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Trinidad and Tobago

$729+ Cheap flights from San Jose (SJC) to Trinidad and Tobago

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 17 — Oct 241
Fri 10/17
Fri 10/24
1 adult, Economy
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Cheap flight deals from San Jose to Trinidad and Tobago

Keep the following information in mind while searching for San Jose to Trinidad and Tobago flight deals. Data was last updated September 17, 2025.

Round-trip from

$729
(American Airlines)
From San Jose to Trinidad and Tobago
Search Deals

Find flight deals from San Jose to Trinidad and Tobago

Cheapest flights from San Jose to Trinidad and Tobago
Explore the most affordable flight options available from San Jose to Trinidad and Tobago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 17, 2025.

This United Airlines deal was found by Cheapflights users on 9/16. 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
1 stop14h 48mUnited Airlines
Deal found 9/16$729
This United Airlines deal was found by Cheapflights users on 9/16. 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 9/301:00 pmSJC - POS
1 stop31h 23mUnited Airlines
Thu 10/212:30 amPOS - SJC
2 stops23h 36mUnited Airlines
Deal found 9/16$743

Cheapflights Fare Finder

 
Customize your flight search to find flights from San Jose to Trinidad and Tobago 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 17, 2025.
Use the filters below to find and compare flights from San Jose to Trinidad and Tobago that are best for you.

Fly from

San Jose

Fly to

Trinidad and Tobago

Route

Depart

Return

Price

San JosePort of Spain

SJC - POS

SJCPOS

San Jose

Tue 10/28

6:00 am-9:20 pm

2 stops12h 20m

Port of Spain Piarco Intl

Sat 11/1

3:25 pm-2:17 pm

2 stops25h 52m

$729

San JosePort of Spain

SJC - POS

SJCPOS

San Jose

Tue 9/30

3:55 pm-11:23 pm

2 stops28h 28m

Port of Spain Piarco Intl

Thu 10/2

12:30 am-9:06 pm

2 stops23h 36m

$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-8:53 pm

2 stops23h 23m

$729

San JosePort of Spain

SJC - POS

SJCPOS

San Jose

Wed 10/1

6:22 pm-11:23 pm

2 stops26h 01m

Port of Spain Piarco Intl

Fri 10/3

12:30 am-8:54 pm

2 stops23h 24m

$729

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/15

Best time to book a flight from San Jose to Trinidad and Tobago

Have a flexible travel schedule? Discover the best time to fly to Trinidad and Tobago 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 Trinidad and Tobago

What is the cheapest month to book a flight from San Jose to Trinidad and Tobago?

Currently, October is the cheapest month in which you can book a flight from San Jose to Trinidad and Tobago (average of $435). Flying from San Jose to Trinidad and Tobago 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 TT?

Find hourly flight availability from San Jose to Trinidad and Tobago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated September 17, 2025.

When flying from San Jose to Trinidad and Tobago, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Related info for your journey

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

  • What airport do you fly from for flights from San Jose to Trinidad and Tobago?

    Most people fly from San Jose (SJC) if they book a flight from San Jose to Trinidad and Tobago. San Jose is conveniently located just 2.9 mi from San Jose’s city center.

  • How long is the flight from San Jose to Trinidad and Tobago?

    There are many flights that can get you from San Jose to Trinidad and Tobago in 12h 20m. Fly via American Airlines or United Airlines to get the fastest option. The distance between San Jose and Trinidad and Tobago is about 4165 mi. This flight may include one or multiple stops.

  • Can I find deals for flights from San Jose to Trinidad and Tobago that include hotel bookings?

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

  • How can I find direct flights from San Jose to Trinidad and Tobago?

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

  • Can I find deals for business class flights from San Jose to Trinidad and Tobago?

    Yes. Cheapflights offers flight deals from San Jose to Trinidad and Tobago 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 Trinidad and Tobago?

    Currently, October is the cheapest month in which you can book a flight from San Jose to Trinidad and Tobago (average of $435). Flying from San Jose to Trinidad and Tobago 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

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