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St. Maarten

$362+ Cheap flights from Portland, ME (PWM) 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 10/19. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — SXM
Jun 24 — Jul 11
Wed 6/24
Wed 7/1
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 May 25, 2026.

This American Airlines deal was found by Cheapflights users on 5/24. 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.
Mon 10/197:20 pm
PWM
-
SXM
2 stops19h 45m
American Airlines
Mon 10/264:30 pm
SXM
-
PWM
2 stops22h 36m
American Airlines
Deal found 5/24$362
This American Airlines deal was found by Cheapflights users on 5/25. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/44:31 pm
PWM
-
SXM
2 stops22h 34m
American Airlines
Sat 10/174:30 pm
SXM
-
PWM
2 stops19h 03m
American Airlines
Deal found 5/25$376
This United Airlines deal was found by Cheapflights users on 5/25. 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.
Tue 6/95:15 am
PWM
-
SXM
1 stop7h 18m
United Airlines
Sat 6/131:35 pm
SXM
-
PWM
1 stop9h 55m
United Airlines
Deal found 5/25$383
This United Airlines deal was found by Cheapflights users on 5/24. 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 10/276:00 am
PWM
-
SXM
1 stop6h 50m
United Airlines
Tue 11/32:52 pm
SXM
-
PWM
1 stop9h 05m
United Airlines
Deal found 5/24$405
This United Airlines deal was found by Cheapflights users on 5/24. 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.
Sat 6/65:15 am
PWM
-
SXM
1 stop7h 18m
United Airlines
Wed 6/101:35 pm
SXM
-
PWM
1 stop9h 55m
United Airlines
Deal found 5/24$428
This American Airlines deal was found by Cheapflights users on 5/25. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/36:00 am
PWM
-
SXM
1 stop6h 40m
American Airlines
Mon 6/84:43 pm
SXM
-
PWM
2 stops21h 41m
American Airlines
Deal found 5/25$438
This American Airlines deal was found by Cheapflights users on 5/25. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/610:42 am
PWM
-
SXM
1 stop27h 08m
American Airlines
Tue 6/92:53 pm
SXM
-
PWM
2 stops21h 46m
American Airlines
Deal found 5/25$442

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 May 25, 2026.

Round-trip from

$362
(American Airlines)
From Portland to St. Maarten
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 May 25, 2026.
Use the filters below to find and compare flights from Portland to St. Maarten that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

PortlandSimpson Bay

PWM - SXM

PWMSXM

Portland

Wed 6/10

6:00 am-2:43 pm

1 stop8h 43m

Simpson Bay Princess Juliana

Sat 6/13

1:35 pm-11:30 pm

1 stop9h 55m

$383

PortlandSimpson Bay

PWM - SXM

PWMSXM

Portland

Wed 10/28

6:00 am-12:50 pm

1 stop6h 50m

Simpson Bay Princess Juliana

Wed 11/4

2:52 pm-10:57 pm

1 stop9h 05m

$405

PortlandSimpson Bay

PWM - SXM

PWMSXM

Portland

Tue 10/27

6:00 am-12:50 pm

1 stop6h 50m

Simpson Bay Princess Juliana

Tue 11/3

2:52 pm-10:57 pm

1 stop9h 05m

$405
Quickest round-trip

PortlandSimpson Bay

PWM - SXM

PWMSXM

Portland

Sat 6/6

5:15 am-12:33 pm

1 stop7h 18m

Simpson Bay Princess Juliana

Tue 6/9

3:50 pm-11:51 pm

1 stop8h 01m

$428

PortlandSimpson Bay

PWM - SXM

PWMSXM

Portland

Sat 6/6

5:15 am-12:33 pm

1 stop7h 18m

Simpson Bay Princess Juliana

Wed 6/10

1:35 pm-11:30 pm

1 stop9h 55m

$428

PortlandSimpson Bay

PWM - SXM

PWMSXM

Portland

Sat 6/6

10:42 am-1:50 pm

1 stop27h 08m

Simpson Bay Princess Juliana

Tue 6/9

2:53 pm-12:39 pm

2 stops21h 46m

$442

PortlandSimpson Bay

PWM - SXM

PWMSXM

Portland

Sat 6/27

5:15 am-12:33 pm

1 stop7h 18m

Simpson Bay Princess Juliana

Wed 7/1

3:50 pm-11:51 pm

1 stop8h 01m

$485

PortlandSimpson Bay

PWM - SXM

PWMSXM

Portland

Tue 6/9

8:15 pm-12:33 pm

2 stops16h 18m

Simpson Bay Princess Juliana

Sat 6/13

1:35 pm-10:07 am

2 stops20h 32m

$532

PortlandSimpson Bay

PWM - SXM

PWMSXM

Portland

Wed 10/21

6:00 am-1:49 pm

1 stop7h 49m

Simpson Bay Princess Juliana

Wed 10/28

3:14 pm-1:22 pm

2 stops22h 08m

$608

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/25

Sorted by cheapest first

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 May 25, 2026.
Peruse reviews from past customers who have flown with American Airlines from Portland to St. Maarten to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
American Airlines
7.1
Good
11,629 reviews

Food

6.4

Boarding

7.5

Crew

7.9

Comfort

7.2

Entertainment

6.9

Overall

7.1

Reviews

1 / 20
2.0
Mediocre

Anonymous,Apr 2026

DFW - BDL

They keep changing the gate, delaying the hours and then finally canceled it. No accomodation, no food, nothing!
American Airlines
7.1
Good
11,629 reviews
American Airlines
7.1
Good
11,629 reviews

Food

6.4

Boarding

7.5

Crew

7.9

Comfort

7.2

Entertainment

6.9

Overall

7.1

Reviews

1 / 20
2.0
Mediocre

Anonymous,Apr 2026

DFW - BDL

They keep changing the gate, delaying the hours and then finally canceled it. No accomodation, no food, nothing!

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?

    Located just 2.9 mi from the city center, Portland (PWM) is the airport most travelers will use when flying to St. Maarten from Portland.

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

    United Airlines can get you from Portland, Maine to St. Maarten in just under 8h 43m. Your travel time can differ by up to . Portland, Maine and St. Maarten are separated by a distance of 1817 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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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 May 25, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$583Average$624FlexibilityNo cancel feeOn-time71%

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