Which airports can I use when flying from Portland to Simpson Bay?

Flights from Portland to Simpson Bay usually depart from Portland (PWM) and arrive at Simpson Bay Princess Juliana (SXM).

What cabin classes can I book on flights from Portland to Simpson Bay?

Only Economy Class is available on flights from Portland to Simpson Bay.

Which airports do connecting flights from Portland to Simpson Bay pass through?

One-stop flights from Portland to Simpson Bay most commonly connect through: • Philadelphia (PHL) - 29% of one-stop connections • Newark (EWR) - 24% of one-stop connections • New York John F Kennedy Intl (JFK) - 22% of one-stop connections • Washington, D.C. Dulles Intl (IAD) - 10% of one-stop connections

Can I save money by using flexible dates for flights from Portland to Simpson Bay?

Yes. Flexible dates can save you up to 39% on flights from Portland to Simpson Bay. Monday is the cheapest departure day at $402 round-trip on average, while Sunday is the most expensive at $658, a difference of $256. KAYAK's flexible dates feature shows options up to 3 days before and after your selected dates, making it easier to compare nearby fares.

How long is a flight from Portland to Simpson Bay?

A nonstop flight from Portland to Simpson Bay takes 00m, covering 1,817 miles.

Do I need a passport to fly from Portland to Simpson Bay?

Yes, a valid passport is required for this international route. Many destinations require at least six months of validity beyond your travel dates. Check your passport expiry well before booking.

How much time can I save by choosing a different layover airport from Portland to Simpson Bay?

Flying via Philadelphia (PHL) gives the shortest average 1-stop total travel time at 7h 18m, compared with 7h 39m via Washington, D.C. Dulles Intl (IAD) and 8h 02m via Baltimore/Washington (BWI).

What car rental options are available at Simpson Bay Princess Juliana Airport (SXM)?

Simpson Bay Princess Juliana Airport (SXM) hosts 5 major car rental companies, with daily rates averaging $40 for economy cars. Top options include: • Right Cars • Ace • Budget • Europcar • Alamo

How much should I expect to pay for a Portland to Simpson Bay flight?

Round-trip flights from Portland to Simpson Bay range from $492 to $658, with an average of $595 over the past 12 months. Anything below $492 counts as a good deal.

How much is a round-trip flight from Portland to Simpson Bay?

Round-trip flights from Portland to Simpson Bay typically range from $492 to $658. The lowest price found in the past 5 days was $420, on American Airlines.

What's the cheapest day of the week to fly from Portland to Simpson Bay?

Based on deals KAYAK users found in the last 12 months, Monday is the cheapest day of the week to fly from Portland to Simpson Bay. It’s 33% cheaper than the average day, while Sunday is the most expensive, with prices 10% higher.

Which airline is the cheapest to fly from Portland to Simpson Bay?

American Airlines ($420) and Delta ($430) are the cheapest airlines to fly round-trip from Portland to Simpson Bay according to KAYAK data over the last 5 days.

What’s the most popular layover airport when flying from Portland to Simpson Bay?

Philadelphia (PHL) is the most popular layover for the Portland to Simpson Bay route. 29% of KAYAK users who booked 1-stop round-trips over the past 3 months connected via PHL.

What is the cheapest layover airport when flying from Portland to Simpson Bay?

Flights via Baltimore/Washington (BWI) offer the most affordable fares, with an average round-trip price of $502. Based on KAYAK data over the past 3 months.

When flying from Portland to Simpson Bay which airport offers the shortest layover?

Philadelphia (PHL) had the shortest average connection time for Portland to Simpson Bay layovers at 4h 08m over the past 3 months.

$420 CHEAP FLIGHTS from Portland to Simpson Bay (PWM - SXM)

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Cheapest round-trip

$420

Typical prices: $492-$658

American Airlines

Sat 12/1Sat 12/15

PWM - SXM • 2 stops

Nonstop flights

Not available

There are currently no direct flights between Portland and Simpson Bay. You'll need to take a connecting flight to reach the destination.

Insights

When to travel

January

Cheapest • 32% price drop

February

Most popular

Good to know

Top layover airports

Baltimore/Washington (BWI)

Cheapest • Avg $502 (round-trip)

Philadelphia (PHL)

Shortest trip • 7h 18m (one-way)

Insights

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We hope you love your trip to Simpson Bay!

Flight Deals

Cheap Flights from Portland to Simpson Bay (PWM-SXM)

Discover the best prices for you by selecting your travel dates on KAYAK.

Round-trip

One-way

Recent round-trip flight deals from Portland to Simpson Bay

Tue, Dec 1 - Tue, Dec 15

6:47 pm - 4:26 pmPWM Portland-SXM Simpson Bay Princess Juliana

20h 39m2 stops Philadelphia Miami

5:33 pm - 11:59 amSXM Simpson Bay Princess Juliana-PWM Portland

19h 26m2 stops Miami Washington, D.C. Reagan-National

$420American Airlines

Mon, Dec 7 - Sun, Dec 13

6:44 pm - 4:26 pmPWM Portland-SXM Simpson Bay Princess Juliana

20h 42m2 stops Philadelphia Miami

5:33 pm - 10:30 amSXM Simpson Bay Princess Juliana-PWM Portland

17h 57m2 stops Miami Philadelphia

$425American Airlines

Mon, Feb 1 - Sat, Feb 6

6:36 pm - 4:26 pmPWM Portland-SXM Simpson Bay Princess Juliana

20h 50m2 stops Philadelphia Miami

4:36 pm - 10:19 amSXM Simpson Bay Princess Juliana-PWM Portland

18h 43m2 stops Charlotte Douglas Philadelphia

$427American Airlines

Sat, Dec 5 - Fri, Dec 11

4:00 pm - 2:40 pmPWM Portland-SXM Simpson Bay Princess Juliana

21h 40m2 stops New York John F Kennedy Intl Atlanta Hartsfield-Jackson

4:05 pm - 12:04 pmSXM Simpson Bay Princess Juliana-PWM Portland

20h 59m2 stops Atlanta Hartsfield-Jackson Detroit Metropolitan Wayne County

$430Delta

Sat, Dec 5 - Thu, Dec 10

4:00 pm - 2:40 pmPWM Portland-SXM Simpson Bay Princess Juliana

21h 40m2 stops New York John F Kennedy Intl Atlanta Hartsfield-Jackson

4:05 pm - 11:52 pmSXM Simpson Bay Princess Juliana-PWM Portland

8h 47m1 stop Atlanta Hartsfield-Jackson

$430Delta

Sat, Dec 5 - Wed, Dec 16

4:00 pm - 2:40 pmPWM Portland-SXM Simpson Bay Princess Juliana

21h 40m2 stops New York John F Kennedy Intl Atlanta Hartsfield-Jackson

4:05 pm - 11:00 amSXM Simpson Bay Princess Juliana-PWM Portland

19h 55m2 stops Atlanta Hartsfield-Jackson New York LaGuardia

$430Delta

Sun, Nov 29 - Fri, Dec 4

5:50 am - 1:50 pmPWM Portland-SXM Simpson Bay Princess Juliana

7h 00m1 stop Newark

2:52 pm - 2:37 pmSXM Simpson Bay Princess Juliana-PWM Portland

24h 45m2 stops Newark Washington, D.C. Dulles Intl

$527United Airlines

Fri, Nov 27 - Fri, Dec 4

8:49 am - 1:50 pmPWM Portland-SXM Simpson Bay Princess Juliana

28h 01m2 stops Newark Washington, D.C. Dulles Intl

2:52 pm - 7:12 pmSXM Simpson Bay Princess Juliana-PWM Portland

29h 20m2 stops Newark Washington, D.C. Dulles Intl

$550United Airlines

Sun, Feb 21 - Sun, Feb 28

5:25 am - 2:15 pmPWM Portland-SXM Simpson Bay Princess Juliana

7h 50m1 stop Baltimore/Washington

4:40 pm - 11:45 pmSXM Simpson Bay Princess Juliana-PWM Portland

8h 05m1 stop Baltimore/Washington

$611Southwest

Sat, Feb 27 - Fri, Mar 5

5:15 am - 2:15 pmPWM Portland-SXM Simpson Bay Princess Juliana

8h 00m1 stop Baltimore/Washington

4:40 pm - 11:45 pmSXM Simpson Bay Princess Juliana-PWM Portland

8h 05m1 stop Baltimore/Washington

$635Southwest

Booking Insights

Price, demand and travel trends for Portland to Simpson Bay flights

Use KAYAK data on prices, travel dates, airlines and seasonal trends to compare options and book flights with more confidence.

Prices

Airlines

Layovers

How much is a round-trip flight from Portland to Simpson Bay? This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Portland to Simpson Bay departing in december.
What's the cheapest day of the week to fly from Portland to Simpson Bay?: Based on deals KAYAK users found in the last 12 months, Monday is the cheapest day of the week to fly from Portland to Simpson Bay. It’s 33% cheaper than the average day, while Sunday is the most expensive, with prices 10% higher.

Find deals

High season	February
Cheapest flight	$420

The most popular month to fly with an average 14% increase in travelers.

Round-trip flight from Portland to Simpson Bay

When to book flights from Portland to Simpson Bay

Are your dates flexible? Find out the best times to travel from Portland to Simpson Bay based on our flight data from the last year. Discover the cheapest month and even day to fly.

Estimated round-trip price

KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

What cabin classes can I book on flights from Portland to Simpson Bay?
Only Economy Class is available on flights from Portland to Simpson Bay.
How long is a flight from Portland to Simpson Bay?
A nonstop flight from Portland to Simpson Bay takes 00m, covering 1,817 miles.
Do I need a passport to fly from Portland to Simpson Bay?
Yes, a valid passport is required for this international route. Many destinations require at least six months of validity beyond your travel dates. Check your passport expiry well before booking.
How much should I expect to pay for a Portland to Simpson Bay flight?
Round-trip flights from Portland to Simpson Bay range from $492 to $658, with an average of $595 over the past 12 months. Anything below $492 counts as a good deal.
What car rental options are available at Simpson Bay Princess Juliana Airport (SXM)?
Simpson Bay Princess Juliana Airport (SXM) hosts 5 major car rental companies, with daily rates averaging $40 for economy cars. Top options include:

• Right Cars
• Ace
• Budget
• Europcar
• Alamo
Which airports can I use when flying from Portland to Simpson Bay?
Flights from Portland to Simpson Bay usually depart from Portland (PWM) and arrive at Simpson Bay Princess Juliana (SXM).
Which airports do connecting flights from Portland to Simpson Bay pass through?
One-stop flights from Portland to Simpson Bay most commonly connect through:

• Philadelphia (PHL) - 29% of one-stop connections
• Newark (EWR) - 24% of one-stop connections
• New York John F Kennedy Intl (JFK) - 22% of one-stop connections
• Washington, D.C. Dulles Intl (IAD) - 10% of one-stop connections
Can I save money by using flexible dates for flights from Portland to Simpson Bay?
Yes. Flexible dates can save you up to 39% on flights from Portland to Simpson Bay. Monday is the cheapest departure day at $402 round-trip on average, while Sunday is the most expensive at $658, a difference of $256.

KAYAK's flexible dates feature shows options up to 3 days before and after your selected dates, making it easier to compare nearby fares.
How much time can I save by choosing a different layover airport from Portland to Simpson Bay?
Flying via Philadelphia (PHL) gives the shortest average 1-stop total travel time at 7h 18m, compared with 7h 39m via Washington, D.C. Dulles Intl (IAD) and 8h 02m via Baltimore/Washington (BWI).

If your dates are flexible, aim for a Monday departure and avoid flying on Sunday. On this route, Monday flights average $402, about $256 less than Sunday fares (39% savings) based on the last 12 months.
If you can choose when to travel, plan your Portland to Simpson Bay trip for January. Fares historically average $406 round-trip in that month - typically $416 less than the most expensive month, which is April (based on the last 12 months).
If you're arriving late at night and need somewhere to stay, check out these hotels close to Simpson Bay Princess Juliana Airport.

• Simpson Bay Resort Marina & Spa
• Hilton Vacation Club Flamingo Beach St. Maarten
• The Atrium Beach Resort and Spa Sint Maarten, an Ascend Collection Hotel

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PWM - SXM

$420 Find Cheap Flights from Portland to Simpson Bay - Compare and Save

Everything you should know

Cheap Flights from Portland to Simpson Bay (PWM-SXM)

Recent round-trip flight deals from Portland to Simpson Bay

Recent one-way flight deals from Portland to Simpson Bay

Price, demand and travel trends for Portland to Simpson Bay flights

How much is a round-trip flight from Portland to Simpson Bay?

What's the cheapest day of the week to fly from Portland to Simpson Bay?

Which airline is the cheapest to fly from Portland to Simpson Bay?

What’s the most popular layover airport when flying from Portland to Simpson Bay?

What is the cheapest layover airport when flying from Portland to Simpson Bay?

When flying from Portland to Simpson Bay which airport offers the shortest layover?

Key details for Portland to Simpson Bay flights

High season

Cheapest flight

When to book flights from Portland to Simpson Bay

Your Portland to Simpson Bay flight questions, answered

Your guide to booking Portland to Simpson Bay flights

More options for your flight from Portland to Simpson Bay

Complete your trip to Simpson Bay with a hotel stay or car rental

Information on your arrival and departure airports

Cabin class types available on flights from Portland to Simpson Bay

Find direct flights to and from Portland and Simpson Bay

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