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$358+ Cheap flights from San Jose, CA (SJC) to Port of Spain (POS)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 2/5. Fares are subject to change and may not be available on all flights or dates of travel.
SJC — POS
Feb 22 — Mar 11
Sun 2/22
Sun 3/1
1 adult, Economy
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Cheap 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 January 23, 2026.

This United Airlines deal was found by Cheapflights users on 1/19. 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.
Fri 3/610:55 pm
SJC
-
POS
2 stops21h 28m
United Airlines
Thu 3/1212:30 am
POS
-
SJC
2 stops47h 46m
United Airlines
Deal found 1/19$769
This United Airlines deal was found by Cheapflights users on 1/19. 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 1/204:00 pm
SJC
-
POS
2 stops52h 23m
United Airlines
Fri 1/231:30 am
POS
-
SJC
2 stops23h 26m
United Airlines
Deal found 1/19$1,160

Find 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 January 23, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

Expedia
3 stars

Round-trip from

$769
(United Airlines)

One-way from

$358
(American 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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One-way flight 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 January 23, 2026.
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

Fri 3/6

10:55 pm-12:23 am

2 stops21h 28m

Port of Spain Piarco Intl

Thu 3/12

12:30 am-9:16 pm

2 stops47h 46m

$769

San JosePort of Spain

SJC - POS

SJCPOS

San Jose

Thu 2/5

10:15 pm-10:48 pm

1 stop20h 33m

$358

San JosePort of Spain

SJC - POS

SJCPOS

San Jose

Thu 2/5

4:06 pm-6:55 pm

3 stops22h 49m

$487

San JosePort of Spain

SJC - POS

SJCPOS

San Jose

Thu 2/5

8:40 am-12:23 am

2 stops35h 43m

$493

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/20

Compare providers for flights from San Jose to Port of Spain

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from San Jose to Port of Spain in January.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on San Jose, California-Port of Spain flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on San Jose, California-Port of Spain flight deals on Cheapflights vs. FlightHub >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 $341). Flying from San Jose, California to Port of Spain in August is currently the most expensive (average of $681). 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.

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 21h 28m. 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 $341). Flying from San Jose, California to Port of Spain in August is currently the most expensive (average of $681). 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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