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St. Maarten

$111+ 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 3/30. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — SXM
Feb 27 — Mar 61
Fri 2/27
Fri 3/6
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 January 28, 2026.

This American Airlines deal was found by Cheapflights users on 1/26. 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.
Tue 3/246:29 pm
PWM
-
SXM
2 stops20h 59m
American Airlines
Mon 3/3012:29 pm
SXM
-
PWM
2 stops23h 45m
American Airlines
Deal found 1/26$316
This American Airlines deal was found by Cheapflights users on 1/26. 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.
Sun 3/85:40 pm
PWM
-
SXM
2 stops21h 48m
American Airlines
Sun 3/154:28 pm
SXM
-
PWM
2 stops19h 46m
American Airlines
Deal found 1/26$321
This American Airlines deal was found by Cheapflights users on 1/27. 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.
Mon 3/305:40 pm
PWM
-
SXM
2 stops19h 36m
American Airlines
Wed 4/812:41 pm
SXM
-
PWM
2 stops22h 34m
American Airlines
Deal found 1/27$328
This American Airlines deal was found by Cheapflights users on 1/25. 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 4/157:23 pm
PWM
-
SXM
2 stops17h 58m
American Airlines
Fri 5/12:21 pm
SXM
-
PWM
2 stops20h 02m
American Airlines
Deal found 1/25$347
This American Airlines deal was found by Cheapflights users on 1/26. 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.
Thu 3/125:40 pm
PWM
-
SXM
2 stops19h 36m
American Airlines
Thu 3/192:17 pm
SXM
-
PWM
2 stops21h 57m
American Airlines
Deal found 1/26$354
This United Airlines deal was found by Cheapflights users on 1/26. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/126:00 am
PWM
-
SXM
1 stop8h 51m
United Airlines
Thu 3/191:52 pm
SXM
-
PWM
1 stop8h 59m
United Airlines
Deal found 1/26$392
This United Airlines deal was found by Cheapflights users on 1/26. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/65:20 am
PWM
-
SXM
1 stop7h 13m
United Airlines
Sat 6/133:50 pm
SXM
-
PWM
1 stop8h 00m
United Airlines
Deal found 1/26$500

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 January 28, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$316
(American Airlines)

One-way from

$111
(United Airlines)

Popular in

July

Cheapest in

September

Average price

$926
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
Search Deals
One-way flight from Portland to St. Maarten
Search Deals
Highest demand for flights based on searches. 15% potential increase in price ($138 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 6% potential price decrease ($50 potential savings vs. average RT price).
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Average for round-trip flights in January 2026
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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 January 28, 2026.
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

Tue 3/24

6:29 pm-3:28 pm

2 stops20h 59m

Simpson Bay Princess Juliana

Mon 3/30

12:29 pm-12:14 pm

2 stops23h 45m

$316

PortlandSimpson Bay

PWM - SXM

PWMSXM

Portland

Mon 3/30

5:40 pm-3:28 pm

2 stops21h 48m

Simpson Bay Princess Juliana

Wed 4/8

12:41 pm-9:54 am

2 stops21h 13m

$328

PortlandSimpson Bay

PWM - SXM

PWMSXM

Portland

Thu 3/12

5:40 pm-1:16 pm

2 stops19h 36m

Simpson Bay Princess Juliana

Thu 3/19

2:17 pm-12:14 pm

2 stops21h 57m

$354

PortlandSimpson Bay

PWM - SXM

PWMSXM

Portland

Thu 3/12

6:00 am-2:51 pm

1 stop8h 51m

Simpson Bay Princess Juliana

Thu 3/19

1:52 pm-10:51 pm

1 stop8h 59m

$392

PortlandSimpson Bay

PWM - SXM

PWMSXM

Portland

Sun 3/8

11:59 am-3:00 pm

1 stop27h 01m

Simpson Bay Princess Juliana

Sun 3/15

4:28 pm-12:14 pm

2 stops19h 46m

$498

PortlandSimpson Bay

PWM - SXM

PWMSXM

Portland

Mon 3/30

7:12 pm-12:33 pm

2 stops17h 21m

$111

PortlandSimpson Bay

PWM - SXM

PWMSXM

Portland

Sat 3/28

5:23 am-3:08 pm

1 stop9h 45m

$113

PortlandSimpson Bay

PWM - SXM

PWMSXM

Portland

Mon 3/30

5:23 am-1:54 pm

1 stop8h 31m

$113

PortlandSimpson Bay

PWM - SXM

PWMSXM

Portland

Sat 3/28

6:49 pm-1:16 pm

2 stops18h 27m

$305

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/27

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 $140). Flying from Portland, Maine to St. Maarten in December is currently the most expensive (average of $345). 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 January 28, 2026.
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
7.9
Good
8,123 reviews

Boarding

8.1

Crew

8.5

Comfort

7.9

Entertainment

7.8

Food

7.2

Overall

7.9

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
Delta
7.9
Good
8,123 reviews
Delta
7.9
Good
8,123 reviews

Boarding

8.1

Crew

8.5

Comfort

7.9

Entertainment

7.8

Food

7.2

Overall

7.9

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
United Airlines
7.4
Good
9,212 reviews
Delta
7.9
Good
8,123 reviews

Boarding

8.1

Crew

8.5

Comfort

7.9

Entertainment

7.8

Food

7.2

Overall

7.9

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
American Airlines
7.2
Good
11,201 reviews
Delta
7.9
Good
8,123 reviews

Boarding

8.1

Crew

8.5

Comfort

7.9

Entertainment

7.8

Food

7.2

Overall

7.9

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.

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 20h 59m. 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 $140). Flying from Portland, Maine to St. Maarten in December is currently the most expensive (average of $345). 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 January 28, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$268Average$639FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$305Average$631FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$566Average$658FlexibilityNo cancel feeOn-time71%

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