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St. Maarten

$629+ Cheap flights from Oregon to St. Maarten

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 1/26. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — SXM
Jan 15 — Jan 221
Thu 1/15
Thu 1/22
1 adult, Economy
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Cheap flight deals from Oregon to St. Maarten

Best flights from Oregon to St. Maarten
Discover carefully curated flight deals from Oregon to St. Maarten that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated December 16, 2025.

This Air Canada deal was found by Cheapflights users on 12/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 1/267:00 pmPDX - SXM
2 stops17h 00mAir Canada
Thu 1/293:40 pmSXM - PDX
2 stops30h 50mAir Canada
Deal found 12/15$629
This American Airlines deal was found by Cheapflights users on 12/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/3110:53 pmPDX - SXM
1 stop9h 36mAmerican Airlines
Wed 4/82:25 pmSXM - PDX
1 stop11h 37mAmerican Airlines
Deal found 12/15$687
This Delta deal was found by Cheapflights users on 12/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/291:00 pmPDX - SXM
2 stops20h 18mDelta
Thu 5/73:20 pmSXM - PDX
2 stops20h 16mDelta
Deal found 12/15$692
This Air Canada deal was found by Cheapflights users on 12/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/57:05 pmPDX - SXM
2 stops16h 55mAir Canada
Sun 3/152:40 pmSXM - PDX
2 stops45h 35mAir Canada
Deal found 12/16$677
This American Airlines deal was found by Cheapflights users on 12/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/3110:35 pmPDX - SXM
2 stops13h 53mAmerican Airlines
Tue 4/72:25 pmSXM - PDX
1 stop11h 37mAmerican Airlines
Deal found 12/15$692
This Air Canada deal was found by Cheapflights users on 12/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/227:05 pmPDX - SXM
2 stops16h 55mAir Canada
Mon 3/25:00 pmSXM - PDX
2 stops25h 40mAir Canada
Deal found 12/15$686

Find flight deals from Oregon to St. Maarten

Keep the following information in mind while searching for Oregon to St. Maarten flight deals. Data was last updated December 16, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$629
(Air Canada)

Popular in

December

Cheapest in

September

Average price

$1,372
Provider with most accurate pricing for Portland-Simpson Bay Princess Juliana flight deals.
Search Deals
Provider most trusted by Cheapflights users for Portland-Simpson Bay Princess Juliana flights.
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From Oregon to St. Maarten
Search Deals
Highest demand for flights based on searches. 12% potential increase in price ($136 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($42 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Oregon to St. Maarten that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated December 16, 2025.
Use the filters below to find and compare flights from Oregon to St. Maarten that are best for you.

Fly from

Oregon

Fly to

St. Maarten

Route

Depart

Return

Price

PortlandSimpson Bay

PDX - SXM

PDXSXM

Portland

Mon 1/26

7:00 pm-4:00 pm

2 stops17h 00m

Simpson Bay Princess Juliana

Thu 1/29

3:40 pm-6:30 pm

2 stops30h 50m

$629

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

$677

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

$686

PortlandSimpson Bay

PDX - SXM

PDXSXM

Portland

Tue 3/31

10:53 pm-11:29 am

1 stop9h 36m

Simpson Bay Princess Juliana

Wed 4/8

2:25 pm-11:02 pm

1 stop11h 37m

$687

PortlandSimpson Bay

PDX - SXM

PDXSXM

Portland

Wed 4/29

1:00 pm-12:18 pm

2 stops20h 18m

Simpson Bay Princess Juliana

Thu 5/7

3:20 pm-8:36 am

2 stops20h 16m

$692

PortlandSimpson Bay

PDX - SXM

PDXSXM

Portland

Tue 3/31

10:35 pm-3:28 pm

2 stops13h 53m

Simpson Bay Princess Juliana

Tue 4/7

2:25 pm-11:02 pm

1 stop11h 37m

$692

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/15

Best time to book a flight from Oregon to St. Maarten

Have a flexible travel schedule? Discover the best time to fly to St. Maarten from Oregon with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Oregon to St. Maarten

What is the cheapest month to book a flight from Oregon to St. Maarten?

Currently, January is the cheapest month in which you can book a flight from Oregon to St. Maarten (average of $470). Flying from Oregon to St. Maarten in December is currently the most expensive (average of $1,203). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from OR to SX?

Find hourly flight availability from Oregon to St. Maarten. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated December 16, 2025.

One of the essential ways to save on airfare from Oregon to St. Maarten is to remain as flexible as possible. Flights that are in the evening tend to be the most expensive. A flight in the morning could potentially save you up to 24% on airfare.

Related info for your journey

Find useful and relevant information for your journey from Oregon to St. Maarten. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Oregon to St. Maarten?

    Airlines like Air Canada and American Airlines fly from Oregon to St. Maarten in about 9h 36m. The time it takes to get you to your destination can typically vary by up to 7h 24m. The distance from Oregon to St. Maarten is about 3867 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • Can I find deals for flights from Oregon to St. Maarten that include hotel bookings?

    Yes. In addition to deals on Oregon to St. Maarten flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Oregon to St. Maarten?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Oregon to St. Maarten.

  • Can I find deals for business class flights from Oregon to St. Maarten?

    Yes. Cheapflights offers flight deals from Oregon to St. Maarten by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Oregon to St. Maarten?

    Currently, January is the cheapest month in which you can book a flight from Oregon to St. Maarten (average of $470). Flying from Oregon to St. Maarten in December is currently the most expensive (average of $1,203). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for Oregon to St. Maarten

See prices for flight routes from nearby airports that may be better suited for you.
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Top 2 airlines flying from Oregon to St. Maarten

Discover the top 2 airlines that operate flights from Oregon to St. Maarten. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated December 16, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$687Average$926FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$712Average$859FlexibilityNo cancel feeOn-time71%

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