$106 Cheap Flights from Orlando (MCO) to Philipsburg (SXM)

View $106 flight on Wed, Jan 7, 2026Opens in a new window

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

Cheap Flights from Orlando to Philipsburg (MCO-SXM)

Prices were available within the past 7 days and start at $106 for one-way flights and $286 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Spirit Airlines
Fri, Nov 14 - Sat, Nov 22
MCO
Orlando
SXM
Saint Martin
$286 Roundtrip, found 23 hours ago
$286
Roundtrip
found 23 hours ago
Select Spirit Airlines flight, departing Fri, Nov 14 from Orlando to Saint Martin, returning Sat, Nov 22, priced at $286 found 23 hours ago
Spirit Airlines
Fri, Nov 7 - Sat, Nov 15
MCO
Orlando
SXM
Saint Martin
$297 Roundtrip, found 21 hours ago
$297
Roundtrip
found 21 hours ago
Select Spirit Airlines flight, departing Fri, Nov 7 from Orlando to Saint Martin, returning Sat, Nov 15, priced at $297 found 21 hours ago
Spirit Airlines
Fri, Nov 14 - Mon, Nov 17
MCO
Orlando
SXM
Saint Martin
$317 Roundtrip, found 1 hour ago
$317
Roundtrip
found 1 hour ago
Select Spirit Airlines flight, departing Fri, Nov 14 from Orlando to Saint Martin, returning Mon, Nov 17, priced at $317 found 1 hour ago
Spirit Airlines
Mon, Dec 1 - Sat, Dec 6
MCO
Orlando
SXM
Saint Martin
$340 Roundtrip, found 10 hours ago
$340
Roundtrip
found 10 hours ago
Select Spirit Airlines flight, departing Mon, Dec 1 from Orlando to Saint Martin, returning Sat, Dec 6, priced at $340 found 10 hours ago
Spirit Airlines
Sat, Nov 29 - Sat, Dec 6
MCO
Orlando
SXM
Saint Martin
$343 Roundtrip, found 3 hours ago
$343
Roundtrip
found 3 hours ago
Select Spirit Airlines flight, departing Sat, Nov 29 from Orlando to Saint Martin, returning Sat, Dec 6, priced at $343 found 3 hours ago
JetBlue Airways
Sat, Nov 15 - Sat, Nov 22
MCO
Orlando
SXM
Saint Martin
$343 Roundtrip, found 1 day ago
$343
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Sat, Nov 15 from Orlando to Saint Martin, returning Sat, Nov 22, priced at $343 found 1 day ago
Spirit Airlines
Wed, Jan 21 - Sat, Jan 24
MCO
Orlando
SXM
Saint Martin
$350 Roundtrip, found 2 days ago
$350
Roundtrip
found 2 days ago
Select Spirit Airlines flight, departing Wed, Jan 21 from Orlando to Saint Martin, returning Sat, Jan 24, priced at $350 found 2 days ago
Frontier Airlines
Fri, Dec 5 - Sat, Dec 13
MCO
Orlando
SXM
Saint Martin
$425 Roundtrip, found 1 day ago
$425
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Fri, Dec 5 from Orlando to Saint Martin, returning Sat, Dec 13, priced at $425 found 1 day ago
Copa
Thu, Mar 12 - Mon, Mar 16
MCO
Orlando
SXM
Saint Martin
$490 Roundtrip, found 2 hours ago
$490
Roundtrip
found 2 hours ago
Select Copa flight, departing Thu, Mar 12 from Orlando to Saint Martin, returning Mon, Mar 16, priced at $490 found 2 hours ago
American Airlines
Sun, Jan 11 - Tue, Jan 13
MCO
Orlando
SXM
Saint Martin
$507 Roundtrip, found 5 hours ago
$507
Roundtrip
found 5 hours ago
Select American Airlines flight, departing Sun, Jan 11 from Orlando to Saint Martin, returning Tue, Jan 13, priced at $507 found 5 hours ago

Find the cheapest month to fly from Orlando (MCO) to Simpson Bay (SXM)

March is typically the cheapest month to fly

From $238 - $604 per traveler.

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 $953
AXA
Clayton J. Lloyd Intl.
Flights from $953
Select flight to Juancho E. Yrausquin SAB. Flights from $978
SAB
Juancho E. Yrausquin
Flights from $978

Frequently asked questions

How much does a flight from Orlando Intl. Airport (MCO) to Princess Juliana Intl. Airport (SXM) cost?
Snag a cheap one-way flight from $106 or cheap return flight from $286 from Orlando Intl. Airport (MCO) 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 Orlando Intl. Airport (MCO) to Princess Juliana Intl. Airport (SXM)?
The cheapest month to fly from MCO to SXM is November, when there's less demand. Off-peak months are often when airlines offer better prices between these airports.
What is the cheapest airline that flies from Orlando Intl. Airport (MCO) to Princess Juliana Intl. Airport (SXM)?
Expedia's filter tool lets you easily compare airlines, flight times and baggage options all in one place. Tailor the search to your trip, then sort by "Price (lowest to highest)" to see which carrier offers the cheapest MCO to SXM flight.
How many flights per day from Orlando Intl. Airport (MCO) to Princess Juliana Intl. Airport (SXM)?
Direct flights from Orlando Intl. Airport (MCO) to Princess Juliana Intl. Airport (SXM) aren't available daily, so you'll need to take a flight with a layover. Explore your options with our filter tool. Enter your dates and pick either "1 Stop" or "2+ Stops."
What day of the week has the most flights from MCO to SXM?
Typically you'll find the widest variety of flight choices on a Friday. Tuesdays are often the quietest.* However, this can change based on the season, carrier and other factors.*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 Intl. Airport (MCO) to Princess Juliana Intl. Airport (SXM)?
To arrive at Princess Juliana Intl. Airport (SXM) on schedule, choose a flight that leaves from Orlando Intl. Airport (MCO) before 3 PM. The likelihood of cancellations is 22% higher, on average, for departures after this time.**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 Intl. Airport (MCO) to Princess Juliana Intl. Airport (SXM) last-minute?
Last-minute fares from MCO to SXM are usually more expensive. To secure the lowest prices, start looking for flights well ahead of time. That said, if you can play around with your travel dates, you may land a cheap fare right before you leave.
Is it cheaper to book a MCO to SXM flight and hotel package?
Compared with arranging hotels and flights separately, booking a MCO to SXM flight and hotel package with Expedia could result in significant savings. Better still, having everything in one place will take the hassle out of travel planning. Simply secure your flights and choose from our extensive range of stays, then customize your trip with extras like car rentals and activities.
Can I cancel or change the date of my flight from Orlando Intl. Airport (MCO) to Princess Juliana Intl. Airport (SXM)?
You can usually cancel or reschedule your MCO to SXM flight. However, if the booking was made more than 24 hours ago, additional charges may apply. Refer to your airline's policies in your itinerary to see what changes are allowed and if any costs are involved. You'll also find more information on our Customer Service portal.

Travel information

Origin airport
Orlando Intl.
Destination airport
Princess Juliana Intl.
Airlines serving
Air Canada, American Airlines, Caribbean Airlines, Copa, Delta, Frontier Airlines, JetBlue Airways, Southwest Airlines, Spirit Airlines, United
Roundtrip price
$285
Distance
1357 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 November. 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 $106 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.