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

View $261 flight on Fri, Sep 5, 2025Opens in a new window

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

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

Prices were available within the past 7 days and start at $261 for one-way flights and $522 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Copa
Wed, Oct 1 - Sat, Oct 4
POS
Trinidad
SXM
Saint Martin
$522 Roundtrip, found 1 day ago
$522
Roundtrip
found 1 day ago
Select Copa flight, departing Wed, Oct 1 from Trinidad to Saint Martin, returning Sat, Oct 4, priced at $522 found 1 day ago
Caribbean Airlines
Fri, Sep 26 - Sat, Oct 4
POS
Trinidad
SXM
Saint Martin
$525 Roundtrip, found 8 hours ago
$525
Roundtrip
found 8 hours ago
Select Caribbean Airlines flight, departing Fri, Sep 26 from Trinidad to Saint Martin, returning Sat, Oct 4, priced at $525 found 8 hours ago
Copa
Wed, Oct 29 - Mon, Nov 3
POS
Trinidad
SXM
Saint Martin
$529 Roundtrip, found 2 hours ago
$529
Roundtrip
found 2 hours ago
Select Copa flight, departing Wed, Oct 29 from Trinidad to Saint Martin, returning Mon, Nov 3, priced at $529 found 2 hours ago
Caribbean Airlines
Fri, Sep 5 - Sat, Sep 6
POS
Trinidad
SXM
Saint Martin
$531 Roundtrip, found 3 days ago
$531
Roundtrip
found 3 days ago
Select Caribbean Airlines flight, departing Fri, Sep 5 from Trinidad to Saint Martin, returning Sat, Sep 6, priced at $531 found 3 days ago
Copa
Wed, Oct 15 - Tue, Oct 21
POS
Trinidad
SXM
Saint Martin
$534 Roundtrip, found 4 days ago
$534
Roundtrip
found 4 days ago
Select Copa flight, departing Wed, Oct 15 from Trinidad to Saint Martin, returning Tue, Oct 21, priced at $534 found 4 days ago
Caribbean Airlines
Fri, Sep 26 - Sat, Oct 4
POS
Trinidad
SXM
Saint Martin
$535 Roundtrip, found 8 hours ago
$535
Roundtrip
found 8 hours ago
Select Caribbean Airlines flight, departing Fri, Sep 26 from Trinidad to Saint Martin, returning Sat, Oct 4, priced at $535 found 8 hours ago
Caribbean Airlines
Fri, Sep 5 - Thu, Sep 11
POS
Trinidad
SXM
Saint Martin
$541 Roundtrip, found 4 days ago
$541
Roundtrip
found 4 days ago
Select Caribbean Airlines flight, departing Fri, Sep 5 from Trinidad to Saint Martin, returning Thu, Sep 11, priced at $541 found 4 days ago
Hahn Air Technologies
Wed, Sep 24 - Sat, Sep 27
POS
Trinidad
SXM
Saint Martin
$559 Roundtrip, found 4 hours ago
$559
Roundtrip
found 4 hours ago
Select Hahn Air Technologies flight, departing Wed, Sep 24 from Trinidad to Saint Martin, returning Sat, Sep 27, priced at $559 found 4 hours ago
JetBlue Airways
Mon, Jul 28 - Wed, Aug 13
POS
Trinidad
SXM
Saint Martin
$711 Roundtrip, found 6 days ago
$711
Roundtrip
found 6 days ago
Select JetBlue Airways flight, departing Mon, Jul 28 from Trinidad to Saint Martin, returning Wed, Aug 13, priced at $711 found 6 days ago
American Airlines
Sat, Aug 9 - Wed, Aug 13
POS
Trinidad
SXM
Saint Martin
$778 Roundtrip, found 4 days ago
$778
Roundtrip
found 4 days ago
Select American Airlines flight, departing Sat, Aug 9 from Trinidad to Saint Martin, returning Wed, Aug 13, priced at $778 found 4 days ago

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

March is typically the cheapest month to fly

From $366 - $828 per traveler.

Graph displaying average flight prices per month

Flights from Port of Spain (POS) to Philipsburg (SXM)
Origin airport
Piarco Intl.
Destination airport
Princess Juliana Intl.
Airlines serving
American Airlines, Caribbean Airlines, Copa, Hahn Air Technologies, JetBlue Airways
Roundtrip price
$521
Distance
527 mi
Average flight time
2 hours 55 mins

Port of Spain to Philipsburg Flights

The cheapest times to fly from Port of Spain to Philipsburg

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 Port of Spain to Philipsburg are during the month of October. You can find some of the cheapest flights from Port of Spain to Philipsburg with Expedia's search tool and vast selection of airlines.

 

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

Sunday is one of the best days to book for cheap flights from Port of Spain to Philipsburg: 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 Port of Spain to Philipsburg

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 Port of Spain to Philipsburg 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 Port of Spain to Philipsburg 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 Port of Spain to Philipsburg 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 Piarco Intl. Airport (POS) to Princess Juliana Intl. Airport (SXM) cost?
Grab cheap return tickets starting at $614 from Piarco Intl. Airport (POS) to Princess Juliana Intl. Airport (SXM). 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 POS on July 14 2025 and touching down at SXM. The price was last updated on July 12 2025 and has not changed since.
What is the cheapest month to fly from POS to SXM?
The cheapest flights from POS to SXM 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 Piarco Intl. Airport (POS) to Princess Juliana Intl. Airport (SXM)?
Take a direct flight with Caribbean Airlines and journey straight from Piarco Intl. Airport (POS) to Princess Juliana Intl. Airport (SXM).
What is the cheapest airline that flies from POS to SXM?
With fares starting at $265 for a one-way flight from POS to SXM, Caribbean Airlines is currently the cheapest carrier flying this route. This fare is based on the lowest price found on Expedia departing within the next three months. The flight takes off from POS on October 6 2025. Prices were last updated on July 12 2025 and have not changed since.
How many flights per day from Piarco Intl. Airport (POS) to Princess Juliana Intl. Airport (SXM)?
On average, there are 3 direct flights flying from Piarco Intl. Airport (POS) to Princess Juliana Intl. Airport (SXM) every week. If you can't find one that fits your schedule, consider taking a flight that has a layover. Customize your search on Expedia to include one or more stops and opt for the next best option.
What are the most popular departure times for flights from Piarco Intl. Airport (POS) to Princess Juliana Intl. Airport (SXM)?
More travelers fly between POS and SXM at 8 AM than at any other point in the day. Rather skip the crowds? Pick a flight outside the busiest times and you could save on your ticket as well.
What day of the week has the most flights from POS to SXM?
Jet off on a Friday if you're after the largest selection of flights from Piarco Intl. Airport (POS) to Princess Juliana Intl. Airport (SXM).
What is the earliest flight from Piarco Intl. Airport (POS) to Princess Juliana Intl. Airport (SXM)?
Piarco Intl. Airport (POS)'s earliest flight to Princess Juliana Intl. Airport (SXM) leaves at approximately 7:45AM UTC-4. With a travel duration of 1h 40m, you'll touch down at around 9:25AM UTC-4.
How long does it take to fly from Piarco Intl. Airport (POS) to Princess Juliana Intl. Airport (SXM)?
It usually takes 2 hours and 24 minutes to cover the 530 mi from POS to SXM.
What airline has the least delays from POS to SXM?
Consider traveling with Caribbean Airlines if you'd like to go straight from Piarco Intl. Airport (POS) to Princess Juliana Intl. Airport (SXM) without any delays. This carrier has the best track record for punctuality, with an on-time score of 92%. Want to be notified if anything changes? You can check your flight status using the Expedia App.
What is the best time to fly from Piarco Intl. Airport (POS) to Princess Juliana Intl. Airport (SXM)?
To avoid possible delays on the Piarco Intl. Airport (POS) to Princess Juliana Intl. Airport (SXM) route, aim to travel before 3 PM. Later flights have a 22% higher chance of cancellation.**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.
Is it cheaper to buy a plane ticket from Piarco Intl. Airport (POS) to Princess Juliana Intl. Airport (SXM) last-minute?
Last-minute bookings from POS to SXM are generally more expensive. To secure the best rates, start searching for flights as early as possible. That being said, if you can play around with your travel dates, you may score a cheap ticket right before your journey.
Is it cheaper to book a POS to SXM flight and hotel package?
Compared with arranging hotels and flights separately, booking a POS to SXM flight and hotel package with Expedia could result in significant savings. What's more, having everything in one easy place takes the hassle out of planning your trip. Just secure your flights and select from our wide range of hotels, then customize your trip with extras like car rentals and activities.
Can I cancel or change the date of my flight from Piarco Intl. Airport (POS) to Princess Juliana Intl. Airport (SXM)?
In most cases, you're able to cancel or reschedule your POS to SXM flight. However, there may be additional charges, especially if your booking was made over 24 hours ago. Double-check your itinerary for the airline's fees and guidelines on flight changes, or if you need further information, visit our Customer Service portal.

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