The cheapest times to fly from MSN to SXM are

  • January 1st to February 4th
  • April 16th to May 20th (except the week of May 7th)
  • May 28th to July 22nd (except the week of June 25th)
  • August 6th to October 7th (except the week of August 13th)

based on data collected exclusively by Champion Traveler across tens of millions of flights. Among all the dates above, the very cheapest time to fly from MSN to SXM is mid to late August. Prices can be as high as $1701 for Saturday flights during late December, or as low as $668 for Tuesday flights around mid to late August.


When to Fly to Sint Maarten

Flying from Madison, WI (MSN) to Philipsburg (SXM) will usually cost between $674 to $916 per person if booking more than four weeks in advance. On average the very cheapest time to fly is mid to late August with an average ticket price of $695. Due to high demand the most expensive time to fly is late December, with an average price of $1222. Planning your trip to low-cost times can easily save you $527 on economy flights and even more on first-class flights. Generally, any price below $708 can be considered a good price for a round-trip MSN to SXM flight.

See below for a graph of average weekly prices for the MSN to SXM route. All prices are for round-trip tickets in USD.

MSN to SXM Flight Prices

Compared to other flights, the MSN to SXM flight is cheaper than the average and costs about as much as the average flight leaving from Madison. The average price per mile (for a direct flight) is $0.19, which is below average.


Flight Prices by Day of the Week

Tuesday is usually the cheapest day to depart and return on this flight. Saturdays are the most expensive days to fly out or take a return trip. Selecting flights on the least expensive days could save you up to $138 (17%) on this flight.

Departing prices are for round-trip flights returning on the day of departure. For example, a flight departing on Tuesday and returning a week later will cost an average of $684. Return trip prices are from the SXM to MSN flight, and often highlight the quality of our data in showing the same trend.

Departing Prices by Day

Departure Day Prices

Return Trip Prices by Day

Return Day Prices


Nonstop Flights and Layovers

Travelers looking to fly from MSN to SXM can generally find a 1-layover flight. Because there is not usually a direct flight option the real-world direct flight time of 5 hour 9 minutes may not be realistic.


Alternative Nearby Airports

Champion Traveler tells you which airports are nearby and whether tickets might be cheaper alternative airports nearby. Sometimes it’s worth it to fly into a closer airport and then commute to your destination. Remember that there is not usually a nonstop flight from MSN to SXM while comparing.

Destination alternative #1: Cyril E King Airport (STT) in Charlotte Amalie, VI

  • 124 miles (200 km) away from SXM
  • Usually 7.91% less expensive than SXM
  • 1-layover flights available

See MSN to STT flights


Flight Hacking MSN to SXM

Flight hacking is when you book two tickets instead of a layover, sometimes with different airlines. You will need to either bring only a carry-on bag (highly recommended) or leave yourself plenty of time to go through security again. Flight hacking is completely allowed, but airlines don’t always tell you the cheapest way to get from MSN to SXM — but Champion Traveler does!

Hack #1: Miami, FL (MSN > MIA > SXM)

  • Price for both tickets: $623
  • Average savings: $85 (12.01%)

See MSN to MIA flights

Hack #2: Richmond, VA (MSN > RIC > SXM)

  • Price for both tickets: $632
  • Average savings: $76 (10.73%)

See MSN to RIC flights

Hack #3: Fort Lauderdale, FL (MSN > FLL > SXM)

  • Price for both tickets: $634
  • Average savings: $75 (10.52%)

See MSN to FLL flights


Flight Questions Answered

Still have questions about flying from MSN to SXM? We’ve got answers.

Which airlines fly this route?

You can find 5 major airlines flying this route most often: American, COPA, Delta, United, Winair, and potentially more during busy seasons.

How far away is it from Princess Juliana International Airport to Dane County Regional-Truax Field Airport?

The distance between the two airports is roughly 2312 miles or 3721 kilometers.

How long does it take to fly from MSN to SXM?

The real-world flight time for a nonstop MSN to SXM flight is about 5 hour 9 minutes.

How many flights go between Madison, WI and Philipsburg?

It depends on the day of the week and the date, but a typical day might have around 25 available flights from MSN to SXM.


Airport Location Info


Departing Airport

Origination codeMSN
Origination airport nameDane County Regional-Truax Field Airport
CityMadison, WI
Countrythe United States

Return Airport

Destination codeSXM
Destination airport namePrincess Juliana International Airport
CountrySint Maarten


Other Resources

Please note that while we’ve worked hard to analyzed tens of millions of flights to get you this data, we do not calculate current live prices or guarantee pricing. Please see our partners using the links above for current offers.