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$729+ Cheap flights from San Jose (SJC) to Port of Spain (POS)

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 10/28. Fares are subject to change and may not be available on all flights or dates of travel.
SJC — POS
Oct 13 — Oct 201
Mon 10/13
Mon 10/20
1 adult, Economy
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Cheap flight deals from San Jose to Port of Spain

Discover tips and strategies to find the most affordable flight options for your journey from San Jose (SJC) to Port of Spain (POS). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated September 13, 2025.

Round-trip from

$729
(American Airlines)
From San Jose to Port of Spain Piarco Intl
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Find flight deals from San Jose to Port of Spain

Cheapest flights from San Jose to Port of Spain
Explore the most affordable flight options available from San Jose to Port of Spain. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 13, 2025.

This United Airlines deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/284:05 pmSJC - POS
2 stops28h 18mUnited Airlines
Fri 10/3112:30 amPOS - SJC
2 stops24h 58mUnited Airlines
Deal found 9/10$729
This United Airlines deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/241:05 pmSJC - POS
1 stop31h 18mUnited Airlines
Fri 9/2612:30 amPOS - SJC
2 stops23h 24mUnited Airlines
Deal found 9/10$743

Cheapflights Fare Finder

 
Customize your flight search to find flights from San Jose to Port of Spain that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated September 13, 2025.
Use the filters below to find and compare flights from San Jose to Port of Spain that are best for you.

Fly from

San Jose

Fly to

Port of Spain

Route

Depart

Return

Price

San JosePort of Spain

SJC - POS

SJCPOS

San Jose

Tue 10/28

3:15 pm-9:20 pm

2 stops27h 05m

Port of Spain Piarco Intl

Sat 11/1

3:25 pm-11:16 am

2 stops22h 51m

$729

San JosePort of Spain

SJC - POS

SJCPOS

San Jose

Wed 9/24

3:45 pm-11:23 pm

2 stops28h 38m

Port of Spain Piarco Intl

Fri 9/26

12:30 am-8:54 pm

2 stops23h 24m

$729

San JosePort of Spain

SJC - POS

SJCPOS

San Jose

Tue 10/28

4:05 pm-11:23 pm

2 stops28h 18m

Port of Spain Piarco Intl

Fri 10/31

12:30 am-10:28 pm

2 stops24h 58m

$729

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/10

Best time to book a flight from San Jose to Port of Spain

Have a flexible travel schedule? Discover the best time to fly to Port of Spain from San Jose with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from San Jose to Port of Spain

What is the cheapest month to book a flight from San Jose to Port of Spain?

Currently, October is the cheapest month in which you can book a flight from San Jose to Port of Spain (average of $435). Flying from San Jose to Port of Spain in December is currently the most expensive (average of $710). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from SJC to POS?

Find hourly flight availability from San Jose to Port of Spain. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated September 13, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from San Jose to Port of Spain as you normally would.

Related info for your journey

Find useful and relevant information for your journey from San Jose to Port of Spain. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from San Jose to Port of Spain?

    Airlines like American Airlines and United Airlines fly from San Jose to Port of Spain in about 27h 05m. The time it takes to get you to your destination can typically vary by up to 1h 33m. Airlines will cover a distance of 4165 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • Can I find deals for flights from San Jose to Port of Spain that include hotel bookings?

    Yes. In addition to deals on San Jose to Port of Spain flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from San Jose to Port of Spain?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from San Jose to Port of Spain.

  • Can I find deals for business class flights from San Jose to Port of Spain?

    Yes. Cheapflights offers flight deals from San Jose to Port of Spain by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from San Jose to Port of Spain?

    Currently, October is the cheapest month in which you can book a flight from San Jose to Port of Spain (average of $435). Flying from San Jose to Port of Spain in December is currently the most expensive (average of $710). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

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