$108 Cheap Flights from White Plains (HPN) to Philipsburg (SXM)

View $108 flight on Sat, Jan 24, 2026Opens in a new window

Popular airlines from Westchester County Airport (HPN) to Princess Juliana Intl. Airport (SXM)

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Cheap Flights from White Plains to Philipsburg (HPN-SXM)

Prices were available within the past 7 days and start at $108 for one-way flights and $297 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

American Airlines
Sat, Jan 31 - Wed, Feb 4
HPN
White Plains
SXM
Saint Martin
$297 Roundtrip, found 4 days ago
$297
Roundtrip
found 4 days ago
Select American Airlines flight, departing Sat, Jan 31 from White Plains to Saint Martin, returning Wed, Feb 4, priced at $297 found 4 days ago
American Airlines
Sat, Jan 24 - Sat, Jan 31
HPN
White Plains
SXM
Saint Martin
$302 Roundtrip, found 1 day ago
$302
Roundtrip
found 1 day ago
Select American Airlines flight, departing Sat, Jan 24 from White Plains to Saint Martin, returning Sat, Jan 31, priced at $302 found 1 day ago
Delta
Sun, Jan 18 - Sat, Jan 24
HPN
White Plains
SXM
Saint Martin
$302 Roundtrip, found 5 days ago
$302
Roundtrip
found 5 days ago
Select Delta flight, departing Sun, Jan 18 from White Plains to Saint Martin, returning Sat, Jan 24, priced at $302 found 5 days ago
American Airlines
Sat, Jan 24 - Sat, Jan 31
HPN
White Plains
SXM
Saint Martin
$304 Roundtrip, found 1 day ago
$304
Roundtrip
found 1 day ago
Select American Airlines flight, departing Sat, Jan 24 from White Plains to Saint Martin, returning Sat, Jan 31, priced at $304 found 1 day ago
American Airlines
Sun, Jan 18 - Sat, Jan 24
HPN
White Plains
SXM
Saint Martin
$305 Roundtrip, found 5 days ago
$305
Roundtrip
found 5 days ago
Select American Airlines flight, departing Sun, Jan 18 from White Plains to Saint Martin, returning Sat, Jan 24, priced at $305 found 5 days ago
American Airlines
Wed, Jan 28 - Sun, Feb 1
HPN
White Plains
SXM
Saint Martin
$307 Roundtrip, found 4 days ago
$307
Roundtrip
found 4 days ago
Select American Airlines flight, departing Wed, Jan 28 from White Plains to Saint Martin, returning Sun, Feb 1, priced at $307 found 4 days ago
Delta
Sun, Jan 11 - Wed, Jan 14
HPN
White Plains
SXM
Saint Martin
$307 Roundtrip, found 12 hours ago
$307
Roundtrip
found 12 hours ago
Select Delta flight, departing Sun, Jan 11 from White Plains to Saint Martin, returning Wed, Jan 14, priced at $307 found 12 hours ago
Delta
Sun, Jan 18 - Sat, Jan 24
HPN
White Plains
SXM
Saint Martin
$308 Roundtrip, found 5 days ago
$308
Roundtrip
found 5 days ago
Select Delta flight, departing Sun, Jan 18 from White Plains to Saint Martin, returning Sat, Jan 24, priced at $308 found 5 days ago
Delta
Wed, Dec 31 - Thu, Jan 8
HPN
White Plains
SXM
Saint Martin
$309 Roundtrip, found 3 days ago
$309
Roundtrip
found 3 days ago
Select Delta flight, departing Wed, Dec 31 from White Plains to Saint Martin, returning Thu, Jan 8, priced at $309 found 3 days ago
JetBlue Airways
Sat, Jan 17 - Fri, Jan 30
HPN
White Plains
SXM
Saint Martin
$390 Roundtrip, found 5 days ago
$390
Roundtrip
found 5 days ago
Select JetBlue Airways flight, departing Sat, Jan 17 from White Plains to Saint Martin, returning Fri, Jan 30, priced at $390 found 5 days ago

Alternative airports near Simpson Bay

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

Select flight to Princess Juliana Intl. SXM. Cheapest option available. Flights from $314
SXM
Princess Juliana Intl.
Cheapest
Flights from $314

Frequently asked questions

How much does a flight from Westchester County Airport (HPN) to Princess Juliana Intl. Airport (SXM) cost?
Secure a cheap one-way flight from $108 or cheap return flight from $297 from Westchester County Airport (HPN) to Princess Juliana Intl. Airport (SXM) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to find our cheapest flight deals on this route.
What is the cheapest month to fly from Westchester County Airport (HPN) to Princess Juliana Intl. Airport (SXM)?
Planning your trip for January may help you find better deals, as it's the cheapest month for flights between HPN and SXM. You'll typically find the lowest fares during the off-season.
Which airlines fly direct from Westchester County Airport (HPN) to Princess Juliana Intl. Airport (SXM)?
While White Plains, NY (HPN-Westchester County) has no direct flights to Princess Juliana Intl. Airport (SXM), other airports have nonstop routes. Taking off from John F. Kennedy Intl. Airport (JFK) will get you to Sint Maarten without any detours.
What is the cheapest airline that flies from Westchester County Airport (HPN) to Princess Juliana Intl. Airport (SXM)?
Use the filter tool on Expedia to compare airlines and find the cheapest carrier that'll fly you from HPN to SXM. Then, sort your results by "Price (lowest to highest)" to pick up the best deal available.
How many flights per day from Westchester County Airport (HPN) to Princess Juliana Intl. Airport (SXM)?
There aren't any daily direct flights from Westchester County Airport (HPN) to Princess Juliana Intl. Airport (SXM). But you can opt for flights with layovers. Filter your search results on Expedia to include one or more stops, and you'll be on your way in no time.
What day of the week has the most flights from HPN to SXM?
Friday is typically the busiest day for flights, while Tuesday tends to be the quietest.* Remember that flight schedules can change based on various 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 Westchester County Airport (HPN) to Princess Juliana Intl. Airport (SXM)?
To avoid potential delays on the Westchester County Airport (HPN) to Princess Juliana Intl. Airport (SXM) route, aim to fly before 3 PM. Later departures 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 Westchester County Airport (HPN) to Princess Juliana Intl. Airport (SXM) last-minute?
Booking your flight from HPN to SXM right before your journey is generally more expensive. But if you're flexible with your departure times and dates, you could land a cheap last-minute fare.
Is it cheaper to book a HPN to SXM flight and hotel package?
Securing a HPN to SXM flight and hotel package is typically cheaper than booking separately. With Expedia, you can enjoy the ease of organizing your travels all in one place. Pick from our impressive range of accommodations 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 Westchester County Airport (HPN) to Princess Juliana Intl. Airport (SXM)?
It's usually possible to reschedule or cancel your HPN to SXM flight. However, for bookings made more than 24 hours ago, additional fees may apply. Check your airline's policies in your itinerary to see what changes are possible and if any costs are involved. You'll also find more information on our Customer Service portal.

Travel information

Origin airport
Westchester County
Destination airport
Princess Juliana Intl.
Airlines serving
American Airlines, Delta, JetBlue Airways
Roundtrip price
$297
Distance
1710 mi

Book with confidence

White Plains to Philipsburg Flights

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

 

The best time to book a flight from White Plains to Philipsburg

Sunday is one of the best days to book for cheap flights from White Plains 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 White Plains 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 White Plains to Philipsburg in 2026. You can also book with separate airlines for your outbound and return journeys, from $108 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 White Plains 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 White Plains 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.

 

White Plains to Philipsburg Flights

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*Available to One Key members.