C$ 197 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 17/4. 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$ 446
Typical prices: C$ 885-C$ 629
United Airlines
Wed 27/5Fri 5/6
YQB - SXM • 1 stop
Cheapest direct flights
C$ 455
Typical prices: C$ 764-C$ 505
WestJet
Sun 28/6Thu 9/7
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.
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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

Wed, 27 May - Fri, 5 Jun
United Airlines Logo
6:00 a.m. - 2:43 p.m.
YQB
-
SXM
8h 43m
1 stop
United Airlines Logo
3:50 p.m. - 12:02 p.m.
SXM
-
YQB
20h 12m
2 stops
C$ 446United Airlines
Sun, 28 Jun - Thu, 9 Jul
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$ 455WestJet
Sun, 12 Jul - Thu, 23 Jul
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$ 456WestJet
Sun, 10 May - Thu, 21 May
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$ 458WestJet
Sun, 7 Jun - Thu, 11 Jun
Air Canada Logo
6:30 a.m. - 2:43 p.m.
YYZ
-
SXM
8h 13m
1 stop
Air Canada Logo
6:00 p.m. - 11:00 p.m.
SXM
-
YYZ
5h 00mdirect
C$ 459Air Canada
Sun, 7 Jun - Thu, 11 Jun
Air Canada Logo
6:55 p.m. - 2:43 p.m.
YTZ
-
SXM
43h 48m
2 stops
Air Canada Logo
1:35 p.m. - 9:32 p.m.
SXM
-
YTZ
31h 57m
2 stops
C$ 462Air Canada
Sun, 24 May - Mon, 1 Jun
Multiple Airlines Logo
8:30 a.m. - 11:27 a.m.
YYZ
-
SXM
26h 57m
1 stop
Multiple Airlines Logo
2:40 p.m. - 7:45 p.m.
SXM
-
YYZ
5h 05mdirect
C$ 462Multiple Airlines
Wed, 27 May - Fri, 5 Jun
United Airlines Logo
6:00 a.m. - 2:43 p.m.
YQB
-
SXM
8h 43m
1 stop
United Airlines Logo
3:50 p.m. - 12:02 p.m.
SXM
-
YQB
20h 12m
2 stops
C$ 466United Airlines
Sun, 12 Jul - Thu, 23 Jul
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$ 466WestJet
Fri, 29 May - Wed, 10 Jun
American Airlines Logo
7:51 a.m. - 12:40 p.m.
YUL
-
SXM
28h 49m
1 stop
American Airlines Logo
2:22 p.m. - 11:29 p.m.
SXM
-
YUL
9h 07m
1 stop
C$ 510American Airlines
Useful Info

Good to know – Book Cheap Philipsburg Plane Tickets

Low seasonOctober
Best time to beat the crowds but there is an average 25% increase in price.
Most popular time to fly (5% more expensive on average)

FAQs - booking Philipsburg flights

  • How long is the flight to Philipsburg?

    Flights from Toronto4h 56m
  • Which airlines fly to Simpson Bay?

    Many airlines fly to Simpson Bay, the most common ones being WestJet, Air Canada, 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$ 254 or less one-way and C$ 577 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 534 reviews
7.3Comfort
7.9Boarding
8.4Crew
7.0Entertainment
6.8Food
Airline reviews

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.

4.0 OkayMarcel, Mar 2026
YUL - LIS
Read more Air Transat reviews

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.

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

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.

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

Flight didn’t happen because both my connections were lost and Toronto wouldn’t let me board. I was checked in to all 3 flights at the check-in fest in Dublin.

The flight didn’t happen because they apparently lost my check in and wouldn’t let me board.

Access to movies was rather confusing. Apart from that, I have no complaints.

I wasn’t able to book or pay for a seat and they forgot to check me in for my third flight so I spent 24 hours in Toronto waiting for another one.

I wasn’t checked in for the third leg of my flight, my bag was checked through to Dublin but when I went to the gate in Toronto they said I wasn’t on the flight and had given my seat away. I had to wait 24 hours for another flight and instead on the one I had booked it was now 2 flights.

Flight was delayed for 5hours. Food vouchers just aren’t good enough

The agents at the Kelowna YLW airport were really grumpy. Same with oversized baggage person. Staff on the plane were great.

Flight was early. That’s the only positive I can share. I paid for wifi on the flight and it didn’t allow me to use any streaming services so it was a waste of $20. West Jet also lost my ski equipment on my way to a ski vacation. They told me it would be delivered to the hotel as soon as it arrived at the airport. It was never delivered. I had to pick it up at the airport on my way home. I am completely disgusted with my experience on west jet

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.

Message about flight cancelation was received late due to being in the air. No explanation, just canceled and booked on morning flight. We had to stay in the airport overnight because there was no transportation offered to get to the hotel that AA had available. Actual inflight was fine.

Bag drop was very disorganized in Miami. All main cabin passengers were shunted to just a few lanes and they had an equal number of lanes for first class passengers but there was nobody on those lines. They did nothing to bring the main cab and passengers over to the open lines and they just had employees standing there and doing nothing

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.

Ceiling fell down and had to have maintenance come and duct tape it up. No WiFi on the flight.

British Airways is an excellent travel service. Comfort, food and airline personnel.

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.

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.

Staff looked unprofessional. Sloppy uniforms and hardly a smile to be found

After 3 hours of delays, they ended up cancelling my flight. And although I could purchase one-way tickets to get to my destination, they would not offer me these flights as compensation for the cancelled flight, and I didn't end up making it home until 13 hours after I was originally supposed to arrive. It made for an extremely strenuous end to an otherwise good trip.

The plane was very cramped to point there was no way not to touch person beside you and a stewardess screamed at my son when I touched her arm to get her attention to let her know she forgot to give him his dinner when she passed him and gave a dinner to passenger behind him. Very inappropriate response and She never came back to apologize and other stewardess said she was sorry “if I felt” she was inappropriate. Horrible experience and she should be reprimanded for her behavior

After waiting in the airport from 7am (to make sure we had enough time for security), our flight was continually delayed until it was canceled. They tried to book us on a Delta flight, which we considered and even went to the Delta terminal with our luggage (which was stowed and then available once the flight was canceled (about 15 min away) but were then informed that we would need to retrieve our luggage at LaGuardia and then recheck in to Air Canada in New York, grab our luggage, and then get to the air canada terminal and re-check in. We decided against it, took our luggage into an uber home and then drive the 6.5 hours (one way) to Montreal instead.

Be careful about the bad policy and when purchasing seats

It was great to have a vegetarian meal option, but departure was delayed because they had oversold the flight. Air Canada, you’re in charge of how many tickets are sold: don’t oversell!

Very disappointed with premier lounge. Food selection very poor, both coffee machines out of order. For the price you charge for an upgrade, the seats don’t fully recline, movie selection is old. Not very good value. Asian airlines are light years ahead at a more affordable price.

Boarded late then sat on the Tarmac for 90 minutes for no reason

The seat design in the premium economy section leaves virtually no room under the seat to store a bag or purse. Other than that, it was a great flight. Arrived early.

Delayed by 5+ hours and they give a voucher for only $20 CAD which isn’t even redeemable at any place with edible food. Then took almost an hour to clean craft after it landed. And nonsensical boarding delayed even further. We didn’t leave until 1:30am….

Everything you need to know for your flight to Philipsburg