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St. Maarten

$316+ 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 11/15. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — SXM
Nov 27 — Dec 41
Thu 11/27
Thu 12/4
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 October 28, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$316
(Delta)

Popular in

July

Cheapest in

September

Average price

$723
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. 19% potential increase in price ($181 potential increase over avg. RT price).
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Cheapest flight prices on average. 7% potential price decrease ($53 potential savings vs. average RT price).
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Average for round-trip flights in October 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 October 28, 2025.

This Delta deal was found by Cheapflights users on 10/28. 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 11/156:35 amPWM - SXM
1 stop6h 30mDelta
Thu 11/204:20 pmSXM - PWM
2 stops24h 47mDelta
Deal found 10/28$316
This American Airlines deal was found by Cheapflights users on 10/28. 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 11/157:02 amPWM - SXM
1 stop29h 58mAmerican Airlines
Thu 11/202:51 pmSXM - PWM
1 stop8h 42mAmerican Airlines
Deal found 10/28$319
This American Airlines deal was found by Cheapflights users on 10/28. 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.
Thu 12/45:17 pmPWM - SXM
2 stops22h 08mAmerican Airlines
Fri 12/123:20 pmSXM - PWM
2 stops21h 15mAmerican Airlines
Deal found 10/28$376
This American Airlines deal was found by Cheapflights users on 10/28. 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.
Thu 12/45:17 pmPWM - SXM
2 stops22h 08mAmerican Airlines
Thu 12/113:20 pmSXM - PWM
2 stops33h 17mAmerican Airlines
Deal found 10/28$391
This American Airlines deal was found by Cheapflights users on 10/27. 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.
Thu 12/115:17 pmPWM - SXM
2 stops19h 35mAmerican Airlines
Thu 12/185:33 pmSXM - PWM
2 stops19h 16mAmerican Airlines
Deal found 10/27$469
This Delta deal was found by Cheapflights users on 10/28. 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.
Wed 12/36:15 amPWM - SXM
2 stops31h 13mDelta
Fri 12/123:53 pmSXM - PWM
2 stops25h 07mDelta
Deal found 10/28$514
This American Airlines deal was found by Cheapflights users on 10/28. 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 12/16:37 pmPWM - SXM
2 stops20h 45mAmerican Airlines
Wed 12/105:25 pmSXM - PWM
2 stops24h 03mAmerican Airlines
Deal found 10/28$554
This American Airlines deal was found by Cheapflights users on 10/28. 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 12/16:37 pmPWM - SXM
2 stops20h 45mAmerican Airlines
Thu 12/113:20 pmSXM - PWM
2 stops33h 17mAmerican Airlines
Deal found 10/28$569
This American Airlines deal was found by Cheapflights users on 10/28. 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.
Thu 12/47:11 amPWM - SXM
1 stop29h 41mAmerican Airlines
Wed 12/105:25 pmSXM - PWM
2 stops24h 03mAmerican Airlines
Deal found 10/28$583

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 October 28, 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

Sat 11/15

6:35 am-2:05 pm

1 stop6h 30m

Simpson Bay Princess Juliana

Thu 11/20

4:20 pm-4:07 pm

2 stops24h 47m

$316

PortlandSimpson Bay

PWM - SXM

PWMSXM

Portland

Thu 12/11

4:53 pm-2:28 pm

2 stops20h 35m

Simpson Bay Princess Juliana

Thu 12/18

1:45 pm-10:23 pm

1 stop9h 38m

$316

PortlandSimpson Bay

PWM - SXM

PWMSXM

Portland

Sat 11/15

7:02 am-2:00 pm

1 stop29h 58m

Simpson Bay Princess Juliana

Thu 11/20

2:51 pm-10:33 pm

1 stop8h 42m

$319

PortlandSimpson Bay

PWM - SXM

PWMSXM

Portland

Wed 1/7

5:07 pm-4:28 pm

2 stops22h 21m

Simpson Bay Princess Juliana

Sun 1/11

3:50 pm-10:54 pm

1 stop8h 04m

$367

PortlandSimpson Bay

PWM - SXM

PWMSXM

Portland

Fri 12/5

5:17 pm-12:10 pm

2 stops17h 53m

Simpson Bay Princess Juliana

Fri 12/12

3:20 pm-11:35 am

2 stops21h 15m

$376

PortlandSimpson Bay

PWM - SXM

PWMSXM

Portland

Fri 12/5

5:17 pm-12:10 pm

2 stops17h 53m

Simpson Bay Princess Juliana

Thu 12/11

3:20 pm-11:37 pm

2 stops33h 17m

$391

PortlandSimpson Bay

PWM - SXM

PWMSXM

Portland

Mon 3/30

5:30 am-1:53 pm

1 stop8h 23m

Simpson Bay Princess Juliana

Wed 4/1

12:45 pm-9:59 pm

1 stop9h 14m

$403

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/28

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 $143). Flying from Portland, Maine to St. Maarten in June is currently the most expensive (average of $372). 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 October 28, 2025.
Peruse reviews from past customers who have flown with Delta and United 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
7.9
Good
7,994 reviews

Comfort

7.9

Boarding

8.2

Crew

8.5

Food

7.3

Overall

7.9

Entertainment

7.9

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.
Delta
7.9
Good
7,994 reviews
Delta
7.9
Good
7,994 reviews

Comfort

7.9

Boarding

8.2

Crew

8.5

Food

7.3

Overall

7.9

Entertainment

7.9

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.
United Airlines
7.4
Good
9,001 reviews
Delta
7.9
Good
7,994 reviews

Comfort

7.9

Boarding

8.2

Crew

8.5

Food

7.3

Overall

7.9

Entertainment

7.9

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.

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?

    Delta and American Airlines can get you from Portland, Maine to St. Maarten in just under 6h 30m. Your travel time can differ by up to 23h 28m. 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.

  • 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 $143). Flying from Portland, Maine to St. Maarten in June is currently the most expensive (average of $372). 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 October 28, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$286Average$794FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$540Average$633FlexibilityNo cancel feeOn-time69%

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