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CA $267 Cheap Flights from Calgary (YYC) to Philipsburg (SXM)

View CA $267 flight on Fri, Mar 5, 2027Opens in a new window

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

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Cheap flights from Calgary (YYC) to Philipsburg (SXM)

Prices were available within the past 7 days and start at CA $267 for one-way flights and CA $580 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

WestJet
Wed, Nov 11 - Thu, Nov 19
YYC
Calgary
SXM
Saint Martin
CA $580 Roundtrip, found 1 hour ago
CA $580
Roundtrip
found 1 hour ago
Select WestJet flight, departing Wed, Nov 11 from Calgary to Saint Martin, returning Thu, Nov 19, priced at CA $580 found 1 hour ago
WestJet
Fri, Oct 23 - Thu, Oct 29
YYC
Calgary
SXM
Saint Martin
CA $580 Roundtrip, found 6 days ago
CA $580
Roundtrip
found 6 days ago
Select WestJet flight, departing Fri, Oct 23 from Calgary to Saint Martin, returning Thu, Oct 29, priced at CA $580 found 6 days ago
WestJet
Thu, Dec 10 - Sun, Dec 20
YYC
Calgary
SXM
Saint Martin
CA $583 Roundtrip, found 3 days ago
CA $583
Roundtrip
found 3 days ago
Select WestJet flight, departing Thu, Dec 10 from Calgary to Saint Martin, returning Sun, Dec 20, priced at CA $583 found 3 days ago
WestJet
Sun, Dec 13 - Sun, Dec 20
YYC
Calgary
SXM
Saint Martin
CA $588 Roundtrip, found 1 day ago
CA $588
Roundtrip
found 1 day ago
Select WestJet flight, departing Sun, Dec 13 from Calgary to Saint Martin, returning Sun, Dec 20, priced at CA $588 found 1 day ago
WestJet
Tue, Oct 27 - Fri, Oct 30
YYC
Calgary
SXM
Saint Martin
CA $588 Roundtrip, found 2 days ago
CA $588
Roundtrip
found 2 days ago
Select WestJet flight, departing Tue, Oct 27 from Calgary to Saint Martin, returning Fri, Oct 30, priced at CA $588 found 2 days ago
WestJet
Thu, Oct 15 - Thu, Oct 22
YYC
Calgary
SXM
Saint Martin
CA $589 Roundtrip, found 3 days ago
CA $589
Roundtrip
found 3 days ago
Select WestJet flight, departing Thu, Oct 15 from Calgary to Saint Martin, returning Thu, Oct 22, priced at CA $589 found 3 days ago
Air Transat
Tue, Nov 10 - Tue, Nov 17
YYC
Calgary
SXM
Saint Martin
CA $605 Roundtrip, found 2 days ago
CA $605
Roundtrip
found 2 days ago
Select Air Transat flight, departing Tue, Nov 10 from Calgary to Saint Martin, returning Tue, Nov 17, priced at CA $605 found 2 days ago
American Airlines
Thu, Oct 22 - Thu, Oct 29
YYC
Calgary
SXM
Saint Martin
CA $622 Roundtrip, found 12 hours ago
CA $622
Roundtrip
found 12 hours ago
Select American Airlines flight, departing Thu, Oct 22 from Calgary to Saint Martin, returning Thu, Oct 29, priced at CA $622 found 12 hours ago
United
Sun, Jan 10 - Wed, Jan 27
YYC
Calgary
SXM
Saint Martin
CA $733 Roundtrip, found 3 days ago
CA $733
Roundtrip
found 3 days ago
Select United flight, departing Sun, Jan 10 from Calgary to Saint Martin, returning Wed, Jan 27, priced at CA $733 found 3 days ago
Air Canada
Thu, Oct 15 - Thu, Oct 22
YYC
Calgary
SXM
Saint Martin
CA $893 Roundtrip, found 3 days ago
CA $893
Roundtrip
found 3 days ago
Select Air Canada flight, departing Thu, Oct 15 from Calgary to Saint Martin, returning Thu, Oct 22, priced at CA $893 found 3 days ago

Alternative airports

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 CA $743
SXM
Princess Juliana Intl.
Cheapest
Flights from CA $743

Frequently asked questions

How much does a flight from Calgary, AB (YYC-Calgary Intl.) to Philipsburg (SXM-Princess Juliana Intl.) cost?
You can find cheap one-way flights from CA $267 and cheap return flights from CA $580 YYC to SXM with Expedia. One-way flights typically cost between CA$302 and CA$1423, and return flights often range between CA$871 and CA$3174. Flight prices vary based on the month and day of the week you want to travel, as well as the airline and how far in advance you book your ticket. Filter your search on Expedia by "Price (lowest to highest)" to see the cheapest fares first, and use the Price Tracking tool to receive alerts when YYC to SXM ticket fares go up or down.
What is the cheapest month to fly from Calgary, AB (YYC-Calgary Intl.) to Philipsburg (SXM-Princess Juliana Intl.)?
The cheapest months to fly from YYC to SXM are typically during off-peak season when demand is low. Traveling in off-peak or shoulder months is usually a good way to secure cheap tickets, just remember to avoid flying during holidays if you are able to. Use the calendar view in your search to see which months have low fares on this route.
Which airlines fly direct from Calgary, AB (YYC-Calgary Intl.) to Philipsburg (SXM-Princess Juliana Intl.)?
Enter YYC to SXM and your travel dates, then apply the 'Nonstop' filter to see only direct flights.
What is the cheapest airline that flies from Calgary, AB (YYC-Calgary Intl.) to Philipsburg (SXM-Princess Juliana Intl.)?
American Airlines is one of the cheapest airlines offering connecting return flights from Calgary International Airport (YYC) to Princess Juliana International Airport (SXM), with prices starting from around CA$674 for flights that can be booked for departure within the next year, typically with a layover in Dallas-Fort Worth International Airport (DFW). Use Expedia's search tool to compare the prices and schedules of airlines that fly this route to find the best option for your plans and budget.
How do I find cheap flights from Calgary, AB (YYC-Calgary Intl.) to Philipsburg (SXM-Princess Juliana Intl.)?
To find a cheap flight from Calgary, AB (YYC-Calgary Intl.) to Philipsburg (SXM-Princess Juliana Intl.), be flexible with your dates. Traveling outside of peak vacation months and booking a mid-week flight can help you save. Early morning and late night flights are often more affordable, too. Expedia allows you to compare flight times, airlines and routes all in one place to find low fares. You can also set up Price Tracking and receive alerts when fares go up or down.
What is the best time to fly from Calgary, AB (YYC-Calgary Intl.) to Philipsburg (SXM-Princess Juliana Intl.)?
The best time to fly is usually mid-week (Tuesday or Wednesday) and during early morning hours as flights tend to be cheaper, less crowded, and generally more on-time. Avoid major holidays and peak vacation seasons for smoother travel. Combining off-peak days and hours often gives the best combination of cost, comfort, and convenience.
How many flights per day from Calgary, AB (YYC-Calgary Intl.) to Philipsburg (SXM-Princess Juliana Intl.)?
There are approximately 45 connecting flights per day from Calgary International (YYC) to Princess Juliana International (SXM). Some common connection points include O'Hare International (ORD), Pearson International (YYZ), and Dallas-Fort Worth International (DFW).
What is the earliest flight from Calgary, AB (YYC-Calgary Intl.) to Philipsburg (SXM-Princess Juliana Intl.)?
The earliest flight from Calgary International Airport (YYC) to Princess Juliana International Airport (SXM) typically departs around 12:15 AM local time. This service is operated by WestJet. This is a seasonal service, active in January, February, March, April, November, and December. An early departure like this can help you make the most of your time at your destination. To compare early flights on Expedia, select the "Early Morning" and "Morning" filters in your search.
What day of the week has the most flights from Calgary, AB (YYC-Calgary Intl.) to Philipsburg (SXM-Princess Juliana Intl.)?
You'll generally find the most flights from Calgary International Airport (YYC) to Princess Juliana International Airport (SXM) on a Saturday, with around 34 flights available. This gives you a good selection of options for your travel plans. Major airlines on this route include Air Canada, WestJet, and United. Flight schedules are fairly consistent throughout the week, so you'll have plenty of options no matter which day you choose to fly.
What are the most popular departure times for flights from Calgary, AB (YYC-Calgary Intl.) to Philipsburg (SXM-Princess Juliana Intl.)?
The most popular departure times for flights from Calgary, AB (YYC-Calgary Intl.) to Philipsburg (SXM-Princess Juliana Intl.) are between 12pm and 3pm. Many major carriers, including American Airlines, United and Air Canada, offer flights during this window. Many travelers prefer this because it allows for a morning start and an afternoon arrival, giving you time to settle in at your destination.
How long does it take to fly from Calgary, AB (YYC-Calgary Intl.) to Philipsburg (SXM-Princess Juliana Intl.)?
There are no nonstop flights from Calgary, AB (YYC-Calgary Intl.) to Philipsburg (SXM-Princess Juliana Intl.). Flights with one stop typically take around 22 hours 48 minutes, covering a distance of approximately 5768 kilometres. Flights with two or more stops usually take a bit less time, around 22 hours 30 minutes. Keep in mind that these are average travel times, and the actual duration can vary depending on your specific routing, layover times, and even weather conditions.
Can you fly business or first class from Calgary, AB (YYC-Calgary Intl.) to Philipsburg (SXM-Princess Juliana Intl.)?
Yes, you can fly business class between YYC and SXM. You can fly business class with Air Canada and American Airlines.
How do I earn miles on a Calgary, AB (YYC-Calgary Intl.) to Philipsburg (SXM-Princess Juliana Intl.) flight with Expedia?
It's easy to earn miles on a Calgary, AB (YYC-Calgary Intl.) to Philipsburg (SXM-Princess Juliana Intl.) flight when you book with Expedia. Before you confirm your booking, simply select your frequent flyer program and enter your program number. As a member of One Key™, you can also earn OneKeyCash™* on top of your airline miles when you book with Expedia.*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.
What airports do you fly into for Philipsburg (SXM) from Calgary, AB (YYC)?
If you're planning to travel to Philipsburg from Calgary Intl. (YYC), you can fly directly into Princess Juliana Intl. (SXM). Some flights may connect through major hubs like Dallas-Fort Worth Intl. (DFW), Pearson Intl. (YYZ), or O'Hare Intl. (ORD) before reaching Philipsburg. Compare routes and airports on Expedia to find the best flight options for your travel plans.
Is it cheaper to buy a plane ticket from Calgary, AB (YYC-Calgary Intl.) to Philipsburg (SXM-Princess Juliana Intl.) at the last minute?
Typically, booking a last minute flight from Calgary, AB (YYC-Calgary Intl.) to Philipsburg (SXM-Princess Juliana Intl.) will be more expensive than booking in advance. As the departure date approaches, there are usually fewer seats available which can drive up the cost. However, if there's some wiggle room with your travel dates and times, you could bag a cheap last-minute fare.
Is it cheaper to book a Calgary, AB (YYC-Calgary Intl.) to Philipsburg (SXM-Princess Juliana Intl.) flight and hotel package?
Securing a Calgary, AB (YYC-Calgary Intl.) to Philipsburg (SXM-Princess Juliana Intl.) flight and hotel package is usually cheaper than booking separately. With Expedia, you can enjoy the ease of organizing your travels all in one place. Select from our extensive range of stays and then add flights, activities and car rentals to your booking. Bundle everything together, and you could save hundreds of dollars.
Can I cancel or change the date of my flight from Calgary, AB (YYC-Calgary Intl.) to Philipsburg (SXM-Princess Juliana Intl.)?
If you booked your Calgary, AB (YYC-Calgary Intl.) to Philipsburg (SXM-Princess Juliana Intl.) flight within the last 24 hours, you may be able to modify or cancel it without any fees. Depending on the airline and the type of ticket you have, additional charges may apply for changes beyond this timeframe. Airline policies and contact information can be found in your itinerary or confirmation email. Or, head to our Customer Service portal if you'd like more information.

Travel information

Origin airport
Calgary Intl.
Destination airport
Princess Juliana Intl.
Airlines serving
Air Canada, Air Transat, American Airlines, Delta, United, WestJet
Roundtrip price
CA $579
Distance
5733 km

Book with confidence

Calgary to Simpson Bay Flights

The easy way to book your flights from Calgary to Philipsburg 

With Expedia, it’s simple to find and book flights to Philipsburg from Calgary whether you’re traveling for business or pleasure. Enter your travel dates, hit search, and choose your flight from 20 airlines that cover this route. There are nonstop flights to Princess Juliana Intl., too.  

Choose your preferred carrier and cabin class with the advanced search tool and select your ideal departure time. Then, if you want, you can see just nonstop or refundable flights. And if you’re traveling last minute, just enter the date to check out flights from Calgary to Philipsburg today, tomorrow, or this week.  

 

Save dollars with cheap flights from Calgary Intl., YYC to Princess Juliana Intl., SXM 

Sort your search results by price to find great deals on your flight from Calgary to Philipsburg—you get all your cheapest options first. Grab yourself a bargain now—the lowest price on flights to Philipsburg from Calgary currently is just CA $580 rising to CA $893.  

Here are more money-saving tips: 

  • Fly in November when flight prices are normally at their lowest 
  • Book about a month to 6 weeks before you travel for the best prices to Philipsburg  
  • Avoid peak season and weekends when flights can cost more
  • Early morning and late-night flights are sometimes cheaper, so try varying your travel times 
  • One surefire way to save money on your flight is to book your flight and hotel together with Expedia. Sometimes, the savings are so large that the flight is basically free! 

 

Reasons to choose Expedia for your flight to Philipsburg from Calgary 

Whatever your destination, budget, or reason to travel, in just one quick search, you can choose from loads of flights, airlines, and cabin classes. The filters make it quick and easy to find your ideal flights, and if you choose one of the flexible options, you won’t be charged to change your flight. So book your flight to Philipsburg with Expedia today.

Calgary to Simpson Bay Flights

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