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St. Maarten

$115+ 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 11/18. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — SXM
Nov 15 — Nov 221
Sat 11/15
Sat 11/22
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 16, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$311
(Delta)

One-way from

$115
(Delta)

Popular in

December

Cheapest in

September

Average price

$553
Provider with most accurate pricing for Boston Logan Intl-Simpson Bay Princess Juliana flight deals.
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Provider most trusted by Cheapflights users for Boston Logan Intl-Simpson Bay Princess Juliana flights.
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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. 6% potential increase in price ($43 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($17 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 16, 2025.

This Delta deal was found by Cheapflights users on 10/15. 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
Sat 11/224:30 pmSXM - PWM
1 stop8h 24mDelta
Deal found 10/15$311
This United Airlines deal was found by Cheapflights users on 10/15. 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 11/155:30 amPWM - SXM
1 stop7h 20mUnited Airlines
Sat 11/222:40 pmSXM - PWM
2 stops20h 24mUnited Airlines
Deal found 10/15$405
This American Airlines deal was found by Cheapflights users on 10/14. 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 12/286:41 pmPWM - SXM
1 stop17h 45mAmerican Airlines
Sat 1/33:28 pmSXM - PWM
2 stops21h 43mAmerican Airlines
Deal found 10/14$1,574

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 16, 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

Sat 11/22

4:30 pm-11:54 pm

1 stop8h 24m

$311

PortlandSimpson Bay

PWM - SXM

PWMSXM

Portland

Thu 1/22

12:46 pm-12:58 pm

2 stops23h 12m

Simpson Bay Princess Juliana

Fri 1/30

3:31 pm-12:10 pm

2 stops21h 39m

$316

PortlandSimpson Bay

PWM - SXM

PWMSXM

Portland

Sun 2/8

5:08 pm-2:31 pm

2 stops20h 23m

Simpson Bay Princess Juliana

Tue 2/24

3:20 pm-11:39 am

2 stops21h 19m

$362

PortlandSimpson Bay

PWM - SXM

PWMSXM

Portland

Wed 1/7

5:35 am-4:28 pm

2 stops9h 53m

Simpson Bay Princess Juliana

Sun 1/11

5:33 pm-12:05 pm

2 stops19h 32m

$367

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

PortlandSimpson Bay

PWM - SXM

PWMSXM

Portland

Tue 11/18

6:00 am-2:55 pm

1 stop7h 55m

$115

PortlandSimpson Bay

PWM - SXM

PWMSXM

Portland

Tue 11/18

5:43 am-4:22 pm

2 stops9h 39m

$115

PortlandSimpson Bay

PWM - SXM

PWMSXM

Portland

Tue 11/18

6:29 pm-11:55 am

3 stops40h 26m

$511

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/15

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 16, 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
8.0
Very good
7,984 reviews

Crew

8.5

Boarding

8.2

Entertainment

7.9

Overall

8.0

Food

7.3

Comfort

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
8.0
Very good
7,984 reviews
Delta
8.0
Very good
7,984 reviews

Crew

8.5

Boarding

8.2

Entertainment

7.9

Overall

8.0

Food

7.3

Comfort

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
8,982 reviews
Delta
8.0
Very good
7,984 reviews

Crew

8.5

Boarding

8.2

Entertainment

7.9

Overall

8.0

Food

7.3

Comfort

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 16h 42m. 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 16, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$268Average$668FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$540Average$633FlexibilityNo cancel feeOn-time69%

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