$131 Cheap Flights from Toronto (YYZ) to Philipsburg (SXM)

View $131 flight on Mon, Jan 5, 2026Opens in a new window

Popular airlines from Toronto Pearson Intl. Airport (YYZ) to Princess Juliana Intl. Airport (SXM)

Cheap Flights from Toronto to Philipsburg (YYZ-SXM)

Prices were available within the past 7 days and start at $131 for one-way flights and $280 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

United
Tue, Apr 14 - Wed, Apr 22
YYZ
Toronto
SXM
Saint Martin
$280 Roundtrip, found 4 days ago
$280
Roundtrip
found 4 days ago
Select United flight, departing Tue, Apr 14 from Toronto to Saint Martin, returning Wed, Apr 22, priced at $280 found 4 days ago
United
Sun, Nov 2 - Sat, Nov 22
YYZ
Toronto
SXM
Saint Martin
$283 Roundtrip, found 1 day ago
$283
Roundtrip
found 1 day ago
Select United flight, departing Sun, Nov 2 from Toronto to Saint Martin, returning Sat, Nov 22, priced at $283 found 1 day ago
United
Sun, Nov 16 - Sat, Nov 22
YYZ
Toronto
SXM
Saint Martin
$287 Roundtrip, found 2 days ago
$287
Roundtrip
found 2 days ago
Select United flight, departing Sun, Nov 16 from Toronto to Saint Martin, returning Sat, Nov 22, priced at $287 found 2 days ago
WestJet
Thu, Oct 30 - Tue, Nov 11
YYZ
Toronto
SXM
Saint Martin
$298 Roundtrip, found 2 days ago
$298
Roundtrip
found 2 days ago
Select WestJet flight, departing Thu, Oct 30 from Toronto to Saint Martin, returning Tue, Nov 11, priced at $298 found 2 days ago
United
Fri, Nov 28 - Thu, Dec 4
YYZ
Toronto
SXM
Saint Martin
$299 Roundtrip, found 6 days ago
$299
Roundtrip
found 6 days ago
Select United flight, departing Fri, Nov 28 from Toronto to Saint Martin, returning Thu, Dec 4, priced at $299 found 6 days ago
United
Fri, Jan 30 - Sun, Feb 8
YYZ
Toronto
SXM
Saint Martin
$301 Roundtrip, found 18 hours ago
$301
Roundtrip
found 18 hours ago
Select United flight, departing Fri, Jan 30 from Toronto to Saint Martin, returning Sun, Feb 8, priced at $301 found 18 hours ago
United
Fri, Nov 28 - Thu, Dec 4
YYZ
Toronto
SXM
Saint Martin
$304 Roundtrip, found 6 days ago
$304
Roundtrip
found 6 days ago
Select United flight, departing Fri, Nov 28 from Toronto to Saint Martin, returning Thu, Dec 4, priced at $304 found 6 days ago
American Airlines
Tue, Nov 18 - Wed, Nov 26
YYZ
Toronto
SXM
Saint Martin
$354 Roundtrip, found 2 days ago
$354
Roundtrip
found 2 days ago
Select American Airlines flight, departing Tue, Nov 18 from Toronto to Saint Martin, returning Wed, Nov 26, priced at $354 found 2 days ago
Air Transat
Tue, Mar 24 - Tue, Apr 7
YYZ
Toronto
SXM
Saint Martin
$381 Roundtrip, found 11 hours ago
$381
Roundtrip
found 11 hours ago
Select Air Transat flight, departing Tue, Mar 24 from Toronto to Saint Martin, returning Tue, Apr 7, priced at $381 found 11 hours ago
Air Canada
Wed, Mar 25 - Fri, Apr 3
YYZ
Toronto
SXM
Saint Martin
$384 Roundtrip, found 20 hours ago
$384
Roundtrip
found 20 hours ago
Select Air Canada flight, departing Wed, Mar 25 from Toronto to Saint Martin, returning Fri, Apr 3, priced at $384 found 20 hours ago

Find the cheapest month to fly from Toronto (YYZ) to Simpson Bay (SXM)

October is typically the cheapest month to fly

From $264 - $682 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 Gustaf III SBH. Flights from $1,055
SBH
Gustaf III
Flights from $1,055
Flights from Toronto (YYZ) to Philipsburg (SXM)
Origin airport
Pearson Intl.
Destination airport
Princess Juliana Intl.
Airlines serving
Air Canada, Air Transat, American Airlines, Caribbean Airlines, Copa, Delta, United, WestJet
Roundtrip price
$280
Distance
2014 mi
Average flight time
4 hours 47 mins

Toronto to Philipsburg Flights

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

 

The best time to book a flight from Toronto to Philipsburg

Sunday is one of the best days to book for cheap flights from Toronto 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 Toronto 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 Toronto to Philipsburg in 2025. You can also book with separate airlines for your outbound and return journeys, from $131 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 Toronto 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 Toronto 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 much does a flight from Pearson Intl. Airport (YYZ) to Princess Juliana Intl. Airport (SXM) cost?
Grab a cheap one-way flight from $131 or cheap return flight from $280 from Pearson Intl. Airport (YYZ) to Princess Juliana Intl. Airport (SXM) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to find our cheapest flight offers on this route.
What is the cheapest month to fly from Pearson Intl. Airport (YYZ) to Princess Juliana Intl. Airport (SXM)?
April is the cheapest month to fly from YYZ to SXM. Planning your trip for the off-season is often the key to scoring lower fares.
Which airlines fly direct from Pearson Intl. Airport (YYZ) to Princess Juliana Intl. Airport (SXM)?
You can choose from 3 carriers that fly direct from Pearson Intl. Airport (YYZ) to Princess Juliana Intl. Airport (SXM). These include:

  • WestJet
  • Air Canada
  • Air Transat

What is the cheapest airline that flies from Pearson Intl. Airport (YYZ) to Princess Juliana Intl. Airport (SXM)?
Air Transat and Air Canada are well-known airlines offering competitive fares. Remember that flight prices from Pearson Intl. Airport (YYZ) to Princess Juliana Intl. Airport (SXM) can change based on the time of year, demand and how early you book. With Expedia's search tool, you can easily find a YYZ to SXM flight that suits your plans and budget.
How many flights per day from Pearson Intl. Airport (YYZ) to Princess Juliana Intl. Airport (SXM)?
On average, you'll only find 1 nonstop flight operating from Pearson Intl. Airport (YYZ) to Princess Juliana Intl. Airport (SXM) every day. If this doesn't work with your itinerary, think about flights with a layover. Just customize your search on Expedia to include one or more stops to discover the next best option.
What are the most popular departure times for flights from Pearson Intl. Airport (YYZ) to Princess Juliana Intl. Airport (SXM)?
More passengers fly between YYZ and SXM at 9 AM than at any other time of day. Rather go when it's quieter? Travel outside of rush hours and you're likely to save on your ticket as well.
What day of the week has the most flights from YYZ to SXM?
Travel on a Monday if you're searching for the best choice of flights from Pearson Intl. Airport (YYZ) to Princess Juliana Intl. Airport (SXM).
What is the earliest flight from Pearson Intl. Airport (YYZ) to Princess Juliana Intl. Airport (SXM)?
Hop on the earliest flight at around 6:30AM UTC-5, heading out of Pearson Intl. Airport (YYZ). You'll be flying for around 4h 45m, coming in to land at Princess Juliana Intl. Airport (SXM) at approximately 12:15PM UTC-4.
How long does it take to fly from Pearson Intl. Airport (YYZ) to Princess Juliana Intl. Airport (SXM)?
Flights from YYZ to SXM have an average travel time of 4 hours and 45 minutes. The distance between the two is 2,000 mi.
What airline has the least delays from YYZ to SXM?
With 84% of flights generally arriving on time, Air Transat has the best on-time performance for nonstop flights from Pearson Intl. Airport (YYZ) to Princess Juliana Intl. Airport (SXM). To monitor your flight status and get notifications about any changes, use the Expedia App.
What is the best time to fly from Pearson Intl. Airport (YYZ) to Princess Juliana Intl. Airport (SXM)?
To avoid possible delays on the Pearson Intl. Airport (YYZ) to Princess Juliana Intl. Airport (SXM) route, travel before 3 PM. Flights after this time have a 22% higher chance of being 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 Pearson Intl. Airport (YYZ) to Princess Juliana Intl. Airport (SXM) last-minute?
Booking your ticket from YYZ to SXM just before your journey is typically more expensive. But if there's some wiggle room with your travel dates and times, you could grab a cheap last-minute fare.
Is it cheaper to book a YYZ to SXM flight and hotel package?
Compared with arranging hotels and flights separately, booking a YYZ to SXM flight and hotel package with Expedia could lead to significant savings. Better still, having everything in one convenient place will take the hassle out of planning your trip. Just secure your flights and choose from our extensive range of hotels, then tailor your trip with other add-ons like car rentals and activities.
Can I cancel or change the date of my flight from Pearson Intl. Airport (YYZ) to Princess Juliana Intl. Airport (SXM)?
If you reserved your YYZ to SXM flight in the last 24 hours, you may be able to cancel or modify it without any fees. Depending on the airline and the type of ticket you purchased, additional charges may apply for changes beyond that time. Airline policies and contact information can be found in your itinerary or confirmation email. Or, go to our Customer Service portal for further details.

Explore a world of travel with Expedia

*Available to One Key members.