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St. Maarten

$281+ 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 3/28. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — SXM
apr 21 — apr 281
tis 4/21
tis 4/28
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 mars 22, 2026.

This JetBlue deal was found by Cheapflights users on 3/19. 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.
lör 5/306:00 am
PWM
-
SXM
1 stop10h 09m
JetBlue
ons 6/33:05 pm
SXM
-
PWM
1 stop8h 51m
JetBlue
Deal found 3/19$365
This American Airlines deal was found by Cheapflights users on 3/20. 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.
mån 5/43:39 pm
PWM
-
SXM
2 stops19h 58m
American Airlines
mån 5/112:21 pm
SXM
-
PWM
2 stops19h 57m
American Airlines
Deal found 3/20$404
This American Airlines deal was found by Cheapflights users on 3/22. 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.
mån 12/75:17 pm
PWM
-
SXM
2 stops19h 41m
American Airlines
sön 12/135:25 pm
SXM
-
PWM
2 stops19h 46m
American Airlines
Deal found 3/22$409
This American Airlines deal was found by Cheapflights users on 3/20. 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.
ons 6/35:57 pm
PWM
-
SXM
2 stops21h 45m
American Airlines
sön 6/74:43 pm
SXM
-
PWM
2 stops21h 41m
American Airlines
Deal found 3/20$414
This Expedia deal was found by Cheapflights users on 3/19. 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.
lör 6/66:00 am
PWM
-
SXM
1 stop7h 44m
JetBlue
lör 6/1311:10 am
SXM
-
PWM
1 stop12h 47m
JetBlue
Deal found 3/19$424
This KAYAK deal was found by Cheapflights users on 3/20. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ons 6/36:00 am
PWM
-
SXM
1 stop7h 44m
JetBlue
sön 6/73:05 pm
SXM
-
PWM
1 stop8h 51m
JetBlue
Deal found 3/20$451
This American Airlines deal was found by Cheapflights users on 3/19. 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.
tis 4/77:23 pm
PWM
-
SXM
2 stops17h 57m
American Airlines
tis 4/144:35 pm
SXM
-
PWM
2 stops18h 40m
American Airlines
Deal found 3/19$471
This United Airlines deal was found by Cheapflights users on 3/19. 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.
lör 5/304:58 pm
PWM
-
SXM
2 stops19h 35m
United Airlines
ons 6/33:50 pm
SXM
-
PWM
1 stop8h 01m
United Airlines
Deal found 3/19$514
This American Airlines deal was found by Cheapflights users on 3/19. 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.
lör 6/65:57 pm
PWM
-
SXM
2 stops21h 45m
American Airlines
lör 6/132:22 pm
SXM
-
PWM
2 stops20h 15m
American Airlines
Deal found 3/19$517
This American Airlines deal was found by Cheapflights users on 3/20. 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.
lör 11/73:53 pm
PWM
-
SXM
2 stops23h 27m
American Airlines
lör 11/145:24 pm
SXM
-
PWM
2 stops19h 43m
American Airlines
Deal found 3/20$530

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 mars 22, 2026.

Round-trip from

$365
(JetBlue)

One-way from

$281
(American Airlines)

Popular in

July

Cheapest in

September

Average price

$645
From Portland to St. Maarten
Search Deals
One-way flight from Portland to St. Maarten
Search Deals
Highest demand for flights based on searches. 19% potential increase in price ($173 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 7% potential price decrease ($53 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in March 2026
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 mars 22, 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

mån 5/4

3:39 pm-11:37 am

2 stops19h 58m

Simpson Bay Princess Juliana

mån 5/11

2:21 pm-10:18 am

2 stops19h 57m

$404
Quickest round-trip

PortlandSimpson Bay

PWM - SXM

PWMSXM

Portland

ons 6/3

6:00 am-1:44 pm

1 stop7h 44m

Simpson Bay Princess Juliana

sön 6/7

3:05 pm-11:56 pm

1 stop8h 51m

$451

PortlandSimpson Bay

PWM - SXM

PWMSXM

Portland

tis 4/7

7:23 pm-1:20 pm

2 stops17h 57m

Simpson Bay Princess Juliana

tis 4/14

4:35 pm-11:15 am

2 stops18h 40m

$471

PortlandSimpson Bay

PWM - SXM

PWMSXM

Portland

lör 5/30

4:58 pm-12:33 pm

2 stops19h 35m

Simpson Bay Princess Juliana

ons 6/3

3:50 pm-11:51 pm

1 stop8h 01m

$514

PortlandSimpson Bay

PWM - SXM

PWMSXM

Portland

sön 4/26

7:33 pm-12:33 pm

2 stops17h 00m

Simpson Bay Princess Juliana

tors 4/30

1:35 pm-11:59 pm

2 stops34h 24m

$717

PortlandSimpson Bay

PWM - SXM

PWMSXM

Portland

tors 4/16

6:33 pm-12:27 pm

2 stops41h 54m

Simpson Bay Princess Juliana

tis 4/21

1:35 pm-10:22 am

2 stops20h 47m

$721
Cheapest one-way
Quickest one-way

PortlandSimpson Bay

PWM - SXM

PWMSXM

Portland

lör 3/28

6:49 pm-1:16 pm

2 stops18h 27m

$281

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/17

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

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 December is currently the most expensive (average of $349). 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 mars 22, 2026.
Peruse reviews from past customers who have flown with Delta 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
8,314 reviews

Entertainment

7.8

Overall

7.9

Comfort

7.9

Boarding

8.1

Crew

8.5

Food

7.2

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
8,314 reviews
Delta
7.9
Good
8,314 reviews

Entertainment

7.8

Overall

7.9

Comfort

7.9

Boarding

8.1

Crew

8.5

Food

7.2

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
7.1
Good
11,488 reviews
Delta
7.9
Good
8,314 reviews

Entertainment

7.8

Overall

7.9

Comfort

7.9

Boarding

8.1

Crew

8.5

Food

7.2

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?

    JetBlue and American Airlines can get you from Portland, Maine to St. Maarten in just under 10h 09m. Your travel time can differ by up to 9h 49m. 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 December is currently the most expensive (average of $349). 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

Browse thousands of different options on Cheapflights for your next trip

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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 mars 22, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$113Average$595FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$573Average$624FlexibilityNo cancel feeOn-time71%

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