$162 Cheap Flights from Tortola (EIS) to Philipsburg (SXM)

View $162 flight on Wed, Nov 26, 2025Opens in a new window

Popular airlines from Terrance B. Lettsome Intl. Airport (EIS) to Princess Juliana Intl. Airport (SXM)

Cheap Flights from Tortola to Philipsburg (EIS-SXM)

Prices were available within the past 7 days and start at $162 for one-way flights and $366 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Windward Island Airways International
Sun, Nov 30 - Wed, Dec 3
EIS
Tortola
SXM
Saint Martin
$366 Roundtrip, just found
$366
Roundtrip
just found
Select Windward Island Airways International flight, departing Sun, Nov 30 from Tortola to Saint Martin, returning Wed, Dec 3, priced at $366 just found
Windward Island Airways International
Wed, Apr 1 - Wed, Apr 8
EIS
Tortola
SXM
Saint Martin
$376 Roundtrip, found 5 hours ago
$376
Roundtrip
found 5 hours ago
Select Windward Island Airways International flight, departing Wed, Apr 1 from Tortola to Saint Martin, returning Wed, Apr 8, priced at $376 found 5 hours ago
Windward Island Airways International
Tue, Apr 14 - Wed, Apr 15
EIS
Tortola
SXM
Saint Martin
$378 Roundtrip, found 6 days ago
$378
Roundtrip
found 6 days ago
Select Windward Island Airways International flight, departing Tue, Apr 14 from Tortola to Saint Martin, returning Wed, Apr 15, priced at $378 found 6 days ago
Windward Island Airways International
Mon, Apr 27 - Sat, May 2
EIS
Tortola
SXM
Saint Martin
$379 Roundtrip, found 2 hours ago
$379
Roundtrip
found 2 hours ago
Select Windward Island Airways International flight, departing Mon, Apr 27 from Tortola to Saint Martin, returning Sat, May 2, priced at $379 found 2 hours ago
Windward Island Airways International
Wed, Nov 19 - Sat, Nov 22
EIS
Tortola
SXM
Saint Martin
$384 Roundtrip, just found
$384
Roundtrip
just found
Select Windward Island Airways International flight, departing Wed, Nov 19 from Tortola to Saint Martin, returning Sat, Nov 22, priced at $384 just found
Windward Island Airways International
Wed, Nov 26 - Sun, Nov 30
EIS
Tortola
SXM
Saint Martin
$386 Roundtrip, just found
$386
Roundtrip
just found
Select Windward Island Airways International flight, departing Wed, Nov 26 from Tortola to Saint Martin, returning Sun, Nov 30, priced at $386 just found
Windward Island Airways International
Tue, May 19 - Mon, May 25
EIS
Tortola
SXM
Saint Martin
$389 Roundtrip, found 6 days ago
$389
Roundtrip
found 6 days ago
Select Windward Island Airways International flight, departing Tue, May 19 from Tortola to Saint Martin, returning Mon, May 25, priced at $389 found 6 days ago
Hahn Air Technologies
Sat, Nov 22 - Mon, Nov 24
EIS
Tortola
SXM
Saint Martin
$438 Roundtrip, found 4 hours ago
$438
Roundtrip
found 4 hours ago
Select Hahn Air Technologies flight, departing Sat, Nov 22 from Tortola to Saint Martin, returning Mon, Nov 24, priced at $438 found 4 hours ago
Sunrise Airways
Fri, Nov 21 - Sun, Nov 23
EIS
Tortola
SXM
Saint Martin
$516 Roundtrip, found 4 days ago
$516
Roundtrip
found 4 days ago
Select Sunrise Airways flight, departing Fri, Nov 21 from Tortola to Saint Martin, returning Sun, Nov 23, priced at $516 found 4 days ago
Caribbean Airlines
Fri, Apr 3 - Tue, Apr 7
EIS
Tortola
SXM
Saint Martin
$581 Roundtrip, found 3 days ago
$581
Roundtrip
found 3 days ago
Select Caribbean Airlines flight, departing Fri, Apr 3 from Tortola to Saint Martin, returning Tue, Apr 7, priced at $581 found 3 days ago

Find the cheapest month to fly from Beef Island (EIS) to Simpson Bay (SXM)

December is typically the cheapest month to fly

From $346 - $531 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 $628
AXA
Clayton J. Lloyd Intl.
Flights from $628

Frequently asked questions

How much does a flight from Terrance B. Lettsome Intl. Airport (EIS) to Princess Juliana Intl. Airport (SXM) cost?
Lock in a cheap one-way flight from $162 or cheap return flight from $366 from Terrance B. Lettsome Intl. Airport (EIS) to Princess Juliana Intl. Airport (SXM) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to see our cheapest flight offers on this route.
What is the cheapest month to fly from Terrance B. Lettsome Intl. Airport (EIS) to Princess Juliana Intl. Airport (SXM)?
November is the least expensive month to fly from EIS to SXM. Avoiding peak travel times is often the key to finding better fares.
What is the cheapest airline that flies from Terrance B. Lettsome Intl. Airport (EIS) to Princess Juliana Intl. Airport (SXM)?
While prices can vary depending on when you travel, LIAT and Winair are often among the top picks for flights between Terrance B. Lettsome Intl. Airport (EIS) and Princess Juliana Intl. Airport (SXM). You can also compare airlines on Expedia and use the "Sort by" filter to find the cheapest ticket for your EIS to SXM flight.
How many flights per day from Terrance B. Lettsome Intl. Airport (EIS) to Princess Juliana Intl. Airport (SXM)?
When jetting out of Terrance B. Lettsome Intl. Airport (EIS), you can take your pick from an average of 2 daily direct flights to Princess Juliana Intl. Airport (SXM).
What are the most popular departure times for flights from Terrance B. Lettsome Intl. Airport (EIS) to Princess Juliana Intl. Airport (SXM)?
The 8 PM departures from EIS to SXM see the highest demand. These flights can come with a higher price due to their popularity. If you want to save on your trip, book during off-peak hours.
What day of the week has the most flights from EIS to SXM?
If you jet off on a Thursday, you'll get the widest range of choices for flights from Terrance B. Lettsome Intl. Airport (EIS) to Princess Juliana Intl. Airport (SXM).
What is the earliest flight from Terrance B. Lettsome Intl. Airport (EIS) to Princess Juliana Intl. Airport (SXM)?
Catch the earliest flight at around 8:00AM UTC-4, leaving from Terrance B. Lettsome Intl. Airport (EIS). You'll be in the air for about 50m, arriving at Princess Juliana Intl. Airport (SXM) at approximately 8:50AM UTC-4.
How long does it take to fly from Terrance B. Lettsome Intl. Airport (EIS) to Princess Juliana Intl. Airport (SXM)?
Flights from EIS to SXM have an average travel time of 48 minutes. The total distance between these two airports is 100 mi.
What airline has the least delays from EIS to SXM?
Consider booking with Winair if you'd like to fly straight from Terrance B. Lettsome Intl. Airport (EIS) to Princess Juliana Intl. Airport (SXM) without any delays. This airline has the best track record for punctuality, with an on-time score of 100%. Want real-time updates? You can keep an eye on your flight status using the Expedia App.
What is the best time to fly from Terrance B. Lettsome Intl. Airport (EIS) to Princess Juliana Intl. Airport (SXM)?
To arrive at Princess Juliana Intl. Airport (SXM) on schedule, select a flight that leaves Terrance B. Lettsome Intl. Airport (EIS) 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 Terrance B. Lettsome Intl. Airport (EIS) to Princess Juliana Intl. Airport (SXM) last-minute?
Last-minute fares from EIS to SXM are typically more expensive. For the lowest prices, start looking for flights ahead of time. That being said, if you're flexible with your travel plans, it's possible to land a cheap fare right before your trip.
Is it cheaper to book an EIS to SXM flight and hotel package?
Securing an EIS to SXM flight and hotel package tends to be cheaper than booking separately. With Expedia, you can enjoy the ease of organizing your trip in one place. Pick from our wide range of hotels and then add car rentals, activities and flights to your booking. Bundle everything together, and you could save hundreds of dollars.
Can I cancel or change the date of my flight from Terrance B. Lettsome Intl. Airport (EIS) to Princess Juliana Intl. Airport (SXM)?
In most instances, you can modify or cancel your EIS to SXM flight. However, additional charges may apply, especially if your booking was made more than 24 hours ago. Check your itinerary for the airline's guidelines and fees on flight changes, or if you'd like more information, go to our Customer Service portal.

Travel information

Origin airport
Terrance B. Lettsome Intl.
Destination airport
Princess Juliana Intl.
Airlines serving
Hahn Air Technologies, Sunrise Airways, Windward Island Airways International
Roundtrip price
$365
Distance
97 mi
Average flight time
1 hour 7 mins

Book with confidence

Tortola to Philipsburg Flights

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

 

The best time to book a flight from Tortola to Philipsburg

Sunday is one of the best days to book for cheap flights from Tortola 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 Tortola 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 Tortola to Philipsburg in 2025. You can also book with separate airlines for your outbound and return journeys, from $162 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 Tortola 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 Tortola 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.

 

Tortola to Philipsburg Flights

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*Available to One Key members.