C$ 181 Find Cheap Flights to Philipsburg

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Philipsburg departing on 15/11. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

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Everything you should know

Cheapest round-trip
C$ 473
WestJet
Thu 4/12Wed 17/12
YWG - SXM • 2 stops
Cheapest direct flights
C$ 493
Typical prices: C$ 514-C$ 801
WestJet
Wed 1/4Tue 7/4
YYZ - SXM • Direct
Top routes
YUL-SXM
Cheapest
YYZ-SXM
Most popular
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Flight Deals
Useful Info
Flight Deals

Cheap Flights to Philipsburg

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights to Philipsburg that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals to Philipsburg

Thu, 4 Dec - Wed, 17 Dec
WestJet Logo
6:15 a.m. - 3:21 p.m.YWG-SXM
31h 06m2 stops
WestJet Logo
4:20 p.m. - 7:12 p.m.SXM-YWG
28h 52m1 stop
C$ 473WestJet
Find Deal
Mon, 8 Dec - Mon, 15 Dec
WestJet Logo
5:40 a.m. - 3:21 p.m.YOW-SXM
8h 41m1 stop
WestJet Logo
4:20 p.m. - 12:42 a.m.SXM-YOW
9h 22m1 stop
C$ 478WestJet
Find Deal
Fri, 23 Jan - Sun, 1 Feb
American Airlines Logo
6:20 p.m. - 1:45 p.m.YYZ-SXM
18h 25m1 stop
American Airlines Logo
3:50 p.m. - 10:19 a.m.SXM-YYZ
19h 29m1 stop
C$ 485American Airlines
Find Deal
Thu, 29 Jan - Mon, 2 Feb
American Airlines Logo
4:30 p.m. - 12:58 p.m.YYZ-SXM
19h 28m2 stops
American Airlines Logo
3:50 p.m. - 10:59 p.m.SXM-YYZ
8h 09m1 stop
C$ 486American Airlines
Find Deal
Tue, 13 Jan - Tue, 27 Jan
Air Canada Logo
10:00 p.m. - 2:40 p.m.YYZ-SXM
39h 40m2 stops
Air Canada Logo
5:00 p.m. - 9:15 p.m.SXM-YYZ
5h 15mdirect
C$ 511Air Canada
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Tue, 3 Feb - Tue, 17 Feb
Air Transat Logo
7:55 a.m. - 11:55 a.m.YYZ-SXM
27h 00m1 stop
Air Transat Logo
1:25 p.m. - 5:50 p.m.SXM-YYZ
5h 25mdirect
C$ 524Air Transat
Find Deal
Mon, 30 Mar - Sat, 4 Apr
Air Canada Logo
10:20 a.m. - 1:35 p.m.YTZ-SXM
27h 15m2 stops
Air Canada Logo
2:40 p.m. - 6:15 p.m.SXM-YTZ
27h 35m2 stops
C$ 524Air Canada
Find Deal
Tue, 24 Mar - Thu, 2 Apr
Air Transat Logo
6:30 a.m. - 11:15 a.m.YYZ-SXM
4h 45mdirect
Air Transat Logo
12:05 p.m. - 8:17 a.m.SXM-YYZ
20h 12m1 stop
C$ 534Air Transat
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Sat, 29 Nov - Sat, 6 Dec
United Airlines Logo
6:50 a.m. - 3:57 p.m.YYZ-SXM
8h 07m1 stop
United Airlines Logo
5:00 p.m. - 9:58 a.m.SXM-YYZ
17h 58m2 stops
C$ 538United Airlines
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Tue, 10 Mar - Tue, 17 Mar
United Airlines Logo
6:00 a.m. - 2:51 p.m.YQB-SXM
8h 51m1 stop
United Airlines Logo
3:55 p.m. - 10:51 a.m.SXM-YQB
18h 56m2 stops
C$ 549United Airlines
Find Deal
Useful Info

Good to know – Book Cheap Philipsburg Plane Tickets

Low seasonOctober
Cheapest flightC$ 180
Best time to beat the crowds (1% less expensive on average)
Most popular time to fly and prices are also 12% lower on average.
Flight from Montreal to Simpson Bay

FAQs - booking Philipsburg flights

  • How long is the flight to Philipsburg?

    Flights from Montreal4h 50m
    Flights from Toronto5h 05m
  • What is the cheapest flight to Simpson Bay?

    In the last 3 days, the cheapest flight deal to Simpson Bay was found on the route from Montreal, at C$ 473 return. The most popular connection is from Toronto to Simpson Bay and KAYAK users have found round-trip deals for as low as C$ 485 in the last 3 days.

  • Which airlines fly to Simpson Bay?

    Many airlines fly to Simpson Bay, the most common ones being WestJet, Air Canada, and Air Transat. See the amount of flights per week for popular airlines flying to Simpson Bay.

  • How to fly to Philipsburg?

    You cannot fly directly to Philipsburg. KAYAK recommends you fly to Simpson Bay Princess Juliana (SXM) (6.75 km from Philipsburg). From there you can rent a car or get a taxi.

  • What airports are near Philipsburg?

    The closest airport is Simpson Bay Princess Juliana (SXM) (6.75 km). Other nearby airports are Gustavia St Barthelemy (SBH) (25.48 km) or Saba Island Juancho E. Yrausquin (SAB) (46.45 km). KAYAK recommends you fly to Simpson Bay Princess Juliana.

  • How far is Simpson Bay Princess Juliana Airport from central Simpson Bay?

    Central Simpson Bay is 1 km away from Simpson Bay Princess Juliana Airport.

  • What is the name of Simpson Bay’s airport?

    Simpson Bay is served by Simpson Bay Princess Juliana Airport, also commonly referred to as Princ. Juliana, Princess Juliana, Princess Juliana Intl, or St Maarten. The airport code is SXM.

  • How does KAYAK find such low prices on flights to Philipsburg?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights to Philipsburg.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket to Philipsburg?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Philipsburg is likely to change within 7 days, so travellers know whether to wait or book now.

  • What is the Hacker Fare option on flights to Philipsburg?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Philipsburg with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight to Philipsburg?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Philipsburg up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Top tips for finding cheap flights to Philipsburg

  • There is no major airport in Philipsburg. It is instead served by Simpson Bay Princess Juliana Airport.
  • Looking for a cheap flight? 25% of our users found flights on this route for C$ 273 or less one-way and C$ 656 or less round-trip.
  • Enter your preferred departure airport and travel dates into the search form above to unlock the latest Philipsburg flight deals.

Reviews of the top 5 airlines flying to Philipsburg

 
Need help choosing which airline to fly with from Canada to Philipsburg? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.8
Air TransatOverall score based on 470 reviews
7.1Entertainment
8.5Crew
6.8Food
7.4Comfort
7.9Boarding
Airline reviews

It was very good but no tv but the experience was great

8.0 ExcellentPatricia M, Oct 2025YUL - YEG
Read more Air Transat reviews

It was very good but no tv but the experience was great

Thank you for making my first experience very enjoyable. You made it all very pleasant

Great flight great seats will absolutely fly with you again

Porter airlines was good. I didn't have the best experience when booking through airfare assist however, as I got no final confirmation from them that the flight was booked until I called them. Even then, the confirmation code they gave me was incorrect and couldn't be used for check in. On a positive note airfare assist was actually picked up the phone relatively quickly when calling

The flight crew were very good, polite, and professional. Unfortunately, the rest of the experience left much to be desired. The food was extremely bland—almost tasteless. We chose the non vegetarian .The lasagna was just plain pasta with a tiny garnish and no seasoning. It felt like eating starch only, The bigger issue was with luggage and space. We boarded with three tickets, and while the seats in front of us were nearly empty, all the overhead compartments had already been filled by passengers boarding to the back. This left us and many others with no overhead storage for our carry-ons. Our bags couldn’t fit well under the seats either, which meant we lost the little legroom we had. The result was a horrible, cramped experience—sore knees, no space to stretch, and no way to rest or sleep comfortably. According to the crew this was a rather normal thing. It is obviously normal that people board with handbag and carry on but they should be only allowed to use their overhead compartment and under their seat not the way it is managed that all the spaces in the front of the plane being occupied by the people sitting way back in the plane.

Nice complete meal included and great services. Plus the plane was very clean.

Everything was horrible. On the day of my departure, I was denied check-in and boarding because my reservation only showed one of my last names, while my passport contains both. This minor discrepancy could have been easily corrected, but I was informed that no adjustment could be made. As a result, I lost not only my outbound flight but also my return flight and had to purchase a new ticket at a significantly higher cost.

This has been the worst experience I’ve ever had. Basically, I lost my round-trip tickets because one of my last names was missing, and you didn’t allow me to correct it. I had to purchase a full ticket again. Once I get home, I will start legal proceedings against you.

The crew were polite and courteous. The Pilot did an excellent landing. It was very smooth and gentle. My only regret is that I was charged twice for my luggage . The attendant gave me no receipt . I didn't realize until I was about to board. How can this be resolved? Thank you.

Very smooth flights Toronto to Rome and return. Crews were great, food was fine but very narrow seats and limited leg room. Aisle seats on our return helped with a bit more space.

The food quality sucks. One must starve if they do not eat flesh Or wheat based products Some variety would be expected. The trivial amount of snacks and or food is inhumane

We Left Calgary 1/2 hour late and that made for a tight connection in Denver. After arriving everything was done to help us make our connection. That was a great effort. Thank You United

Efficient all round, very good crew. Short flight so the food, of course, was just snacks

Overall, it was good. I was seating next to a wonderful lady and did not notice how time flew. Thanks

My flight was delayed about 1 1/2 hours in Chicago, but other then that it was a good flight.

The experience was great, the crew was very polite and hospitable. I will definitely make if my go to airlines.

It was all good flight was on time, service was good I enjoyed a few movies and everything was smooth

Efficient, calm when things were delayed and kept us regularly informed of what was happening.

Airbus plane, nice and polite staff, entertainment even as it was a short flight.

Very nice and clean plane. Transit time between flights was tight though

Flight was delayed leaving Dallas. Arrived about 2 hours later than scheduled.

We spent too much time on board waiting for takeoff.

The flight was on time and crew were nice, seats were tight and there was entertainment available

Good service, friendly staff. Food was average for airlines and the seats were small.

Worst flight ever. I was suppose to have a 3 1/2 hour layover in Chicago but got to the gate 4 minutes before boarding.

The AA app really sucks ... Every flight & connecting flights were delayed over 30 mins. One connecting flight on American Eagle said it was delayed in its arrival ... when it was actually parked across from the gate for over 1 hr before they pulled it to the gate. Seats in the economy/ main cabin are packed together like sardines ... no leg room.

A cookie and a soda, packed like sardines, will never be a positive experience. Also, boarded a 5:30 flight at 7:45pm

They cancelled my flight and downgraded me to economy and only gave me $250 for the downgrade

Not very good , the stewardess were unfriendly and they don't like to be bothered. Cos was a night flight and they need to sleep.

We kept being told that the flight was full and that all overhead compartments were full and therefore had to check in our hand luggage. We were some of the last people to board and noticed that there was still sufficient space in the overhead compartments. We were obliged to check in hand luggage when there was space and so had to wait at luggage retrieval which took a while to then noticed damage to our luggage - not a great experience!

Food good . No entertainment. Need to use wifi to access your own apps. Eg Amazon Prime, YouTube. They don't tell you unless you ask.

The check in was quick but the counter person didn’t inform me that the flight was delayed. I was also not informed of the boarding gate. When the plane landed there was a mixup at the gate with the ramp crew which delayed the flight further. All in all the experience didn’t meet the standard I’ve come to expect from WestJet

When flying premium on a two our flight a light lunch would have been nice considering the price you pay. A Kit Kat bar and bag of chips is rather cheap service.

I was seated near a "stinky" person. That's not the fault of Westjet🙁😶‍🌫️

The only thing I can't give good or really good is the fact that we didn't have food ,just a packet of pretzels or cookies which is normal,and ofcourse there isn't any entertainment. I've always flowen WestJet ..I really like the airlines..this plane was smaller one ,pretty tight seating.

Again, flight was late. It’s expected of this airline now i guess.

The ceiling leaked water on me. The toilets smelled very bad in the rear cabin

Counter representative refused to check my luggage despite paying for it in advance

We landed 26 min early. It was awesome! Smooth ride too.

When I purchased the flights I included the luggage, the luggage was not added and got charged the full price anyway. Had to pay for the luggage at check in. Initial flight was delayed, we missed our 9am connection (flew with my wife), then the airline rebooks us to the next flights, putting my wife in at 1.40pm and me at 4pm, what a crazy wait time. We managed to fix it with customer service and they put me in the 1:40pm flight too, but they left my baggage behind in the 4pm flight. When arrived to my destination, of course no luggage. It was delivered to the address thankfully late at night. The experience sucked.

Air Canada Rouge is great. Toronto Airport is the usual nightmare

On board WiFi is a bit flaky. Good for streaming music but getting Air Canada’s entertainment to play was hit and miss.

it was hours late with a fake story about the high wind

I accidentally touched a cabin steward as she passed by and she reacted harshly yelling in a loud voice “don’t touch me”. It was embarrassing and uncalled for. I would characterize a few of the cabin crew as pretentious and aloof. Not at all what is expected. That was the first leg of our trip from Montreal to Munich. The second leg from Munich to Nice was more in keeping with the service I expected.

Would have preferred a better food menu. Other than that, no complaints.

Flight was excellent. The staff was a great comfort with the Captain meeting everyone on board The delay was unforeseen but an inconvenience.almost 3hours was too long to sit in the plane before the flight.

Good but need to be better with the flight times.

The staff could not have been any friendlier. Lots of usb ports on our aircraft.

The staff was great and made the long trip easy peasy!

Air Canada cancelled our flight and reschedule it 26 hours later that completely interrupted my family's long waited Japan trip, it wasn't due to natural reason such as weather but under the company's control. On the day we wasted 9 hours of our time from 6am to 3pm, including a few hours in the customer counter waiting for supervisor to handle our rescheduling. When we came to the counter for rebooking help there were at least 4 employees on the counter but we were told they were not trained to handle customer rebooking, we were also told the supervisor could come 10:30 to handle our rebooking, but she showed up more than one hour later, the end result was exactly the same so the few hours we spent waiting for her was completely wasted; We already prepaid hotel and all the tickets for the our stay in Tokyo so all of the cost for the first day is completed wasted; The $80 meal voucher issues was far less than our financial loss due to the financial cancellation, and it was not surprisingly invalid (as Your company screw up everything possible along the flight), the vouchers were supposed to last 72 hours, when we tried to used it at our lounge next day less than 24 hours from its issuing at a designated restaurant, the worker there couldn't scan the vouchers after multiple tries on all 4 vouchers issued, so we had to pay the food from our own money; For the two return flights they were also full of unfortunate events that caused bad experience and further delay and waste of our time, both flights departed late and the last leg had another significant delay of more than half an hour after touchdown, the gate was for some reason not available so we waited more than half an hour, when we got out of plane it was almost one hour later than the supposed arrival time; The gate you arranged is the farthest in Vancouver airport, also was the luggage pickup location in Seattle airport; We also called customer service for rescheduling help and after a long time wait (more than an hour) we got a call back but the CS representative was equally clueless and unhelpful. Other than a fatal crash, your company couldn't do anything right and provided the worst service possible among the tons of flights we have taken in our lives.

Everything you need to know for your flight to Philipsburg