C$ 214 Find Cheap Flights to Philipsburg – Compare and Save

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 13/7. 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 20% 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$ 526
Typical prices: C$ 769-C$ 527
United Airlines
Tue 21/7Fri 24/7
YYZ - SXM • 2 stops
Cheapest direct flights
C$ 558
Typical prices: C$ 870-C$ 601
WestJet
Sun 23/8Sun 30/8
YYZ - SXM • Direct
Arrival airport
You can’t fly directly to Philipsburg. It is served by Simpson Bay (SXM), located 6.7 km from Philipsburg.
FAQs
FAQs
FAQs
FAQs
Top routes
Cheapest
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

Tue, 21 Jul - Fri, 24 Jul
United Airlines Logo
5:15 p.m. - 12:33 p.m.
YYZ
-
SXM
19h 18m
2 stops
United Airlines Logo
3:50 p.m. - 9:54 a.m.
SXM
-
YYZ
18h 04m
2 stops
C$ 526United Airlines
Tue, 21 Jul - Fri, 24 Jul
United Airlines Logo
9:45 a.m. - 12:33 p.m.
YUL
-
SXM
26h 48m
2 stops
United Airlines Logo
3:50 p.m. - 7:45 p.m.
SXM
-
YUL
27h 55m
1 stop
C$ 529United Airlines
Mon, 20 Jul - Fri, 24 Jul
United Airlines Logo
6:00 a.m. - 12:33 p.m.
YQB
-
SXM
30h 33m
2 stops
United Airlines Logo
3:50 p.m. - 12:02 p.m.
SXM
-
YQB
20h 12m
2 stops
C$ 529United Airlines
Sat, 22 Aug - Fri, 28 Aug
American Airlines Logo
4:15 p.m. - 1:42 p.m.
YUL
-
SXM
21h 27m
2 stops
American Airlines Logo
4:39 p.m. - 11:43 a.m.
SXM
-
YUL
19h 04m
2 stops
C$ 548American Airlines
Sun, 23 Aug - Sun, 30 Aug
WestJet Logo
9:30 a.m. - 2:20 p.m.
YYZ
-
SXM
4h 50mdirect
WestJet Logo
3:20 p.m. - 8:25 p.m.
SXM
-
YYZ
5h 05mdirect
C$ 558WestJet
Thu, 20 Aug - Sun, 30 Aug
WestJet Logo
6:45 a.m. - 2:10 p.m.
YUL
-
SXM
7h 25m
1 stop
WestJet Logo
3:20 p.m. - 4:45 p.m.
SXM
-
YUL
25h 25m
1 stop
C$ 559WestJet
Sat, 22 Aug - Fri, 28 Aug
American Airlines Logo
7:14 a.m. - 3:39 p.m.
YUL
-
SXM
8h 25m
1 stop
American Airlines Logo
4:39 p.m. - 11:43 a.m.
SXM
-
YUL
19h 04m
2 stops
C$ 564American Airlines
Sat, 5 Sep - Sat, 12 Sep
Air Canada Logo
12:20 p.m. - 5:00 p.m.
YYZ
-
SXM
4h 40mdirect
Air Canada Logo
6:00 p.m. - 11:00 p.m.
SXM
-
YYZ
5h 00mdirect
C$ 596Air Canada
Fri, 28 Aug - Sat, 26 Sep
Air Canada Logo
6:20 p.m. - 5:00 p.m.
YQT
-
SXM
22h 40m
1 stop
Air Canada Logo
1:35 p.m. - 5:18 p.m.
SXM
-
YQT
27h 43m
2 stops
C$ 647Air Canada
Fri, 20 Nov - Sat, 28 Nov
Air Transat Logo
9:30 p.m. - 11:55 a.m.
YTZ
-
SXM
13h 25m
1 stop
Air Transat Logo
1:05 p.m. - 8:10 a.m.
SXM
-
YTZ
20h 05m
1 stop
C$ 884Air Transat
Useful Info

Good to know – Book Cheap Philipsburg Plane Tickets

Low seasonSeptember
Cheapest flightC$ 214
Best time to beat the crowds (18% less expensive on average)
Most popular time to fly (7% more expensive on average)
Flight from Toronto to Simpson Bay

FAQs - booking Philipsburg flights

  • How long is the flight to Philipsburg?

    Flights from Toronto Pearson Intl Airport4h 40m
    Flights from Montreal Pierre Elliott Trudeau Intl Airport4h 35m
  • What is the cheapest flight to Simpson Bay?

    In the last 5 days, the cheapest flight deal to Simpson Bay was found on the route from Toronto, at C$ 526 return. The most popular connection is from Montreal to Simpson Bay and KAYAK users have found round-trip deals for as low as C$ 529 in the last 5 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 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$ 300 or less one-way and C$ 588 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 555 reviews
7.3Comfort
6.8Food
8.5Crew
7.1Entertainment
7.9Boarding
Airline reviews

The dinner was bland and boring, but the economy seats were surprisingly comfortable. The flight was very packed.

6.0 GoodJanice, May 2026
YYZ - OPO
Read more Air Transat reviews

The dinner was bland and boring, but the economy seats were surprisingly comfortable. The flight was very packed.

I didn't have any problems during my flight. My main issue is with airlines in general, they keep offering less and less every year, AirTransat is no different.

Crew was good, helpful. Flight ran on time.would have liked to take airtransat home to MTL. But the price back from San Jose Costa Rica was MUCH more expensive than the flight from MTL to San Jose c.r.

i was not able to take my flight because the information i needed to book my dog correctly was not provided

We are a senior couple (70+) and chose emergency exit seats so we would have 2 seats together and neither of us had to sit in a middle seat. My husband is type 1 diabetic on an insulin pump and I monitor his blood sugar levels. I am 5'9" and 250 lbs and found the seats extremely uncomfortable. Toward the end of the flight I developed diarrhea which lasted a full 24 hours.

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.

Boarding was smooth and efficient. The only food was some pretzels, but it was a short flight. Not much to order if you were hungry.

Crew were welcoming, accommodating and they worked hard to find places for all carry on.

Seats very comfortable; service efficient and pleasant; flight was on-time; boarding organized.

Starlink is great Crew was polite Business class didn’t get a welcome drink just water and snacks were ok

very average service no complimentary alcoholics drinks unlike other airlines such as Porter airlines No decent seats available during check-in time the day before

Good but airlines getting smaller. I didn't like the meal but the service was fine. Flight was fine and luggage arrived. So good.

They were fast and I like how they used to entertainment system to play video about the safety.

Flight delayed. Connecting to night flight was stressful but made it. Jusr in time. Ran.88Flight was fine.

Hopped on time for the flight only to get deplaned and delayed another 2.5 hours.

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.

Despite travelling ultra basic for the first time due to such increased rates we both managed with one bag each. Even boarding last wasn’t SO bad.

There was no food but a singular cookie for a flight that was over 5hours??? Yeah not fun I was starving and again super cramped plane and you guys need to get planes with screens too, WiFi is nice but common we need more

I loved the fact it was on time and it was a smooth flight to my destination.

I like that we landed safely and that my dog was safe underneath as well. Outside of that, we were 45 mins late for a direct flight that is 1.5 hours long. And 2 of my 3 bags did not make the flight. Only my dog was onboard.

Service was okay except attendant over served alcohol to passenger and passenger got tipsy and made me uncomfortable

Food was not inspired but was satisfying. Same for infotainment selection. You’d think business class would come with complimentary WiFi. Crew was uniformly attentive and excellent.

Could not make the flight. No one would help us at all

Decent entertainment although my wife was not offered any ear buds so couldn’t enjoy. Real issue was the appalling food. Presentation was unacceptable with cheap hard to open packaged bread, plastic cheese again in hard to open shrink wrap, main course in small cardboard box again hard to open, wooden utensils which lack substance making the whole experience poor. Surprised I didn’t cover myself or neighbour as the food moved all over the place. Breakfast calzone was dry and unappealing with the staff basically throwing them around. Very disappointed

Better movie options. More diligence on the size and amount of bags people bring on board. Lady across aisle from me had a bucket style bag that would only go so far under the seat in front of her. She was not told once that the whole bag is supposed to be under the seat. Crew is very hardworking however.

I didn’t have any food but my Prosecco hit the spot. We left on time and the crew was friendly.

Everything went as planned. The only issue I had was with the gate C31 attendant. The person could barely speak English and was very difficult to understand.

My pillow had a shoe print on it, when I asked if I can have another pillow, I was told “I’m sorry but it is one pillow per guest, do YOU want to turn it inside out” to which I responded , no thanks I will go without. This is generally not ok, but For the price tag I paid flying business this is absolutely unacceptable. Hopefully American Airlines can update their accommodations to bedding that is not tossed on the ground and stepped on, or at least have a couple of extra pillows in hand, incase someone had decided to step on the pillows for what ever reason

Delayed due to weather in Dallas (arriving flight arrived late), then boarded the plane only to deboard immediately afterwards, tire needed to be replaced. Flight supposed to depart at 6:15pm but departed at 9:35pm.

The crew was very kind, but no in-flight entertainment monitors and a 2 hour and 30 minute delay was extremely frustrating.

Flight boarded from Gate 159B, the farthest gate in the LAX Bradley Terminal. While the flight operated on time, the first class cabin attendant made no recognition of my being an Advantage Executive Platinum member.

Meals were not so good. Snack between the meals was very bad. Like Japan Airlines, they could eliminate the snack and make the second meal much better.

Flight delay for mechanical. Inbound arrived on time. No one said why mechanical delay.

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.

Flight was oversold. Seats assigned to multiple passengers. Delay 1 hour to sort out.

Good but I don’t received my bags yet is been 5days still no update

Boarding is always chaotic. Delay was over 2 hours while inside plane . Crew not very friendly

Congested seating area Toronto Poor announcements Terrible food in flight Limited entertainment options

The flight was good. My luggage didn’t land with me when I arrived in Columbus. So grateful I was able to get my luggage back within the 2 hours😍👍.

Comfortable seats with good leg room. But not screens on seat backs.

I was rescheduled when I missed my flight due to border clearance issue

Air Canada has very professional , friendly and co operative crew.

Screens not working; flight delay due to mechanical issues I tried to get information about food on flight — no information available

Flight was delayed twice which made our arrival extremely late (actually into next day). Not an easy travel. But when we requested assistance for boarding we were really impressed with how they helped us! Strongly praise their assistance.

Everything you need to know for your flight to Philipsburg