St. Maarten

$145+ 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 6/3. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — SXM
Apr 9 — Apr 161
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Portland to St. Maarten with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

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 March 10, 2026.

This Delta deal was found by Cheapflights users on 3/7. 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.
Sun 5/35:21 am
PWM
-
SXM
1 stop8h 44m
Delta
Fri 5/83:20 pm
SXM
-
PWM
2 stops22h 38m
Delta
Deal found 3/7$370
This American Airlines deal was found by Cheapflights users on 3/8. 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 6/35:57 pm
PWM
-
SXM
2 stops21h 45m
American Airlines
Sun 6/74:43 pm
SXM
-
PWM
2 stops21h 41m
American Airlines
Deal found 3/8$394
This United Airlines deal was found by Cheapflights users on 3/9. 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 10/247:22 pm
PWM
-
SXM
2 stops19h 35m
United Airlines
Tue 11/32:52 pm
SXM
-
PWM
1 stop9h 05m
United Airlines
Deal found 3/9$404
This FlightHub deal was found by Cheapflights users on 3/7. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/36:00 am
PWM
-
SXM
1 stop6h 34m
JetBlue
Fri 5/82:50 pm
SXM
-
PWM
1 stop8h 46m
JetBlue
Deal found 3/7$415
This KAYAK deal was found by Cheapflights users on 3/9. 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.
Wed 6/36:00 am
PWM
-
SXM
1 stop7h 44m
JetBlue
Sun 6/73:05 pm
SXM
-
PWM
1 stop8h 51m
JetBlue
Deal found 3/9$422
This United Airlines deal was found by Cheapflights users on 3/8. 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 6/36:00 am
PWM
-
SXM
1 stop8h 43m
United Airlines
Sun 6/73:50 pm
SXM
-
PWM
1 stop8h 01m
United Airlines
Deal found 3/8$431
This United Airlines deal was found by Cheapflights users on 3/5. 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.
Sun 4/267:33 pm
PWM
-
SXM
2 stops17h 00m
United Airlines
Thu 4/301:35 pm
SXM
-
PWM
2 stops20h 48m
United Airlines
Deal found 3/5$480
This American Airlines deal was found by Cheapflights users on 3/8. 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 4/226:01 pm
PWM
-
SXM
2 stops19h 20m
American Airlines
Wed 4/294:35 pm
SXM
-
PWM
2 stops18h 40m
American Airlines
Deal found 3/8$508
This American Airlines deal was found by Cheapflights users on 3/10. 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 5/34:53 pm
PWM
-
SXM
2 stops20h 27m
American Airlines
Fri 5/82:21 pm
SXM
-
PWM
2 stops20h 02m
American Airlines
Deal found 3/10$526

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 March 10, 2026.

Round-trip from

$370
(Delta)

One-way from

$145
(United Airlines)

Popular in

July

Cheapest in

September

Average price

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

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 March 10, 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

Sun 5/3

5:21 am-2:05 pm

1 stop8h 44m

Simpson Bay Princess Juliana

Fri 5/8

3:20 pm-1:58 pm

2 stops22h 38m

$370
Quickest round-trip

PortlandSimpson Bay

PWM - SXM

PWMSXM

Portland

Sun 5/3

6:00 am-12:34 pm

1 stop6h 34m

Simpson Bay Princess Juliana

Fri 5/8

2:50 pm-11:36 pm

1 stop8h 46m

$415

PortlandSimpson Bay

PWM - SXM

PWMSXM

Portland

Wed 6/3

6:00 am-1:44 pm

1 stop7h 44m

Simpson Bay Princess Juliana

Sun 6/7

3:05 pm-11:56 pm

1 stop8h 51m

$422

PortlandSimpson Bay

PWM - SXM

PWMSXM

Portland

Wed 6/3

6:00 am-2:43 pm

1 stop8h 43m

Simpson Bay Princess Juliana

Sun 6/7

3:50 pm-11:51 pm

1 stop8h 01m

$431

PortlandSimpson Bay

PWM - SXM

PWMSXM

Portland

Sun 4/26

7:33 pm-12:33 pm

2 stops17h 00m

Simpson Bay Princess Juliana

Thu 4/30

1:35 pm-10:23 am

2 stops20h 48m

$480

PortlandSimpson Bay

PWM - SXM

PWMSXM

Portland

Wed 4/22

6:01 pm-1:21 pm

2 stops19h 20m

Simpson Bay Princess Juliana

Wed 4/29

2:24 pm-10:46 pm

1 stop8h 22m

$508
Cheapest one-way

PortlandSimpson Bay

PWM - SXM

PWMSXM

Portland

Wed 6/3

6:00 am-2:43 pm

1 stop8h 43m

$145

PortlandSimpson Bay

PWM - SXM

PWMSXM

Portland

Mon 3/16

6:29 pm-1:16 pm

2 stops18h 47m

$271
Quickest one-way

PortlandSimpson Bay

PWM - SXM

PWMSXM

Portland

Mon 3/16

5:23 am-1:54 pm

1 stop8h 31m

$271

PortlandSimpson Bay

PWM - SXM

PWMSXM

Portland

Sat 3/28

6:49 pm-1:16 pm

2 stops18h 27m

$315

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/8

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

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 $137). Flying from Portland, Maine to St. Maarten in December is currently the most expensive (average of $348). 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 March 10, 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.

Crew

8.5

Food

7.2

Overall

7.9

Boarding

8.1

Entertainment

7.8

Comfort

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.

Crew

8.5

Food

7.2

Overall

7.9

Boarding

8.1

Entertainment

7.8

Comfort

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.

Crew

8.5

Food

7.2

Overall

7.9

Boarding

8.1

Entertainment

7.8

Comfort

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?

    Delta, JetBlue, and United Airlines can get you from Portland, Maine to St. Maarten in just under 6h 34m. Your travel time can differ by up to 2h 10m. 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 $137). Flying from Portland, Maine to St. Maarten in December is currently the most expensive (average of $348). 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

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

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 March 10, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$113Average$612FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$573Average$624FlexibilityNo cancel feeOn-time71%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.