$251 Cheap Flights from Philipsburg (SXM) to Portland (PWM)

View $251 flight on Sun, Sep 28, 2025Opens in a new window

Popular airlines from Princess Juliana Intl. Airport (SXM) to Portland Intl. Jetport Airport (PWM)

Cheap Flights from Philipsburg to Portland (SXM-PWM)

Prices were available within the past 7 days and start at $251 for one-way flights and $605 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

JetBlue Airways
Thu, Oct 2 - Sat, Oct 11
SXM
Saint Martin
PWM
Portland
$605 Roundtrip, found 3 days ago
$605
Roundtrip
found 3 days ago
Select JetBlue Airways flight, departing Thu, Oct 2 from Saint Martin to Portland, returning Sat, Oct 11, priced at $605 found 3 days ago
JetBlue Airways
Thu, Oct 2 - Sat, Oct 11
SXM
Saint Martin
PWM
Portland
$618 Roundtrip, found 3 days ago
$618
Roundtrip
found 3 days ago
Select JetBlue Airways flight, departing Thu, Oct 2 from Saint Martin to Portland, returning Sat, Oct 11, priced at $618 found 3 days ago
American Airlines
Thu, Oct 2 - Sat, Oct 11
SXM
Saint Martin
PWM
Portland
$630 Roundtrip, found 3 days ago
$630
Roundtrip
found 3 days ago
Select American Airlines flight, departing Thu, Oct 2 from Saint Martin to Portland, returning Sat, Oct 11, priced at $630 found 3 days ago
American Airlines
Thu, Oct 2 - Sat, Oct 11
SXM
Saint Martin
PWM
Portland
$650 Roundtrip, found 3 days ago
$650
Roundtrip
found 3 days ago
Select American Airlines flight, departing Thu, Oct 2 from Saint Martin to Portland, returning Sat, Oct 11, priced at $650 found 3 days ago
JetBlue Airways
Thu, Oct 2 - Sat, Oct 11
SXM
Saint Martin
PWM
Portland
$655 Roundtrip, found 3 days ago
$655
Roundtrip
found 3 days ago
Select JetBlue Airways flight, departing Thu, Oct 2 from Saint Martin to Portland, returning Sat, Oct 11, priced at $655 found 3 days ago
American Airlines
Thu, Oct 2 - Sat, Oct 11
SXM
Saint Martin
PWM
Portland
$667 Roundtrip, found 3 days ago
$667
Roundtrip
found 3 days ago
Select American Airlines flight, departing Thu, Oct 2 from Saint Martin to Portland, returning Sat, Oct 11, priced at $667 found 3 days ago
JetBlue Airways
Thu, Oct 2 - Sat, Oct 11
SXM
Saint Martin
PWM
Portland
$670 Roundtrip, found 3 days ago
$670
Roundtrip
found 3 days ago
Select JetBlue Airways flight, departing Thu, Oct 2 from Saint Martin to Portland, returning Sat, Oct 11, priced at $670 found 3 days ago
United
Fri, Mar 13 - Sat, Mar 14
SXM
Saint Martin
PWM
Portland
$935 Roundtrip, found 1 day ago
$935
Roundtrip
found 1 day ago
Select United flight, departing Fri, Mar 13 from Saint Martin to Portland, returning Sat, Mar 14, priced at $935 found 1 day ago
Delta
Fri, Mar 13 - Sat, Mar 14
SXM
Saint Martin
PWM
Portland
$955 Roundtrip, found 1 day ago
$955
Roundtrip
found 1 day ago
Select Delta flight, departing Fri, Mar 13 from Saint Martin to Portland, returning Sat, Mar 14, priced at $955 found 1 day ago
Air Canada
Sat, Feb 7 - Thu, Feb 12
SXM
Saint Martin
PWM
Portland
$1,488 Roundtrip, found 20 hours ago
$1,488
Roundtrip
found 20 hours ago
Select Air Canada flight, departing Sat, Feb 7 from Saint Martin to Portland, returning Thu, Feb 12, priced at $1,488 found 20 hours ago
Flights from Philipsburg (SXM) to Portland (PWM)
Origin airport
Princess Juliana Intl.
Destination airport
Portland Intl. Jetport
Airlines serving
Air Canada, American Airlines, Delta, United
Roundtrip price
$604
Distance
1818 mi

Philipsburg to Portland Flights

The cheapest times to fly from Philipsburg to Portland

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 Philipsburg to Portland are during the month of October. You can find some of the cheapest flights from Philipsburg to Portland with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Philipsburg to Portland

Sunday is one of the best days to book for cheap flights from Philipsburg to Portland: 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 Philipsburg to Portland

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 Philipsburg to Portland in 2025. You can also book with separate airlines for your outbound and return journeys, from $251 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 Philipsburg to Portland 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 Philipsburg to Portland 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 Princess Juliana Intl. Airport (SXM) to Portland Intl. Jetport Airport (PWM) cost?
Lock in a cheap one-way flight from $251 or cheap return flight from $605 from Princess Juliana Intl. Airport (SXM) to Portland Intl. Jetport Airport (PWM) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to find our cheapest flight deals on this route.
What is the cheapest month to fly from Princess Juliana Intl. Airport (SXM) to Portland Intl. Jetport Airport (PWM)?
The cheapest month to fly from SXM to PWM is October, when demand is low. Off-peak season is typically when better flight deals are available between these airports.
What is the cheapest airline that flies from Princess Juliana Intl. Airport (SXM) to Portland Intl. Jetport Airport (PWM)?
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 SXM to PWM flight.
How many flights per day from Princess Juliana Intl. Airport (SXM) to Portland Intl. Jetport Airport (PWM)?
There aren't any daily nonstop flights departing from Princess Juliana Intl. Airport (SXM) to Portland Intl. Jetport Airport (PWM). But you can opt for flights with layovers. Filter your search on Expedia to include one or two stops, and you'll be on your way in no time.
What day of the week has the most flights from SXM to PWM?
You'll typically find Tuesday the quietest day for flights, while Fridays tend to be the busiest.* However this can change from season to season and during public holidays or peak travel times.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What is the best time to fly from Princess Juliana Intl. Airport (SXM) to Portland Intl. Jetport Airport (PWM)?
Choose a flight from Princess Juliana Intl. Airport (SXM) to Portland Intl. Jetport Airport (PWM) that takes off before 3 PM to reduce the risk of cancellations. Later departures are on average 22% more likely to be canceled.**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 Princess Juliana Intl. Airport (SXM) to Portland Intl. Jetport Airport (PWM) last-minute?
Booking your plane ticket from SXM to PWM shortly before your journey is typically more expensive. However, if there's some wiggle room with your departure times and dates, you could grab a cheap last-minute fare.
Is it cheaper to book a SXM to PWM flight and hotel package?
Compared with arranging flights and hotels separately, booking a SXM to PWM flight and hotel package with Expedia could lead to significant savings. Better still, having it all in one place will take the hassle out of planning your trip. Simply secure your flights and select from our extensive range of hotels, then personalize your trip with other add-ons like tours and car rentals.
Can I cancel or change the date of my flight from Princess Juliana Intl. Airport (SXM) to Portland Intl. Jetport Airport (PWM)?
It's generally possible to reschedule or cancel your SXM to PWM flight. However, for bookings made more than 24 hours ago, additional charges may apply. Refer to your airline's policies in your itinerary to see what changes are allowed and whether any costs are involved. You'll also find more information on our Customer Service portal.

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*Available to One Key members.