24 from Trinidad to San José, returning Sat, Feb 7, priced at $1,210 found 15 hours ago

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

March is typically the cheapest month to fly

From $457 - $1,274 per traveler.

Graph displaying average flight prices per month

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 $663
SJO
Juan Santamaria Intl.
Cheapest
Average driving time to city center20 min
Flights from $663
Flights from Port of Spain (POS) to San José (SJO)
Origin airport
Piarco Intl.
Destination airport
Juan Santamaría Intl.
Airlines serving
Air Canada, American Airlines, Copa, JetBlue Airways, United
Roundtrip price
$577
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 August. 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 $294 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?
Discover the latest flight deals from POS to SJO by entering your preferred travel dates and searching on Expedia. Easily compare prices by departure date if you have flexibility with your schedule and use handy filters to explore prices for your preferred journey. As a member of One Key™, our free loyalty program, you can use Price Tracking to watch fares and receive notifications if prices go up or down.
What is the cheapest month to fly from POS to SJO?
The cheapest flights from POS to SJO are usually during off-peak season, when demand is lower. To save money, avoid flying during public holidays, school breaks and major local events.
What is the cheapest airline that flies from POS to SJO?
Use the filter tool on Expedia to compare airlines and find the cheapest carrier that'll take you from POS to SJO. Sort your results by "Price (lowest to highest)" to snap up a great deal.
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.