$266 Find Cheap Flights from Portland to St. Maarten

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Portland to St. Maarten departing on 10/14. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

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Flight Deals

Book Cheap Portland to St. Maarten Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Portland to St. Maarten that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Portland to St. Maarten

Wed, Oct 14 - Mon, Oct 19
Southwest Logo
7:35 pm - 2:00 pm
PDX
-
SXM
15h 25m
2 stops
Southwest Logo
3:00 pm - 10:35 am
SXM
-
PDX
22h 35m
2 stops
$660Southwest
Fri, Jun 12 - Fri, Jun 19
Southwest Logo
7:40 pm - 3:05 pm
PDX
-
SXM
16h 25m
2 stops
Southwest Logo
2:25 pm - 9:30 am
SXM
-
PDX
22h 05m
2 stops
$732Southwest
Mon, Jul 6 - Sat, Jul 11
American Airlines Logo
9:47 pm - 1:51 pm
PDX
-
SXM
13h 04m
1 stop
American Airlines Logo
2:49 pm - 11:55 pm
SXM
-
PDX
12h 06m
1 stop
$741American Airlines
Fri, Aug 7 - Sat, Aug 15
Delta Logo
10:35 pm - 2:14 pm
PDX
-
SXM
12h 39m
1 stop
Delta Logo
3:18 pm - 9:52 am
SXM
-
PDX
21h 34m
2 stops
$746Delta
Fri, Jun 12 - Fri, Jun 19
Southwest Logo
7:40 pm - 3:05 pm
PDX
-
SXM
16h 25m
2 stops
Southwest Logo
2:25 pm - 9:30 am
SXM
-
PDX
22h 05m
2 stops
$762Southwest
Sun, Jul 19 - Fri, Jul 24
American Airlines Logo
9:47 pm - 1:51 pm
PDX
-
SXM
13h 04m
1 stop
American Airlines Logo
2:51 pm - 11:55 pm
SXM
-
PDX
12h 04m
1 stop
$782American Airlines
Sat, Jul 18 - Thu, Jul 23
American Airlines Logo
5:28 pm - 1:19 pm
PDX
-
SXM
16h 51m
2 stops
American Airlines Logo
2:51 pm - 11:55 pm
SXM
-
PDX
12h 04m
1 stop
$787American Airlines
Wed, Jul 29 - Sat, Aug 8
American Airlines Logo
9:47 pm - 1:51 pm
PDX
-
SXM
13h 04m
1 stop
American Airlines Logo
2:42 pm - 10:51 am
SXM
-
PDX
23h 09m
2 stops
$792American Airlines
Fri, Jun 12 - Fri, Jun 19
United Airlines Logo
10:52 pm - 2:43 pm
PDX
-
SXM
12h 51m
1 stop
United Airlines Logo
1:35 pm - 9:47 am
SXM
-
PDX
23h 12m
2 stops
$795United Airlines
Thu, Jun 25 - Wed, Jul 1
United Airlines Logo
11:30 pm - 12:33 pm
PDX
-
SXM
10h 03m
1 stop
United Airlines Logo
3:50 pm - 9:47 am
SXM
-
PDX
20h 57m
2 stops
$798United Airlines
Booking Insights

KAYAK's insights & trends for Portland to St. Maarten flights

Get data-powered insights and trends into flights from Portland to St. Maarten to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest month to fly from Portland to St. Maarten?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Portland to St. Maarten, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Portland to St. Maarten is September, when tickets cost $0 (return) on average. On the other hand, the most expensive months are July and December, when the average cost of round-trip tickets is $991 and $915 respectively.

Find deals

Good to know

Low seasonMarch
Cheapest flight$266
Best time to beat the crowds with an average 16% drop in price.
Most popular time to fly and prices are also 16% lower on average.
Flight from Portland to Simpson Bay

FAQs - booking St. Maarten flights

  • How does KAYAK find such low prices on flights from Portland to St. Maarten?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Portland to St. Maarten.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Portland to St. Maarten?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Portland to St. Maarten is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Portland to St. Maarten?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly from Portland to St. Maarten with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Portland to St. Maarten?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying from Portland to St. Maarten up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top airline flying from Portland to St. Maarten

 
Need help choosing which airline to fly with from Portland to St. Maarten? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.1
American AirlinesOverall score based on 11654 reviews
6.9Entertainment
7.9Crew
7.5Boarding
7.2Comfort
6.4Food
Airline reviews

Fine. Nothing to write home about. The plane left on time, and arrived on time.

6.0 GoodRobert, May 2026
PHL - CLE
Read more American Airlines reviews

Fine. Nothing to write home about. The plane left on time, and arrived on time.

I was downgraded from first class to coach due to an airplane change. They pulled me out of line and I was the very last person to board the plane stuck in the middle seat with no overhead place to put my carry-.on. Very poor customer service.

Seat comfort was poor (no lumbar or lower back support).

The airplane seats were spacious and comfortable, and the flight attendants were friendly and attentive. The food was delicious like never before. The blankets and toiletries were thoughtfully provided. The captain's navigation was steady and reliable. In short, having flown with Starlux, I won't consider any other airline next time.

STOP MAKING THE SEATING SO CRAMPED. WE NEED A PASSENGER BILL OF RIGHTS!

The passenger in front of of me reclined their seat back all the way the entire flight. Their headrest was in my face the entire flight! I barely had room for the little plastic cup of water to fit on my tray table; can you make the seats and space between the rows any smaller??? You can’t even get up to use the restroom! Worst flight I’ve had in a very long time!

We had several flights and they were all on-time and flawless

My Frequent Flyer nber wasn't put on as I was told it was..... This resulted in a last group boarding and no priority tags on My bags.

Premium Economy Good crew, good service, excellent food. Seat back screen just not bright enough.

Terrible steward... Plane was quite empty... I asked to move "back" in the plane and the steward said no... Unnecessary power trip of mediocre people.

Everything you need to know for your flight from Portland to St. Maarten

Information on your arrival and departure airports

Portland (PDX)