$159 Cheap flight deals from Port of Spain (POS) to San Juan (SJU)

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Airfares from $159 One Way, $280 Round Trip from Port of Spain to San Juan

Prices starting at $280 for return flights and $159 for one-way flights to San Juan were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Mon, Sep 8 - Wed, Sep 10
POS
Trinidad
SJU
San Juan
$280 Roundtrip, found 4 days ago
$280
Roundtrip
found 4 days ago
Select Caribbean Airlines flight, departing Mon, Sep 8 from Trinidad to San Juan, returning Wed, Sep 10, priced at $280 found 4 days ago
Mon, Sep 8 - Thu, Sep 11
POS
Trinidad
SJU
San Juan
$300 Roundtrip, found 1 day ago
$300
Roundtrip
found 1 day ago
Select Caribbean Airlines flight, departing Mon, Sep 8 from Trinidad to San Juan, returning Thu, Sep 11, priced at $300 found 1 day ago
Sun, Sep 7 - Wed, Sep 10
POS
Trinidad
SJU
San Juan
$303 Roundtrip, found 4 days ago
$303
Roundtrip
found 4 days ago
Select Caribbean Airlines flight, departing Sun, Sep 7 from Trinidad to San Juan, returning Wed, Sep 10, priced at $303 found 4 days ago
Mon, Sep 8 - Sat, Sep 13
POS
Trinidad
SJU
San Juan
$313 Roundtrip, found 4 days ago
$313
Roundtrip
found 4 days ago
Select Caribbean Airlines flight, departing Mon, Sep 8 from Trinidad to San Juan, returning Sat, Sep 13, priced at $313 found 4 days ago
Sat, Nov 22 - Wed, Nov 26
POS
Trinidad
SJU
San Juan
$314 Roundtrip, found 2 days ago
$314
Roundtrip
found 2 days ago
Select Caribbean Airlines flight, departing Sat, Nov 22 from Trinidad to San Juan, returning Wed, Nov 26, priced at $314 found 2 days ago

San Juan economy flight packages

Price found within the past 48 hours. Click for updated prices.
The Wave Hotel at Condado
3.0-star property

The Wave Hotel at Condado

7.6/10 Good! (1,235 reviews)

Sep 21 - Sep 27

6 night stay

Port of Spain (POS) to San Juan (SJU)

Caribbean Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
per person
found 1 day ago
Great location that feels like a midway point between the more touristy aspects of Condado and the beach, and more traditional city vibes of places like Calle Cerra. Excellent staff, everyone is nice, personable and helpful, especially NInoshka at the front desk. Nice rooftop with a 360 view that gives you a long view towards the beach on one side, and the mountains on the other, with all sorts of highrise architecture and cityscape in between. My room was a good size with a comfortable bed, standard furnishings, comfortable use-of-space bathroom and a good view of the city area around Condado Beach (before you hit the beach itself). Housekeeping is consistent with the quality of cleaning, and of course if you want to sleep in after a night out you can put up the sign to skip your room for the day. I'd stay again👏

Reviewed on Apr 5, 2025

Fairmont El San Juan Hotel
5.0-star property

Fairmont El San Juan Hotel

8.4/10 Very Good! (1,894 reviews)

Sep 21 - Sep 27

6 night stay

Port of Spain (POS) to San Juan (SJU)

Caribbean Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
per person
found 1 day ago
Great pool and beach.

Reviewed on Aug 8, 2025

Condado Vanderbilt Hotel
5.0-star property

Condado Vanderbilt Hotel

9.2/10 Wonderful! (1,530 reviews)

Sep 21 - Sep 27

6 night stay

Port of Spain (POS) to San Juan (SJU)

Caribbean Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
per person
found 1 day ago
Amazing experience! Thank you!

Reviewed on Aug 2, 2025

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More About Flying To San Juan from Port of Spain

Route Information for Flights from Port of Spain to San Juan

Origin Airport IATA Code
POS
Destination Airport IATA Code
SJU
Distance
Direct Flight Airlines
Earliest Flight Arrival
Latest Flight Arrival

Port of Spain to San Juan

Orbitz guarantees you low prices on flights from Port of Spain to San Juan. In addition to low fares on Port of Spain to San Juan flights, Orbitz offers fantastic savings on hotels, cruises, vacation packages, and more.

Earn Miles While Saving

Besides helping you fly for the lowest fares, Orbitz lets you earn miles for your frequent flyer program for certain flights from Port of Spain to San Juan. If you are a member of the frequent flyer or loyalty program offered by the airline you booked through Orbitz or a partner airline’s, simply add your frequent flyer number to your Orbitz reservation to get credit for your Port of Spain to San Juan flights.

Travel Planning Made Easy

We help take some of the anxiety out of your Port of Spain to San Juan flights with free flight alerts. We will let you know of flight changes and delays to your flights from Port of Spain to San Juan by email, voicemail, or text messages to your mobile phone. Alerts can also be sent to up to six other contacts to keep family and business teams informed.

Use Mobile Apps with Orbitz

Orbitz lets you find the best deals on Port of Spain to San Juan flights while on the go, with our easy-to-use Android and iPhone mobile apps. Easily check flight status, gate numbers, and other flight details all in one place with our app—which is great when you are in a hurry. You can use the apps to access great mobile deals on flights and amazing hotel rooms.

Frequently asked questions

Am I able to catch a flight from Port of Spain to San Juan now?
If you're agonizing over quarantine and travel restrictions when flying from Port of Spain to San Juan, check out the Covid-19 Travel Advisor.
What is the shortest flight from Port of Spain to San Juan?
The quickest flight time from Port of Spain to San Juan is around 6 hours and 2 minutes. Grab your favorite tipple from the drink cart, get stuck into your travel journal or get to know your neighbors — you'll have enough time on this medium-haul journey.
If I am not able to travel due to COVID-19, can I cancel my flight to San Juan?
We get that traveling right now has its challenges, so it's good to know that many reservations booked through us are able to be cancelled or changed. If your travel plans to San Juan have been affected by COVID-19, a lot of airlines are making things easier by offering credits to use at a later date. Just sign in to your account and you'll quickly see what options are available. Our Customer Service Portal is the place to go for more information.
Are there flights to San Juan with flexible change policies?
In most cases you'll have the option to reschedule your flight to San Juan without a change fee. All you have to do then is pay the difference between the old flight and the new one. Look for the "no change fees" filter and book with confidence.
What is the cheapest day of the week to fly?
Consider flying out early in the week to save on your airfare. Orbitz data from 2020 shows that Monday is the cheapest day to depart, followed by Tuesday. Saturday showed the highest average ticket prices likely because many travelers prefer to start their vacation on a weekend.
What is the cheapest month to fly?
We won't keep you guessing, according to Orbitz data the cheapest month to fly is August. Perfect for those who need a weekend getaway, or just a break from it all before the weather changes. Be aware that the most expensive time to fly is the height of summer, with ticket prices peaking in the month of June.
How can I save money on flights?
To really save big on your next vacation, think outside the box. Select two different airlines or fare types for your return trip and you'll generally get a much better deal. Those who tried this on Orbitz in 2020 saved up to 45% on their airfares. Get mixing and matching today!

Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.