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Cheap flights from Orlando to Philipsburg

Orlando
ORL
Sint Maarten
SXM

Flight deals from Orlando to Philipsburg

Below you can see the best deals on flights Orlando — Philipsburg for upcoming dates. Direct and connecting flights from various airlines — compare prices and choose the right ticket.

The lowest price for the next 2 months is on 4 August, from $146.

Top 10 cheap flights from Orlando to Philipsburg

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DL
DL
$ 256

Orlando — Philipsburg

07:05—13:55
28 Jul 2026
6 h 50 m
1 stop
DL
DL
$ 256

Orlando — Philipsburg

06:15—13:55
29 Jul 2026
7 h 40 m
1 stop
DL
DL
$ 256

Orlando — Philipsburg

06:15—13:55
28 Jul 2026
7 h 40 m
1 stop
DL
DL
$ 256

Orlando — Philipsburg

05:30—13:55
28 Jul 2026
8 h 25 m
1 stop
DL
DL
$ 256

Orlando — Philipsburg

05:30—13:55
29 Jul 2026
8 h 25 m
1 stop
DL
DL
$ 256

Orlando — Philipsburg

20:55—13:55
28 Jul 2026
17 h
1 stop
DL
DL
$ 256

Orlando — Philipsburg

20:55—13:55
27 Jul 2026
17 h
1 stop
AA
AA
$ 293

Orlando — Philipsburg

08:35—15:44
31 Jul 2026
7 h 9 m
1 stop
AA
AA
$ 293

Orlando — Philipsburg

06:01—13:46
31 Jul 2026
7 h 45 m
1 stop
AA
AA
$ 293

Orlando — Philipsburg

05:00—11:33
1 Aug 2026
6 h 33 m
1 stop
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Prices were found in the last 72 hours and may change — check the exact price when you continue.

About the Orlando — Philipsburg flight

On this page, you can find and book flights from Orlando to Philipsburg. This 2,203 km flight operates regularly, with an average frequency of about once a week. For additional information on how to get to Orlando airport and transportation from Philipsburg airport, please refer to the relevant sections of our website.

Flights on this route are operated by F9 and WN. Ticket prices are dynamic and seasonal, so we recommend using the price trend chart and low-fare calendar to find the most favorable offer.

Flight ticket prices by day: Orlando — Philipsburg

Below is a calendar of the lowest flight ticket prices for Orlando — Philipsburg by day. Pick a convenient date and instantly see the fare. The cheapest flights on this route start from $146 in ,, and the most expensive are around $302 in r. If your travel dates are flexible, the calendar will help you find the best price for your preferred period. To view round-trip fares, switch to the "Round trip" tab above the calendar, select your departure date — and the right-hand calendar will highlight the lowest prices for return flights on each day.

 
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Prices by month

Orlando → Philipsburg, average one-way price

MonthAverage priceLevelMonthAverage priceLevelMonthAverage priceLevel
Jan$319highMay$229mediumSep$189low
Feb$299highJun$219lowOct$199low
Mar$289highJul$209lowNov$229medium
Apr$269mediumAug$199lowDec$329high

Some values are estimated based on seasonality.

When to fly

The climate in Philipsburg remains warm year-round; however, September is the hottest and most humid month, with temperatures reaching up to 28.3°C. The driest period is considered to be March, when rainfall is minimal, making it a comfortable time for a trip.

From a budget perspective, the most cost-effective month to fly is August, with fares starting $146. Prices peak in December, when the minimum fare increases to $302.

As a compromise between weather conditions and ticket costs, the period from January to June is the best to consider. It is recommended to avoid September and October due to the high probability of prolonged tropical rains.

Temperature · Philipsburg

Dry and wet days · Philipsburg

Wind speed and direction · Philipsburg

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How to get the best deal on a Orlando — Philipsburg ticket

  • Given the low flight frequency (about one departure per week), we recommend booking your Orlando — Philipsburg tickets at least 6–8 weeks before your trip.
  • Since the main carriers on this route are low-cost airlines F9 and WN, check the carry-on and checked baggage allowance in advance to avoid high fees at the check-in desk.
  • Use the low-price calendar on this page to find the best dates, as shifting your departure by a few days can save $51 or more.
  • For this destination, it is often more economical to buy round-trip tickets, as one-way fares from some airlines can be significantly higher than half the cost of a return flight.

Airlines

Regular air service between Orlando and Philipsburg is provided by two airlines — F9 (Frontier Airlines) and WN (Southwest Airlines). On average, there is about one flight per week on this route, including both direct flights and connecting options. Detailed information on departure times and specific days of the week can be found in the schedule below.

  • Frontier AirlinesF9
    1x/week
    WebsiteFleet: 15329M pax/year
    • Direct flight MCO → SXM1x/week
      Duration
      3h 25m
      Days
      MTWTFSS
    50.0%Open →
  • Southwest AirlinesWN
    1x/week
    WebsiteFleet: 817140M pax/year
    • Direct flight MCO → SXM1x/week
      Duration
      3h 15m
      Days
      MTWTFSS
    50.0%Open →

Cities and airports on the Orlando — Philipsburg route

Flights Orlando — Philipsburg depart from Orlando International Airport and Orlando Sanford International Airport and arrive at Princess Juliana International Airport. Below are pages for the cities, countries, and airports on the route: airlines, schedules, and travel guides.

Departure

Orlando

ORL
United States
About the cityHow to get thereWeatherAll about the country United States
Arrival

Philipsburg

SXM
Sint Maarten
About the cityHow to get thereWeatherAll about the country Sint Maarten
Departure airports
Arrival airports

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Frequently asked questions about the Orlando — Philipsburg flight

How long does it take to fly from Orlando to Philipsburg?

A direct flight covering 2,203 km takes approximately 3 hours, although total travel time may increase if there are layovers.

Which airlines operate flights on this route?

The main carriers offering flights from Orlando to Philipsburg are F9 and WN.

Which airport do flights arrive at?

All flights on this route arrive at Princess Juliana International Airport (SXM) in Philipsburg.

How much is the cheapest ticket?

Flight prices change constantly depending on demand; you can see the current minimum fare in the low-price calendar block.

When is the best time to buy flight tickets?

To find the best deals, we recommend starting to monitor prices 2 months before departure, focusing on the low season, such as August.

Where else you can fly from Orlando

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New York CityAtlantaWashington, D.C.ChicagoDallasSan JuanCharlottePhiladelphiaBostonHoustonMiamiLos AngelesFort LauderdaleDetroitTorontoDenverNashvilleSeattleBogotaRaleighNew OrleansSan FranciscoPanama CityAustinMinneapolisClevelandLondonSalt Lake CitySan DiegoIndianapolisLas VegasMexico CityHartfordSao PauloPhoenixMontrealPittsburghPunta CanaSanto DomingoNorfolk

Where else you can fly from Philipsburg

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GustaviaNew York CityBasseterreTorontoMiamiParisMontrealAtlantaWashington, D.C.CharlotteSt. John'sFort LauderdaleChicagoDominicaPhiladelphiaPanama CitySanto DomingoWillemstadPort of SpainSan JuanTortolaAmsterdamBridgetownBostonCharlestownKingstonBradesMinneapolisCastriesKingstown

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