$141 Cheap Flights from Toronto (YYZ) to Philipsburg (SXM)

View $141 flight on Tue, Sep 9, 2025Opens in a new window

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

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Cheap Flights from Toronto to Philipsburg (YYZ-SXM)

Prices were available within the past 7 days and start at $141 for one-way flights and $295 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Copa
Tue, Sep 9 - Wed, Sep 24
YYZ
Toronto
SXM
Saint Martin
$295 Roundtrip, found 3 days ago
$295
Roundtrip
found 3 days ago
Select Copa flight, departing Tue, Sep 9 from Toronto to Saint Martin, returning Wed, Sep 24, priced at $295 found 3 days ago
United
Sun, Nov 2 - Thu, Nov 6
YYZ
Toronto
SXM
Saint Martin
$297 Roundtrip, found 9 hours ago
$297
Roundtrip
found 9 hours ago
Select United flight, departing Sun, Nov 2 from Toronto to Saint Martin, returning Thu, Nov 6, priced at $297 found 9 hours ago
United
Sat, Nov 1 - Sat, Nov 8
YYZ
Toronto
SXM
Saint Martin
$302 Roundtrip, found 9 hours ago
$302
Roundtrip
found 9 hours ago
Select United flight, departing Sat, Nov 1 from Toronto to Saint Martin, returning Sat, Nov 8, priced at $302 found 9 hours ago
United
Sat, Oct 25 - Tue, Nov 4
YYZ
Toronto
SXM
Saint Martin
$302 Roundtrip, found 3 days ago
$302
Roundtrip
found 3 days ago
Select United flight, departing Sat, Oct 25 from Toronto to Saint Martin, returning Tue, Nov 4, priced at $302 found 3 days ago
Copa
Sat, Sep 6 - Wed, Sep 10
YYZ
Toronto
SXM
Saint Martin
$306 Roundtrip, found 2 days ago
$306
Roundtrip
found 2 days ago
Select Copa flight, departing Sat, Sep 6 from Toronto to Saint Martin, returning Wed, Sep 10, priced at $306 found 2 days ago
Copa
Sat, Sep 6 - Fri, Sep 12
YYZ
Toronto
SXM
Saint Martin
$317 Roundtrip, found 2 days ago
$317
Roundtrip
found 2 days ago
Select Copa flight, departing Sat, Sep 6 from Toronto to Saint Martin, returning Fri, Sep 12, priced at $317 found 2 days ago
United
Sat, Nov 1 - Sat, Nov 8
YYZ
Toronto
SXM
Saint Martin
$320 Roundtrip, found 9 hours ago
$320
Roundtrip
found 9 hours ago
Select United flight, departing Sat, Nov 1 from Toronto to Saint Martin, returning Sat, Nov 8, priced at $320 found 9 hours ago
WestJet
Thu, Oct 30 - Thu, Nov 6
YYZ
Toronto
SXM
Saint Martin
$346 Roundtrip, found 9 hours ago
$346
Roundtrip
found 9 hours ago
Select WestJet flight, departing Thu, Oct 30 from Toronto to Saint Martin, returning Thu, Nov 6, priced at $346 found 9 hours ago
Air Transat
Sat, Nov 8 - Thu, Nov 13
YYZ
Toronto
SXM
Saint Martin
$366 Roundtrip, found 1 day ago
$366
Roundtrip
found 1 day ago
Select Air Transat flight, departing Sat, Nov 8 from Toronto to Saint Martin, returning Thu, Nov 13, priced at $366 found 1 day ago
Air Canada
Wed, Oct 29 - Fri, Nov 7
YYZ
Toronto
SXM
Saint Martin
$368 Roundtrip, found 9 hours ago
$368
Roundtrip
found 9 hours ago
Select Air Canada flight, departing Wed, Oct 29 from Toronto to Saint Martin, returning Fri, Nov 7, priced at $368 found 9 hours ago

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

October is typically the cheapest month to fly

From $257 - $565 per traveler.

Graph displaying average flight prices per month

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 $819
AXA
Clayton J. Lloyd Intl.
Flights from $819
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
$295
Distance
2014 mi
Average flight time
3 hours 45 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 September. 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 $141 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?
Cheap return fares from Pearson Intl. Airport (YYZ) to Princess Juliana Intl. Airport (SXM) start from $343. This information is based on the cheapest price found on Expedia for this return journey departing within the next three months. This airfare is for a WestJet flight leaving YYZ on August 17 2025 and touching down at SXM. The price was last updated on July 23 2025 and has not changed since.
What is the cheapest month to fly from YYZ to SXM?
The cheapest flights from YYZ to SXM are usually during off-peak season, when demand is lower. To save money, avoid flying during public holidays, school breaks and major local events.
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 YYZ to SXM?
With tickets starting at $165 for a one-way journey from YYZ to SXM, WestJet is currently the cheapest airline flying this route. This fare is based on the lowest price found on Expedia departing within the next three months. The flight takes off from YYZ on September 7 2025. Prices were last updated on July 23 2025 and have not changed since.
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.

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*Available to One Key members.