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$708+ Cheap flights from San Jose, CA (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 12/9. Fares are subject to change and may not be available on all flights or dates of travel.
SJC — POS
nov. 26 — dic. 31
mié. 11/26
mié. 12/3
1 adult, Economy
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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 octubre 27, 2025.

This United Airlines deal was found by Cheapflights users on 10/25. 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.
mar. 12/94:00 pmSJC - POS
2 stops28h 23mUnited Airlines
lun. 12/151:30 amPOS - SJC
2 stops20h 21mUnited Airlines
Deal found 10/25$708
This United Airlines deal was found by Cheapflights users on 10/27. 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.
jue. 12/118:45 amSJC - POS
2 stops35h 38mUnited Airlines
mié. 12/171:30 amPOS - SJC
2 stops23h 46mUnited Airlines
Deal found 10/27$728
This United Airlines deal was found by Cheapflights users on 10/26. 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.
mar. 10/284:05 pmSJC - POS
2 stops28h 18mUnited Airlines
vie. 10/3112:30 amPOS - SJC
1 stop14h 48mUnited Airlines
Deal found 10/26$729

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 octubre 27, 2025.

Most accurate provider

Expedia
2 stars

Most trusted provider

Expedia
3 stars

Round-trip from

$708
(United Airlines)
Provider with most accurate pricing for San Jose-Port of Spain Piarco Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for San Jose-Port of Spain Piarco Intl flights.
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From San Jose to Port of Spain Piarco Intl
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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 octubre 27, 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

mar. 12/9

4:00 pm-12:23 am

2 stops28h 23m

Port of Spain Piarco Intl

lun. 12/15

1:30 am-5:51 pm

2 stops20h 21m

$708

San JosePort of Spain

SJC - POS

SJCPOS

San Jose

jue. 12/11

8:45 am-12:23 am

2 stops35h 38m

Port of Spain Piarco Intl

mié. 12/17

1:30 am-9:16 pm

2 stops23h 46m

$728

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/25

  • Most accurate provider: When it comes to deals on San Jose, California-Port of Spain flights, users find the pricing of Expedia to be most consistent on Cheapflights vs. Expedia Users can find the same prices on San Jose, California-Port of Spain flight deals on Cheapflights vs. Expedia 90-95% of the time. Price accuracy is based on data collected from San Jose, California-Port of Spain flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on San Jose, California-Port of Spain flights, Cheapflights users trust Expedia the most. Expedia has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for San Jose, California-Port of Spain flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

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, California to Port of Spain?

Currently, November is the cheapest month in which you can book a flight from San Jose, California to Port of Spain (average of $287). Flying from San Jose, California to Port of Spain in July is currently the most expensive (average of $665). 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 octubre 27, 2025.

One of the essential ways to save on airfare from San Jose, California to Port of Spain is to remain as flexible as possible. Flights that are in the afternoon tend to be the most expensive. A flight at noon could potentially save you up to 74% on airfare.

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, California to Port of Spain?

    Airlines like United Airlines fly from San Jose, California to Port of Spain in about 28h 23m. The time it takes to get you to your destination can typically vary by up to . Airlines will cover a distance of 4165 mi.

  • 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, California to Port of Spain?

    Currently, November is the cheapest month in which you can book a flight from San Jose, California to Port of Spain (average of $287). Flying from San Jose, California to Port of Spain in July is currently the most expensive (average of $665). 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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