$143+ 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 11/16. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — SXM
Oct 7 — Oct 141
Round-trip
1 adult, Economy
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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
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 September 7, 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 September 7, 2026.
This United Airlines deal was found by Cheapflights users on 9/6. 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 10/255:50 am -
1 stop7h 00m
Sun 11/12:52 pm -
1 stop9h 29m
Deal found 9/6![United Airlines logo]()
$434
This American Airlines deal was found by Cheapflights users on 9/5. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/16:47 pm -
2 stops17h 39m
Tue 12/153:26 pm -
2 stops19h 58m
Deal found 9/5![American Airlines logo]()
$474
This American Airlines deal was found by Cheapflights users on 9/6. 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 10/257:26 pm -
2 stops20h 13m
Sun 11/13:26 pm -
2 stops19h 35m
Deal found 9/6![American Airlines logo]()
$479
This United Airlines deal was found by Cheapflights users on 9/6. 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 10/275:50 am -
1 stop7h 00m
Fri 10/301:52 pm -
1 stop9h 29m
Deal found 9/6![United Airlines logo]()
$515
This United Airlines deal was found by Cheapflights users on 9/3. 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 12/82:52 pm -
1 stop9h 32m
Deal found 9/3![United Airlines logo]()
$522
This American Airlines deal was found by Cheapflights users on 9/3. 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 44m
Tue 12/83:26 pm -
2 stops19h 58m
Deal found 9/3![American Airlines logo]()
$548
This American Airlines deal was found by Cheapflights users on 9/7. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/35:06 pm -
2 stops20h 17m
Sat 10/103:00 pm -
1 stop20h 26m
Deal found 9/7![American Airlines logo]()
$592
This United Airlines deal was found by Cheapflights users on 9/7. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/36:00 am -
1 stop6h 33m
Sat 10/101:35 pm -
1 stop9h 53m
Deal found 9/7![United Airlines logo]()
$654
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 September 7, 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 September 7, 2026.
This American Airlines deal was found by Cheapflights users on 9/6. 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 44m
Tue 12/83:26 pm -
2 stops19h 58m
Deal found 9/6![American Airlines logo]()
$474
This United Airlines deal was found by Cheapflights users on 9/4. 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 10/275:50 am -
1 stop7h 00m
Fri 10/301:52 pm -
1 stop9h 29m
Deal found 9/4![United Airlines logo]()
$515
This American Airlines deal was found by Cheapflights users on 9/6. 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 10/257:26 pm -
2 stops20h 13m
Sun 11/13:26 pm -
2 stops19h 35m
Deal found 9/6![American Airlines logo]()
$479
This United Airlines deal was found by Cheapflights users on 9/7. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/36:00 am -
1 stop6h 33m
Sat 10/101:35 pm -
1 stop9h 53m
Deal found 9/7![United Airlines logo]()
$654
This American Airlines deal was found by Cheapflights users on 9/3. 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 2/1612:43 pm -
1 stop24h 25m
Sun 2/285:33 pm -
2 stops19h 39m
Deal found 9/3![American Airlines logo]()
$641
Last-minute flights from Portland to St. MaartenDiscover last-minute flight deals from Portland to St. Maarten. Data last updated September 7, 2026 and is based on user searches.
Discover last-minute flight deals from Portland to St. Maarten. Data last updated September 7, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 9/7. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/35:06 pm -
2 stops20h 17m
Sat 10/102:23 pm -
2 stops20h 33m
Deal found 9/7![American Airlines logo]()
$474
This United Airlines deal was found by Cheapflights users on 9/7. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/36:00 am -
1 stop6h 33m
Sat 10/101:35 pm -
1 stop9h 53m
Deal found 9/7![United Airlines logo]()
$654
This United Airlines deal was found by Cheapflights users on 9/7. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/225:08 pm -
2 stops43h 25m
Thu 10/291:52 pm -
2 stops32h 00m
Deal found 9/7![United Airlines logo]()
$681
This JetBlue deal was found by Cheapflights users on 9/7. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/226:00 am -
1 stop7h 25m
Thu 10/292:50 pm -
1 stop8h 53m
Deal found 9/7![JetBlue logo]()
$815
This United Airlines deal was found by Cheapflights users on 9/6. 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 10/255:50 am -
1 stop7h 00m
Sun 11/12:52 pm -
1 stop9h 29m
Deal found 9/6![United Airlines logo]()
$434
This American Airlines deal was found by Cheapflights users on 9/6. 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 10/257:26 pm -
2 stops20h 13m
Sun 11/13:26 pm -
2 stops19h 35m
Deal found 9/6![American Airlines logo]()
$479
This United Airlines deal was found by Cheapflights users on 9/6. 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 10/275:50 am -
1 stop7h 00m
Fri 10/301:52 pm -
1 stop9h 29m
Deal found 9/6![United Airlines logo]()
$515
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 September 7, 2026.
Search for one-way flight options from Portland to St. Maarten. Find affordable one-way fares based on user searches. Data last updated September 7, 2026.
This Delta deal was found by Cheapflights users on 9/3. 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.
Mon 11/166:00 am -
1 stop7h 40m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/3![Delta logo]()
$143
This United Airlines deal was found by Cheapflights users on 9/3. 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 11/165:08 pm -
2 stops19h 42m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/3![United Airlines logo]()
$153
This Kiwi.com deal was found by Cheapflights users on 9/3. 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 11/165:35 pm -
3 stops22h 25m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/3![Multiple Airlines logo]()
$416
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 September 7, 2026.
Round-trip from | $434 (United Airlines) |
|---|---|
One-way from | $143 (Delta) |
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 September 7, 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 11/16
6:00 am-2:40 pm
1 stop7h 40m
Simpson Bay Princess Juliana
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$143
PortlandSimpson Bay
PWM Portland - SXM Simpson Bay Princess Juliana
PWMSXM
Portland
Mon 11/16
5:08 pm-1:50 pm
2 stops19h 42m
Simpson Bay Princess Juliana
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$153
PortlandSimpson Bay
PWM Portland - SXM Simpson Bay Princess Juliana
PWMSXM
Portland
Mon 11/16
5:35 pm-5:00 pm
3 stops22h 25m
Simpson Bay Princess Juliana
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$416
PortlandSimpson Bay
PWM Portland - SXM Simpson Bay Princess Juliana
PWMSXM
Portland
Tue 12/1
6:47 pm-4:31 pm
2 stops20h 44m
Simpson Bay Princess Juliana
Tue 12/8
3:26 pm-10:24 am
2 stops19h 58m
$474
PortlandSimpson Bay
PWM Portland - SXM Simpson Bay Princess Juliana
PWMSXM
Portland
Sun 10/25
7:26 pm-3:39 pm
2 stops20h 13m
Simpson Bay Princess Juliana
Sun 11/1
3:26 pm-10:01 am
2 stops19h 35m
$479
PortlandSimpson Bay
PWM Portland - SXM Simpson Bay Princess Juliana
PWMSXM
Portland
Tue 10/27
5:50 am-12:50 pm
1 stop7h 00m
Simpson Bay Princess Juliana
Fri 10/30
1:52 pm-11:21 pm
1 stop9h 29m
$515
PortlandSimpson Bay
PWM Portland - SXM Simpson Bay Princess Juliana
PWMSXM
Portland
Tue 2/16
12:43 pm-2:08 pm
1 stop24h 25m
Simpson Bay Princess Juliana
Sun 2/28
5:33 pm-12:12 pm
2 stops19h 39m
$641
PortlandSimpson Bay
PWM Portland - SXM Simpson Bay Princess Juliana
PWMSXM
Portland
Sat 10/3
6:00 am-12:33 pm
1 stop6h 33m
Simpson Bay Princess Juliana
Sat 10/10
1:35 pm-11:28 pm
1 stop9h 53m
$654
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 September 7, 2026.
Peruse reviews from past customers who have flown with 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.
Comfort
7.3
Crew
8.1
Food
6.6
Overall
7.4
Entertainment
7.1
Boarding
7.7
Reviews
1 / 20
4.0
OkayChris,Aug 2026
MIA - ORD
Comfort
7.3
Crew
8.1
Food
6.6
Overall
7.4
Entertainment
7.1
Boarding
7.7
Reviews
1 / 20
4.0
OkayChris,Aug 2026
MIA - ORD
Comfort
7.3
Crew
8.1
Food
6.6
Overall
7.4
Entertainment
7.1
Boarding
7.7
Reviews
1 / 20
4.0
OkayChris,Aug 2026
MIA - ORD
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
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Complete your trip
Complete your trip to St. Maarten by adding a car rental and/or hotel reservation to your travel itinerary.
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Portland and St. Maarten flights
Browse other Portland and St. Maarten flight options. Last updated on September 7, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
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 7,457,451 searches. Data last updated September 7, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$305 | Average$565 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$402 | Average$614 | FlexibilityNo cancel fee | On-time71% |