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St. Maarten

$139+ 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 6/2. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — SXM
May 28 — Jun 41
Thu 5/28
Thu 6/4
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 April 28, 2026.

This American Airlines deal was found by Cheapflights users on 4/23. 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 6/46:54 pm
PWM
-
SXM
1 stop17h 46m
American Airlines
Tue 6/92:22 pm
SXM
-
PWM
2 stops20h 15m
American Airlines
Deal found 4/23$372
This American Airlines deal was found by Cheapflights users on 4/25. 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 6/36:00 am
PWM
-
SXM
1 stop6h 40m
American Airlines
Mon 6/84:43 pm
SXM
-
PWM
2 stops21h 41m
American Airlines
Deal found 4/25$377
This American Airlines deal was found by Cheapflights users on 4/23. 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 6/36:00 am
PWM
-
SXM
1 stop6h 40m
American Airlines
Sun 6/74:43 pm
SXM
-
PWM
2 stops21h 41m
American Airlines
Deal found 4/23$382
This United Airlines deal was found by Cheapflights users on 4/26. 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.
Wed 6/105:15 am
PWM
-
SXM
1 stop7h 18m
United Airlines
Wed 6/173:50 pm
SXM
-
PWM
1 stop8h 01m
United Airlines
Deal found 4/26$401
This American Airlines deal was found by Cheapflights users on 4/24. 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 9/172:54 pm
PWM
-
SXM
2 stops22h 21m
American Airlines
Tue 9/222:50 pm
SXM
-
PWM
2 stops24h 16m
American Airlines
Deal found 4/24$408
This Southwest deal was found by Cheapflights users on 4/23. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/305:40 am
PWM
-
SXM
1 stop6h 45m
Southwest
Sat 6/64:05 pm
SXM
-
PWM
1 stop7h 35m
Southwest
Deal found 4/23$469
This American Airlines deal was found by Cheapflights users on 4/26. 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.
Wed 6/106:54 pm
PWM
-
SXM
2 stops20h 48m
American Airlines
Wed 6/172:22 pm
SXM
-
PWM
2 stops20h 15m
American Airlines
Deal found 4/26$525
This American Airlines deal was found by Cheapflights users on 4/25. 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 6/176:54 pm
PWM
-
SXM
2 stops18h 56m
American Airlines
Mon 6/222:53 pm
SXM
-
PWM
2 stops19h 44m
American Airlines
Deal found 4/25$533

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 April 28, 2026.

Round-trip from

$372
(American Airlines)

One-way from

$139
(American Airlines)
From Portland to St. Maarten
Search Deals
One-way flight from Portland to St. Maarten
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 April 28, 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

Thu 6/4

6:54 pm-1:50 pm

2 stops18h 56m

Simpson Bay Princess Juliana

Tue 6/9

2:22 pm-10:37 am

2 stops20h 15m

$372

PortlandSimpson Bay

PWM - SXM

PWMSXM

Portland

Wed 6/3

6:00 am-12:40 pm

1 stop6h 40m

Simpson Bay Princess Juliana

Mon 6/8

4:43 pm-2:24 pm

2 stops21h 41m

$377

PortlandSimpson Bay

PWM - SXM

PWMSXM

Portland

Wed 6/3

6:54 pm-1:22 pm

2 stops18h 28m

Simpson Bay Princess Juliana

Sun 6/7

4:43 pm-2:24 pm

2 stops21h 41m

$382
Quickest round-trip

PortlandSimpson Bay

PWM - SXM

PWMSXM

Portland

Wed 6/10

5:15 am-12:33 pm

1 stop7h 18m

Simpson Bay Princess Juliana

Wed 6/17

3:50 pm-11:51 pm

1 stop8h 01m

$401

PortlandSimpson Bay

PWM - SXM

PWMSXM

Portland

Thu 9/17

2:54 pm-1:15 pm

2 stops22h 21m

Simpson Bay Princess Juliana

Tue 9/22

2:50 pm-3:06 pm

2 stops24h 16m

$408

PortlandSimpson Bay

PWM - SXM

PWMSXM

Portland

Wed 6/10

6:54 pm-1:22 pm

2 stops18h 28m

Simpson Bay Princess Juliana

Wed 6/17

1:40 pm-9:46 pm

1 stop8h 06m

$413
Cheapest one-way

PortlandSimpson Bay

PWM - SXM

PWMSXM

Portland

Tue 6/2

6:00 am-3:42 pm

2 stops9h 42m

$139
Quickest one-way

PortlandSimpson Bay

PWM - SXM

PWMSXM

Portland

Wed 6/3

5:15 am-12:33 pm

1 stop7h 18m

$139

PortlandSimpson Bay

PWM - SXM

PWMSXM

Portland

Sat 7/18

5:35 am-1:15 pm

1 stop7h 40m

$190

PortlandSimpson Bay

PWM - SXM

PWMSXM

Portland

Wed 6/3

5:01 pm-1:30 pm

3 stops20h 29m

$270

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/24

Showing 1-10 of 11 resultsSorted by cheapest first
1
2

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
No data available for this route at this time. Please check back soon.

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 April 28, 2026.
Peruse reviews from past customers who have flown with Delta,United Airlines, andAmerican 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
8,467 reviews

Overall

7.9

Crew

8.5

Boarding

8.1

Entertainment

7.8

Comfort

7.9

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
8,467 reviews
Delta
7.9
Good
8,467 reviews

Overall

7.9

Crew

8.5

Boarding

8.1

Entertainment

7.8

Comfort

7.9

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.
United Airlines
7.4
Good
9,672 reviews
Delta
7.9
Good
8,467 reviews

Overall

7.9

Crew

8.5

Boarding

8.1

Entertainment

7.8

Comfort

7.9

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
11,677 reviews
Delta
7.9
Good
8,467 reviews

Overall

7.9

Crew

8.5

Boarding

8.1

Entertainment

7.8

Comfort

7.9

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?

    American Airlines and United Airlines can get you from Portland, Maine to St. Maarten in just under 7h 18m. Your travel time can differ by up to 11h 38m. 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.

See more FAQs

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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 April 28, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$113Average$595FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$305Average$561FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$583Average$628FlexibilityNo cancel feeOn-time71%

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