C$ 172 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 6/4. 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$ 439
Overall average: C$ 589
WestJet
Sun 14/6Thu 18/6
YYZ - SXM • Direct
Cheapest one-way flights
C$ 172
Typical prices: C$ 168-C$ 306
WestJet
Mon 6/4
YYZ - SXM • Direct
Arrival airport
Simpson Bay (SXM)
You can’t fly directly to Philipsburg. It is served by Simpson Bay (SXM), located 6.7 km from Philipsburg.
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YYZ
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SXM
Cheapest
YUL
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SXM
Most popular
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Flight Deals
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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

Sun, 14 Jun - Thu, 18 Jun
WestJet Logo
9:00 a.m. - 1:50 p.m.
YYZ
-
SXM
4h 50mdirect
WestJet Logo
2:40 p.m. - 7:45 p.m.
SXM
-
YYZ
5h 05mdirect
C$ 439WestJet
Tue, 21 Apr - Thu, 23 Apr
United Airlines Logo
3:10 p.m. - 12:33 p.m.
YOW
-
SXM
21h 23m
2 stops
United Airlines Logo
1:35 p.m. - 10:03 a.m.
SXM
-
YOW
20h 28m
2 stops
C$ 440United Airlines
Sat, 2 May - Tue, 12 May
United Airlines Logo
7:43 p.m. - 12:33 p.m.
YYZ
-
SXM
16h 50m
2 stops
United Airlines Logo
1:35 p.m. - 2:19 p.m.
SXM
-
YYZ
24h 44m
2 stops
C$ 443United Airlines
Fri, 20 Mar - Fri, 27 Mar
Air Canada Logo
10:15 a.m. - 3:00 p.m.
YYZ
-
SXM
4h 45mdirect
Air Canada Logo
4:00 p.m. - 9:15 p.m.
SXM
-
YYZ
5h 15mdirect
C$ 459Air Canada
Sun, 12 Apr - Sat, 18 Apr
Air Transat Logo
5:30 p.m. - 10:55 a.m.
YTZ
-
SXM
17h 25m
1 stop
Air Transat Logo
12:05 p.m. - 5:15 p.m.
SXM
-
YTZ
29h 10m
1 stop
C$ 461Air Transat
Tue, 24 Mar - Fri, 27 Mar
Air Canada Logo
10:15 a.m. - 3:00 p.m.
YYZ
-
SXM
4h 45mdirect
Air Canada Logo
4:00 p.m. - 9:15 p.m.
SXM
-
YYZ
5h 15mdirect
C$ 465Air Canada
Sun, 12 Apr - Sat, 18 Apr
Air Transat Logo
11:25 a.m. - 10:55 a.m.
YTZ
-
SXM
23h 30m
1 stop
Air Transat Logo
12:05 p.m. - 5:15 p.m.
SXM
-
YTZ
29h 10m
1 stop
C$ 478Air Transat
Tue, 24 Mar - Tue, 31 Mar
Multiple Airlines Logo
8:50 a.m. - 3:00 p.m.
YUL
-
SXM
30h 10m
2 stops
Multiple Airlines Logo
12:25 p.m. - 12:32 a.m.
SXM
-
YUL
12h 07m
1 stop
C$ 485Multiple Airlines
Sun, 26 Apr - Sat, 2 May
American Airlines Logo
7:14 a.m. - 3:22 p.m.
YUL
-
SXM
8h 08m
1 stop
American Airlines Logo
2:56 p.m. - 12:18 p.m.
SXM
-
YUL
21h 22m
1 stop
C$ 488American Airlines
Fri, 20 Mar - Tue, 31 Mar
Multiple Airlines Logo
6:45 a.m. - 2:17 p.m.
YUL
-
SXM
7h 32m
1 stop
Multiple Airlines Logo
12:25 p.m. - 12:32 a.m.
SXM
-
YUL
12h 07m
1 stop
C$ 493Multiple Airlines
Useful Info

Good to know – Book Cheap Philipsburg Plane Tickets

Low seasonOctober
Cheapest flightC$ 172
Best time to beat the crowds but there is an average 18% increase in price.
Most popular time to fly (1% more expensive on average)
Flight from Toronto to Simpson Bay

FAQs - booking Philipsburg flights

  • How long is the flight to Philipsburg?

    Flights from Montreal4h 48m
    Flights from Toronto5h 01m
  • 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$ 439 return. The most popular connection is from Montreal to Simpson Bay and KAYAK users have found round-trip deals for as low as C$ 484 in the last 3 days.

  • Which airlines fly to Simpson Bay?

    Many airlines fly to Simpson Bay, the most common ones being Air Canada, WestJet, 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$ 228 or less one-way and C$ 563 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 518 reviews
7.0Entertainment
6.8Food
8.4Crew
7.9Boarding
7.3Comfort
Airline reviews

They never sent me a confirmation to say my flight time had changed so I cut my holiday short by 6 hours Had to pay over 50 American for my luggage to be checked on the way home and that’s more that it cost on the way there. Arbitrarily charging more for the same thing when the passenger has no options is shady The cabin was an icebox going there and back, if all the passengers have their gloves on and their hoods up that should be an obvious sign to turn up the heat

6.0 GoodAnonymous, Mar 2026
LIR - YYZ
Read more Air Transat reviews

They never sent me a confirmation to say my flight time had changed so I cut my holiday short by 6 hours Had to pay over 50 American for my luggage to be checked on the way home and that’s more that it cost on the way there. Arbitrarily charging more for the same thing when the passenger has no options is shady The cabin was an icebox going there and back, if all the passengers have their gloves on and their hoods up that should be an obvious sign to turn up the heat

I was very nice to arrive earlier than scheduled. Very much appreciated. No issues with flight. All was good.

The on-board crew were professional and friendly and made the trip feel like we were taken care of well. The gate for the flight departure changed three times...not great but not terrible. Considering it was the day of the New Jalisco Cartel mayhem, we can't really complain.

We were treated well by the staff at the airport and on board aircraft. Delay was uncontrollable due to the weather. Had to wait for another gate as we were late landing in Fort Lauderdale.

I was supose to have a carrey on incluided for each passenger and they made me paid 75$ each at the gate.

Great crew and entertaining Captain. Seats were not what we had expected based on my booking but things worked out in the end. Of course, like all airlines these days not enough leg or elbow room.

The entertainment system was down; food by purchase only; several people did not receive their luggage. No one answers at the local office or online about the luggage.

The Turkish was good . I had a problem with air Transat terrible experience for me

I did not like I have been charged for my carry on

Very good. A lot better experience then I expected for an economy flight.

Given I (and I’m assuming most people) have both carry in and a personal item included in their fare, I find it very unfair that on neither of my flights I was able to use the overhead for my small backpack because they were completely rammed with luggage, people personal items, jackets, hats and other items. So the only item I brought in had to be stuffed under my seat while they had their leg room and sat comfortable with all of their items in the overhead. This has to stop because I was uncomfortable on both flights when I only had one smaller item that could not be checked due to its contents (medication etc). Plenty of people could have checked theirs but chose not to and then took up the space allotment for 2 people.

Flight attendants had a little attitude. Food tastes no good.

From pre boarding to flight attendant, crew and baggage handler, excellent. Didn’t lost my luggage like West jet.

Very poor. The flight was delayed from Toronto because some forget to do there job . I got to my connecting gate in San Francisco 10 minutes before the departure.but this didn’t let me board even though the flight was still there for an other 30 minutes. The the gentleman at the unite airline desk told me that they usually wait for passengers but air Canada called and told them not to we I been rerouted to Manila instead of Hong Kong . In San Francisco they mad me check in my carryon bag . I was told the it will directly go yo ho chi minn cuyt but I was told that by the Vietnams airline desk that’s not there I’m 10 hours behind my scheduled flight and looks like I I’m going without baggage. I don’t have a chance of catching ..

It was great. There were some issues prior to takeoff. The weather was poor so we had to go through deicing, and we were delayed a bit by the pilots' concern about one of the engines, but that's aviation. The pilots handled everything with aplomb, and kept us apprised

Reliable, nice crew, I fly often on that flight and I like it all.

l really enjoy very much the flight was very pleasant

The Sears in the 800s are not too good perfect Airbus why cant the new 737 fix that

Quick and seamless boarding. No entertainment but fast Starlink wifi for this short trip and the staff was really friendly.

I dread trans-Pacific flights. They are very long. This was my first time on Universal, and it was my best crossing ever. The staff were professional, the hospitality was great, and the food was delicious. The entertainment system filled the long flight hours. I will seek out Universal flights from now onwards. 🙂

The window seat on the emergency row was too small. I had a different seat booked and they moved me. My seat remained open. It was very uncomfortable.

No kiosk to help pre boarding unlike other airlines, still lost the luggage despite its own crew/TSA or security tagging it, poor handling of lost luggage and possibly compensation is likely poor too.

Waited at airport from 10 am till 4 pm and no flight due to fog. Ugh.

As someone who never flies WestJet unless there is no other viable option I have to give this crew credit where credit is due. Extremely well done everyone.

Everything was great until we had to get our bags. The bags came out in several different batches over 90 minutes after we landed maybe more we got our bags. So much for the old West Jet where they promised bags in 20 minutes. I Next time I will pack lighter and go with a carry-on.

Flight left on time. The crew was very friendly. I had to buy a proper meal. Small cookie and a drink just doesn’t cut it for a 4.5 hours flight.

The flight was full and good as could be expected. We arrived early which is always a good thing.

Experience was good, the wifi hook up is somewhat tough

Plane was one hour late. Hardly any space for our carry-ons. Stressful to catch connections.

The delays were never ending and we were never properly informed as to why. 1st and 2nd delay were handled well, but by the time we received our 7th delay, and then subsequently asked to willingly get bumped, it turned into one of the worst flying situations of my life. I didn’t get home until 2am which is roughly 5 hours later than originally planned.

Snow delayed boarding several times, which I understand happens. Issue I had was that after we did board, pilot told us we were going to roll out to be de-iced, then on our way. We were de-iced once, taxied to the tarmac and then stopped. Sat for another 30 minutes or so, the another de-icing. Then we rolled out to a parking spot, only to sit for another hour due to a traffic stop in DCA, which I'm confident they knew would happen before we boarded. Pilot gave no updates other than we had to hold, attendants did speak to the crew, but when asked, said the pilot would be updating us. We on the ground in the plane waiting for over 2 hours. They did communicate that bathrooms would be open, but no other news until we left. Would have been better to be up front about status.

See prior comment about how Kayak mishandled my reservation and delayed my arrival by 6 hours.

Baggage allowances are terrible and the experience of only being allowed one bag and paying so much to take sporting equipment to a known ski area should be addressed.

The economy seats are very cramped and the food was bizarre. However, I did like the greek yogurt option for breakfast.

For whatever reason, the flight was not catered -we were told it would be a 45 minute delay waiting for catering - so no food. There were opened candy and peanuts in the seatback pocket. Flight landed early in DFW but due to the assigned gate not being available, we sat on the ground for 30 minutes waiting for the gate to open - making the flight actually arrive at the gate late.

Wish a flight with more than 2 hours with some snack rather than just cookie/biscuit.

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

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 plane was delayed an hour. Heard from other passengers that the Vancouver connection to SFO was never on-time.

Our original flight was cancelled due to mechanical reasons. This cancellation caused us to miss our connection and we were not able to get another flight for 3 days and then needed to make an extra connection to get there. Air Canada did not rebook our flight for us, it took several hours of talking with staff in the airport and making phone calls to get the flights rebooked. We never received a voucher for our hotel and meals while we were waiting for our next flight and it was only after talking to several staff that we were provided some general information about how we could be reimbursed. We tried entering our ticket information in the website provided, but it did not recognize our flight information. When we asked someone on the phone about this they said we'd need to contact the customer relations department, but that it's not possible to reach them on the phone. I don't understand what company would have a customer relations department that you can't talk to. We spent about $1,000 for hotels and meals for our family while waiting for a flight home and I'm not confident we will ever get reimbursed for this. I understand that mechanical issues can happen to any airline, but this is the 4th time that this has happened to my wife and I on Air Canada and we have only flown Air Canada about 8 times, so this is not a good track record. Also, when we did finally get a flight home (which was also delayed due to mechanical problems), we were told we couldn't bring a standard carry on even though the information on our ticket clearly indicated that we could bring a carry on bag. The staff at the gate were not understanding about this situation.

The lead flight attendent was outstanding. We were delayed waiting for a connection and she kept us up-to-date with a great sense of humor. She also made sure a passenger in the back of the plane was sble to get out first to make a connection. She needs to be recognized by your company! She is awesome!

Hoping for small compasation for having to rebook my trip back cause i had to miss 6 hrs work

My seat was taken by other passenger, flight délayes caused me problem was not making my connection from Vancouver to Montreal Because of that had change for next Day to be able to arrive at reasonable hours and mist my work day and Lansing was staffer then usual

Business Class was great with two exceptions: they should board Business Class Only first, then loyalty, then handicapped and families with young children then by zone. With all the loyalty and credit card holders and families with kids, dozens boarded before us and we were in row 3. My only other compliant with Air Canada is they don’t serve drinks and snacks in business class until at a cruising altitude. Transat and Emirates serve prior to takeoff which is especially nice during boarding of big planes and de-icing.

Extremely disappointing. My original Denver–Vancouver–Bangkok itinerary was cancelled due to a mechanical issue. I was not proactively supported and had to drive back home after already reaching the airport. Communication was poor throughout, and attempts to contact customer service resulted in being on hold for nearly three hours without reaching anyone. Instead of being rebooked on the same direct routing the following day, I was rerouted onto a much longer itinerary via multiple cities and airlines, which resulted in arriving approximately 30 hours later than scheduled. At Denver airport, there was no visible Air Canada representative available to properly assist. Ground staff offered no real support beyond directing passengers to a phone number. There was no clear communication, no ownership, and no meaningful customer care during a major disruption. The final journey involved three flights instead of the original two, significantly increasing travel time and stress. Overall, the handling of the cancellation and lack of customer support was unacceptable. What could have been better? Clear communication during the cancellation Accessible customer service (phone support that actually answers) Proper in-person assistance at the airport Rebooking onto a comparable routing rather than a significantly longer one

The plane was almost an hour delayed and then once we were on board, they said that captain didn’t have enough hours left in his day to fly us so they had to find another captain. Surely that could’ve been figured out out in advance. Incredibly frustrating because I missed my connection in Toronto, and it has a result missed the first day of my conference in Charlotte, North Carolina.

It was very cold in the beginning; then I asked stewardess to do something about that, and she did something, so for the rest of the flight the temperature was closer to normal. It is typical: by some reason the pilots or whoever is in charge make the cod in the cabin unbearable. The seat is better than on WestJet or Flair, but is is very tight. No leg room.

Flight from saskatoon to toronto was by far the worst flight ive ever been on and roughest landing ever.

Everything you need to know for your flight to Philipsburg