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St. Maarten

$654+ Cheap flights from Portland (PDX) 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 1/9. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — SXM
Dec 6 — Dec 131
Sat 12/6
Sat 12/13
1 adult, Economy
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Cheap 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 November 6, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$654
(Air Canada)

Popular in

December

Cheapest in

September

Average price

$839
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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Highest demand for flights based on searches. 7% potential increase in price ($69 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($36 potential savings vs. average RT price).
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Average for round-trip flights in November 2025
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Find 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 November 6, 2025.

This United Airlines deal was found by Cheapflights users on 11/6. 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.
Fri 12/1211:59 pmPDX - SXM
1 stop11h 58mUnited Airlines
Sun 12/212:20 pmSXM - PDX
2 stops23h 41mUnited Airlines
Deal found 11/6$742
This American Airlines deal was found by Cheapflights users on 11/5. 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 12/25:59 pmPDX - SXM
2 stops15h 53mAmerican Airlines
Wed 12/105:25 pmSXM - PDX
2 stops23h 13mAmerican Airlines
Deal found 11/5$792
This Mytrip deal was found by Cheapflights users on 11/6. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/123:15 pmPDX - SXM
2 stops19h 25mMultiple Airlines
Sun 12/211:45 pmSXM - PDX
3 stops31h 29mMultiple Airlines
Deal found 11/6$969
This American Airlines deal was found by Cheapflights users on 11/5. 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.
Sat 12/2010:21 pmPDX - SXM
2 stops14h 12mAmerican Airlines
Sat 12/275:33 pmSXM - PDX
2 stops21h 27mAmerican Airlines
Deal found 11/5$1,074
This Mytrip deal was found by Cheapflights users on 11/5. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/207:08 pmPDX - SXM
3 stops39h 07mMultiple Airlines
Sat 12/273:20 pmSXM - PDX
3 stops30h 24mMultiple Airlines
Deal found 11/5$1,104
This Delta deal was found by Cheapflights users on 11/5. 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 12/1912:32 amPDX - SXM
1 stop9h 45mDelta
Sat 12/271:45 pmSXM - PDX
1 stop12h 34mDelta
Deal found 11/5$1,262

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 November 6, 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

Fri 1/9

3:15 pm-4:00 pm

2 stops20h 45m

Simpson Bay Princess Juliana

Thu 1/15

3:40 pm-6:30 pm

2 stops30h 50m

$654

PortlandSimpson Bay

PDX - SXM

PDXSXM

Portland

Tue 3/31

10:47 pm-12:50 pm

1 stop11h 03m

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-12:13 pm

2 stops23h 53m

$692

PortlandSimpson Bay

PDX - SXM

PDXSXM

Portland

Tue 3/31

1:45 pm-1:53 pm

2 stops21h 08m

Simpson Bay Princess Juliana

Wed 4/8

12:45 pm-10:39 pm

1 stop12h 54m

$692

PortlandSimpson Bay

PDX - SXM

PDXSXM

Portland

Fri 1/9

10:15 pm-1:45 pm

1 stop11h 30m

Simpson Bay Princess Juliana

Thu 1/15

3:31 pm-11:46 pm

1 stop12h 15m

$712

PortlandSimpson Bay

PDX - SXM

PDXSXM

Portland

Wed 4/29

11:07 pm-1:10 pm

1 stop11h 03m

Simpson Bay Princess Juliana

Thu 5/7

2:25 pm-11:02 pm

1 stop11h 37m

$712

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/6

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 $443). Flying from Portland to St. Maarten in December is currently the most expensive (average of $1,006). 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 PDX to SX?

Find hourly flight availability from Portland 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 November 6, 2025.

A simple way to save on the total cost of your ticket is to fly from Portland to St. Maarten in the morning. If you’re flexible enough to do this you can expect to save up to 43% on your trip compared to booking a flight in the evening.

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 November 6, 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
8,001 reviews

Food

7.3

Crew

8.5

Comfort

7.9

Entertainment

7.9

Overall

7.9

Boarding

8.2

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
8,001 reviews
Delta
7.9
Good
8,001 reviews

Food

7.3

Crew

8.5

Comfort

7.9

Entertainment

7.9

Overall

7.9

Boarding

8.2

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
11,040 reviews
Delta
7.9
Good
8,001 reviews

Food

7.3

Crew

8.5

Comfort

7.9

Entertainment

7.9

Overall

7.9

Boarding

8.2

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 11h 03m. Air Canada provides one of the quickest options available for as low as $687. The distance from Portland to St. Maarten is about 3867 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • 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 $443). Flying from Portland to St. Maarten in December is currently the most expensive (average of $1,006). 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 November 6, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$604Average$858FlexibilityNo cancel feeOn-time71%
DeltaCheapest$687Average$926FlexibilityNo cancel feeOn-timeN/A

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