C$ 166 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 4/9. 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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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

Sat, 6 Dec - Sat, 13 Dec
Air Canada Logo
6:20 a.m. - 2:40 p.m.YYZ-SXM
7h 20m1 stop
Air Canada Logo
5:00 p.m. - 9:15 p.m.SXM-YYZ
5h 15mdirect
C$ 473Air Canada
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Sun, 13 Jul - Thu, 17 Jul
WestJet Logo
8:30 a.m. - 1:15 p.m.YYZ-SXM
4h 45mdirect
WestJet Logo
2:10 p.m. - 7:13 p.m.SXM-YYZ
5h 03mdirect
C$ 485WestJet
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Thu, 7 Aug - Thu, 14 Aug
WestJet Logo
8:30 a.m. - 1:15 p.m.YYZ-SXM
4h 45mdirect
WestJet Logo
2:10 p.m. - 7:13 p.m.SXM-YYZ
5h 03mdirect
C$ 487WestJet
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Thu, 21 Aug - Sat, 30 Aug
American Airlines Logo
5:29 p.m. - 2:31 p.m.YUL-SXM
21h 02m2 stops
American Airlines Logo
4:30 p.m. - 11:36 a.m.SXM-YUL
19h 06m2 stops
C$ 492American Airlines
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Thu, 21 Aug - Sat, 30 Aug
American Airlines Logo
5:36 p.m. - 2:31 p.m.YUL-SXM
20h 55m2 stops
American Airlines Logo
4:30 p.m. - 11:36 a.m.SXM-YUL
19h 06m2 stops
C$ 495American Airlines
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Fri, 22 Aug - Sat, 30 Aug
United Airlines Logo
11:23 a.m. - 12:29 p.m.YUL-SXM
25h 06m2 stops
United Airlines Logo
3:55 p.m. - 10:40 a.m.SXM-YUL
18h 45m2 stops
C$ 497United Airlines
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Thu, 21 Aug - Sat, 30 Aug
United Airlines Logo
3:41 p.m. - 12:29 p.m.YUL-SXM
44h 48m2 stops
United Airlines Logo
3:55 p.m. - 3:00 p.m.SXM-YUL
23h 05m1 stop
C$ 500United Airlines
Find Deal
Sat, 6 Dec - Sat, 13 Dec
Air Canada Logo
10:15 a.m. - 4:00 p.m.YYZ-SXM
4h 45mdirect
Air Canada Logo
3:40 p.m. - 7:39 a.m.SXM-YYZ
16h 59m1 stop
C$ 500Air Canada
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Sat, 8 Nov - Thu, 13 Nov
Air Transat Logo
6:30 a.m. - 12:15 p.m.YYZ-SXM
4h 45mdirect
Air Transat Logo
1:05 p.m. - 4:06 p.m.SXM-YYZ
28h 01m1 stop
C$ 508Air Transat
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Sat, 8 Nov - Sat, 15 Nov
Air Transat Logo
6:30 a.m. - 12:15 p.m.YYZ-SXM
4h 45mdirect
Air Transat Logo
1:25 p.m. - 5:50 p.m.SXM-YYZ
5h 25mdirect
C$ 525Air Transat
Find Deal
Useful Info

Good to know – Book Cheap Philipsburg Plane Tickets

Low seasonSeptember
High seasonMarch
Cheapest flightC$ 166
Best time to beat the crowds (27% less expensive on average)
Most popular time to fly and prices are also 1% lower on average.
Flight from Toronto to Simpson Bay

FAQs - booking Philipsburg flights

  • How long is the flight to Philipsburg?

    Flights from Montreal4h 49m
    Flights from Toronto5h 00m
  • 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$ 643 return. The most popular connection is from Montreal to Simpson Bay and KAYAK users have found round-trip deals for as low as C$ 492 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 Grand-Case L'Espérance (SFG) (7.91 km), The Valley Wallblake Intl (AXA) (19.56 km), 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$ 631 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 407 reviews
8.5Crew
7.1Entertainment
7.9Boarding
6.8Food
7.4Comfort
Airline reviews

Seats were very tight especially for first leg of trip.

8.0 ExcellentAnonymous, Jul 2025ATH - YUL
Read more Air Transat reviews

Seats were very tight especially for first leg of trip.

Not necessarily a Transat issue but it took 2 hours to go through immigration. Tried to reach out to Transat for resolution but was unable to reach an agent.

The flight was excellent, once it started, however we were delayed two hours when the first plane’s engines wouldn’t start. They found another identical plane and transferred us and our luggage in under two hours and made up almost an hour in the air.

Really low cost trip for the huge amount I paid…o paid 550 dollars just for the trip, one way trip, plus 95 for 1 luggage’s and the second 135 dollars…no blanket, not headphones for entertainment, food was served after 3 hours and 2 hours after, breakfast was served Bad, low cost company for high prices

The flight and crew were good. Departure and arrival were timely. Check-in was professional and helpful in Malaga on return trip (same on outbound trip from Toronto). The ad before ach program was punishing - specifically for the internet/data service with the content creator that was showed twice in each ad pod. It was so annoying I made an effort to forget the name and would not use the service. Provide an opportunity to fast forward or skip the darn ads once they have been initially viewed.

Extra attention to kids, thank you, we appreciate! Perfect landing

Over the wing seat at emergency exit only downside people using lavatory have no respect and wait in the space

Flight delayed any hour and couple of big gate changes

The pilot came out and chatted with the passengers. He explained why there was a slight delay. The crew was excellent. Very helpful. I had to buy meals for my whole family and they were in different seats, so the crew had to deal with that. They were very pleasant and accommodating and did a great job!

We were unable to land in Liberia. It was not the airline’s fault, but we had to be diverted to SJO.

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.

Michael, our FA was very attentive, even finding me a chocolate brownie from economy class when the dessert selections were all dairy based. ( intolerant, not allergic so don’t usually need to order dairy free)

We tried to upgrade to economy premium but were told this was not possible as we had booked through United Airlines (and Air Canada was operating the flight). This seemed silly given there was ample space in economy premium. Additionally, we had to wait almost 1.5 hours upon arrival to taxi to the gate. Otherwise, the crew were very pleasant and passengers were friendly.

It was my first time with United Airlines and I would say it was very good experience and best of all the flights were on time. Will definitely fly with United Airlines next time.

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

Update departure times in a more timely manner. We are not boarding on time if the plane isn’t arriving until after our scheduled departure time.

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!

Two flight changes before the scheduled flight. On the day of the flight, the flight was delayed, which caused the connecting flight to be missed. Then, I was directed to another airport (CUN) and traveled to Tulum. American gave a $12 voucher for lunch. The least expensive item on the menu at a Mexican restaurant was $9.99. Driving to Tulum was a bad auto crash, and traffic was delayed two-plus hours. The bottom line is that we should have been at the hotel at noon, but it ended up at 11:30 PM.

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.

Flight areas delayed 3 hours , train in the airport didn’t work

The flight was great, and I have never ridden in first class previously so I don't have any practical knowledge of the norm. The flight out to DFW was delayed and I sat in economy which was as expected, not nearly as spoiled as I was in first class which had more general room but that is par for the course. I have no complaints and will wait until I fly American again before I can make a valid improvement. I will fly American again in the future.

I had a TERRIBLE experience with the AA crew. I believe it was disability-related. It’s unlikely I will fly AA again.

The seats very Uncomfortable, no meal and no entertainment for a 4Hours flight. Smooth Flight, Great Take off and landing. Superb crew!

Generally good. However. The flight left 30 mins behind schedule with no reason given.

Flight delayed, missed my pick-up had to Uber, plus missed dinner and medication, so sad!

WestJet canceled my booking, replaced it with a booking that didn't work (departing from cruise ship), and didn't offer any flights that did work. Their only option was for me to cancel and go to another airline for more money. Which I did.

Flights were cancelled setting me in panic mode since my much needed weekend escape with friends was only a short one. No apologies given at the airport nor on the plane. Flight was rescheduled

Nothing to like because my inbound flight was cancelled without notification by West Jet or third party, JustFly. I couldn’t take the inbound flight due to cancellation; therefore could not take the outbound flight back.

The seats are totally uncomfortable making the flight less than pleasant. The cookies & pretzels were terrible!!!

Not the greatest experience everything was pretty mediocre. My seat was by the washroom in the aisle and was not located well as everyone past each other people were right in my seat and space.

Lots of overhead storage, good crew, good service, smooth landing.

Lots of overhead storage and a good crew and service.

They screwed up so bad, I asked for a short check for my luggage since we had a 21 hour overnight layover in London at a hotel. They said I have to receive my luggage in London because it’s an overnight layover. Get to London, nope, my bags aren’t coming off they are staying in terminal 5 over night and going straight to Ibiza. So we had no luggage for a whole day and basically stuck with no clothes or washroom stuff. Finally get to Ibiza and my luggage is completely smashed and damaged and missing a wheel. Now I have to drag this 50 lbs luggage around Ibiza islands for 10 days. Wtf. So pissed off Air Canada is LITERALLY THE WORST AIRLINE IN THE WORLD

Took off on-time and staff was very nice. Got stuck on tarmac at ATL due to storms, but staff was still wonderful even though they were working and not getting paid.

At 6'2" the seat space was very cramped for economy. Otherwise good.

Staff was very courteous and kept things organized. We will definitely use Air Canada for further travel

Very good except paying twice for seat selection. Once when I booked and again when I checked in.

No issues other than paying twice for my seat selection.

Everything was great, clean plane and washrooms. Flight was on time, excellent boarding process

In a nutshell, my bag, the one I have to pay for, because now you can’t even bring a carry on, did not make it. I am still waiting for an update. The fact that not only were have to pay for it, but on top of that we are stuck without getting it, it’s ridiculous..

The plane was filthy!!!! There were empty food wrappers in the pockets and worst of all a wad of hair where someone had obviously brushed their hair, cleaned out the brush and left the wad of hair in the pocket. It was the most disgusting thing I’ve ever seen!! The seats are so crammed together with NO leg room. The AC vent controllers do not adjust. I will likely not book another AC flight from Florida to Montreal.

The app was great, service was wonderful, everything was quick and easy

Everything you need to know for your flight to Philipsburg

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