$108 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 11/7. 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.
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1 adult, Economy, 0 bags

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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, Nov 2 - Thu, Nov 12
Southwest Logo
9:05 am - 2:20 pmBWI  Baltimore/Washington-SXM Simpson Bay Princess Juliana
4h 15mnonstop
Southwest Logo
4:40 pm - 8:15 pmSXM  Simpson Bay Princess Juliana-BWI Baltimore/Washington
4h 35mnonstop
$306Southwest
Mon, Nov 2 - Thu, Nov 5
Southwest Logo
9:05 am - 2:20 pmBWI  Baltimore/Washington-SXM Simpson Bay Princess Juliana
4h 15mnonstop
Southwest Logo
4:40 pm - 8:15 pmSXM  Simpson Bay Princess Juliana-BWI Baltimore/Washington
4h 35mnonstop
$314Southwest
Mon, Oct 26 - Thu, Oct 29
United Airlines Logo
8:34 am - 12:50 pmEWR  Newark-SXM Simpson Bay Princess Juliana
4h 16mnonstop
United Airlines Logo
1:52 pm - 6:48 pmSXM  Simpson Bay Princess Juliana-EWR Newark
4h 56mnonstop
$316United Airlines
Mon, Oct 26 - Tue, Oct 27
United Airlines Logo
8:34 am - 12:50 pmEWR  Newark-SXM Simpson Bay Princess Juliana
4h 16mnonstop
United Airlines Logo
1:52 pm - 6:48 pmSXM  Simpson Bay Princess Juliana-EWR Newark
4h 56mnonstop
$316United Airlines
Sat, Oct 24 - Thu, Oct 29
Multiple Airlines Logo
1:10 pm - 2:45 pmMIA  Miami-SXM Simpson Bay Princess Juliana
25h 35m1 stop Toronto Pearson Intl
Multiple Airlines Logo
11:30 am - 7:22 pmSXM  Simpson Bay Princess Juliana-MIA Miami
7h 52m1 stop Santo Domingo Las Americas
$318Multiple Airlines
Sat, Nov 7 - Thu, Nov 12
American Airlines Logo
7:22 pm - 2:26 pmBWI  Baltimore/Washington-SXM Simpson Bay Princess Juliana
18h 04m1 stop Miami
American Airlines Logo
3:26 pm - 10:58 pmSXM  Simpson Bay Princess Juliana-BWI Baltimore/Washington
8h 32m1 stop Miami
$321American Airlines
Mon, Nov 2 - Thu, Nov 12
American Airlines Logo
5:45 am - 1:26 pmBWI  Baltimore/Washington-SXM Simpson Bay Princess Juliana
6h 41m1 stop Charlotte Douglas
American Airlines Logo
3:41 pm - 11:59 pmSXM  Simpson Bay Princess Juliana-BWI Baltimore/Washington
9h 18m1 stop Charlotte Douglas
$321American Airlines
Sat, Oct 24 - Thu, Oct 29
Multiple Airlines Logo
9:45 pm - 2:45 pmMIA  Miami-SXM Simpson Bay Princess Juliana
17h 00m1 stop Toronto Pearson Intl
Multiple Airlines Logo
11:30 am - 7:22 pmSXM  Simpson Bay Princess Juliana-MIA Miami
7h 52m1 stop Santo Domingo Las Americas
$338Multiple Airlines
Wed, Nov 25 - Fri, Nov 27
Air Canada Logo
10:20 am - 2:45 pmEWR  Newark-SXM Simpson Bay Princess Juliana
27h 25m1 stop Montreal Pierre Elliott Trudeau Intl
Air Canada Logo
4:45 pm - 1:39 pmSXM  Simpson Bay Princess Juliana-EWR Newark
21h 54m1 stop Toronto Pearson Intl
$343Air Canada
Sun, Oct 25 - Sat, Oct 31
Air Canada Logo
5:45 am - 2:45 pmBOS  Boston Logan Intl-SXM Simpson Bay Princess Juliana
9h 00m1 stop Toronto Pearson Intl
Air Canada Logo
2:40 pm - 8:02 pmSXM  Simpson Bay Princess Juliana-BOS Boston Logan Intl
29h 22m1 stop Montreal Pierre Elliott Trudeau Intl
$348Air Canada
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Good to know - Book Cheap Philipsburg Plane Tickets

Low season

September
Best time to beat the crowds with an average 17% drop in price.
Most popular time to fly and prices are also 13% lower on average.

FAQs - booking Philipsburg flights

  • How long is the flight to Philipsburg?

    Flights from New York15h 09m
    Flights from New York John F Kennedy Intl Airport3h 57m
    Flights from Newark Airport4h 14m
    Flights from Boston4h 12m
    Flights from Miami3h 12m
  • Which airlines fly to Simpson Bay?

    Many airlines fly to Simpson Bay, the most common ones being JetBlue, American Airlines, and Delta. 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) (4.19 miles from Philipsburg). From there you can rent a car or get a taxi.

  • What airports are near Philipsburg?

    The closest airport is Grand-Case L'Espérance (SFG) (4.91 mi). Other nearby airports are The Valley Wallblake Intl (AXA) (12.15 mi) or Saba Island Juancho E. Yrausquin (SAB) (28.86 mi). KAYAK recommends you fly to Simpson Bay Princess Juliana.

  • How far is Simpson Bay Princess Juliana Airport from central Simpson Bay?

    There are 1 mile between Simpson Bay city center and Simpson Bay Princess Juliana Airport.

  • What is the name of Simpson Bay’s airport?

    There is only 1 airport in Simpson Bay, called Simpson Bay Princess Juliana Airport (SXM). It can also be referred to as Princ. Juliana, Princess Juliana, Princess Juliana Intl, or St Maarten.

  • 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 travelers 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 cheap airfare to Philipsburg? 25% of our users found round-trip tickets to Philipsburg for the following prices or less: From Miami $292, from Fort Lauderdale $293, from Boston $460
  • 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 the United States 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.
8.0
SouthwestOverall score based on 4218 reviews
8.0Comfort
8.6Crew
7.5Entertainment
7.0Food
8.1Boarding
Airline reviews

Flight left on time and was early landing. Seats not comfortable and not enough space…

4.0 OkayLeo, Aug 2026
Read more Southwest reviews

Flight left on time and was early landing. Seats not comfortable and not enough space…

Flight left on time. Seat spacing is way too small…

It would have been better if the flight was on time

Fairly good - the seats seemed more comfortable on this flight. The staff out of Detroit were quite friendly. But they directed us to the wrong carousel for luggage. :(

Just crazy with times being pushed and pushed and pushed and gate crew at Philly super rude and unprofessional with many under stress with delays.

I liked the new boarding process. I thought the buyup options (legroom, early boarding) to be easy to request and reasonably priced. All the Southwest team from gate to in-flight were so nice.

Flight time kept changing and so did the gate. It was very frustrating

Exceptional. The gate crew responded quickly and got me onto this earlier flight as the final passenger, saving me more than four hours of wait time for my reserved flight.

The flight was delayed due to earlier issues at other airports. The crew was excellent & made it a good trip.

Boarding process of asking for volunteers to check bags goes against the system you had before with 2 bags checked free. This process is more of a guilt trip than a caring attitude toward the customer. In addition bag-size scrutiny has increased which also slows down the process of boarding. My wife said she will not fly on your airline again unless there is no other option.

Flight was delayed and we were on the runway after landing for 30 mins

The plane is old. There was water dripping fown from the air cooling system. The toilets were mot that clean

We were delayed so pilots can rest and had no WiFi the whole trip. First class seats are small compared to other planes

The experience was bad. Flight was delayed to handle maintenance (understandable) but still there was some dew forming and dropping as droplets on few seats. Internet at best was allowing some browsing but at a snail pace.

We were delayed 2 hours because of a broken seat. Other than that it was a very nice flight.

There needs to be better accommodations for waiting passengers. A a designated standing space that is separated and away from concourse traffic.

My seats are comfortable because I choose to fly in the exit rows and this time upgraded to first class with minimum sky miles. Otherwise, I would not be happy in regular seats or even middle comfort seats. Onboarding on the return flight from Nashville to Atlanta was hot and very uncomfortable for over 30 minutes due to extreme hot weather. However, Delta should provide some other air flow option as it was almost unbearable until 10 minutes after take-off. First class seats should be equipped with cup holders. Currently, the middle console is used and is flat and prone to spilling drinks.

Delta was fine though my flight was delayed 4 hours into LGA and my return into ORD involved a taxi of 1+ hour to the gate

wifi too slow or would not connect and entertainment kept on freezing

Flight delayed for people who “should’nt have gotten thru tsa” had to look for their bags took two hours With no explanation had never happened Poorly handled

The app logs you out right when you are boarding requiring all passwords and reservation number for the flight. Super annoying

The pre-order only approach for fresh food is really challenging

This flight has a history of leaving late, however, I was pleasantly surprised that it was not delayed this day. The flight went smooth, except I was in a window seat and the wall and my feet were freezing. I found it difficult to sleep due to being so cold, I also was using 2 provided UAL blankets and could not get my feet warm. This was annoying, but I still made it there on time and safe.

Staff didn't seem confident about the ingredients in my lactose intolerance meal

the seat has a problem. the back had a hole.

The back to back mechanical delays from Denver to San Diego and then on my return flight from Denver to Great Falls it added extra time both ways

Really old place. Not as clean as it should be, tray tables needed better cleaning. The items, trays and some other items need to b6 engineered. Anything task you or crew may do is incredibly load, seriously engineer for quiet smooth, easy. Just opening and closing the tray table is actually dangerous and can easily injure a finger. I'm sure it happens as it happened to me! First time I used United and likely will be the last!

Like the fact that the boarding was expedited. But the delay and chaos around the onboarding was not appreciated.

Flight was 2.5 late. Maybe not United’s fault but late none the less. We were late as well on the first leg. WiFi quit working with an hour left.

Old 757 with poor entertainment system. United no longer partners with United for free text and email. O'Hara an absolute disaster! Limited gates clauses two hour delay. Unfortunately this appears to be the norm.

The flight crew was good. I was delayed almost 3 hours and missed my connection, had to rebook and they lost my luggage

The plane left late and there were four gate changes. Fortunately they were all in the same terminal. The crew was truly outstanding. There were only nuts to eat due to the very short flight time. Beverages were as expected.

Flight was delayed 2.5 hours at the start. They kept saying mechanical issues and changed gates several times. Then when we landed, they kept us on the tarmac for 1 hr because they didnt have gate staff to pull out a bridge. Its insane that they cannot have 2-3 people to operate a bridge for a flight with 100 people? Then the baggage claim, bags took over 45 minutes to arrive. All in all, I was scheduled to arrive at 6:30 PM local time and I didn't leave the airport till 10:40 PM local time. Its a shame and makes me never want to fly American again.

We enjoy the professionalism and cleanliness of the staff and aircraft. We are grateful to the experiences pilots and flight crew

They have no employees/gate agents in Huntsville. Only one gate is operational

Due to weather AA chose the poor option of redirecting my next flight to Gol airlines after 23 hours of wait. Their desk is not open during the day. Seats don’t really recline so falling asleep is a horrible challenge. Only one meal for an overnight flight. Poor experience, cheap partnership.

Flight was very delayed. That made me lose the next flight. Rebooked for 23 hours later without any compensation and using a worse airline. I did not expect that from AA. Disappointing.

We landed slightly early but then sat in holding area waiting for our gate to clear out for about an hour, so technically we arrived one hour late at the gate at ORD. The airport may be partially responsible here, but regardless of who is responsible, it was a bad experience to be so close yet unable to get off the plane.

Terrific flight, had a good seat. Flight crew was wonderful, boarding was drama free. And we arrived early.

Baggage claim took too long and priority bags were not delivered first.

Very poor help no one answering a question regarding seating. Very rude staff. They don’t care, as if it’s not part of their job. Flight was delayed for no good reason and no apologies given.

It was my worse flying experience. It was my first time and last time flying with Jet Blue.

The wifi didn't work and I needed to do some work. This was a business trip.

It was my first time in Jetblue flight in 10+ years(?) and the experience was horrible. You were better before. There were ATC delays sitting/waiting in the tarmac for 2 hours, I understand that this isn't Jetblue's problem but how the matter was handled poorly is. Cabin was so warm and hot couldn't get it to cool down for the entire waiting period worse, even during cruise flight. Start, the passengers were spoken to and treated like a little children with no respect. Constant/multiple annoying tone/voice PA announcements of mentioning "... only big/large suitcases are for the bin and small ones need to be placed under the seat, etc,..." I see that flight was delayed and crew were trying to get the plane ready to board as soon as they can but the way they presented was lack of better word, condesending and scolding tone to cattle. It was definite unpleasant, unwelcoming flight experience I have ever had with Jetblue. Whatever happen to smiles and fun employees , pleasant/helpful gate agents, flight attendants, crews, where have they gone? It was dissapointing flight experience overall from everyone. Sorry for the direct transparency.

Flight was cancelled as JetBlue could not find a pilot. Communication was poor and they did nothing for stranded passengers. Flight they rebooked us on was 4 days out.

JetBlue cancelled the flight. We had to rebook on another airline.

JetBlue cancelled the flight along with hundreds of others, for no apparent reason. no recourse, no rebooking options. never booking with them again

Jet Blue cancelled my flight after I had boarded. They attempted to rebook me for a new flight two days later. I was able to rebook with a different airline, but not until the next morning. As such, I was forced to get an expensive hotel and missed important work meetings Monday morning. I am very disappointed with the customer service and will be pursuing full reimbursement for my hotel cost.

You did a great job rescheduling my cancelled flight. However, you made me pay for two seats for $118 even though the seats on the original flight were free. I think that was a very unfair thing to do.

They cancelled the flight after 5 hours at the airport and the only flight they offered was for the next day with a 7.5 layover in fll. This was not going to work for me as this was only a weekend trip and getting into providence at 10 pm a day later caused me to lose Mo ey on hotels money on airport parking a dog sitter etc. they wouldn’t offer any type of a voucher or anything else. All they did was refund the flight which didn’t help me with all the money in time I lost. I was going to see my very sick father

Everything you need to know for your flight to Philipsburg