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St. Maarten

$400+ Cheap flights from Portland, ME (PWM) 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 9/28. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — SXM
Oct 11 — Oct 181
Sat 10/11
Sat 10/18
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 September 11, 2025.

Round-trip from

$587
(American Airlines)

One-way from

$400
(American Airlines)

Popular in

July

Cheapest in

September

Average price

$537
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. 17% potential increase in price ($156 potential increase over avg. RT price).
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Cheapest flight prices on average. 6% potential price decrease ($46 potential savings vs. average RT price).
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Average for round-trip flights in September 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 September 11, 2025.

This Delta deal was found by Cheapflights users on 9/11. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/266:00 amPWM - SXM
1 stop7h 49mDelta
Sun 11/24:14 pmSXM - PWM
2 stops20h 46mDelta
Deal found 9/11$627
This American Airlines deal was found by Cheapflights users on 9/11. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/265:59 pmPWM - SXM
2 stops19h 38mAmerican Airlines
Sun 11/25:24 pmSXM - PWM
2 stops19h 22mAmerican Airlines
Deal found 9/11$664
This JetBlue deal was found by Cheapflights users on 9/11. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/47:30 amPWM - SXM
1 stop6h 41mJetBlue
Sat 10/113:31 pmSXM - PWM
1 stop7h 33mJetBlue
Deal found 9/11$755
This American Airlines deal was found by Cheapflights users on 9/9. 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.
Sat 9/271:57 pmPWM - SXM
2 stops23h 22mAmerican Airlines
Wed 10/12:20 pmSXM - PWM
2 stops32h 45mAmerican Airlines
Deal found 9/9$829
This Delta deal was found by Cheapflights users on 9/10. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/276:33 pmPWM - SXM
2 stops19h 17mDelta
Wed 10/13:20 pmSXM - PWM
1 stop8h 51mDelta
Deal found 9/10$884

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 September 11, 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

PWM - SXM

PWMSXM

Portland

Thu 3/5

5:47 am-1:22 pm

1 stop6h 35m

Simpson Bay Princess Juliana

Tue 3/10

4:15 pm-1:49 pm

2 stops21h 34m

$587

PortlandSimpson Bay

PWM - SXM

PWMSXM

Portland

Sat 1/17

4:50 pm-1:55 pm

2 stops20h 05m

Simpson Bay Princess Juliana

Sat 1/24

4:15 pm-12:05 pm

2 stops20h 50m

$587

PortlandSimpson Bay

PWM - SXM

PWMSXM

Portland

Wed 1/7

5:51 am-4:10 pm

2 stops9h 19m

Simpson Bay Princess Juliana

Sun 1/11

4:07 pm-10:29 pm

1 stop7h 22m

$592

PortlandSimpson Bay

PWM - SXM

PWMSXM

Portland

Thu 3/5

7:22 pm-3:51 pm

2 stops19h 29m

Simpson Bay Princess Juliana

Tue 3/10

3:55 pm-10:48 am

2 stops18h 53m

$606

PortlandSimpson Bay

PWM - SXM

PWMSXM

Portland

Sun 10/26

6:00 am-1:49 pm

1 stop7h 49m

Simpson Bay Princess Juliana

Sun 11/2

4:14 pm-12:00 pm

2 stops20h 46m

$627

PortlandSimpson Bay

PWM - SXM

PWMSXM

Portland

Sun 9/28

6:05 pm-1:19 pm

2 stops19h 14m

$400

PortlandSimpson Bay

PWM - SXM

PWMSXM

Portland

Wed 9/17

6:00 am-1:50 pm

1 stop7h 50m

$410

PortlandSimpson Bay

PWM - SXM

PWMSXM

Portland

Wed 9/17

5:20 pm-1:19 pm

2 stops19h 59m

$425

PortlandSimpson Bay

PWM - SXM

PWMSXM

Portland

Sun 9/28

6:00 am-1:50 pm

1 stop7h 50m

$548

PortlandSimpson Bay

PWM - SXM

PWMSXM

Portland

Wed 9/17

5:00 pm-10:50 am

3 stops41h 50m

$847

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/10

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, Maine to St. Maarten?

Currently, September is the cheapest month in which you can book a flight from Portland, Maine to St. Maarten (average of $459). Flying from Portland, Maine to St. Maarten in March is currently the most expensive (average of $652). 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 September 11, 2025.
Peruse reviews from past customers who have flown with Delta, 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.
Delta
8.0
Very good
7,960 reviews

Entertainment

7.9

Boarding

8.2

Comfort

7.9

Crew

8.5

Overall

8.0

Food

7.3

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Delta
8.0
Very good
7,960 reviews
Delta
8.0
Very good
7,960 reviews

Entertainment

7.9

Boarding

8.2

Comfort

7.9

Crew

8.5

Overall

8.0

Food

7.3

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
United Airlines
7.4
Good
8,937 reviews
Delta
8.0
Very good
7,960 reviews

Entertainment

7.9

Boarding

8.2

Comfort

7.9

Crew

8.5

Overall

8.0

Food

7.3

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,960 reviews

Entertainment

7.9

Boarding

8.2

Comfort

7.9

Crew

8.5

Overall

8.0

Food

7.3

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

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 can get you from Portland, Maine to St. Maarten in just under 6h 35m. 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.

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

    Currently, September is the cheapest month in which you can book a flight from Portland, Maine to St. Maarten (average of $459). Flying from Portland, Maine to St. Maarten in March is currently the most expensive (average of $652). 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 3 airlines flying from Portland to St. Maarten

Discover the top 3 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 September 11, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$286Average$668FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$540Average$811FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$566Average$778FlexibilityNo cancel feeOn-time71%

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