$76 Find Cheap Flights to Philipsburg - Compare and Save

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Cheap Flights to Philipsburg

 
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals to Philipsburg

Sun, Nov 15 - Fri, Nov 20
JetBlue Logo
6:00 am - 2:30 pmJFK  New York John F Kennedy Intl-SXM Simpson Bay Princess Juliana
7h 30m1 stop Fort Lauderdale
JetBlue Logo
2:15 pm - 11:58 pmSXM  Simpson Bay Princess Juliana-JFK New York John F Kennedy Intl
10h 43m1 stop Fort Lauderdale
$249JetBlue
Wed, Nov 25 - Thu, Dec 3
Air Canada Logo
4:00 pm - 2:45 pmDCA  Washington, D.C. Reagan-National-SXM Simpson Bay Princess Juliana
21h 45m1 stop Montreal Pierre Elliott Trudeau Intl
Air Canada Logo
3:45 pm - 10:29 amSXM  Simpson Bay Princess Juliana-DCA Washington, D.C. Reagan-National
19h 44m1 stop Montreal Pierre Elliott Trudeau Intl
$281Air Canada
Mon, Nov 9 - Thu, Nov 12
Southwest Logo
9:00 am - 2:15 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
$290Southwest
Mon, Oct 26 - Fri, Oct 30
United Airlines Logo
6:00 am - 12:50 pmBOS  Boston Logan Intl-SXM Simpson Bay Princess Juliana
6h 50m1 stop Newark
United Airlines Logo
1:52 pm - 7:43 amSXM  Simpson Bay Princess Juliana-BOS Boston Logan Intl
17h 51m1 stop Newark
$295United Airlines
Sun, Nov 8 - Fri, Nov 20
Southwest Logo
6:10 am - 3:40 pmBWI  Baltimore/Washington-SXM Simpson Bay Princess Juliana
8h 30m1 stop Orlando
Southwest Logo
4:40 pm - 8:15 pmSXM  Simpson Bay Princess Juliana-BWI Baltimore/Washington
4h 35mnonstop
$295Southwest
Mon, Nov 9 - Thu, Nov 12
JetBlue Logo
6:00 am - 2:30 pmDCA  Washington, D.C. Reagan-National-SXM Simpson Bay Princess Juliana
7h 30m1 stop Fort Lauderdale
JetBlue Logo
3:50 pm - 10:15 pmSXM  Simpson Bay Princess Juliana-DCA Washington, D.C. Reagan-National
7h 25m1 stop New York John F Kennedy Intl
$295JetBlue
Wed, Nov 11 - Mon, Nov 16
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 - 3:41 pmSXM  Simpson Bay Princess Juliana-EWR Newark
23h 56m1 stop Toronto Pearson Intl
$295Air Canada
Mon, Oct 26 - Fri, Oct 30
United Airlines Logo
8:05 pm - 12:50 pmBOS  Boston Logan Intl-SXM Simpson Bay Princess Juliana
16h 45m1 stop Newark
United Airlines Logo
1:52 pm - 10:18 amSXM  Simpson Bay Princess Juliana-BOS Boston Logan Intl
20h 26m2 stops Newark Chicago O'Hare Intl
$300United Airlines
Sun, Nov 8 - Thu, Nov 12
American Airlines Logo
8:07 pm - 1:26 pmIAD  Washington, D.C. Dulles Intl-SXM Simpson Bay Princess Juliana
16h 19m1 stop Charlotte Douglas
American Airlines Logo
3:41 pm - 11:54 pmSXM  Simpson Bay Princess Juliana-IAD Washington, D.C. Dulles Intl
9h 13m1 stop Charlotte Douglas
$305American Airlines
Tue, Oct 27 - Tue, Nov 3
American Airlines Logo
6:00 am - 3:39 pmBWI  Baltimore/Washington-SXM Simpson Bay Princess Juliana
9h 39m1 stop Miami
American Airlines Logo
3:26 pm - 10:58 pmSXM  Simpson Bay Princess Juliana-BWI Baltimore/Washington
8h 32m1 stop Miami
$305American Airlines
Useful Info

Good to know - Book Cheap Philipsburg Plane Tickets

Low season

September

Cheapest flight

$76
Best time to beat the crowds with an average 18% drop in price.
Most popular time to fly and prices are also 13% lower on average.
Flight from New York John F Kennedy Airport to Simpson Bay

FAQs - booking Philipsburg flights

  • How long is the flight to Philipsburg?

    Flights from New York9h 34m
    Flights from New York John F Kennedy Intl Airport4h 02m
    Flights from Newark Airport4h 14m
    Flights from Boston4h 12m
    Flights from Miami3h 04m
  • 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 New York, at $249 return. The most popular connection is from New York to Simpson Bay and KAYAK users have found round-trip deals for as low as $249 in the last 5 days.

  • Which airlines fly to Simpson Bay?

    Many airlines fly to Simpson Bay, the most common ones being American Airlines, JetBlue, 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 Fort Lauderdale $304, from Boston $651, from Miami $672
  • 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 4188 reviews
8.1Boarding
7.0Food
8.6Crew
8.0Comfort
7.5Entertainment
Airline reviews

had to check bag at gate when there was still overhead bin space. As usual the WIFI didn't really work.

6.0 GoodAnonymous, Sep 2026
Read more Southwest reviews

had to check bag at gate when there was still overhead bin space. As usual the WIFI didn't really work.

Terrible delay today. also, waited 90 minutes for baggage to unload in Seattle earlier in the week.

Like new plane. Great crew. Comfortable. Clean. On time. Happy employees. Good organization and control of passengers.

Flights delays were communicated timely and helpfully, but there was a significant delay without any real effort to make up for that. Also, the in-flight WiFi was very spotty. That said, this was my first time with Southwest and I was quite happy with the service and staff otherwise.

Delayed and once landed waited very long for the luggage

Nice managed … it was a smaller plane, so the seating wasn’t as comfortable.

The Southwest airline was ok. A big thank you to Kayak team (David), who worked with me on Sunday afternoon to rebook my travel from Burbank, CA, to CVG. My original flight on Sunday was delayed, so I had to cancel Sunday flight and rebook my travel to Monday. Could not have done it without help from David from Kayak team. Ante Soda GE Aerospace

Seated at front bulkhead for a smidge extra leg room away from home and on flight back home. Away crew was very proactive about assuring our carryons had space close behind us (because no seat in front of us our personal items had to be in a small bin overhead). They actively required passengers place overhead luggage on its side so more items could fit in bins. Home crew made no such efforts. I had to struggle back rows to get overhead bags upon landing, no crew help then either, and some disgruntled passengers as I and others retrieved our bags. There was a system that worked pretty well. The home bound crew just didn't feel like working.

Southwest has inacted unfriendly customer policies like other airlines. Watch the fine print very carefully if you are having to alter flight arrangements. Rules are now complicated and very stilted to travelers sacrificing travel funds (unlike before where the simple, straight forward flight change policy was worth the extra premium for ticket price.) On the positive side, SW Flight crews are still wonderfully helpful.

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

Flight was delayed at airport with large backlog and WiFi was spotty

I don’t like mushrooms and that’s all they had with pasta

I Love Delta but one of the flight crew training in courtesy snd hospitality.

I don't know why the crew decided to board 15 minutes early without informing anyone not at the gate. Why would you have the app send a notification that we're boarding on time, instead board early, and then rush me to the gate. Then have me check my carry-on when I specifically packed my bag as to not do so.

Could have been on time and not missed my connection

Really hard to tell what was happening after my flight got delayed five times

Flight was delayed from San Diego due to being overweight for weather conditions. We missed our connecting flight to our final destination due to the delay, as well as the connecting flight leaving before the scheduled departure time. We missed the connection within 10 - 15 minutes. We were booked on a later flight arriving 7 hours later. There were 7 passengers sharing the same originating and connecting flight.

Horrible, mismanaged ground issue resulting in a long delayed, next flight left early, waiting extra 7 hours in the airport, screen did not work

Wifi on this flight was very sketchy and not available for most of the trip.

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

Very disappointing that on an international business class flight they would not give me access to the lounge in Boston. They said it was because it was a codeshare flight. International business class should include lounge access regardless of codeshare.

They did not have free WIFI and I was not okay with that!

Food was very bad Crew was not so welcoming. Chairs was so uncomfortable

Flight was on time, clean, etc. Despite connecting to your wi fi I was unable to use your app to watch entertainment.

I initially boarded in a very comfortable and large plane and was told there was a mechanical issue with a waste receptacle. We sat on the plan for a good few hours, then were told we can deplane and that we would take off shortly. Delays continued and four hours later my flight was cancelled, and I had to quickly rebook another. The flight I rebooked was also delayed, and I when we boarded, I wound up on a small plane in a middle seat for the 6-hour journey and it was extremely uncomfortable. No issues with the staff in any way, just the overall experience of the delays, cancellations, and downgrade in comfort on such a long flight. It is significantly impactful on how you feel post travel and I was exhausted and sore from the experience.

Awful!!!. I do not recommend United. The flight staff are unhappy and don't attempt to make the passengers feel comfortable or welcome. The food is not edible, and the seats are miserable. My expensive luggage was destroyed, and the ticket prices are too much for the experience.

Even though the incoming flight was delayed by 20 minutes they managed to get us to SFO 15 minutes early.

The business class had to wait to board last. Unacceptable

The air hostess was excellent. I have taken so many flight domestic and international, this is the first time the air hostess was so caring. She was a delight

On time, easy boarding. Anytime you sit in an economy seat, it’s uncomfortable. New plane and the bathrooms were in the galley at the back of the plane which seemed odd.

For the first time in all my travels I found the arm rests very inadequate and painful. The arm rest between me and the passenger to my left was thin and didn’t support either of us. On the right side, (window side) the armrest was thin and short causing me pain mid-arm.

Not too much it was pretty good all the way around

Horrible. Flight was delayed for 4 hours first till 7pm. Then for one more hour. Then again and around 9pm we were finally boarded and waited for catering delivery for another hour. At 10pm we were not interested on food at all. Tired, sleepy we arrived after midnight. Insane.

The forward head smelled putrid and urine soaked, worse than any head in even transoceanic flights. The wifi stopped working after about an hour of flight.

Wifi was good on the flight from DCA to Dallas and terrible on the flight from Dallas to Tucson. The forward head in the flight from Dallas to Tucson was putrid smelling entirely urine soaked. The flight from DCA to Dallas was delayed by almost 30 min with a plane change.

As per usual for my flights with American Airlines, One flight was very delayed and caused me to miss my connection and they moved my flight to another day. I called customer support and was moved back to my original day but different flights. My layover flight was delayed by an additional 30 minutes while the flight crew confirmed that the plane was airworthy. Ultimately, it is less hassle to drive 10 hours than to fly 6 hours with American Airlines. I recommend my friends and family to hitch hike over taking this terrible transit.

On time departure was much appreciated. However, as a frequent flyer and American Advantage member, I was as disappointed not to get an aisle seat.

After boarding, the AC was shut off on the flight. At business class, I really could not breathe. I was absolutely dripping sweat. I was told by the FA that there was nothing they could do but I could stand by the door until departure. So, that's what I did. I was clearly in the way while the FAs were trying to do their work, but I had to be able to breathe. After that, of course, I had sweated up a lot so was very uncomfortable for the six hour flight.

I've never seen such poor lack of information at a gate station in 69 years. The flight from COS was to depart at 12:37pm. At boarding time, the gate agent in the microphone mumbled something completely unintelligible. I understood one word. "mechanical". Nothing else. Absolutely nothing else was reported for the next 1-1/2 hours. Past the time for departure, at 12:37pm, the gate agent simply walked away and the station was left unattended, as all of the passengers waited expectantly. The board still said that the flight was ON TIME. That was hard to believe since it was then well past 12:37pm and we all were sitting at the gate and there was absolutely no gate agent anywhere in site. I stopped an employee who was standing somewhere else and said that we can use some information. Much later, the same gate agent said that he will have information for us about 5 minutes but he "doesn't know any more than you do." Of course, five minutes came and went and he did absolutely nothing. One and a half hours after 12:37pm, he opened the door and began boarding. No explanation, no apology. Once we were boarded, the same happened on the plane. We sat. No explanation, no apology, from any flight attendants. Finally, finally, a pilot apologized and explained that there would be a delay. WELL NO KIDDING !

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

KUDOS TO ALL THE CREW PROVIDING ASSISTANCE WITH PASSENGERS ON A WHEELCHAIR. ON BOTH FLIGHTS THEY HUSTLED TO TAKE MY RELATIVE TO CONNECTION ON TIME. THEY DESERVE A LOT OF CREDIT!

Good experience with this flight. Boarding was smooth with no issues. The short flight was good with quick drink & snack service. Nice easy way to get back from DC.

Very good flight that left on time and arrived earlier than anticipated, which was a plus! The crew members were very welcoming and helpful. However, the temperature on the flight was very cold - almost to the point of extreme discomfort. Additionally, requiring passengers to pay $8 for headphones to access the JetBlue entertainment was disappointing. Those earbud jacks are not used with most technology and would not be able to be used. There was no option to use Bluetooth for my own earbuds. Beyond those inconveniences, the flight was good.

My original flight was cancelled. My replacement flight was delayed over 2 hours. I lost my whole day in NY

Delays were crazy long (over an hour) both for boarding and baggage claim

awful expereince. boarding was a mess and not communicated, then we sat on a hot plane and were at risk of getting kicked off

2 hour delay and a lack of air conditioning on the plane. Not a good combination

Fabulous! This was the first time we've flown with JetBlue and the entire experience was flawless!

First time flying JetBlue and my perception changed. Love it.

Poor, had a 5+ hours delay. Kept sitting in the aircraft with three kids. It was terrible

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