Cheap Flights from Orlando (ORL) to Philipsburg (SXM)

Popular airlines from Orlando Executive Airport (ORL) to Princess Juliana Intl. Airport (SXM)

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 $1,250
AXA
Clayton J. Lloyd Intl.
Flights from $1,250
Select flight to Gustaf III SBH. Flights from $824
SBH
Gustaf III
Flights from $824

Frequently asked questions

How much does a flight from Orlando Executive Airport (ORL) to Princess Juliana Intl. Airport (SXM) cost?
Snag a cheap one-way flight or cheap return flight from Orlando Executive Airport (ORL) to Princess Juliana Intl. Airport (SXM) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to find our cheapest flight offers on this route.
What is the cheapest month to fly from Orlando Executive Airport (ORL) to Princess Juliana Intl. Airport (SXM)?
is the cheapest month to fly from ORL to SXM. Planning your trip for the off-season is often the key to finding better fares.
What is the cheapest airline that flies from Orlando Executive Airport (ORL) to Princess Juliana Intl. Airport (SXM)?
Expedia's filter tool lets you easily compare airlines, flight times and fares all in one place. Choose your preferences, then sort by "Price (lowest to highest)" to find out which carrier offers the cheapest ORL to SXM flight.
How many flights per day from Orlando Executive Airport (ORL) to Princess Juliana Intl. Airport (SXM)?
You'll have to catch a flight with a layover when traveling from Orlando Executive Airport (ORL) to Princess Juliana Intl. Airport (SXM). Direct flights don't operate daily on this route. However, simply filter your search to include one or two stops to find the best option for your trip.
What day of the week has the most flights from ORL to SXM?
Friday is usually the busiest day for flights, while Tuesday tends to be the quietest.* Keep in mind that flight schedules can vary based on a number of factors, such as the time of year and airline.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What is the best time to fly from Orlando Executive Airport (ORL) to Princess Juliana Intl. Airport (SXM)?
To touch down at Princess Juliana Intl. Airport (SXM) on schedule, select a flight that takes off from Orlando Executive Airport (ORL) before 3 PM. The likelihood of cancellations is 22% higher, on average, for departures after this hour.**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 Orlando Executive Airport (ORL) to Princess Juliana Intl. Airport (SXM) last-minute?
Holding off until just before your trip to book a ticket from ORL to SXM often results in higher prices. While it's possible to find some last-minute discounts, they aren't always guaranteed. Be flexible with your travel plans to boost your chances of snagging a bargain.
Is it cheaper to book an ORL to SXM flight and hotel package?
Securing an ORL to SXM flight and hotel package is usually cheaper than booking separately. With Expedia, you can enjoy the convenience of organizing your trip all in one place. Select from our extensive range of hotels and then add flights, car rentals and activities to your booking. Bundle everything together, and you could save hundreds of dollars.
Can I cancel or change the date of my flight from Orlando Executive Airport (ORL) to Princess Juliana Intl. Airport (SXM)?
If you booked your ORL to SXM flight within the last 24 hours, you may be able to modify or cancel it without any fees. Depending on the airline and the type of ticket you purchased, additional charges may apply for changes beyond that time. Airline policies and contact information can be found in your itinerary or confirmation email. Or, go to our Customer Service portal if you'd like more information.

Travel information

Origin airport
Orlando Executive
Destination airport
Princess Juliana Intl.
Distance
1362 mi

Book with confidence

Orlando to Philipsburg Flights

The cheapest times to fly from Orlando 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 Orlando to Philipsburg are during the month of . You can find some of the cheapest flights from Orlando to Philipsburg with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Orlando to Philipsburg

Sunday is one of the best days to book for cheap flights from Orlando 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 Orlando 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 Orlando to Philipsburg in 2025. You can also book with separate airlines for your outbound and return journeys, from 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 Orlando 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 Orlando 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.

 

Orlando to Philipsburg Flights

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*Available to One Key members.