$302+ Cheap flights from Portland, ME (PWM) to St. Maarten
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 10/26. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — SXM
Nov 20 — Nov 271
Round-trip
1 adult, Economy
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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
Best
Last-minute
One-way
Cheapest flights from Portland to St. MaartenExplore 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 21, 2026.
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 21, 2026.
This American Airlines deal was found by Cheapflights users on 10/21. 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 12/16:47 pm -
2 stops20h 39m
Tue 12/155:33 pm -
2 stops19h 26m
Deal found 10/21![American Airlines logo]()
$420
This American Airlines deal was found by Cheapflights users on 10/17. 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 11/196:47 pm -
2 stops20h 37m
Sun 11/223:26 pm -
2 stops20h 12m
Deal found 10/17![American Airlines logo]()
$425
This United Airlines deal was found by Cheapflights users on 10/18. 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 11/85:50 am -
1 stop7h 00m
Thu 11/122:52 pm -
1 stop9h 29m
Deal found 10/18![United Airlines logo]()
$583
This United Airlines deal was found by Cheapflights users on 10/17. 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 11/158:49 am -
1 stop28h 01m
Wed 11/182:52 pm -
2 stops24h 24m
Deal found 10/17![United Airlines logo]()
$614
This United Airlines deal was found by Cheapflights users on 10/19. 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.
Tue 12/17:55 pm -
1 stop16h 55m
Tue 12/152:52 pm -
1 stop9h 32m
Deal found 10/19![United Airlines logo]()
$671
Best flights from Portland to St. MaartenDiscover carefully curated flight deals from Portland to St. Maarten that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 21, 2026.
Discover carefully curated flight deals from Portland to St. Maarten that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 21, 2026.
This United Airlines deal was found by Cheapflights users on 10/18. 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 11/85:50 am -
1 stop7h 00m
Thu 11/122:52 pm -
1 stop9h 29m
Deal found 10/18![United Airlines logo]()
$583
This American Airlines deal was found by Cheapflights users on 10/17. 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 11/196:47 pm -
2 stops20h 37m
Sun 11/223:00 pm -
1 stop8h 52m
Deal found 10/17![American Airlines logo]()
$717
This United Airlines deal was found by Cheapflights users on 10/17. 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 11/158:49 am -
1 stop28h 01m
Wed 11/182:52 pm -
1 stop9h 29m
Deal found 10/17![United Airlines logo]()
$648
This United Airlines deal was found by Cheapflights users on 10/19. 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.
Tue 12/17:55 pm -
1 stop16h 55m
Tue 12/152:52 pm -
2 stops24h 45m
Deal found 10/19![United Airlines logo]()
$691
Last-minute flights from Portland to St. MaartenDiscover last-minute flight deals from Portland to St. Maarten. Data last updated October 21, 2026 and is based on user searches.
Discover last-minute flight deals from Portland to St. Maarten. Data last updated October 21, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 10/18. 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 11/86:47 pm -
2 stops20h 44m
Thu 11/123:41 pm -
2 stops19h 56m
Deal found 10/18![American Airlines logo]()
$420
This United Airlines deal was found by Cheapflights users on 10/18. 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 11/85:50 am -
1 stop7h 00m
Thu 11/122:52 pm -
1 stop9h 29m
Deal found 10/18![United Airlines logo]()
$583
This United Airlines deal was found by Cheapflights users on 10/17. 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 11/158:49 am -
1 stop28h 01m
Wed 11/182:52 pm -
2 stops24h 24m
Deal found 10/17![United Airlines logo]()
$614
This American Airlines deal was found by Cheapflights users on 10/17. 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 11/196:47 pm -
2 stops20h 37m
Sun 11/223:26 pm -
2 stops20h 12m
Deal found 10/17![American Airlines logo]()
$425
One-way flights from Portland to St. MaartenSearch for one-way flight options from Portland to St. Maarten. Find affordable one-way fares based on user searches. Data last updated October 21, 2026.
Search for one-way flight options from Portland to St. Maarten. Find affordable one-way fares based on user searches. Data last updated October 21, 2026.
This United Airlines deal was found by Cheapflights users on 10/19. 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.
Mon 10/265:50 am -
1 stop7h 00m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/19![United Airlines logo]()
$302
This Kiwi.com deal was found by Cheapflights users on 10/17. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/263:53 pm -
3 stops25h 07m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/17![Multiple Airlines logo]()
$541
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 October 21, 2026.
Round-trip from | $420 (American Airlines) |
|---|---|
One-way from | $302 (United Airlines) |
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 7,457,451 searches. Data last updated October 21, 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
Cheapest round-trip
Quickest round-trip
PortlandSimpson Bay
PWM Portland - SXM Simpson Bay Princess Juliana
PWMSXM
Portland
Mon 10/26
5:50 am-12:50 pm
1 stop7h 00m
Simpson Bay Princess Juliana
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$302
PortlandSimpson Bay
PWM Portland - SXM Simpson Bay Princess Juliana
PWMSXM
Portland
Mon 10/26
6:00 am-3:39 pm
2 stops9h 39m
Simpson Bay Princess Juliana
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$302
PortlandSimpson Bay
PWM Portland - SXM Simpson Bay Princess Juliana
PWMSXM
Portland
Mon 10/26
3:53 pm-5:00 pm
3 stops25h 07m
Simpson Bay Princess Juliana
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$541
PortlandSimpson Bay
PWM Portland - SXM Simpson Bay Princess Juliana
PWMSXM
Portland
Sun 11/8
5:50 am-1:50 pm
1 stop7h 00m
Simpson Bay Princess Juliana
Thu 11/12
2:52 pm-11:21 pm
1 stop9h 29m
$583
PortlandSimpson Bay
PWM Portland - SXM Simpson Bay Princess Juliana
PWMSXM
Portland
Sun 11/15
8:49 am-1:50 pm
1 stop28h 01m
Simpson Bay Princess Juliana
Wed 11/18
2:52 pm-11:21 pm
1 stop9h 29m
$648
PortlandSimpson Bay
PWM Portland - SXM Simpson Bay Princess Juliana
PWMSXM
Portland
Tue 12/1
7:55 pm-1:50 pm
1 stop16h 55m
Simpson Bay Princess Juliana
Tue 12/15
2:52 pm-2:37 pm
2 stops24h 45m
$691
PortlandSimpson Bay
PWM Portland - SXM Simpson Bay Princess Juliana
PWMSXM
Portland
Thu 11/19
6:47 pm-4:24 pm
2 stops20h 37m
Simpson Bay Princess Juliana
Sun 11/22
3:00 pm-10:52 pm
1 stop8h 52m
$717
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.
PWM-SXM
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
PWM-SX0
PWM-SXM
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 October 21, 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.
Crew
8.5
Entertainment
7.8
Food
7.2
Comfort
7.8
Overall
7.8
Boarding
8.1
Reviews
1 / 20
6.0
GoodEllen,Oct 2026
GRR - ATL
Crew
8.5
Entertainment
7.8
Food
7.2
Comfort
7.8
Overall
7.8
Boarding
8.1
Reviews
1 / 20
6.0
GoodEllen,Oct 2026
GRR - ATL
Crew
8.5
Entertainment
7.8
Food
7.2
Comfort
7.8
Overall
7.8
Boarding
8.1
Reviews
1 / 20
6.0
GoodEllen,Oct 2026
GRR - ATL
Crew
8.5
Entertainment
7.8
Food
7.2
Comfort
7.8
Overall
7.8
Boarding
8.1
Reviews
1 / 20
6.0
GoodEllen,Oct 2026
GRR - ATL
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.
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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.
Complete your trip
Complete your trip to St. Maarten by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Portland to St. Maarten by cabin class
Find flights from Portland to St. Maarten, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Portland and St. Maarten flights
Browse other Portland and St. Maarten flight options. Last updated on October 21, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
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 7,457,451 searches. Data last updated October 21, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$113 | Average$612 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$305 | Average$565 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$402 | Average$614 | FlexibilityNo cancel fee | On-time71% |