$265 Cheap Flights from Port of Spain (POS) to Philipsburg (SXM)

View $265 flight on Mon, Dec 8, 2025Opens in a new window

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

  • Plan, book, fly with confidence

  • trending down icon

    Be in the know

    Get alerts if flight prices drop or rise*
  • bex rewards loyalty icon

    Book smarter

    Save up to 30% on select hotels after you book a flight*
  • one key icon

    Earn twice

    Earn your airline miles on top of our OneKeyCash
    Learn about One Key

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

Prices were available within the past 7 days and start at $265 for one-way flights and $534 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Caribbean Airlines
Sat, Jan 24 - Wed, Jan 28
POS
Trinidad
SXM
Saint Martin
$534 Roundtrip, found 2 hours ago
$534
Roundtrip
found 2 hours ago
Select Caribbean Airlines flight, departing Sat, Jan 24 from Trinidad to Saint Martin, returning Wed, Jan 28, priced at $534 found 2 hours ago
Copa
Wed, Oct 29 - Mon, Nov 3
POS
Trinidad
SXM
Saint Martin
$539 Roundtrip, found 12 hours ago
$539
Roundtrip
found 12 hours ago
Select Copa flight, departing Wed, Oct 29 from Trinidad to Saint Martin, returning Mon, Nov 3, priced at $539 found 12 hours ago
Copa
Fri, Oct 10 - Tue, Oct 14
POS
Trinidad
SXM
Saint Martin
$542 Roundtrip, found 6 hours ago
$542
Roundtrip
found 6 hours ago
Select Copa flight, departing Fri, Oct 10 from Trinidad to Saint Martin, returning Tue, Oct 14, priced at $542 found 6 hours ago
Copa
Fri, Sep 26 - Tue, Sep 30
POS
Trinidad
SXM
Saint Martin
$547 Roundtrip, found 1 day ago
$547
Roundtrip
found 1 day ago
Select Copa flight, departing Fri, Sep 26 from Trinidad to Saint Martin, returning Tue, Sep 30, priced at $547 found 1 day ago
Caribbean Airlines
Mon, Sep 29 - Wed, Oct 1
POS
Trinidad
SXM
Saint Martin
$548 Roundtrip, found 1 hour ago
$548
Roundtrip
found 1 hour ago
Select Caribbean Airlines flight, departing Mon, Sep 29 from Trinidad to Saint Martin, returning Wed, Oct 1, priced at $548 found 1 hour ago
Copa
Mon, Dec 29 - Fri, Jan 2
POS
Trinidad
SXM
Saint Martin
$554 Roundtrip, found 6 hours ago
$554
Roundtrip
found 6 hours ago
Select Copa flight, departing Mon, Dec 29 from Trinidad to Saint Martin, returning Fri, Jan 2, priced at $554 found 6 hours ago
Caribbean Airlines
Mon, Dec 15 - Fri, Dec 19
POS
Trinidad
SXM
Saint Martin
$557 Roundtrip, found 19 hours ago
$557
Roundtrip
found 19 hours ago
Select Caribbean Airlines flight, departing Mon, Dec 15 from Trinidad to Saint Martin, returning Fri, Dec 19, priced at $557 found 19 hours ago
JetBlue Airways
Sat, Oct 25 - Sun, Oct 26
POS
Trinidad
SXM
Saint Martin
$657 Roundtrip, found 1 day ago
$657
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Sat, Oct 25 from Trinidad to Saint Martin, returning Sun, Oct 26, priced at $657 found 1 day ago
Hahn Air Technologies
Fri, Oct 31 - Sat, Nov 8
POS
Trinidad
SXM
Saint Martin
$740 Roundtrip, found 5 hours ago
$740
Roundtrip
found 5 hours ago
Select Hahn Air Technologies flight, departing Fri, Oct 31 from Trinidad to Saint Martin, returning Sat, Nov 8, priced at $740 found 5 hours ago
American Airlines
Tue, Feb 3 - Thu, Feb 19
POS
Trinidad
SXM
Saint Martin
$1,055 Roundtrip, found 6 days ago
$1,055
Roundtrip
found 6 days ago
Select American Airlines flight, departing Tue, Feb 3 from Trinidad to Saint Martin, returning Thu, Feb 19, priced at $1,055 found 6 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 - $804 per traveler.

Graph displaying average flight prices per month

Alternative airports near Simpson Bay

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

Select flight to Clayton J. Lloyd Intl. AXA. Flights from $1,205
AXA
Clayton J. Lloyd Intl.
Flights from $1,205
Select flight to Gustaf III SBH. Flights from $870
SBH
Gustaf III
Flights from $870
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
$534
Distance
527 mi
Average flight time
2 hours 7 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 January. 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 $265 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?
Get a cheap one-way flight from $265 or cheap return flight from $534 from Piarco Intl. Airport (POS) to Princess Juliana Intl. Airport (SXM) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to see our cheapest flight deals on this route.
What is the cheapest month to fly from Piarco Intl. Airport (POS) to Princess Juliana Intl. Airport (SXM)?
January is the cheapest month to fly from POS to SXM. Planning your trip for the off-season is often the key to landing a great deal.
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 Piarco Intl. Airport (POS) to Princess Juliana Intl. Airport (SXM)?
Use the filter tool on Expedia to compare different airlines and find the cheapest carrier that'll fly you from POS to SXM. Then, sort your results by "Price (lowest to highest)" to pick up a good deal.
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.

Explore a world of travel with Expedia

*Available to One Key members.