C$ 174 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 2/11. 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

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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

sáb, 25 out - sáb, 1 nov
United Airlines Logo
7:29 p.m. - 2:57 p.m.YOW-SXM
19h 28m2 stops
United Airlines Logo
4:00 p.m. - 11:54 p.m.SXM-YOW
7h 54m1 stop
C$ 393United Airlines
Find Deal
sáb, 25 out - sáb, 1 nov
United Airlines Logo
7:29 p.m. - 2:57 p.m.YOW-SXM
19h 28m2 stops
United Airlines Logo
4:00 p.m. - 6:12 p.m.SXM-YOW
26h 12m2 stops
C$ 399United Airlines
Find Deal
sáb, 3 jan - sex, 16 jan
American Airlines Logo
5:19 p.m. - 1:59 p.m.YYZ-SXM
19h 40m2 stops
American Airlines Logo
5:20 p.m. - 11:05 a.m.SXM-YYZ
18h 45m2 stops
C$ 509American Airlines
Find Deal
seg, 27 out - ter, 11 nov
WestJet Logo
5:55 p.m. - 2:21 p.m.YVR-SXM
17h 26m2 stops
WestJet Logo
4:20 p.m. - 7:45 p.m.SXM-YVR
31h 25m2 stops
C$ 511WestJet
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dom, 30 nov - qui, 4 dez
WestJet Logo
9:30 a.m. - 3:21 p.m.YYZ-SXM
4h 51mdirect
WestJet Logo
4:20 p.m. - 8:43 p.m.SXM-YYZ
5h 23mdirect
C$ 514WestJet
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ter, 2 dez - sex, 5 dez
American Airlines Logo
6:00 a.m. - 4:22 p.m.YYZ-SXM
9h 22m1 stop
American Airlines Logo
2:51 p.m. - 11:00 a.m.SXM-YYZ
21h 09m1 stop
C$ 519American Airlines
Find Deal
sáb, 6 dez - qui, 11 dez
Air Transat Logo
6:30 a.m. - 12:15 p.m.YYZ-SXM
4h 45mdirect
Air Transat Logo
1:05 p.m. - 8:52 p.m.SXM-YYZ
8h 47m1 stop
C$ 530Air Transat
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sáb, 8 nov - qui, 13 nov
Air Transat Logo
6:30 a.m. - 12:15 p.m.YYZ-SXM
4h 45mdirect
Air Transat Logo
1:05 p.m. - 8:17 a.m.SXM-YYZ
20h 12m1 stop
C$ 537Air Transat
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sáb, 6 dez - sáb, 13 dez
Air Canada Logo
9:10 p.m. - 1:18 p.m.YYZ-SXM
15h 08m1 stop
Air Canada Logo
3:40 p.m. - 7:39 a.m.SXM-YYZ
16h 59m1 stop
C$ 561Air Canada
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sáb, 6 dez - sáb, 13 dez
Air Canada Logo
11:00 a.m. - 1:18 p.m.YYZ-SXM
25h 18m2 stops
Air Canada Logo
3:40 p.m. - 11:40 a.m.SXM-YYZ
21h 00m2 stops
C$ 562Air Canada
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Everything you should know

Top routes
YYZ-SXM
Cheapest
YUL-SXM
Most popular
Insights
Insights
Insights
Insights
Cheapest round-trip
C$ 393
Overall average: C$ 743
United Airlines
sáb 25/10sáb 1/11
YOW - SXM • 2 stops
Cheapest direct flights
C$ 514
Typical prices: C$ 545-968
WestJet
dom 30/11qui 4/12
YYZ - SXM • Direct
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We hope you love your trip to Philipsburg!
Useful Info

Good to know – Book Cheap Philipsburg Plane Tickets

Low seasonOctober
Cheapest flightC$ 174
Best time to beat the crowds (1% less expensive on average)
Most popular time to fly and prices are also 11% lower on average.
Flight from Toronto to Simpson Bay

FAQs - booking Philipsburg flights

  • How long is the flight to Philipsburg?

    Flights from Montreal4h 47m
    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 Toronto, at C$ 393 return. The most popular connection is from Montreal to Simpson Bay and KAYAK users have found round-trip deals for as low as C$ 598 in the last 3 days.

  • 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$ 296 or less one-way and C$ 594 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.
7.7
Air TransatOverall score based on 438 reviews
8.4Crew
7.9Boarding
7.0Entertainment
7.3Comfort
6.7Food
Airline reviews

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.

2.0 MediocreAnonymous, Sep 2025YYZ - ZAG
Read more Air Transat reviews

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.

YUL AIRPORT is the worst. 1 Hr to Get out of the plane, 1 Hr To Cross the Border. 1Hr waiting to be pick up curbside. Trafic is ubeliveble.

It’s ok just the boarding point is far too far

Check in slow even though completed online check in, there was no bag drop available so had to query for 90mins as only 2 staff on desks.

Flying to a far away destination is a miracle in itself, so please take these with a grain of salt. The seats are a bit tired, and need a freshen up. The entertainment could be a bit newer, especially with all services available now. The food really is where we need help. But again, flying is a privilege, so all is good.

Not so much porter it's your site! Not good

They are a sister company with Air Transat and the two companies do not work well together. If you have any issues the two companies will blame each other and you will miss your flights. The help line does not help

Never book through a third party. Book through Air transats website. Terrible process to get help and many issues happen with them and sister companies because half the flights you book with them aren’t even through air transat.

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

Our flights got changed from United to Air Canada and our purchased seats did not get transferred so we had to pay for seats twice. I brought it up with Air Canada and they stated I had to go back and chase it with United. The united seats were $21 Canadian each and Air Canada were $56 each so we have paid $77 for each seat. Very unhappy

So far so good but food and entertainment are not available for this flight

Plane temperature was comfortable (not to hot) when boarding and 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!

the pilot that landed this flight in Philadelphia did an amazing job, the weather was absolutely terrible and we landed safely.

Flight delayed, missed connection, had to stay overnight. Next flight instead of our business class we were booked on the very back row. Second time this had happened in 2 months.

The experience was good just the upcharge of over a hundred dollars was not cool.

No internet, not even westjet connect makes for a boring flight

Our first flight from LAX to Winnipeg was changed but you never informed us at all. It went from a nonstop flight to a stay at Calgary. This impacted our trip negatively as we arrived much later than we planned to. Our returning flight was horrible. The flight was delayed 6 hours!! And we were NOT going to wait that long. The only way we got on our original flight was running there. However all of our suitcases were now coming on the delayed flight. It was the worst experience we ever had flying. I want my money back.

Typical Canadian airline experience. Charger and tray were broken, food was poor quality, and yet you're still paying more than flights with equal to better service than elsewhere globally.

Good, a bit cramped in the seat as my neighbour was a bit large

There was a man who was very rude at boarding. On the other hand personal bag measuring box is too small compared to USA airlines,

While I appreciated the food (it was unexpected), it was interruptive for sleeping. We paid extra for reserved seats, but when we checked in they gave us different seats. I had to call WestJet arounf 11:30pm the night before our flight to get this fixed. We were give seats in the emengency row to resolve the issue.

Not enough food option. And not enough advices or information about what we are gonna eat.

Please make more option. And be more precise on the type of food you giving. Diner and breakfast can be different

I like how spacious the plane was but I did not like the fact that there was no entertainment

Had to cancel flight due to strike. Hope things will be better next August when we will rebook. Very disappointing as it was our 50th wedding anniversary celebration l!

I’ve wasted 7 hours of my time because of the delayed. ;(

The crew were fabulous. The flight was bumpy and I always like the captain to tell me what that is about or my imagination gets carries away.

Overall great. The crews were lovely. The seats are awful. I always emerge with a back ache.

I liked the behaviour of the crew members.The flight was good.

Would like whole can of pop for 2. Treats were not great . The garlic pretzels were terrible for someone who can't eat garlic. Passenger was 84.

I had boarding pass on my phone. Husband and I were seated together. Agent printed out boarding passes and we were separated for the flight

1 hour late No hot drinks No restroom in the back of the plane

You was on strike and I had to get another r flight and you did not give me my money back

Food can be better. Taste and option, the pasta wasn't the greatest.

Everything you need to know for your flight to Philipsburg

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