$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

Fri, Aug 7 - Sat, Aug 15
Frontier Logo
12:26 pm - 11:25 am
PDX
-
SXM
19h 59m
2 stops
Frontier Logo
12:43 pm - 11:38 am
SXM
-
PDX
49h 55m
2 stops
$666Frontier
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
Mon, Jul 6 - Sat, Jul 11
American Airlines Logo
5:28 pm - 1:51 pm
PDX
-
SXM
17h 23m
2 stops
American Airlines Logo
4:45 pm - 10:36 am
SXM
-
PDX
20h 51m
2 stops
$746American Airlines
Sun, May 31 - Thu, Jun 4
WestJet Logo
2:30 pm - 2:20 pm
PDX
-
SXM
20h 50m
2 stops
WestJet Logo
3:10 pm - 1:50 pm
SXM
-
PDX
49h 40m
2 stops
$751WestJet
Sun, May 31 - Thu, Jun 4
WestJet Logo
2:30 pm - 2:20 pm
PDX
-
SXM
20h 50m
2 stops
WestJet Logo
3:20 pm - 1:50 pm
SXM
-
PDX
25h 30m
2 stops
$759WestJet
Wed, Jul 29 - Sat, Aug 8
American Airlines Logo
9:47 pm - 1:51 pm
PDX
-
SXM
13h 04m
1 stop
American Airlines Logo
4:39 pm - 11:39 am
SXM
-
PDX
22h 00m
2 stops
$792American Airlines
Mon, Aug 24 - Thu, Aug 27
American Airlines Logo
3:00 pm - 1:22 pm
PDX
-
SXM
19h 22m
2 stops
American Airlines Logo
2:42 pm - 10:51 am
SXM
-
PDX
23h 09m
2 stops
$796American Airlines
Fri, Aug 7 - Sat, Aug 15
Multiple Airlines Logo
2:20 pm - 11:33 am
PDX
-
SXM
18h 13m
1 stop
Multiple Airlines Logo
6:00 pm - 9:31 am
SXM
-
PDX
42h 31m
2 stops
$818Multiple 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
$820Delta
Sun, Jun 7 - Sun, Jun 14
United Airlines Logo
10:40 pm - 2:43 pm
PDX
-
SXM
13h 03m
2 stops
United Airlines Logo
3:50 pm - 9:47 am
SXM
-
PDX
20h 57m
2 stops
$848United 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 December and July, when the average cost of round-trip tickets is $1,026 and $970 respectively.

Find deals

Good to know

Low seasonMarch
Cheapest flight$266
Best time to beat the crowds with an average 17% drop in price.
Most popular time to fly and prices are also 17% 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 11667 reviews
7.2Comfort
6.9Entertainment
7.5Boarding
7.9Crew
6.4Food
Airline reviews

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

10.0 ExcellentMaria-Jose, May 2026
MIA - AVL
Read more American Airlines reviews

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.

Flight was delayed an no one cares, or try to help passengers to get the conexión.

Our flight was cancelled while we are on our way to the airport. So, no notice. We were rescheduled to another airline with a 2 hour later takeoff and so arrived at our destination on time. We pre-paid American Airlines $190 to upgrade our seats. No refund. So no use for AA or Kayak.

The small flights with Valet Luggage has a poor service

Terrible, horrible, disappointing- without telling us they changed planes and moved and separated our seats to opposite sides - said they changed seats putting us together - got to airport to find no, they did not - we sat opposing sides of plane - food overly salty to inedible, never saw stewardess but once - it was terrible

not sure why you ask about food, I n3ver get food on flights except maybe cookies or pretzels. wifi was slow and in and out most of the flight not good.

The crew was very attentive through out the flight. Seats were comfortable, nice flight bag with pillow and blanket. Food was okay, since it was a overnight flight seemed to go by fast.

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

Information on your arrival and departure airports

Portland (PDX)