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St. Maarten

$380+ 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 8/21. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — SXM
Aug 25 — Sep 11
Tue 8/25
Tue 9/1
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 July 26, 2026.

This American Airlines deal was found by Cheapflights users on 7/24. 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.
Fri 8/216:09 pm
PWM
-
SXM
2 stops19h 13m
American Airlines
Fri 8/282:42 pm
SXM
-
PWM
2 stops19h 49m
American Airlines
Deal found 7/24$380
This United Airlines deal was found by Cheapflights users on 7/22. 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 10/36:00 am
PWM
-
SXM
1 stop6h 33m
United Airlines
Sat 10/101:35 pm
SXM
-
PWM
1 stop9h 53m
United Airlines
Deal found 7/22$465
This American Airlines deal was found by Cheapflights users on 7/24. 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 9/76:46 pm
PWM
-
SXM
2 stops20h 53m
American Airlines
Mon 9/142:23 pm
SXM
-
PWM
2 stops22h 42m
American Airlines
Deal found 7/24$472
This American Airlines deal was found by Cheapflights users on 7/26. 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 9/95:05 pm
PWM
-
SXM
2 stops20h 18m
American Airlines
Wed 9/162:23 pm
SXM
-
PWM
2 stops25h 59m
American Airlines
Deal found 7/26$486
This American Airlines deal was found by Cheapflights users on 7/22. 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 12/16:47 pm
PWM
-
SXM
2 stops18h 33m
American Airlines
Tue 12/152:51 pm
SXM
-
PWM
2 stops21h 46m
American Airlines
Deal found 7/22$546
This Delta deal was found by Cheapflights users on 7/26. 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.
Thu 10/226:01 am
PWM
-
SXM
1 stop7h 39m
Delta
Sat 10/313:05 pm
SXM
-
PWM
2 stops20h 36m
Delta
Deal found 7/26$656
This American Airlines deal was found by Cheapflights users on 7/26. 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 8/86:46 pm
PWM
-
SXM
2 stops20h 53m
American Airlines
Sat 8/154:39 pm
SXM
-
PWM
2 stops21h 42m
American Airlines
Deal found 7/26$664
This Expedia deal was found by Cheapflights users on 7/24. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/76:00 am
PWM
-
SXM
1 stop7h 54m
JetBlue
Mon 9/142:43 pm
SXM
-
PWM
1 stop9h 11m
JetBlue
Deal found 7/24$683

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 July 26, 2026.

Round-trip from

$380
(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 July 26, 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

Fri 8/21

6:09 pm-1:22 pm

2 stops19h 13m

Simpson Bay Princess Juliana

Fri 8/28

2:42 pm-10:31 am

2 stops19h 49m

$380

PortlandSimpson Bay

PWM - SXM

PWMSXM

Portland

Sat 10/3

5:06 pm-1:23 pm

2 stops20h 17m

Simpson Bay Princess Juliana

Sat 10/10

2:23 pm-10:56 am

2 stops20h 33m

$380
Quickest round-trip

PortlandSimpson Bay

PWM - SXM

PWMSXM

Portland

Sat 10/3

6:00 am-12:33 pm

1 stop6h 33m

Simpson Bay Princess Juliana

Sat 10/10

1:35 pm-11:28 pm

1 stop9h 53m

$465

PortlandSimpson Bay

PWM - SXM

PWMSXM

Portland

Tue 12/1

6:47 pm-2:20 pm

2 stops18h 33m

Simpson Bay Princess Juliana

Tue 12/15

2:51 pm-11:37 am

2 stops21h 46m

$546

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/24

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 July 26, 2026.
Peruse reviews from past customers who have flown with United Airlines and 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.
United Airlines
7.4
Good
10,040 reviews

Entertainment

7.1

Overall

7.4

Comfort

7.3

Crew

8.1

Boarding

7.7

Food

6.6

Reviews

1 / 20
6.0
Good

ROHIT,Jun 2026

IND - EWR

It should not be delayed by 2 hours. I missed the important event due to this
United Airlines
7.4
Good
10,040 reviews
United Airlines
7.4
Good
10,040 reviews

Entertainment

7.1

Overall

7.4

Comfort

7.3

Crew

8.1

Boarding

7.7

Food

6.6

Reviews

1 / 20
6.0
Good

ROHIT,Jun 2026

IND - EWR

It should not be delayed by 2 hours. I missed the important event due to this
American Airlines
7.1
Good
11,844 reviews
United Airlines
7.4
Good
10,040 reviews

Entertainment

7.1

Overall

7.4

Comfort

7.3

Crew

8.1

Boarding

7.7

Food

6.6

Reviews

1 / 20
6.0
Good

ROHIT,Jun 2026

IND - EWR

It should not be delayed by 2 hours. I missed the important event due to this

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?

    American Airlines and United Airlines can get you from Portland, Maine to St. Maarten in just under 6h 33m. Your travel time can differ by up to 13h 44m. Portland, Maine and St. Maarten are separated by a distance of 1817 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.

See more FAQs

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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 July 26, 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$305Average$561FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$583Average$621FlexibilityNo cancel feeOn-time71%

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