C$ 177 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 16/3. 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$ 378
United Airlines
Mon 16/3Tue 31/3
YQB - SXM • 1 stop
Cheapest direct flights
C$ 421
Typical prices: C$ 559-C$ 890
WestJet
Tue 3/3Wed 11/3
YYZ - SXM • Direct
Top routes
YYZ
-
SXM
Cheapest
YUL
-
SXM
Most popular
Insights
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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, 16 Mar - Tue, 31 Mar
United Airlines Logo
6:00 a.m. - 2:51 p.m.
YQB
-
SXM
8h 51m
1 stop
United Airlines Logo
3:50 p.m. - 12:02 p.m.
SXM
-
YQB
20h 12m
2 stops
C$ 378United Airlines
Mon, 20 Apr - Thu, 30 Apr
United Airlines Logo
7:40 p.m. - 12:33 p.m.
YOW
-
SXM
16h 53m
2 stops
United Airlines Logo
1:35 p.m. - 10:05 p.m.
SXM
-
YOW
8h 30m
1 stop
C$ 418United Airlines
Tue, 3 Mar - Wed, 11 Mar
WestJet Logo
9:30 a.m. - 3:17 p.m.
YYZ
-
SXM
4h 47mdirect
WestJet Logo
3:20 p.m. - 8:42 p.m.
SXM
-
YYZ
5h 22mdirect
C$ 421WestJet
Sat, 31 Jan - Sat, 14 Feb
United Airlines Logo
7:27 p.m. - 3:51 p.m.
YOW
-
SXM
19h 24m
2 stops
United Airlines Logo
5:00 p.m. - 10:26 a.m.
SXM
-
YOW
18h 26m
2 stops
C$ 421United Airlines
Sun, 1 Mar - Tue, 10 Mar
United Airlines Logo
7:30 p.m. - 1:50 p.m.
YOW
-
SXM
17h 20m
2 stops
United Airlines Logo
3:55 p.m. - 9:18 p.m.
SXM
-
YOW
29h 23m
2 stops
C$ 423United Airlines
Thu, 30 Apr - Thu, 7 May
WestJet Logo
8:30 a.m. - 1:14 p.m.
YYZ
-
SXM
4h 44mdirect
WestJet Logo
2:10 p.m. - 7:10 p.m.
SXM
-
YYZ
5h 00mdirect
C$ 451WestJet
Mon, 23 Feb - Tue, 3 Mar
American Airlines Logo
2:25 p.m. - 2:19 p.m.
YUL
-
SXM
22h 54m
2 stops
American Airlines Logo
5:28 p.m. - 1:45 p.m.
SXM
-
YUL
21h 17m
2 stops
C$ 482American Airlines
Tue, 24 Mar - Mon, 30 Mar
Air Transat Logo
8:00 a.m. - 10:55 a.m.
YTZ
-
SXM
26h 55m
1 stop
Air Transat Logo
12:05 p.m. - 3:05 p.m.
SXM
-
YTZ
27h 00m
1 stop
C$ 519Air Transat
Sat, 28 Mar - Sat, 4 Apr
Air Canada Logo
6:30 p.m. - 1:35 p.m.
YTZ
-
SXM
19h 05m
1 stop
Air Canada Logo
2:40 p.m. - 8:52 a.m.
SXM
-
YTZ
18h 12m
1 stop
C$ 534Air Canada
Sun, 29 Mar - Sat, 4 Apr
Air Canada Logo
6:45 a.m. - 1:35 p.m.
YTZ
-
SXM
6h 50m
1 stop
Air Canada Logo
2:40 p.m. - 7:52 p.m.
SXM
-
YTZ
29h 12m
1 stop
C$ 536Air Canada
Useful Info

Good to know – Book Cheap Philipsburg Plane Tickets

Low seasonOctober
Cheapest flightC$ 176
Best time to beat the crowds but there is an average 4% increase in price.
Flight from Toronto to Simpson Bay

FAQs - booking Philipsburg flights

  • How long is the flight to Philipsburg?

    Flights from Montreal4h 47m
    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$ 378 return. The most popular connection is from Montreal to Simpson Bay and KAYAK users have found round-trip deals for as low as C$ 482 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$ 264 or less one-way and C$ 542 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 499 reviews
7.0Entertainment
6.7Food
8.4Crew
7.3Comfort
7.9Boarding
Airline reviews

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

2.0 MediocreAnonymous, Jan 2026
IST - YYZ
Read more Air Transat reviews

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

Onward flight was okay. return from Lisbon was poor as we missed our flight due to a long line at the passport control. Air Transat made no effort to accommodate us even though we were at the passport control 40 minutes prior to the departure.

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.

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 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

I was originally scheduled on AA 1763. When I landed in Miami, I went to the counter for flight AA 2115 to try to move my flight to this one. I was in a first class seat on AA 1763. While they moved to me this flight, I was told that there were no other 1st class seats available and they assigned me into coach. However, when I was getting off the plane I noticed that one of the pilots who was also in line to go jump seat - somehow miraculously got a 1st class seat on this flight. It is actually infuriating that I had a paid 1st class seat yet somehow they would move an AA employee ahead of that. At a bare minimum, they should have compensated me for the fare difference and I really think paying customers should ALWAYs get the premiere seats.

The boarding process needs to be fixed. The zone don't work, especially when there is hardly anyone in zones 3, 4,and 5, leaving the majority of the passengers backed up in the aisle, especially because passengers seated near the front are blocking passengers who are seated in the rear of the plane. It would also help if the size of carry on bags was more strictly enforced.

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

Staff's did their best to make everyone comfortable and I appreciate them for it

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.

Flight delays numerous times. Everytime we would get close to boarding it would be delayed again. Strung along the entire time.

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

This was a horrible experience. For a first class experience, my chair was held together by 3M tape - and I have a photo. The crew weren’t very attentive, somewhat dismissive and forgot my drink and snack, the chair reclined about 3 inches on a 6-hour cross country flight. I was also not informed that there was no lounge available in Newark airport because of renovations, so all around this was one of the worst experiences and I would actively avoid both American and Alaska Air going forward.

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

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.

Great flight, great landing, nice staff. Our seats were a little cramped.

I will not be flying with westjet again. I was uncomfortable in my seat. The position made my back hurt so bad. My wife was able to fit the seatbelt around her with out an extension but was unable to put the tray table down or fit in the seat for that matter. Our bag was smashed and I spent two hours trying to fill out the application for a damaged bag before I gave up. The 80 photos I took would not work and nothing telling me the format to upload them as.. I made the mistake of unpacking the bag before taking photos so no claim for me. Next trip to Canada I will have to use air Canada.

No food, water, snacks.”beverages”. This was on Christmas Day. Upgrading cost $100, for what exactly?

Overall good experience. The wait for baggage at our destination was quite long, but other than that everything was good as expected

Very short flight. No food or entertainment required. Nice crew. Flight left late.

My luggage was damaged 1 wheel was out I can't find it nowhere

Overall very good 👍 the only disappointment was that I pre ordered a vegan meal and the longest flight YVR-SIN wasn’t on board even though check in said it was and my email booking shows that confirmed ✅ luckily some passengers were not on board and there was a vegetarian meal available, but still, I think you should know because every all the other flights were vegan meals except for the longest so that was a bit of a concern at the beginning of the flight.

Overall a good experience as this leg I was in Business Class. The Lounge was amazing with a view of the planes. The flight attendant spoke way to quickly when giving the information for take off and landing and it would be of no use to a first time traveler. Overall a great airline to travel on.

It was a very small plane and was ok. No food or entertainment so there should be an option for NA.

I travelled in Business class for the first time and wish I could do that again.

Smooth on-time flight but NO AC in the middle of the cabin. Business Class and the rear of the cabin were too cold but mid-cabin was stuffy and hot with virtually no air coming out of the ducts. Made for a very long and uncomfortable flight.

The crew from Toronto Santiago (and the other way) weren't nice people. They seemed angry. Other flights with Air Canada had much nicer crews. Bathrooms always had sticky floors. Yuck!

Air Canada’s problems are not staff related by and large, no. The problem is tiny jets between the U.S. and Canada - yes, believe it or not they are still “international” (just ask our own Mango Maniac in power in the U.S.). The little aisle is compounded by a design flaw of a “dog leg” starting at seat 12. Woe be unto you if you sit here as passengers and attendants do not have sufficient room to not hit you in the face with backpacks. One thing I will say very positively about Air Canada is you still provide pillows and blankets on transcontinental flights to all, not just the elites. Your tiny improperly designed jets are also a problem flying city to city within Canada also. One can only say you remind us of a “Jet Blue” or “Spirit” experience. Also your luggage space is downright Byzantine! We will endeavor to avoid you and use other U.S. carriers, albeit charging more.

Terrible canceled flight and lost my luggage. Flew me to Halifax. Tgat flight was delayed, had to spend night in airport chair.

My flights were all either late or canceled. It was stressful and a waste of my time. This is the third flight in a row with Air Canada that has been a scheduling mess. Not appreciated.

The airplane has been replaced and late night layover have been extended from 3 to 7 and the only compensation was a $15 food voucher after most restaurants have been closed, not helping with children after a 18+ hour international flight

Everything you need to know for your flight to Philipsburg