When did momondo last update prices for flights from Portland Airport to Simpson Bay Princess Juliana Airport?

Prices for flights from Portland Airport to Simpson Bay Princess Juliana Airport are updated daily.

How many operators does momondo search for flights from Portland Airport to Simpson Bay Princess Juliana Airport?

As of August 2025, there are 2 operators available to choose from for flights from Portland Airport to Simpson Bay Princess Juliana Airport.

How old do you have to be to fly from Portland Airport to Simpson Bay Princess Juliana Airport?

The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Portland Airport to Simpson Bay Princess Juliana Airport.

What documentation or ID do you need to fly to Simpson Bay Princess Juliana Airport?

The travel and health documents required for your trip to Simpson Bay Princess Juliana Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Simpson Bay Princess Juliana Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

$489 Cheap Flights from Portland to Simpson Bay in 2025

Q: What is the typical price of a round-trip flight between Portland and Simpson Bay?

Prices are currently typical for flights on this route. Typical prices usually range from $515 to $792. The lowest price recently found on this route was $589.

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Find the cheapest flights from Portland to Simpson Bay

Round-trip

One-way

Last minute

Cheap round-trip flights

12:07 pm - 2:00 pmPDX-SXM

22h 53m3 stops

3:05 pm - 7:04 pmSXM-PDX

30h 59m3 stops

$589Spirit Airlines

Find Deal

Fri, Oct 3 - Sat, Oct 11

12:07 pm - 2:00 pmPDX-SXM

22h 53m2 stops

3:05 pm - 7:04 pmSXM-PDX

30h 59m3 stops

$601Spirit Airlines

Find Deal

Fri, Oct 3 - Sat, Oct 11

7:00 pm - 4:00 pmPDX-SXM

41h 00m2 stops

5:00 pm - 6:30 pmSXM-PDX

29h 30m2 stops

$666Air Canada

Find Deal

Sat, Dec 6 - Mon, Dec 15

7:00 pm - 4:00 pmPDX-SXM

41h 00m2 stops

5:00 pm - 6:30 pmSXM-PDX

29h 30m2 stops

$671Air Canada

Find Deal

Sat, Dec 6 - Mon, Dec 15

10:17 pm - 12:29 pmPDX-SXM

11h 12m1 stop

1:52 pm - 9:38 amSXM-PDX

22h 46m2 stops

$717United Airlines

Find Deal

Fri, Oct 24 - Fri, Oct 31

11:08 pm - 2:15 pmPDX-SXM

11h 07m1 stop

3:35 pm - 5:06 pmSXM-PDX

29h 31m1 stop

$730American Airlines

Find Deal

Sat, Dec 6 - Mon, Dec 15

11:58 pm - 3:15 pmPDX-SXM

12h 17m2 stops

4:24 pm - 11:58 amSXM-PDX

22h 34m2 stops

$742American Airlines

Find Deal

Fri, Oct 24 - Sat, Nov 1

10:05 pm - 1:50 pmPDX-SXM

12h 45m1 stop

3:14 pm - 12:41 pmSXM-PDX

24h 27m2 stops

$750Delta

Find Deal

Fri, Oct 3 - Fri, Oct 10

10:05 pm - 1:50 pmPDX-SXM

12h 45m1 stop

3:14 pm - 9:28 amSXM-PDX

21h 14m2 stops

$775Delta

Find Deal

Fri, Oct 3 - Sat, Oct 11

10:17 pm - 12:29 pmPDX-SXM

11h 12m1 stop

1:20 pm - 10:33 pmSXM-PDX

12h 13m1 stop

$847United Airlines

Find Deal

Fri, Oct 24 - Sat, Nov 1

Spirit Airlines flights from Portland to Simpson Bay

Our best Spirit Airlines deals on Portland to Simpson Bay flight tickets

Spirit Airlines

Oct 3

PDX12:07 pmPortland

22h 53m

3 stops

SXM2:00 pmSimpson Bay Princess Juliana

Oct 11

SXM3:05 pmSimpson Bay Princess Juliana

30h 59m

3 stops

PDX7:04 pmPortland

$589

Find similar

Spirit Airlines

Oct 3

PDX12:07 pmPortland

22h 53m

2 stops

SXM2:00 pmSimpson Bay Princess Juliana

Oct 11

SXM3:05 pmSimpson Bay Princess Juliana

30h 59m

3 stops

PDX7:04 pmPortland

$601

Find similar

Spirit Airlines

Oct 3

PDX12:07 pmPortland

22h 53m

3 stops

SXM2:00 pmSimpson Bay Princess Juliana

Oct 10

SXM3:05 pmSimpson Bay Princess Juliana

30h 59m

3 stops

PDX7:04 pmPortland

$608

Find similar

United Airlines flights from Portland to Simpson Bay

Our best United Airlines deals on Portland to Simpson Bay flight tickets

United Airlines

Oct 24

PDX10:17 pmPortland

11h 12m

1 stop

SXM12:29 pmSimpson Bay Princess Juliana

Oct 31

SXM1:52 pmSimpson Bay Princess Juliana

22h 46m

2 stops

PDX9:38 amPortland

$717

Find similar

United Airlines

Oct 24

PDX10:17 pmPortland

11h 12m

1 stop

SXM12:29 pmSimpson Bay Princess Juliana

Nov 1

SXM1:20 pmSimpson Bay Princess Juliana

12h 13m

1 stop

PDX10:33 pmPortland

$847

Find similar

United Airlines

Oct 24

PDX10:17 pmPortland

11h 12m

1 stop

SXM12:29 pmSimpson Bay Princess Juliana

Nov 1

SXM1:20 pmSimpson Bay Princess Juliana

12h 13m

1 stop

PDX10:33 pmPortland

$850

Find similar

Fly from

Fly to

Route

Depart

Return

Price

PortlandSimpson Bay

PDX - SXM

PDXSXM

Portland

Fri 10/3

12:07 pm-2:00 pm

3 stops22h 53m

Simpson Bay Princess Juliana

Sat 10/11

3:05 pm-7:04 pm

3 stops30h 59m

$589

PortlandSimpson Bay

PDX - SXM

PDXSXM

Portland

Fri 10/3

12:07 pm-2:00 pm

2 stops22h 53m

Simpson Bay Princess Juliana

Sat 10/11

3:05 pm-7:04 pm

3 stops30h 59m

$601

PortlandSimpson Bay

PDX - SXM

PDXSXM

Portland

Sat 12/6

7:00 pm-4:00 pm

2 stops41h 00m

Simpson Bay Princess Juliana

Mon 12/15

5:00 pm-6:30 pm

2 stops29h 30m

$666

PortlandSimpson Bay

PDX - SXM

PDXSXM

Portland

Sat 12/6

7:00 pm-4:00 pm

2 stops41h 00m

Simpson Bay Princess Juliana

Mon 12/15

5:00 pm-6:30 pm

2 stops29h 30m

$671

PortlandSimpson Bay

PDX - SXM

PDXSXM

Portland

Fri 10/24

10:17 pm-12:29 pm

1 stop11h 12m

Simpson Bay Princess Juliana

Fri 10/31

1:52 pm-9:38 am

2 stops22h 46m

$717

PortlandSimpson Bay

PDX - SXM

PDXSXM

Portland

Sat 12/6

11:08 pm-2:15 pm

1 stop11h 07m

Simpson Bay Princess Juliana

Mon 12/15

3:35 pm-5:06 pm

1 stop29h 31m

$730

PortlandSimpson Bay

PDX - SXM

PDXSXM

Portland

Fri 10/24

11:58 pm-3:15 pm

2 stops12h 17m

Simpson Bay Princess Juliana

Sat 11/1

4:24 pm-11:58 am

2 stops22h 34m

$742

PortlandSimpson Bay

PDX - SXM

PDXSXM

Portland

Fri 10/3

10:05 pm-1:50 pm

1 stop12h 45m

Simpson Bay Princess Juliana

Fri 10/10

3:14 pm-12:41 pm

2 stops24h 27m

$750

PortlandSimpson Bay

PDX - SXM

PDXSXM

Portland

Fri 10/3

10:05 pm-1:50 pm

1 stop12h 45m

Simpson Bay Princess Juliana

Sat 10/11

3:14 pm-9:28 am

2 stops21h 14m

$775

PortlandSimpson Bay

PDX - SXM

PDXSXM

Portland

Fri 10/24

10:17 pm-12:29 pm

1 stop11h 12m

Simpson Bay Princess Juliana

Sat 11/1

1:20 pm-10:33 pm

1 stop12h 13m

$847

Flights are sorted by cheapest round-trip flights first.

Sorted by cheapest first

How to get the cheapest flight ticket from Portland to Simpson Bay

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the typical price of a round-trip flight between Portland and Simpson Bay?

What is the cheapest month to fly to Simpson Bay?

In general, January is the cheapest month to fly from Portland to Simpson Bay. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $694. If you aren’t able to travel to Simpson Bay during the month of January, then flying in September is also cheap. Prices for this month can be found on momondo for an average of $695.

What is the cheapest day to depart on your flight to Simpson Bay?

Our data shows that Thursday is the least expensive day to fly to Simpson Bay. Tickets to fly out on this day can be as low as $677. Flights from Portland to Simpson Bay on a Friday will generally be more expensive and average around $1,107. Keep in mind that these prices on both days could fluctuate depending on the season and the demand.

What is the cheapest time of day to depart on your flight to Simpson Bay?

According to our data, the cheapest time of day to fly to Simpson Bay is at noon. momondo users have found flights departing from Portland to Simpson Bay at noon for as low as $617. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. In contrast, the most expensive time of day to depart to Simpson Bay is in the evening when prices are around $877.

When to book flights from Portland to Simpson Bay

Are you open to changing your travel dates? Check out the ideal times to fly from Portland to Simpson Bay according to our flight data. Find out which month and days have the cheapest flights.

Estimated round-trip price

Cheap Portland to Simpson Bay (PDX to SXM) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Portland to Simpson Bay

Best Price Found	$589
Fastest flight time	11h 07m
Direct flights	None
Airports in Simpson Bay	1 airport

The best flight deal from Portland to Simpson Bay found on momondo in the last 72 hours is $589

The fastest flight from Portland to Simpson Bay takes 11h 07m

There are no direct flights from Portland to Simpson Bay. Popular non-direct route for this connection is Portland Airport - Simpson Bay Princess Juliana Airport.

There is 1 airport near Simpson Bay: Simpson Bay Princess Juliana (SXM)

Search flight deals

How far is Portland to Simpson Bay Princess Juliana by plane?
There are 3870.0 mi between Portland and Simpson Bay Princess Juliana. In terms of flight time, this usually takes a little over 11h 07m.
When did momondo last update prices for flights from Portland Airport to Simpson Bay Princess Juliana Airport?
Prices for flights from Portland Airport to Simpson Bay Princess Juliana Airport are updated daily.
How many operators does momondo search for flights from Portland Airport to Simpson Bay Princess Juliana Airport?
As of August 2025, there are 2 operators available to choose from for flights from Portland Airport to Simpson Bay Princess Juliana Airport.
How old do you have to be to fly from Portland Airport to Simpson Bay Princess Juliana Airport?
The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Portland Airport to Simpson Bay Princess Juliana Airport.
What documentation or ID do you need to fly to Simpson Bay Princess Juliana Airport?
The travel and health documents required for your trip to Simpson Bay Princess Juliana Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Simpson Bay Princess Juliana Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.
What is the most popular airline from Portland to Simpson Bay?
momondo data reveals that the most frequently booked airline on the route from Portland to Simpson Bay is American Airlines, representing 80% of all bookings. The subsequent popular airline is Delta at 20%.

Best airlines flying from Portland to Simpson Bay

Compare and see reviews for airlines that fly from Portland to Simpson Bay with momondo

Airline	Rating	Free Cancellation	Price
Delta	PriceFrom $515	Free Cancellation	Rating 8.0 7,983 reviews		Search Delta flights
American Airlines	PriceFrom $602	Free Cancellation	Rating 7.2 10,000 reviews		Search American Airlines flights

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Why should I use momondo to find a flight deal from Portland to Simpson Bay?

It is quick and easy to find Portland to Simpson Bay flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Simpson Bay that suits you.

Can I find flights from Portland to Simpson Bay with flexible booking policies on momondo?

Flights from Portland to Simpson Bay with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

How can momondo help me find flights from Portland to Simpson Bay?

momondo helps you find the best flight between Portland and Simpson Bay by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

I’m not ready to book a flight from Portland to Simpson Bay right now. Can momondo alert me if prices change?

Price alerts on flights to Simpson Bay from Portland are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.

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Cheap flights from Portland to Simpson Bay from $589

This is the cheapest round-trip flight price found by a momondo user in the last 72 hours by searching for a flight from Portland to Simpson Bay departing on 10/3. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

Big names and deals

Big names and deals

Filter for what you want

Filter for what you want

Trusted and free

Trusted and free

Price Alerts

Price Alerts

Find the cheapest flights from Portland to Simpson Bay

Cheap round-trip flights

Cheap one-way flights

Cheap last minute flights

Spirit Airlines flights from Portland to Simpson Bay

Our best Spirit Airlines deals on Portland to Simpson Bay flight tickets

United Airlines flights from Portland to Simpson Bay

Our best United Airlines deals on Portland to Simpson Bay flight tickets

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Use the filters below to find and compare flights from Portland to Simpson Bay that are best for you.

See travel insights to Simpson Bay from

How to get the cheapest flight ticket from Portland to Simpson Bay

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the typical price of a round-trip flight between Portland and Simpson Bay?

What is the cheapest month to fly to Simpson Bay?

What is the cheapest day to depart on your flight to Simpson Bay?

What is the cheapest time of day to depart on your flight to Simpson Bay?

When to book flights from Portland to Simpson Bay

Cheap Portland to Simpson Bay (PDX to SXM) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Portland to Simpson Bay

Best Price Found

Fastest flight time

Direct flights

Airports in Simpson Bay

How far is Portland to Simpson Bay Princess Juliana by plane?

When did momondo last update prices for flights from Portland Airport to Simpson Bay Princess Juliana Airport?

How many operators does momondo search for flights from Portland Airport to Simpson Bay Princess Juliana Airport?

How old do you have to be to fly from Portland Airport to Simpson Bay Princess Juliana Airport?

What documentation or ID do you need to fly to Simpson Bay Princess Juliana Airport?

What is the most popular airline from Portland to Simpson Bay?

Best airlines flying from Portland to Simpson Bay

Compare and see reviews for airlines that fly from Portland to Simpson Bay with momondo

Traveling to a place near Simpson Bay?

Why use momondo?

Why should I use momondo to find a flight deal from Portland to Simpson Bay?

Can I find flights from Portland to Simpson Bay with flexible booking policies on momondo?

How can momondo help me find flights from Portland to Simpson Bay?

I’m not ready to book a flight from Portland to Simpson Bay right now. Can momondo alert me if prices change?

An easier way to manage your Simpson Bay trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

Find better results for your trip to St. Maarten

Fly your favorite airline to Simpson Bay

Airlines are sorted and displayed according to clicks in the past 7 days on momondo