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St. Maarten

$368+ Cheap flights from Portland (PDX) to St. Maarten

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 3/19. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — SXM
Jan 27 — Feb 31
Tue 1/27
Tue 2/3
1 adult, Economy
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Cheap flight deals from Portland to St. Maarten

Cheapest flights from Portland to St. Maarten
Explore the most affordable flight options available from Portland to St. Maarten. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 28, 2025.

This United Airlines deal was found by Cheapflights users on 12/25. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/2510:52 pmPDX - SXM
1 stop10h 58mUnited Airlines
Thu 1/14:55 pmSXM - PDX
2 stops24h 40mUnited Airlines
Deal found 12/25$1,040
This Delta deal was found by Cheapflights users on 12/25. 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.
Fri 12/265:11 pmPDX - SXM
2 stops18h 46mDelta
Sat 1/35:22 pmSXM - PDX
2 stops19h 46mDelta
Deal found 12/25$1,655

Find flight deals from Portland to St. Maarten

Keep the following information in mind while searching for Portland to St. Maarten flight deals. Data was last updated December 28, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$588
(Air Canada)

One-way from

$368
(American Airlines)

Popular in

December

Cheapest in

September

Average price

$1,184
Provider with most accurate pricing for Portland-Simpson Bay Princess Juliana flight deals.
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Provider most trusted by Cheapflights users for Portland-Simpson Bay Princess Juliana flights.
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From Portland to St. Maarten
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One-way flight from Portland to St. Maarten
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Highest demand for flights based on searches. 9% potential increase in price ($91 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($27 potential savings vs. average RT price).
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Average for round-trip flights in December 2025
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Cheapflights Fare Finder

 
Customize your flight search to find flights from Portland 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 28, 2025.
Use the filters below to find and compare flights from Portland to St. Maarten that are best for you.

Fly from

Portland

Fly to

St. Maarten

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

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

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-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

Tue 3/3

10:55 pm-2:20 pm

1 stop11h 25m

Simpson Bay Princess Juliana

Tue 3/10

2:17 pm-11:44 pm

1 stop12h 27m

$687

PortlandSimpson Bay

PDX - SXM

PDXSXM

Portland

Thu 3/19

9:52 pm-3:28 pm

2 stops14h 36m

$368

PortlandSimpson Bay

PDX - SXM

PDXSXM

Portland

Thu 3/19

9:30 pm-10:55 am

3 stops34h 25m

$506

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/26

Showing 1-10 of 11 results
1
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Best time to book a flight from Portland to St. Maarten

Have a flexible travel schedule? Discover the best time to fly to St. Maarten from Portland 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 Portland to St. Maarten

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

Currently, January is the cheapest month in which you can book a flight from Portland to St. Maarten (average of $507). Flying from Portland to St. Maarten in December is currently the most expensive (average of $1,042). 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.

Reviews of airlines servicing St. Maarten

Get insights into the airlines that provide service to St. Maarten. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to St. Maarten. Reviews last updated December 28, 2025.
Get a feel of what it's like to fly with Delta and American Airlines from Portland to St. Maarten by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.9
Good
8,019 reviews

Boarding

8.1

Entertainment

7.9

Crew

8.5

Comfort

7.9

Overall

7.9

Food

7.3

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
Delta
7.9
Good
8,019 reviews
Delta
7.9
Good
8,019 reviews

Boarding

8.1

Entertainment

7.9

Crew

8.5

Comfort

7.9

Overall

7.9

Food

7.3

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
American Airlines
7.2
Good
11,072 reviews
Delta
7.9
Good
8,019 reviews

Boarding

8.1

Entertainment

7.9

Crew

8.5

Comfort

7.9

Overall

7.9

Food

7.3

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.

Related info for your journey

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

  • What airport do you fly from for flights from Portland to St. Maarten?

    If you book a flight to St. Maarten from Portland, you will be flying from Portland, which is the city’s only airport. Portland (PDX) is located 6.0 mi from the center of Portland.

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

    A quick flight from Portland to St. Maarten can take about 17h. Air Canada provides one of the quickest options available for as low as $588. The distance from Portland to St. Maarten is about 3867 mi.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Portland 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 Portland to St. Maarten?

    Currently, January is the cheapest month in which you can book a flight from Portland to St. Maarten (average of $507). Flying from Portland to St. Maarten in December is currently the most expensive (average of $1,042). 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

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Alternative routes for Portland 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 Portland to St. Maarten

Discover the top 2 airlines that operate flights from Portland 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 28, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$687Average$926FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$712Average$878FlexibilityNo cancel feeOn-time71%

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