$261 Cheap Flights from Philipsburg (SXM) to Port of Spain (POS)

View $261 flight on Sat, Sep 27, 2025Opens in a new window

Popular airlines from Princess Juliana Intl. Airport (SXM) to Piarco Intl. Airport (POS)

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Cheap Flights from Philipsburg to Port of Spain (SXM-POS)

Prices were available within the past 7 days and start at $261 for one-way flights and $508 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Caribbean Airlines
Sat, Oct 4 - Sat, Oct 11
SXM
Saint Martin
POS
Trinidad
$508 Roundtrip, found 14 hours ago
$508
Roundtrip
found 14 hours ago
Select Caribbean Airlines flight, departing Sat, Oct 4 from Saint Martin to Trinidad, returning Sat, Oct 11, priced at $508 found 14 hours ago
Copa
Fri, Oct 24 - Fri, Oct 31
SXM
Saint Martin
POS
Trinidad
$511 Roundtrip, found 3 hours ago
$511
Roundtrip
found 3 hours ago
Select Copa flight, departing Fri, Oct 24 from Saint Martin to Trinidad, returning Fri, Oct 31, priced at $511 found 3 hours ago
Caribbean Airlines
Fri, Oct 24 - Fri, Oct 31
SXM
Saint Martin
POS
Trinidad
$513 Roundtrip, found 3 hours ago
$513
Roundtrip
found 3 hours ago
Select Caribbean Airlines flight, departing Fri, Oct 24 from Saint Martin to Trinidad, returning Fri, Oct 31, priced at $513 found 3 hours ago
Caribbean Airlines
Fri, Sep 5 - Fri, Sep 12
SXM
Saint Martin
POS
Trinidad
$520 Roundtrip, found 5 days ago
$520
Roundtrip
found 5 days ago
Select Caribbean Airlines flight, departing Fri, Sep 5 from Saint Martin to Trinidad, returning Fri, Sep 12, priced at $520 found 5 days ago
Caribbean Airlines
Sat, Sep 27 - Sat, Oct 4
SXM
Saint Martin
POS
Trinidad
$528 Roundtrip, found 14 hours ago
$528
Roundtrip
found 14 hours ago
Select Caribbean Airlines flight, departing Sat, Sep 27 from Saint Martin to Trinidad, returning Sat, Oct 4, priced at $528 found 14 hours ago
Caribbean Airlines
Fri, Oct 3 - Fri, Oct 10
SXM
Saint Martin
POS
Trinidad
$529 Roundtrip, found 14 hours ago
$529
Roundtrip
found 14 hours ago
Select Caribbean Airlines flight, departing Fri, Oct 3 from Saint Martin to Trinidad, returning Fri, Oct 10, priced at $529 found 14 hours ago
Caribbean Airlines
Fri, Sep 26 - Sat, Sep 27
SXM
Saint Martin
POS
Trinidad
$533 Roundtrip, found 3 days ago
$533
Roundtrip
found 3 days ago
Select Caribbean Airlines flight, departing Fri, Sep 26 from Saint Martin to Trinidad, returning Sat, Sep 27, priced at $533 found 3 days ago
Hahn Air Technologies
Fri, Jul 25 - Sat, Jul 26
SXM
Saint Martin
POS
Trinidad
$537 Roundtrip, found 14 hours ago
$537
Roundtrip
found 14 hours ago
Select Hahn Air Technologies flight, departing Fri, Jul 25 from Saint Martin to Trinidad, returning Sat, Jul 26, priced at $537 found 14 hours ago
JetBlue Airways
Sat, Oct 4 - Sun, Oct 12
SXM
Saint Martin
POS
Trinidad
$668 Roundtrip, found 14 hours ago
$668
Roundtrip
found 14 hours ago
Select JetBlue Airways flight, departing Sat, Oct 4 from Saint Martin to Trinidad, returning Sun, Oct 12, priced at $668 found 14 hours ago
American Airlines
Thu, Jul 24 - Tue, Aug 12
SXM
Saint Martin
POS
Trinidad
$720 Roundtrip, found 1 day ago
$720
Roundtrip
found 1 day ago
Select American Airlines flight, departing Thu, Jul 24 from Saint Martin to Trinidad, returning Tue, Aug 12, priced at $720 found 1 day ago

Find the cheapest month to fly from Simpson Bay (SXM) to Piarco (POS)

September is typically the cheapest month to fly

From $361 - $800 per traveler.

Graph displaying average flight prices per month

Alternative airports near Piarco

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to Piarco Intl. POS. Cheapest option available. Flights from $773
POS
Piarco Intl.
Cheapest
Flights from $773
Flights from Philipsburg (SXM) to Port of Spain (POS)
Origin airport
Princess Juliana Intl.
Destination airport
Piarco Intl.
Airlines serving
American Airlines, Caribbean Airlines, Copa, Hahn Air Technologies, JetBlue Airways
Roundtrip price
$508
Distance
527 mi
Average flight time
2 hours 26 mins

Philipsburg to Port of Spain Flights

The cheapest times to fly from Philipsburg to Port of Spain

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Philipsburg to Port of Spain are during the month of October. You can find some of the cheapest flights from Philipsburg to Port of Spain with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Philipsburg to Port of Spain

Sunday is one of the best days to book for cheap flights from Philipsburg to Port of Spain: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

 

How to find cheap round-trip tickets from Philipsburg to Port of Spain

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Philipsburg to Port of Spain in 2025. You can also book with separate airlines for your outbound and return journeys, from $261 one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

 

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Philipsburg to Port of Spain flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

 

You could also save big by booking one of Expedia's vacation packages. Bundling together your Philipsburg to Port of Spain airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

 

*Terms apply.

 

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

 

Frequently asked questions

How much does a flight from Princess Juliana Intl. Airport (SXM) to Piarco Intl. Airport (POS) cost?
You can score cheap return flights from Princess Juliana Intl. Airport (SXM) to Piarco Intl. Airport (POS) starting from $510. Grab a seat and start your adventure. This information is based on the cheapest price found on Expedia for this return journey departing within the next three months. This airfare is for a Caribbean Airlines flight leaving SXM on July 14 2025 and touching down at POS. The price was last updated on July 10 2025 and has not changed since.
What is the cheapest month to fly from SXM to POS?
The cheapest flights from SXM to POS are usually during off-peak season, when demand is lower. To save money, avoid flying during public holidays, school breaks and major local events.
Which airlines fly direct from Princess Juliana Intl. Airport (SXM) to Piarco Intl. Airport (POS)?
When departing from Princess Juliana Intl. Airport (SXM), you can jump on a direct flight to Piarco Intl. Airport (POS) with KLM.
What is the cheapest airline that flies from SXM to POS?
With tickets starting at $269 for a one-way flight from SXM to POS, Caribbean Airlines is currently the cheapest carrier for this route. This fare is based on the lowest price found on Expedia departing within the next three months. The flight takes off from SXM on October 4 2025. Prices were last updated on July 10 2025 and have not changed since.
How many flights per day from Princess Juliana Intl. Airport (SXM) to Piarco Intl. Airport (POS)?
On average, Princess Juliana Intl. Airport (SXM) only has 1 nonstop flight to Piarco Intl. Airport (POS) daily. For more choices, try Expedia's easy-to-use filter tool. Just enter your travel details, then choose "1 Stop" or "2+ Stops" to find flights offering layovers.
What are the most popular departure times for flights from Princess Juliana Intl. Airport (SXM) to Piarco Intl. Airport (POS)?
Flights between SXM and POS tend to be busiest at 11 AM. If you want a quieter trip and possibly cheaper fares, choose a time when demand is lower.
What day of the week has the most flights from SXM to POS?
If you travel on a Friday, you'll get the widest range of choices for flights from Princess Juliana Intl. Airport (SXM) to Piarco Intl. Airport (POS).
What is the earliest flight from Princess Juliana Intl. Airport (SXM) to Piarco Intl. Airport (POS)?
Take the earliest flight at around 11:35AM UTC-4, heading out of Princess Juliana Intl. Airport (SXM). You'll be in the air for around 2h 30m, touching down at Piarco Intl. Airport (POS) at approximately 2:05PM UTC-4.
How long does it take to fly from Princess Juliana Intl. Airport (SXM) to Piarco Intl. Airport (POS)?
Flights from SXM to POS have an average travel time of 2 hours. The total distance between these two airports is 530 mi.
What airline has the least delays from SXM to POS?
Caribbean Airlines has the best track record for on-time direct flights from Princess Juliana Intl. Airport (SXM) to Piarco Intl. Airport (POS), with an on-time score of 96%. Use the Expedia App to check your journey status before you go and get notified of any trip changes.
What is the best time to fly from Princess Juliana Intl. Airport (SXM) to Piarco Intl. Airport (POS)?
To avoid potential delays on the Princess Juliana Intl. Airport (SXM) to Piarco Intl. Airport (POS) route, aim to travel before 3 PM. Departures after this time have a 22% higher chance of being canceled.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG's global flight data platform.
What airports do you fly into for Port of Spain from Princess Juliana Intl. Airport (SXM)?
Piarco Intl. Airport (POS) is the only airport in Port of Spain with direct flights from Princess Juliana Intl. Airport (SXM). Check out your options and find cheap fares on Expedia.
Is it cheaper to buy a plane ticket from Princess Juliana Intl. Airport (SXM) to Piarco Intl. Airport (POS) last-minute?
Last-minute fares from SXM to POS are generally more expensive. To lock in the best rates, start looking for flights as soon as possible. That being said, if you're flexible with your travel dates, it's possible to score a cheap fare right before your journey.
Is it cheaper to book a SXM to POS flight and hotel package?
Booking a SXM to POS flight and hotel package tends to be cheaper than booking separately. With Expedia, you can enjoy the ease of organizing your trip in one place. Select from our wide range of accommodations and then add activities, car rentals and flights to your booking. Bundle everything together, and you could save hundreds of dollars.
Can I cancel or change the date of my flight from Princess Juliana Intl. Airport (SXM) to Piarco Intl. Airport (POS)?
If you reserved your SXM to POS flight in the last 24 hours, you may be able to modify or cancel it at no cost. Depending on the airline and the type of ticket you have, additional charges may apply for changes after that time. Airline policies and contact information can be found in your itinerary or confirmation email. Or, go to our Customer Service portal for further details.

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*Available to One Key members.