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 September 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 2025/26

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Find the cheapest flights from Portland to Simpson Bay

Round-trip

One-way

Cheap round-trip flights

7:00 pm - 4:00 pmPDX-SXM

41h 00m2 stops

5:00 pm - 6:30 pmSXM-PDX

29h 30m2 stops

$635Air Canada

Find Deal

Sat, Dec 6 - Mon, Dec 15

9:50 am - 4:00 pmPDX-SXM

26h 10m2 stops

5:00 pm - 2:45 pmSXM-PDX

25h 45m2 stops

$665Air Canada

Find Deal

Tue, Jan 27 - Wed, Feb 4

7:00 pm - 4:00 pmPDX-SXM

41h 00m2 stops

5:00 pm - 6:30 pmSXM-PDX

29h 30m2 stops

$681Air Canada

Find Deal

Wed, Jan 28 - Tue, Feb 3

7:00 pm - 4:00 pmPDX-SXM

41h 00m2 stops

5:00 pm - 2:45 pmSXM-PDX

25h 45m2 stops

$686Air Canada

Find Deal

Wed, Jan 28 - Wed, Feb 4

9:45 pm - 2:56 pmPDX-SXM

13h 11m1 stop

1:45 pm - 10:39 pmSXM-PDX

12h 54m1 stop

$707Delta

Find Deal

Tue, Jan 27 - Tue, Feb 3

9:45 pm - 2:56 pmPDX-SXM

13h 11m1 stop

4:26 pm - 4:15 pmSXM-PDX

27h 49m2 stops

$712Delta

Find Deal

Tue, Jan 27 - Tue, Feb 3

10:45 pm - 4:25 pmPDX-SXM

13h 40m1 stop

5:25 pm - 12:59 pmSXM-PDX

23h 34m2 stops

$717American Airlines

Find Deal

Sat, Dec 6 - Mon, Dec 15

11:58 pm - 3:15 pmPDX-SXM

12h 17m2 stops

4:24 pm - 1:57 pmSXM-PDX

24h 33m2 stops

$742American Airlines

Find Deal

Fri, Oct 24 - Sat, Nov 1

1:24 pm - 1:50 pmPDX-SXM

20h 26m2 stops

2:52 pm - 12:18 pmSXM-PDX

25h 26m2 stops

$792United Airlines

Find Deal

Thu, Jan 15 - Thu, Jan 29

6:25 pm - 2:57 pmPDX-SXM

41h 32m2 stops

1:20 pm - 11:58 amSXM-PDX

25h 38m3 stops

$874United Airlines

Find Deal

Fri, Oct 24 - Sat, Nov 1

United Airlines flights from Portland to Simpson Bay

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

United Airlines

Jan 15

PDX1:24 pmPortland

20h 26m

2 stops

SXM1:50 pmSimpson Bay Princess Juliana

Jan 29

SXM2:52 pmSimpson Bay Princess Juliana

25h 26m

2 stops

PDX12:18 pmPortland

$792

Find similar

United Airlines

Oct 24

PDX6:25 pmPortland

41h 32m

2 stops

SXM2:57 pmSimpson Bay Princess Juliana

Nov 1

SXM1:20 pmSimpson Bay Princess Juliana

25h 38m

3 stops

PDX11:58 amPortland

$874

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

$960

Find similar

Delta flights from Portland to Simpson Bay

Our best Delta deals on Portland to Simpson Bay flight tickets

Delta

Jan 27

PDX9:45 pmPortland

13h 11m

1 stop

SXM2:56 pmSimpson Bay Princess Juliana

Feb 3

SXM1:45 pmSimpson Bay Princess Juliana

12h 54m

1 stop

PDX10:39 pmPortland

$707

Find similar

Delta

Jan 27

PDX9:45 pmPortland

13h 11m

1 stop

SXM2:56 pmSimpson Bay Princess Juliana

Feb 3

SXM4:26 pmSimpson Bay Princess Juliana

27h 49m

2 stops

PDX4:15 pmPortland

$712

Find similar

Delta

Jan 27

PDX9:45 pmPortland

13h 11m

1 stop

SXM2:56 pmSimpson Bay Princess Juliana

Feb 2

SXM1:45 pmSimpson Bay Princess Juliana

12h 54m

1 stop

PDX10:39 pmPortland

$732

Find similar

Fly from

Fly to

Route

Depart

Return

Price

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

$635

PortlandSimpson Bay

PDX - SXM

PDXSXM

Portland

Tue 1/27

9:50 am-4:00 pm

2 stops26h 10m

Simpson Bay Princess Juliana

Wed 2/4

5:00 pm-2:45 pm

2 stops25h 45m

$665

PortlandSimpson Bay

PDX - SXM

PDXSXM

Portland

Wed 1/28

7:00 pm-4:00 pm

2 stops41h 00m

Simpson Bay Princess Juliana

Tue 2/3

5:00 pm-6:30 pm

2 stops29h 30m

$681

PortlandSimpson Bay

PDX - SXM

PDXSXM

Portland

Wed 1/28

7:00 pm-4:00 pm

2 stops41h 00m

Simpson Bay Princess Juliana

Wed 2/4

5:00 pm-2:45 pm

2 stops25h 45m

$686

PortlandSimpson Bay

PDX - SXM

PDXSXM

Portland

Tue 1/27

9:45 pm-2:56 pm

1 stop13h 11m

Simpson Bay Princess Juliana

Tue 2/3

1:45 pm-10:39 pm

1 stop12h 54m

$707

PortlandSimpson Bay

PDX - SXM

PDXSXM

Portland

Tue 1/27

9:45 pm-2:56 pm

1 stop13h 11m

Simpson Bay Princess Juliana

Tue 2/3

4:26 pm-4:15 pm

2 stops27h 49m

$712

PortlandSimpson Bay

PDX - SXM

PDXSXM

Portland

Sat 12/6

10:45 pm-4:25 pm

1 stop13h 40m

Simpson Bay Princess Juliana

Mon 12/15

5:25 pm-12:59 pm

2 stops23h 34m

$717

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-1:57 pm

2 stops24h 33m

$742

PortlandSimpson Bay

PDX - SXM

PDXSXM

Portland

Thu 1/15

1:24 pm-1:50 pm

2 stops20h 26m

Simpson Bay Princess Juliana

Thu 1/29

2:52 pm-12:18 pm

2 stops25h 26m

$792

PortlandSimpson Bay

PDX - SXM

PDXSXM

Portland

Fri 10/24

6:25 pm-2:57 pm

2 stops41h 32m

Simpson Bay Princess Juliana

Sat 11/1

1:20 pm-11:58 am

3 stops25h 38m

$874

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 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

Direct flights	None

There are no direct flights from Portland to Simpson Bay. There are no popular flight routes from Portland to Simpson Bay.

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 12m.
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 September 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 81% of all bookings. The subsequent popular airline is Delta at 19%.

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
American Airlines	PriceFrom $604	Free Cancellation	Rating 7.2 10,000 reviews		Search American Airlines flights
Delta	PriceFrom $687	Free Cancellation	Rating 7.9 7,954 reviews		Search Delta flights

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Why use momondo?

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.

An easier way to manage your Simpson Bay trip

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Cheap flights from Portland to Simpson Bay from $635

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 12/6. 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

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Price Alerts

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Find the cheapest flights from Portland to Simpson Bay

Cheap round-trip flights

Cheap one-way flights

United Airlines flights from Portland to Simpson Bay

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

Delta flights from Portland to Simpson Bay

Our best Delta 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 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

Direct flights

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