C$ 181 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 8/2. 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

KAYAK searches hundreds of travel sites at once for deals on flights to Philipsburg

Travellers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

Save 22% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Free to useThere are no hidden charges or fees.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Everything you should know

Cheapest round-trip
C$ 422
Overall average: C$ 722
United Airlines
Mon 9/3Sun 15/3
YOW - SXM • 2 stops
Cheapest direct flights
C$ 466
Typical prices: C$ 513-C$ 845
Multiple Airlines
Mon 9/3Mon 6/4
YYZ - SXM • Direct
Top routes
YYZ
-
SXM
Cheapest
YUL
-
SXM
Most popular
Insights
Insights
Insights
Insights
Start a new search
KAYAK searches hundreds of sites at once to find you the best travel deals.
We hope you love your trip to Philipsburg!
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, 9 Mar - Sun, 15 Mar
United Airlines Logo
3:15 p.m. - 12:50 p.m.
YOW
-
SXM
21h 35m
2 stops
United Airlines Logo
1:20 p.m. - 10:26 a.m.
SXM
-
YOW
21h 06m
1 stop
C$ 422United Airlines
Sat, 28 Feb - Wed, 11 Mar
United Airlines Logo
7:30 p.m. - 1:50 p.m.
YOW
-
SXM
17h 20m
1 stop
United Airlines Logo
3:55 p.m. - 11:54 p.m.
SXM
-
YOW
7h 59m
1 stop
C$ 423United Airlines
Sun, 8 Mar - Mon, 16 Mar
American Airlines Logo
7:10 p.m. - 1:21 p.m.
YYZ
-
SXM
18h 11m
2 stops
American Airlines Logo
4:01 p.m. - 10:18 a.m.
SXM
-
YYZ
18h 17m
1 stop
C$ 464American Airlines
Thu, 26 Feb - Mon, 2 Mar
American Airlines Logo
7:30 a.m. - 4:00 p.m.
YYZ
-
SXM
7h 30m
1 stop
American Airlines Logo
5:01 p.m. - 10:19 a.m.
SXM
-
YYZ
18h 18m
1 stop
C$ 466American Airlines
Wed, 18 Mar - Wed, 25 Mar
United Airlines Logo
6:00 a.m. - 2:51 p.m.
YQB
-
SXM
8h 51m
1 stop
United Airlines Logo
3:55 p.m. - 11:02 a.m.
SXM
-
YQB
19h 07m
2 stops
C$ 467United Airlines
Fri, 6 Mar - Tue, 10 Mar
Air Canada Logo
10:15 a.m. - 4:00 p.m.
YYZ
-
SXM
4h 45mdirect
Air Canada Logo
4:00 p.m. - 9:15 p.m.
SXM
-
YYZ
5h 15mdirect
C$ 478Air Canada
Mon, 9 Mar - Mon, 16 Mar
WestJet Logo
5:40 a.m. - 2:17 p.m.
YOW
-
SXM
8h 37m
1 stop
WestJet Logo
3:20 p.m. - 12:39 a.m.
SXM
-
YOW
9h 19m
1 stop
C$ 482WestJet
Tue, 31 Mar - Tue, 7 Apr
Air Canada Logo
10:15 a.m. - 2:50 p.m.
YYZ
-
SXM
4h 35mdirect
Air Canada Logo
2:40 p.m. - 6:08 p.m.
SXM
-
YYZ
27h 28m
1 stop
C$ 482Air Canada
Mon, 9 Mar - Mon, 16 Mar
WestJet Logo
6:45 a.m. - 2:17 p.m.
YUL
-
SXM
7h 32m
1 stop
WestJet Logo
3:20 p.m. - 12:38 a.m.
SXM
-
YUL
9h 18m
1 stop
C$ 487WestJet
Tue, 17 Feb - Thu, 19 Feb
Air Transat Logo
5:00 p.m. - 11:55 a.m.
YTZ
-
SXM
17h 55m
1 stop
Air Transat Logo
1:05 p.m. - 8:50 p.m.
SXM
-
YTZ
8h 45m
1 stop
C$ 573Air Transat
Useful Info

Good to know – Book Cheap Philipsburg Plane Tickets

Low seasonOctober
Cheapest flightC$ 181
Best time to beat the crowds but there is an average 6% increase in price.
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 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$ 422 return. The most popular connection is from Montreal to Simpson Bay and KAYAK users have found round-trip deals for as low as C$ 487 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$ 247 or less one-way and C$ 535 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 502 reviews
8.4Crew
7.0Entertainment
7.9Boarding
7.3Comfort
6.8Food
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

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.

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 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

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.

I miss my flight and they could not rebook me that day because the other flight was full, and for the next day I had to pay a whole new fee again which I think is unprofessional

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

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.

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

I wish Air Canada would provide a meal on the 5 hrs or more time flight to the passengers.

Terrible…. Reported missing luggage’s with injectable meds that needed refrigeration. Yet, delivery could not be expedited. Luggage’s were delivered 5 days after arrival. The meds were useless as ice pack had melted. So disappointed!!!

Terrible… Luggage’s missing for 5-days. Not expedited despite notifying them that insulin and ozempic were in bags and required refrigeration. I’m extremely disappointed. Meds were useless upon delivery as ice pack had dissolved and meds were warm and not useable because their efficacy and potency are now questionable . I’m so disappointed and expecting a full refund for the checked in bags.

Terrible, luggage’s with b/p and diabetes meds including insulin and ozempic. I’ve in them had dissolved and rendered useless

Very bed experience never want to travel air canada anymore

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.

Everything you need to know for your flight to Philipsburg