C$ 198 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 31/12. 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$ 411
Overall average: C$ 740
United Airlines
Mon 26/1Thu 29/1
YOW - SXM • 2 stops
Cheapest direct flights
C$ 422
Typical prices: C$ 529-C$ 716
WestJet
Thu 8/1Wed 14/1
YYZ - SXM • Direct
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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

Mon, 26 Jan - Thu, 29 Jan
United Airlines Logo
7:27 p.m. - 1:50 p.m.
YOW
-
SXM
17h 23m2 stops
United Airlines Logo
2:52 p.m. - 11:54 p.m.
SXM
-
YOW
34h 02m2 stops
C$ 411United Airlines
Sat, 25 Apr - Wed, 29 Apr
United Airlines Logo
8:55 a.m. - 4:49 p.m.
YYZ
-
SXM
7h 54m1 stop
United Airlines Logo
3:50 p.m. - 10:04 a.m.
SXM
-
YYZ
18h 14m1 stop
C$ 411United Airlines
Wed, 4 Mar - Wed, 11 Mar
American Airlines Logo
6:00 a.m. - 3:36 p.m.
YYZ
-
SXM
8h 36m1 stop
American Airlines Logo
4:01 p.m. - 10:15 a.m.
SXM
-
YYZ
18h 14m1 stop
C$ 416American Airlines
Thu, 8 Jan - Wed, 14 Jan
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$ 422WestJet
Thu, 8 Jan - Wed, 14 Jan
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$ 423WestJet
Mon, 2 Mar - Mon, 9 Mar
American Airlines Logo
4:40 p.m. - 3:36 p.m.
YYZ
-
SXM
21h 56m1 stop
American Airlines Logo
4:01 p.m. - 3:30 p.m.
SXM
-
YYZ
23h 29m1 stop
C$ 445American Airlines
Wed, 7 Jan - Wed, 14 Jan
Air Canada Logo
6:00 a.m. - 4:00 p.m.
YUL
-
SXM
9h 00m1 stop
Air Canada Logo
5:00 p.m. - 11:39 a.m.
SXM
-
YUL
19h 39m2 stops
C$ 485Air Canada
Mon, 19 Jan - Sun, 25 Jan
Air Canada Logo
10:25 a.m. - 2:40 p.m.
YTZ
-
SXM
27h 15m2 stops
Air Canada Logo
3:40 p.m. - 6:13 p.m.
SXM
-
YTZ
27h 33m2 stops
C$ 486Air Canada
Tue, 27 Jan - Thu, 5 Feb
Air Transat Logo
11:45 a.m. - 11:55 a.m.
YTZ
-
SXM
23h 10m1 stop
Air Transat Logo
1:05 p.m. - 5:25 p.m.
SXM
-
YTZ
29h 20m1 stop
C$ 548Air Transat
Fri, 30 Jan - Thu, 5 Feb
Air Transat Logo
3:15 p.m. - 11:55 a.m.
YTZ
-
SXM
19h 40m1 stop
Air Transat Logo
1:05 p.m. - 9:20 p.m.
SXM
-
YTZ
9h 15m1 stop
C$ 573Air Transat
Useful Info

Good to know – Book Cheap Philipsburg Plane Tickets

Low seasonOctober
Best time to beat the crowds (2% less expensive on average)
Most popular time to fly and prices are also 3% lower on average.

FAQs - booking Philipsburg flights

  • How long is the flight to Philipsburg?

    Flights from Montreal4h 46m
    Flights from Toronto5h 05m
  • 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$ 339 or less one-way and C$ 529 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 484 reviews
7.9Boarding
7.1Entertainment
6.8Food
8.4Crew
7.4Comfort
Airline reviews

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

6.0 GoodSilvia, Dec 2025
YUL - MCO
Read more Air Transat reviews

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.

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 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 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

I got sick nothing contagious but distressing and the care I received by Kayla? Keighly the flight attendant will be memorable for ever. Thank You

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 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.

Great seats, super comfortable, but no in flight entertainment which was a let down

Not sure what happened, but for some reason we had to sit on the plane for an extra 10 minutes once we arrived in Abbotsford. Obviously, it was an engine issue.

8 hrs. Of waiting instead of couple of hours..the only good thing I'm still able to go to my destination...

Flight delayed missed connecting flight crew not very helpful very frustrating customer service

Our biggest complaint was a major schedule change that was not communicated to us in any way. Luckily the time change went later not earlier so we did not miss the flight. Our email addresses and phone numbers were on file but we received no email no text message no nothing. Short flight so not much to say.

Airplane is too small. Crew, especially the flight attendant who looked after our area, was not at all friendly and a touch authoratative. She may have been the most gruff flight attendant i've come across in 40 years of business travel

I when to Jamaica for my dad funeral and I did not get my luggage from westjet . I add to buy clothes putting me financial debt i did no want to be in Westjet did not call me to apologize are to inquire about my luggage I am still angry about it

Ground staff was not helpful, but staff at the business counter were excellent.

I selected "carry-on" for a round trip on Kayak, but my return flight on WestJet did not include a carry-on and they would not allow me to add one. My only option was to add a "checked bag" which I had to wait for on the luggage carousel after landing. Not a good experience.

The plug in to charge our phones are all loose my block would not stay in!!

Was notified on a timely manner of any changes, if any, of the flight schedules.

My seat was covered in vomit and I will be reaching out to Air Canada

We were happy with the service and cost of checking a bag

I would like to review the next flight from Toronto to Fort Myers as it was a disaster!!

This flight with a lot empty place , and I have more room, feeling comfortable.

It's kindof ridiculous that your system is even asking me about this since my flight was canceled and I wasn't rescheduled.

Flight was cancelled. Not enough agents to deal with the people in the line. We left and found our own way to Vancouver.

Flight was good, breakfast could be much better. We had come from a domestic flight on the same aircraft and the domestic flight was much better regarding service compared to this international flight.

Flight was great. Meal was really good. Boarding was terrible. Too many people in a small boarding lounge, zones not clearly marked.

3 hr delay at the gate while they were doing maintenance. Next time, do not board passengers while maintenance is being performed

Everything you need to know for your flight to Philipsburg