What is the cheapest airline that flies from Oregon to Simpson Bay Princess Juliana?

American Airlines and United Airlines are the most popular carriers operating from Oregon to Simpson Bay Princess Juliana

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

Prices for flights from Oregon to Simpson Bay Princess Juliana Airport refresh daily.

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

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

How old do you have to be to fly from Oregon 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 Oregon to Simpson Bay Princess Juliana Airport.

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

The necessary travel and health documents for your Simpson Bay Princess Juliana Airport trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

$368 Cheap Flights from Oregon to Simpson Bay in 2025/26

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Find the cheapest flights from Oregon to Simpson Bay

Round-trip

One-way

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Cheap round-trip flights

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7:00 pm - 4:00 pm

PDX

SXM

17h 00m2 stops

3:40 pm - 6:30 pm

SXM

PDX

30h 50m2 stops

$588Air Canada

Mon, Jan 12 - Thu, Jan 15

7:05 pm - 4:00 pm

PDX

SXM

16h 55m2 stops

5:00 pm - 2:40 pm

SXM

PDX

25h 40m2 stops

$611Air Canada

Sun, Feb 22 - Mon, Mar 2

7:05 pm - 4:00 pm

PDX

SXM

16h 55m2 stops

2:40 pm - 9:15 am

SXM

PDX

45h 35m2 stops

$616Air Canada

Thu, Mar 5 - Sun, Mar 15

7:00 pm - 4:00 pm

PDX

SXM

17h 00m2 stops

3:40 pm - 9:15 am

SXM

PDX

45h 35m2 stops

$632Air Canada

Sun, Jan 25 - Sun, Feb 1

3:15 pm - 4:00 pm

PDX

SXM

44h 45m2 stops

5:00 pm - 2:40 pm

SXM

PDX

25h 40m2 stops

$640Air Canada

Sat, Feb 7 - Wed, Feb 11

7:05 pm - 4:00 pm

PDX

SXM

16h 55m2 stops

5:00 pm - 2:40 pm

SXM

PDX

25h 40m2 stops

$641Air Canada

Sun, Feb 22 - Mon, Mar 2

3:15 pm - 2:40 pm

PDX

SXM

19h 25m2 stops

5:00 pm - 9:15 am

SXM

PDX

44h 15m2 stops

$644Air Canada

Mon, Feb 9 - Mon, Feb 16

7:05 pm - 4:00 pm

PDX

SXM

16h 55m2 stops

4:00 pm - 9:15 am

SXM

PDX

44h 15m2 stops

$674Air Canada

Tue, Mar 3 - Tue, Mar 10

10:53 pm - 3:28 pm

PDX

SXM

13h 35m1 stop

2:21 pm - 11:52 pm

SXM

PDX

12h 31m1 stop

$687American Airlines

Tue, Mar 31 - Wed, Apr 8

9:50 am - 4:00 pm

PDX

SXM

26h 10m2 stops

2:40 pm - 9:15 am

SXM

PDX

45h 35m2 stops

$690Air Canada

Thu, Mar 5 - Sun, Mar 15

Air Canada flights from Oregon to Simpson Bay

Our best Air Canada deals on Oregon to Simpson Bay flight tickets

Air Canada

Jan 12

PDX7:00 pmPortland

17h 00m

2 stops

SXM4:00 pmSimpson Bay Princess Juliana

Jan 15

SXM3:40 pmSimpson Bay Princess Juliana

30h 50m

2 stops

PDX6:30 pmPortland

$588

Find similar

Air Canada

Feb 22

PDX7:05 pmPortland

16h 55m

2 stops

SXM4:00 pmSimpson Bay Princess Juliana

Mar 2

SXM5:00 pmSimpson Bay Princess Juliana

25h 40m

2 stops

PDX2:40 pmPortland

$611

Find similar

Air Canada

Mar 5

PDX7:05 pmPortland

16h 55m

2 stops

SXM4:00 pmSimpson Bay Princess Juliana

Mar 15

SXM2:40 pmSimpson Bay Princess Juliana

45h 35m

2 stops

PDX9:15 amPortland

$616

Find similar

United Airlines flights from Oregon to Simpson Bay

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

United Airlines

Feb 9

PDX11:05 pmPortland

10h 45m

1 stop

SXM1:50 pmSimpson Bay Princess Juliana

Feb 14

SXM5:00 pmSimpson Bay Princess Juliana

20h 42m

2 stops

PDX9:42 amPortland

$783

Find similar

United Airlines

Feb 7

PDX3:52 pmPortland

17h 58m

2 stops

SXM1:50 pmSimpson Bay Princess Juliana

Feb 11

SXM2:52 pmSimpson Bay Princess Juliana

25h 46m

3 stops

PDX12:38 pmPortland

$827

Find similar

United Airlines

Feb 7

PDX11:05 pmPortland

12h 46m

1 stop

SXM3:51 pmSimpson Bay Princess Juliana

Feb 11

SXM2:52 pmSimpson Bay Princess Juliana

22h 50m

2 stops

PDX9:42 amPortland

$860

Find similar

Fly from

Fly to

Route

Depart

Return

Price

PortlandSimpson Bay

PDX - SXM

PDXSXM

Portland

Mon 1/12

7:00 pm-4:00 pm

2 stops17h 00m

Simpson Bay Princess Juliana

Thu 1/15

3:40 pm-6:30 pm

2 stops30h 50m

$588

PortlandSimpson Bay

PDX - SXM

PDXSXM

Portland

Sun 2/22

7:05 pm-4:00 pm

2 stops16h 55m

Simpson Bay Princess Juliana

Mon 3/2

5:00 pm-2:40 pm

2 stops25h 40m

$611

PortlandSimpson Bay

PDX - SXM

PDXSXM

Portland

Thu 3/5

7:05 pm-4:00 pm

2 stops16h 55m

Simpson Bay Princess Juliana

Sun 3/15

2:40 pm-9:15 am

2 stops45h 35m

$616

PortlandSimpson Bay

PDX - SXM

PDXSXM

Portland

Sun 1/25

7:00 pm-4:00 pm

2 stops17h 00m

Simpson Bay Princess Juliana

Sun 2/1

3:40 pm-9:15 am

2 stops45h 35m

$632

PortlandSimpson Bay

PDX - SXM

PDXSXM

Portland

Sat 2/7

3:15 pm-4:00 pm

2 stops44h 45m

Simpson Bay Princess Juliana

Wed 2/11

5:00 pm-2:40 pm

2 stops25h 40m

$640

PortlandSimpson Bay

PDX - SXM

PDXSXM

Portland

Sun 2/22

7:05 pm-4:00 pm

2 stops16h 55m

Simpson Bay Princess Juliana

Mon 3/2

5:00 pm-2:40 pm

2 stops25h 40m

$641

PortlandSimpson Bay

PDX - SXM

PDXSXM

Portland

Mon 2/9

3:15 pm-2:40 pm

2 stops19h 25m

Simpson Bay Princess Juliana

Mon 2/16

5:00 pm-9:15 am

2 stops44h 15m

$644

PortlandSimpson Bay

PDX - SXM

PDXSXM

Portland

Tue 3/3

7:05 pm-4:00 pm

2 stops16h 55m

Simpson Bay Princess Juliana

Tue 3/10

4:00 pm-9:15 am

2 stops44h 15m

$674

PortlandSimpson Bay

PDX - SXM

PDXSXM

Portland

Tue 3/31

10:53 pm-3:28 pm

1 stop13h 35m

Simpson Bay Princess Juliana

Wed 4/8

2:21 pm-11:52 pm

1 stop12h 31m

$687

PortlandSimpson Bay

PDX - SXM

PDXSXM

Portland

Thu 3/5

9:50 am-4:00 pm

2 stops26h 10m

Simpson Bay Princess Juliana

Sun 3/15

2:40 pm-9:15 am

2 stops45h 35m

$690

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 14 resultsSorted by cheapest first

How to get the cheapest flight ticket from Oregon 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

Prices

Airlines

What is the cheapest month to fly to Simpson Bay?

In general, September is the cheapest month to fly from Oregon to Simpson Bay. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $695. If you aren’t able to travel to Simpson Bay during the month of September, then flying in May is also cheap. Prices for this month can be found on momondo for an average of $742.

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 Oregon 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.

Cheap Oregon to Simpson Bay flight deals and tips

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

Fastest flight time	10h 58m
Direct flights	None

The fastest flight from Oregon to Simpson Bay takes 10h 58m

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

Search flight deals

When did momondo last update prices for flights from Oregon to Simpson Bay Princess Juliana Airport?
Prices for flights from Oregon to Simpson Bay Princess Juliana Airport refresh daily.
How many operators does momondo search for flights from Oregon to Simpson Bay Princess Juliana Airport?
As of December 2025, there are 2 operators available to choose from for flights from Oregon to Simpson Bay Princess Juliana Airport.
How old do you have to be to fly from Oregon 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 Oregon to Simpson Bay Princess Juliana Airport.
What documentation or ID do you need to fly to Simpson Bay Princess Juliana Airport?
The necessary travel and health documents for your Simpson Bay Princess Juliana Airport trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

Best airlines flying from Oregon to Simpson Bay

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

Airline	Rating	Free Cancellation	Price
Delta	PriceFrom $687	Free Cancellation	Rating 7.9 8,019 reviews		Search Delta flights
American Airlines	PriceFrom $712	Free Cancellation	Rating 7.2 11,072 reviews		Search American Airlines flights

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Why use momondo?

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

It is quick and easy to find Oregon 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 Oregon to Simpson Bay with flexible booking policies on momondo?

Flights from Oregon 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 Oregon to Simpson Bay?

Once all potential Oregon to Simpson Bay flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

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

Yes momondo offers price alerts on flights to Simpson Bay from Oregon. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.

An easier way to manage your Simpson Bay trip

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Cheap flights from Oregon to Simpson Bay from $368

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Oregon to Simpson Bay departing on 3/19. 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

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Filter for what you want

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Trusted and free

Price Alerts

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Find the cheapest flights from Oregon to Simpson Bay

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Air Canada flights from Oregon to Simpson Bay

Our best Air Canada deals on Oregon to Simpson Bay flight tickets

United Airlines flights from Oregon to Simpson Bay

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

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

What is the cheapest month to fly to Simpson Bay?

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

What is the cheapest airline that flies from Oregon to Simpson Bay Princess Juliana?

American Airlines and United Airlines are the most popular carriers operating from Oregon to Simpson Bay Princess Juliana

Cheap Oregon to Simpson Bay flight deals and tips

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

Fastest flight time

Direct flights

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

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

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

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

Best airlines flying from Oregon to Simpson Bay

Compare and see reviews for airlines that fly from Oregon 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 Oregon to Simpson Bay?

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

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

I’m not ready to book a flight from Oregon 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