$232 Cheap Flights from Calgary (YYC) to Philipsburg (SXM)

View $232 flight on Mon, Dec 15, 2025Opens in a new window

Popular airlines from Calgary International Airport (YYC) to Princess Juliana Intl. Airport (SXM)

Cheap Flights from Calgary to Philipsburg (YYC-SXM)

Prices were available within the past 7 days and start at $232 for one-way flights and $550 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

WestJet
Fri, Mar 27 - Fri, Apr 3
YYC
Calgary
SXM
Saint Martin
$550 Roundtrip, found 5 days ago
$550
Roundtrip
found 5 days ago
Select WestJet flight, departing Fri, Mar 27 from Calgary to Saint Martin, returning Fri, Apr 3, priced at $550 found 5 days ago
WestJet
Thu, Jan 8 - Wed, Jan 14
YYC
Calgary
SXM
Saint Martin
$575 Roundtrip, found 6 days ago
$575
Roundtrip
found 6 days ago
Select WestJet flight, departing Thu, Jan 8 from Calgary to Saint Martin, returning Wed, Jan 14, priced at $575 found 6 days ago
Air Canada
Fri, Mar 27 - Fri, Apr 3
YYC
Calgary
SXM
Saint Martin
$595 Roundtrip, found 5 days ago
$595
Roundtrip
found 5 days ago
Select Air Canada flight, departing Fri, Mar 27 from Calgary to Saint Martin, returning Fri, Apr 3, priced at $595 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 Clayton J. Lloyd Intl. AXA. Cheapest option available. Flights from $1,626
AXA
Clayton J. Lloyd Intl.
Cheapest
Flights from $1,626

Frequently asked questions

How much does a flight from Calgary Intl. Airport (YYC) to Princess Juliana Intl. Airport (SXM) cost?
Secure a cheap one-way flight from $232 or cheap return flight from $550 from Calgary Intl. Airport (YYC) 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 Calgary Intl. Airport (YYC) to Princess Juliana Intl. Airport (SXM)?
The cheapest month to fly from YYC to SXM is March, when there's less demand. Off-peak months are usually when airlines offer lower prices between these airports.
What is the cheapest airline that flies from Calgary Intl. Airport (YYC) to Princess Juliana Intl. Airport (SXM)?
Expedia's filter tool lets you easily compare travel time, airlines and fares all in one place. Select your preferences, then sort by "Price (lowest to highest)" to find the carrier with the cheapest YYC to SXM flight.
How many flights per day from Calgary Intl. Airport (YYC) to Princess Juliana Intl. Airport (SXM)?
You'll need to hop on a flight with a layover if you're traveling from Calgary Intl. Airport (YYC) to Princess Juliana Intl. Airport (SXM). There are no daily direct flights on this route. However, just filter your search to include one or more stops to discover an option that works for you.
What day of the week has the most flights from YYC to SXM?
You'll generally find Tuesday the quietest day for flights, while Fridays tend to be the busiest.* However this can vary from season to season and during public holidays or peak travel times.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What is the best time to fly from Calgary Intl. Airport (YYC) to Princess Juliana Intl. Airport (SXM)?
Select a flight from Calgary Intl. Airport (YYC) to Princess Juliana Intl. Airport (SXM) that takes off before 3 PM to reduce the likelihood of delays. Departures later than this are on average 22% more likely to be canceled.**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 Calgary Intl. Airport (YYC) to Princess Juliana Intl. Airport (SXM) last-minute?
Booking your flight from YYC to SXM shortly before your getaway is typically more expensive. However, if there's some wiggle room with your schedule, you could score a cheap last-minute fare.
Is it cheaper to book a YYC to SXM flight and hotel package?
You can save money by securing a YYC to SXM flight and hotel package compared to booking separately. In fact, travelers could save hundreds of dollars by bundling with Expedia. And it's simple to manage everything in one place. Once you've selected your preferred accommodations and flights, you can add extras such as tours, activities and car rentals.
Can I cancel or change the date of my flight from Calgary Intl. Airport (YYC) to Princess Juliana Intl. Airport (SXM)?
Generally, it's possible to reschedule or cancel your YYC to SXM flight. However, if the booking was made more than 24 hours ago, additional charges may apply. Check your airline's policies in your itinerary to see what changes are allowed and whether any costs are involved. You'll also find more information on our Customer Service portal.

Travel information

Origin airport
Calgary Intl.
Destination airport
Princess Juliana Intl.
Roundtrip price
$549
Distance
3583 mi

Book with confidence

Calgary to Philipsburg Flights

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

 

The best time to book a flight from Calgary to Philipsburg

Sunday is one of the best days to book for cheap flights from Calgary 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 Calgary 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 Calgary to Philipsburg in 2025. You can also book with separate airlines for your outbound and return journeys, from $232 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 Calgary 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 Calgary 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.

 

Calgary to Philipsburg Flights

Explore a world of travel with Expedia

*Available to One Key members.