$164 Cheap Flights from Tortola (EIS) to Philipsburg (SXM)

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

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Find available prices by choosing your travel dates.

Cheap Flights from Tortola to Philipsburg (EIS-SXM)

Prices were available within the past 7 days and start at $164 for one-way flights and $370 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Windward Island Airways International
Windward Island Airways International
Windward Island Airways International
Hahn Air Technologies
Windward Island Airways International
Caribbean Airlines
Caribbean Airlines
Caribbean Airlines
Caribbean Airlines
American Airlines
Flights from Tortola (EIS) to Philipsburg (SXM)
Origin airport
Terrance B. Lettsome Intl.
Destination airport
Princess Juliana Intl.
Airlines serving
Hahn Air Technologies, Windward Island Airways International
Roundtrip price
$369
Distance
97 mi

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 July. 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 $164 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.

Frequently asked questions

How long does it take to fly from Terrance B. Lettsome Intl. Airport to Princess Juliana Intl. Airport (SXM)?
Winair has a direct flight heading off from Terrance B. Lettsome Intl. Airport at 6:20PM and arriving at SXM at 7:00PM — a flight duration of 40 minutes. Select your favorite seat, bring your headphones to keep you occupied and the time will race by.
Is it cheaper to buy a plane ticket from EIS to Princess Juliana Intl. Airport (SXM) last minute?
When it’s time to book your flights, being prepared pays dividends. While you could find a deal on a Terrance B. Lettsome Intl. Airport to Princess Juliana Intl. Airport (SXM) flight at the last minute, prices usually don’t get cheaper as the departure date nears. Based on flight pricing and demand studies in 2022, we have found that the sweet spot to lock in a domestic flight is between 28 – 35 days in advance. For international travel it’s between three and four months.
What are the most popular departure times for flights from Terrance B. Lettsome Intl. Airport (EIS) to Princess Juliana Intl. Airport (SXM)?
For Winair flights jetting out from Terrance B. Lettsome Intl. Airport (EIS) to Princess Juliana Intl. Airport, the peak period is between 6:00 PM - 7:00 PM. If you want to avoid any holdups, head off in the morning. This way you’re more likely to dodge air traffic that builds up in the skyways in the afternoon and evening.
Can I change the date of my flight from EIS to SXM?
You can easily make changes to your EIS to SXM flight via the Expedia Trips portal. Before you amend times or dates, browse the ticket rules in your itinerary to learn what the carrier will let you do and if fees apply for changes. Some airlines charge a change fee per person, in addition to any difference in fares. But if you booked in the last 24 hours, you may be able to cancel for free and book new flights. You can also take a look at our Customer Service portal for more useful advice and to connect with our Virtual Agent.

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