$228 Cheap Flights from Louisville (SDF) to Philipsburg (SXM)

View $228 flight on Sun, Nov 30, 2025Opens in a new window

Popular airlines from Louisville Intl. Airport (SDF) to Princess Juliana Intl. Airport (SXM)

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Cheap Flights from Louisville to Philipsburg (SDF-SXM)

Prices were available within the past 7 days and start at $228 for one-way flights and $561 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

American Airlines
Sun, Apr 12 - Fri, Apr 17
SDF
Louisville
SXM
Saint Martin
$561 Roundtrip, found 9 hours ago
$561
Roundtrip
found 9 hours ago
Select American Airlines flight, departing Sun, Apr 12 from Louisville to Saint Martin, returning Fri, Apr 17, priced at $561 found 9 hours ago
American Airlines
Sat, Mar 28 - Fri, Apr 3
SDF
Louisville
SXM
Saint Martin
$566 Roundtrip, found 1 day ago
$566
Roundtrip
found 1 day ago
Select American Airlines flight, departing Sat, Mar 28 from Louisville to Saint Martin, returning Fri, Apr 3, priced at $566 found 1 day ago
American Airlines
Sun, Apr 12 - Fri, Apr 17
SDF
Louisville
SXM
Saint Martin
$569 Roundtrip, found 9 hours ago
$569
Roundtrip
found 9 hours ago
Select American Airlines flight, departing Sun, Apr 12 from Louisville to Saint Martin, returning Fri, Apr 17, priced at $569 found 9 hours ago
American Airlines
Sun, Jan 4 - Fri, Jan 9
SDF
Louisville
SXM
Saint Martin
$571 Roundtrip, found 3 days ago
$571
Roundtrip
found 3 days ago
Select American Airlines flight, departing Sun, Jan 4 from Louisville to Saint Martin, returning Fri, Jan 9, priced at $571 found 3 days ago
American Airlines
Sun, Feb 1 - Fri, Feb 6
SDF
Louisville
SXM
Saint Martin
$573 Roundtrip, found 5 days ago
$573
Roundtrip
found 5 days ago
Select American Airlines flight, departing Sun, Feb 1 from Louisville to Saint Martin, returning Fri, Feb 6, priced at $573 found 5 days ago
American Airlines
Sun, Jan 4 - Fri, Jan 9
SDF
Louisville
SXM
Saint Martin
$575 Roundtrip, found 3 days ago
$575
Roundtrip
found 3 days ago
Select American Airlines flight, departing Sun, Jan 4 from Louisville to Saint Martin, returning Fri, Jan 9, priced at $575 found 3 days ago
Delta
Thu, Apr 30 - Thu, May 7
SDF
Louisville
SXM
Saint Martin
$586 Roundtrip, found 2 days ago
$586
Roundtrip
found 2 days ago
Select Delta flight, departing Thu, Apr 30 from Louisville to Saint Martin, returning Thu, May 7, priced at $586 found 2 days ago
United
Wed, Feb 4 - Sun, Feb 8
SDF
Louisville
SXM
Saint Martin
$728 Roundtrip, found 22 hours ago
$728
Roundtrip
found 22 hours ago
Select United flight, departing Wed, Feb 4 from Louisville to Saint Martin, returning Sun, Feb 8, priced at $728 found 22 hours ago
Southwest Airlines
Mon, Jun 22 - Mon, Jun 29
SDF
Louisville
SXM
Saint Martin
$807 Roundtrip, found 1 day ago
$807
Roundtrip
found 1 day ago
Select Southwest Airlines flight, departing Mon, Jun 22 from Louisville to Saint Martin, returning Mon, Jun 29, priced at $807 found 1 day ago
Air Canada
Thu, Nov 27 - Mon, Dec 1
SDF
Louisville
SXM
Saint Martin
$1,060 Roundtrip, found 4 days ago
$1,060
Roundtrip
found 4 days ago
Select Air Canada flight, departing Thu, Nov 27 from Louisville to Saint Martin, returning Mon, Dec 1, priced at $1,060 found 4 days ago

Find the cheapest month to fly from Louisville (SDF) to Simpson Bay (SXM)

April is typically the cheapest month to fly

From $297 - $825 per traveler.

Alternative airports near Simpson Bay

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to Clayton J. Lloyd Intl. AXA. Flights from $984
AXA
Clayton J. Lloyd Intl.
Flights from $984

Frequently asked questions

How much does a flight from Louisville Intl. Airport (SDF) to Princess Juliana Intl. Airport (SXM) cost?
Grab a cheap one-way flight from $228 or cheap return flight from $561 from Louisville Intl. Airport (SDF) to Princess Juliana Intl. Airport (SXM) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to see our cheapest flight offers on this route.
What is the cheapest month to fly from Louisville Intl. Airport (SDF) to Princess Juliana Intl. Airport (SXM)?
April is the most affordable month to fly from SDF to SXM. Timing your trip outside of the busy season is often the key to finding better fares.
What is the cheapest airline that flies from Louisville Intl. Airport (SDF) to Princess Juliana Intl. Airport (SXM)?
Expedia's filter tool lets you easily compare different airlines, flight durations and fares all in one place. Tailor the search to your trip, then sort by "Price (lowest to highest)" to find out which carrier offers the cheapest SDF to SXM flight.
How many flights per day from Louisville Intl. Airport (SDF) to Princess Juliana Intl. Airport (SXM)?
There aren't any daily nonstop flights from Louisville Intl. Airport (SDF) to Princess Juliana Intl. Airport (SXM). But you can book flights with layovers. Filter your search results on Expedia to include one or two stops, and you'll be on your way in no time at all.
What day of the week has the most flights from SDF to SXM?
Generally you'll find the largest variety of flight choices on a Friday. Tuesdays are often the quietest.* However, this can change based on the time of year, carrier and other factors.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What is the best time to fly from Louisville Intl. Airport (SDF) to Princess Juliana Intl. Airport (SXM)?
Select a flight from Louisville Intl. Airport (SDF) to Princess Juliana Intl. Airport (SXM) that takes off before 3 PM to reduce the likelihood of delays and cancellations. Departures later than this have a 22% higher chance of being canceled, on average.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG's global flight data platform.
Is it cheaper to buy a plane ticket from Louisville Intl. Airport (SDF) to Princess Juliana Intl. Airport (SXM) last-minute?
Last-minute bookings from SDF to SXM are typically more expensive. For the best prices, start searching for flights well in advance. That said, if your travel plans are flexible, you may land a cheap fare right before your journey.
Is it cheaper to book a SDF to SXM flight and hotel package?
Securing a SDF to SXM flight and hotel package is usually cheaper than booking separately. With Expedia, you can enjoy the convenience of organizing your trip all in one place. Choose from our extensive range of stays and then add car rentals, activities and flights to your booking. Bundle everything together, and you could save hundreds of dollars.
Can I cancel or change the date of my flight from Louisville Intl. Airport (SDF) to Princess Juliana Intl. Airport (SXM)?
You can usually reschedule or cancel your SDF to SXM flight. However, if it's been more than 24 hours since booking, additional charges may apply. Check your airline's policies in your itinerary to see what changes are possible and whether any costs are involved. You'll also find further details on our Customer Service portal.

Travel information

Origin airport
Louisville Intl.
Destination airport
Princess Juliana Intl.
Airlines serving
Air Canada, American Airlines, Copa, Delta, Southwest Airlines, United
Roundtrip price
$561
Distance
1948 mi

Book with confidence

Louisville to Philipsburg Flights

The cheapest times to fly from Louisville to Philipsburg

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Louisville to Philipsburg are during the month of April. You can find some of the cheapest flights from Louisville to Philipsburg with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Louisville to Philipsburg

Sunday is one of the best days to book for cheap flights from Louisville to Philipsburg: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

 

How to find cheap round-trip tickets from Louisville to Philipsburg

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Louisville to Philipsburg in 2025. You can also book with separate airlines for your outbound and return journeys, from $228 one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

 

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Louisville to Philipsburg flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

 

You could also save big by booking one of Expedia's vacation packages. Bundling together your Louisville to Philipsburg airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

 

*Terms apply.

 

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

 

Louisville to Philipsburg Flights

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*Available to One Key members.