$88 Cheap Flights from Boston (BOS) to Philipsburg (SXM)

View $88 flight on Wed, Mar 4, 2026Opens in a new window

Popular airlines from Logan International Airport (BOS) to Princess Juliana Intl. Airport (SXM)

Cheap Flights from Boston to Philipsburg (BOS-SXM)

Prices were available within the past 7 days and start at $88 for one-way flights and $255 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Spirit Airlines
Sat, Jan 24 - Sat, Jan 31
BOS
Boston
SXM
Saint Martin
$255 Roundtrip, found 9 hours ago
$255
Roundtrip
found 9 hours ago
Select Spirit Airlines flight, departing Sat, Jan 24 from Boston to Saint Martin, returning Sat, Jan 31, priced at $255 found 9 hours ago
Spirit Airlines
Sat, Jan 31 - Sat, Feb 7
BOS
Boston
SXM
Saint Martin
$256 Roundtrip, found 7 hours ago
$256
Roundtrip
found 7 hours ago
Select Spirit Airlines flight, departing Sat, Jan 31 from Boston to Saint Martin, returning Sat, Feb 7, priced at $256 found 7 hours ago
Spirit Airlines
Tue, Mar 3 - Wed, Mar 4
BOS
Boston
SXM
Saint Martin
$257 Roundtrip, just found
$257
Roundtrip
just found
Select Spirit Airlines flight, departing Tue, Mar 3 from Boston to Saint Martin, returning Wed, Mar 4, priced at $257 just found
Spirit Airlines
Sat, Jan 17 - Sat, Jan 31
BOS
Boston
SXM
Saint Martin
$259 Roundtrip, found 2 days ago
$259
Roundtrip
found 2 days ago
Select Spirit Airlines flight, departing Sat, Jan 17 from Boston to Saint Martin, returning Sat, Jan 31, priced at $259 found 2 days ago
Spirit Airlines
Sat, Jan 17 - Sat, Jan 24
BOS
Boston
SXM
Saint Martin
$264 Roundtrip, just found
$264
Roundtrip
just found
Select Spirit Airlines flight, departing Sat, Jan 17 from Boston to Saint Martin, returning Sat, Jan 24, priced at $264 just found
Spirit Airlines
Sat, Jan 17 - Sat, Jan 31
BOS
Boston
SXM
Saint Martin
$266 Roundtrip, found 2 days ago
$266
Roundtrip
found 2 days ago
Select Spirit Airlines flight, departing Sat, Jan 17 from Boston to Saint Martin, returning Sat, Jan 31, priced at $266 found 2 days ago
United
Mon, Mar 2 - Tue, Mar 3
BOS
Boston
SXM
Saint Martin
$270 Roundtrip, just found
$270
Roundtrip
just found
Select United flight, departing Mon, Mar 2 from Boston to Saint Martin, returning Tue, Mar 3, priced at $270 just found
Frontier Airlines
Fri, Jan 2 - Sat, Jan 10
BOS
Boston
SXM
Saint Martin
$306 Roundtrip, found 7 hours ago
$306
Roundtrip
found 7 hours ago
Select Frontier Airlines flight, departing Fri, Jan 2 from Boston to Saint Martin, returning Sat, Jan 10, priced at $306 found 7 hours ago
Copa
Thu, Jan 22 - Fri, Jan 23
BOS
Boston
SXM
Saint Martin
$333 Roundtrip, just found
$333
Roundtrip
just found
Select Copa flight, departing Thu, Jan 22 from Boston to Saint Martin, returning Fri, Jan 23, priced at $333 just found
JetBlue Airways
Mon, Apr 13 - Mon, Apr 20
BOS
Boston
SXM
Saint Martin
$339 Roundtrip, found 2 hours ago
$339
Roundtrip
found 2 hours ago
Select JetBlue Airways flight, departing Mon, Apr 13 from Boston to Saint Martin, returning Mon, Apr 20, priced at $339 found 2 hours ago

Find the cheapest month to fly from Boston (BOS) to Simpson Bay (SXM)

January is typically the cheapest month to fly

From $229 - $418 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 $532
AXA
Clayton J. Lloyd Intl.
Flights from $532
Select flight to Gustaf III SBH. Flights from $787
SBH
Gustaf III
Flights from $787
Flights from Boston (BOS) to Philipsburg (SXM)
Origin airport
Logan Intl.
Destination airport
Princess Juliana Intl.
Airlines serving
Air Canada, American Airlines, Copa, Delta, Frontier Airlines, JetBlue Airways, Southwest Airlines, Spirit Airlines, United
Roundtrip price
$254
Distance
1743 mi
Average flight time
4 hours 14 mins

Boston to Philipsburg Flights

The cheapest times to fly from Boston 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 Boston to Philipsburg are during the month of January. You can find some of the cheapest flights from Boston to Philipsburg with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Boston to Philipsburg

Sunday is one of the best days to book for cheap flights from Boston 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 Boston 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 Boston to Philipsburg in 2026. You can also book with separate airlines for your outbound and return journeys, from $88 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 Boston 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 Boston 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.

 

Frequently asked questions

How much does a flight from Logan Intl. Airport (BOS) to Princess Juliana Intl. Airport (SXM) cost?
Get a cheap one-way flight from $88 or cheap return flight from $255 from Logan Intl. Airport (BOS) 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 Logan Intl. Airport (BOS) to Princess Juliana Intl. Airport (SXM)?
Flying in January can help you save, as it's the cheapest month for flights between BOS and SXM. You'll typically find the lowest prices during off-peak months.
Which airlines fly direct from Logan Intl. Airport (BOS) to Princess Juliana Intl. Airport (SXM)?
When heading out of Logan Intl. Airport (BOS), you can board a direct flight to Princess Juliana Intl. Airport (SXM) with JetBlue Airways.
What is the cheapest airline that flies from Logan Intl. Airport (BOS) to Princess Juliana Intl. Airport (SXM)?
To find the cheapest airline that'll fly you from BOS to SXM, use Expedia's filter tool. Tailor your search based on what matters most to you, such as preferred carriers and ideal departure window. You can then sort your results by "Price (lowest to highest)" to discover the cheapest flight right away.
How many flights per day from Logan Intl. Airport (BOS) to Princess Juliana Intl. Airport (SXM)?
On average, you can choose from 3 direct flights per week from Logan Intl. Airport (BOS) to Princess Juliana Intl. Airport (SXM). For greater flexibility, consider a flight with a layover. Enter your details on Expedia and then filter your search to include one stop or more.
What are the most popular departure times for flights from Logan Intl. Airport (BOS) to Princess Juliana Intl. Airport (SXM)?
More passengers fly between BOS and SXM at 10 AM than at any other point in the day. Rather skip the crowds? Consider flying outside peak hours and you could save on your fare as well.
What day of the week has the most flights from BOS to SXM?
If you fly on a Thursday, you'll get the greatest range of options for flights from Logan Intl. Airport (BOS) to Princess Juliana Intl. Airport (SXM).
What is the earliest flight from Logan Intl. Airport (BOS) to Princess Juliana Intl. Airport (SXM)?
Logan Intl. Airport (BOS)'s earliest flight to Princess Juliana Intl. Airport (SXM) leaves at approximately 7:20AM UTC-5. With a travel duration of 4h 8m, you'll arrive at around 12:28PM UTC-4.
How long does it take to fly from Logan Intl. Airport (BOS) to Princess Juliana Intl. Airport (SXM)?
It takes about 4 hours and 9 minutes to travel the 1,750 mi from BOS to SXM.
What is the best time to fly from Logan Intl. Airport (BOS) to Princess Juliana Intl. Airport (SXM)?
To arrive at Princess Juliana Intl. Airport (SXM) without delays, choose a flight that takes off from Logan Intl. Airport (BOS) before 3 PM. The likelihood of cancellations is 22% higher, on average, for departures after this time.**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 Logan Intl. Airport (BOS) to Princess Juliana Intl. Airport (SXM) last-minute?
Booking your flight from BOS to SXM shortly before your trip is usually more expensive. However, if you're flexible with your itinerary, you could grab a cheap last-minute fare.
Is it cheaper to book a BOS to SXM flight and hotel package?
You can save money by booking a BOS to SXM flight and hotel package compared to booking separately. In fact, travelers could save hundreds of dollars by bundling with Expedia. And it's easy to manage everything in one convenient place. Once you've chosen your preferred flights and accommodations, consider adding extras such as activities, tours and car rentals.
Can I cancel or change the date of my flight from Logan Intl. Airport (BOS) to Princess Juliana Intl. Airport (SXM)?
Typically, you're able to cancel or reschedule your BOS to SXM flight. However, there may be additional charges, especially if you made your booking more than 24 hours ago. Check your itinerary for the airline's policies and fees on flight changes, or if you want more details, go to our Customer Service portal.

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*Available to One Key members.