HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Port of Spain

$664+ 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 8/10. Fares are subject to change and may not be available on all flights or dates of travel.
SJC — POS
Aug 3 — Aug 101
Sun 8/3
Sun 8/10
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from San Jose to Port of Spain with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

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 July 29, 2025.

Round-trip from

$664
(American Airlines)
From San Jose to Port of Spain Piarco Intl
Search Deals

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 July 29, 2025.

This American Airlines deal was found by Cheapflights users on 7/28. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/107:17 pmSJC - POS
2 stops23h 19mAmerican Airlines
Wed 8/133:35 pmPOS - SJC
2 stops23h 37mAmerican Airlines
Deal found 7/28$664
This United Airlines deal was found by Cheapflights users on 7/27. 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.
Tue 10/213:55 pmSJC - POS
2 stops28h 28mUnited Airlines
Mon 10/2712:30 amPOS - SJC
2 stops21h 18mUnited Airlines
Deal found 7/27$718
This Mytrip deal was found by Cheapflights users on 7/28. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/104:22 pmSJC - POS
2 stops23h 33mMultiple Airlines
Wed 8/138:30 amPOS - SJC
3 stops30h 14mMultiple Airlines
Deal found 7/28$1,266

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 July 29, 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

Sun 8/10

7:17 pm-9:36 pm

2 stops23h 19m

Port of Spain Piarco Intl

Wed 8/13

3:35 pm-12:12 pm

2 stops23h 37m

$664

San JosePort of Spain

SJC - POS

SJCPOS

San Jose

Tue 10/21

3:55 pm-11:23 pm

2 stops28h 28m

Port of Spain Piarco Intl

Mon 10/27

12:30 am-6:48 pm

2 stops21h 18m

$718

San JosePort of Spain

SJC - POS

SJCPOS

San Jose

Sun 8/10

4:22 pm-6:55 pm

2 stops23h 33m

Port of Spain Piarco Intl

Wed 8/13

8:30 am-11:44 am

3 stops30h 14m

$1,266

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/28

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 July 29, 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.

Reviews of airlines servicing Port of Spain

Get insights into the airlines that provide service to Port of Spain. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Port of Spain. Reviews last updated July 29, 2025.
Peruse reviews from past customers who have flown with United Airlines and American Airlines from San Jose to Port of Spain to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
United Airlines
7.4
Good
8,896 reviews

Comfort

7.3

Boarding

7.7

Overall

7.4

Entertainment

7.1

Food

6.6

Crew

8.1

Reviews

1 / 20
4.0
Okay

Thomas,Mar 2025

SFO - TPE

When I asked for an extra snack, I got an unhappy look from the stewardess. Geez, does one extra snack really affect the bottom line??
United Airlines
7.4
Good
8,896 reviews
United Airlines
7.4
Good
8,896 reviews

Comfort

7.3

Boarding

7.7

Overall

7.4

Entertainment

7.1

Food

6.6

Crew

8.1

Reviews

1 / 20
4.0
Okay

Thomas,Mar 2025

SFO - TPE

When I asked for an extra snack, I got an unhappy look from the stewardess. Geez, does one extra snack really affect the bottom line??
American Airlines
7.2
Good
10,000 reviews
United Airlines
7.4
Good
8,896 reviews

Comfort

7.3

Boarding

7.7

Overall

7.4

Entertainment

7.1

Food

6.6

Crew

8.1

Reviews

1 / 20
4.0
Okay

Thomas,Mar 2025

SFO - TPE

When I asked for an extra snack, I got an unhappy look from the stewardess. Geez, does one extra snack really affect the bottom line??

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.

  • 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.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.