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St. Maarten

$231+ 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 3/23. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — SXM
Mar 14 — Mar 211
Sat 3/14
Sat 3/21
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 February 12, 2026.

This Air Canada deal was found by Cheapflights users on 2/9. 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 3/89:50 am
PDX
-
SXM
2 stops26h 10m
Air Canada
Mon 3/164:00 pm
SXM
-
PDX
2 stops29h 30m
Air Canada
Deal found 2/9$597
This FlightHub deal was found by Cheapflights users on 2/10. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/287:45 pm
PDX
-
SXM
2 stops39h 15m
Air Canada
Sat 8/83:05 pm
SXM
-
PDX
2 stops31h 01m
Air Canada
Deal found 2/10$617
This Air Canada deal was found by Cheapflights users on 2/9. 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 3/27:05 pm
PDX
-
SXM
2 stops16h 55m
Air Canada
Mon 3/94:00 pm
SXM
-
PDX
2 stops44h 15m
Air Canada
Deal found 2/9$651
This Gotogate deal was found by Cheapflights users on 2/10. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/292:30 pm
PDX
-
SXM
2 stops20h 20m
Multiple Airlines
Sat 8/83:05 pm
SXM
-
PDX
2 stops31h 01m
Multiple Airlines
Deal found 2/10$688
This FlightHub deal was found by Cheapflights users on 2/11. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/297:45 pm
PDX
-
SXM
2 stops15h 15m
Air Canada
Sat 8/83:05 pm
SXM
-
PDX
2 stops26h 46m
Air Canada
Deal found 2/11$706
This American Airlines deal was found by Cheapflights users on 2/8. 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 4/1411:23 pm
PDX
-
SXM
1 stop10h 58m
American Airlines
Tue 4/212:21 pm
SXM
-
PDX
1 stop12h 32m
American Airlines
Deal found 2/8$715
This United Airlines deal was found by Cheapflights users on 2/8. 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.
Tue 4/147:14 pm
PDX
-
SXM
2 stops16h 29m
United Airlines
Tue 4/211:35 pm
SXM
-
PDX
2 stops25h 11m
United Airlines
Deal found 2/8$720
This United Airlines deal was found by Cheapflights users on 2/10. 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.
Wed 4/294:15 pm
PDX
-
SXM
2 stops17h 18m
United Airlines
Thu 5/71:35 pm
SXM
-
PDX
2 stops23h 03m
United Airlines
Deal found 2/10$730
This American Airlines deal was found by Cheapflights users on 2/9. 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.
Sun 3/810:53 pm
PDX
-
SXM
1 stop11h 28m
American Airlines
Mon 3/162:17 pm
SXM
-
PDX
1 stop12h 27m
American Airlines
Deal found 2/9$740
This American Airlines deal was found by Cheapflights users on 2/9. 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.
Wed 4/2910:28 pm
PDX
-
SXM
1 stop10h 10m
American Airlines
Thu 5/74:35 pm
SXM
-
PDX
2 stops20h 45m
American Airlines
Deal found 2/9$745

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 February 12, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$597
(Air Canada)

One-way from

$231
(Air Canada)

Popular in

December

Cheapest in

June

Average price

$847
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.
Search Deals
From Portland to St. Maarten
Search Deals
One-way flight from Portland to St. Maarten
Search Deals
Highest demand for flights based on searches. 10% potential increase in price ($97 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($32 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 2026
Search Deals

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 February 12, 2026.
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

Sun 3/8

9:50 am-3:00 pm

2 stops26h 10m

Simpson Bay Princess Juliana

Mon 3/16

4:00 pm-6:30 pm

2 stops29h 30m

$597

PortlandSimpson Bay

PDX - SXM

PDXSXM

Portland

Wed 7/29

7:45 pm-2:00 pm

2 stops15h 15m

Simpson Bay Princess Juliana

Sat 8/8

3:05 pm-7:06 pm

2 stops31h 01m

$617

PortlandSimpson Bay

PDX - SXM

PDXSXM

Portland

Mon 3/2

7:05 pm-4:00 pm

2 stops40h 55m

Simpson Bay Princess Juliana

Mon 3/9

4:00 pm-2:40 pm

2 stops25h 40m

$651

PortlandSimpson Bay

PDX - SXM

PDXSXM

Portland

Tue 4/14

11:23 pm-1:21 pm

1 stop10h 58m

Simpson Bay Princess Juliana

Tue 4/21

2:21 pm-11:53 pm

1 stop12h 32m

$715

PortlandSimpson Bay

PDX - SXM

PDXSXM

Portland

Sun 8/9

5:45 pm-1:56 pm

2 stops17h 11m

Simpson Bay Princess Juliana

Wed 8/19

3:21 pm-9:25 am

2 stops21h 04m

$720

PortlandSimpson Bay

PDX - SXM

PDXSXM

Portland

Tue 4/14

7:14 pm-2:43 pm

2 stops16h 29m

Simpson Bay Princess Juliana

Tue 4/21

1:35 pm-11:46 am

2 stops25h 11m

$720

PortlandSimpson Bay

PDX - SXM

PDXSXM

Portland

Wed 3/18

6:57 pm-12:50 pm

2 stops14h 53m

Simpson Bay Princess Juliana

Mon 3/30

3:50 pm-9:48 am

2 stops20h 58m

$720

PortlandSimpson Bay

PDX - SXM

PDXSXM

Portland

Wed 4/29

4:15 pm-12:33 pm

2 stops17h 18m

Simpson Bay Princess Juliana

Thu 5/7

1:35 pm-9:38 am

2 stops23h 03m

$730

PortlandSimpson Bay

PDX - SXM

PDXSXM

Portland

Mon 3/23

7:05 pm-3:00 pm

2 stops16h 55m

$231

PortlandSimpson Bay

PDX - SXM

PDXSXM

Portland

Sat 8/8

7:50 am-11:20 am

2 stops24h 30m

$309

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/10

Showing 1-10 of 16 results
1
2

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
No data available for this route at this time. Please check back soon.

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 February 12, 2026.
Get a feel of what it's like to fly with 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.
American Airlines
7.2
Good
11,267 reviews

Boarding

7.5

Crew

8.0

Entertainment

6.9

Food

6.4

Comfort

7.2

Overall

7.2

Reviews

1 / 20
2.0
Mediocre

Susie,Jan 2026

CLT - TPA

This flight was delayed 3 or 4 times. We had boarded the plane, sat on plane for a good 30 minutes, then we had to board the aircraft, walk to a different gate, wait and then board another aircraft. We arrived in Tampa 4 hours later than the original booking. I feel there should have been some sort of compensation especially for the advantage members.
American Airlines
7.2
Good
11,267 reviews
American Airlines
7.2
Good
11,267 reviews

Boarding

7.5

Crew

8.0

Entertainment

6.9

Food

6.4

Comfort

7.2

Overall

7.2

Reviews

1 / 20
2.0
Mediocre

Susie,Jan 2026

CLT - TPA

This flight was delayed 3 or 4 times. We had boarded the plane, sat on plane for a good 30 minutes, then we had to board the aircraft, walk to a different gate, wait and then board another aircraft. We arrived in Tampa 4 hours later than the original booking. I feel there should have been some sort of compensation especially for the advantage members.

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 26h 10m. Air Canada provides one of the quickest options available for as low as $597. 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.

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 airline flying from Portland to St. Maarten

Discover the top airline 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 February 12, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$712Average$842FlexibilityNo cancel feeOn-time71%

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