$310 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 3/23. 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

Thu, Apr 16 - Mon, Apr 20
Air Canada Logo
7:05 pm - 1:35 pm
PDX
-
SXM
39h 30m
2 stops
Air Canada Logo
4:00 pm - 6:30 pm
SXM
-
PDX
29h 30m
2 stops
$660Air Canada
Wed, Apr 29 - Thu, May 7
Multiple Airlines Logo
2:30 pm - 1:50 pm
PDX
-
SXM
20h 20m
2 stops
Multiple Airlines Logo
2:55 pm - 2:45 pm
SXM
-
PDX
26h 50m
2 stops
$675Multiple Airlines
Sun, Apr 12 - Sun, Apr 19
Southwest Logo
2:15 pm - 1:30 pm
PDX
-
SXM
20h 15m
2 stops
Southwest Logo
3:20 pm - 10:45 am
SXM
-
PDX
22h 25m
2 stops
$700Southwest
Wed, Apr 29 - Thu, May 7
Multiple Airlines Logo
3:15 pm - 1:50 pm
PDX
-
SXM
19h 35m
3 stops
Multiple Airlines Logo
2:55 pm - 2:45 pm
SXM
-
PDX
26h 50m
2 stops
$716Multiple Airlines
Wed, Apr 29 - Thu, May 7
United Airlines Logo
11:15 pm - 12:33 pm
PDX
-
SXM
10h 18m
1 stop
United Airlines Logo
1:35 pm - 9:38 am
SXM
-
PDX
23h 03m
2 stops
$730United Airlines
Sat, Apr 18 - Sat, Apr 25
Multiple Airlines Logo
7:05 am - 1:30 pm
PDX
-
SXM
27h 25m
1 stop
Multiple Airlines Logo
2:35 pm - 9:48 am
SXM
-
PDX
46h 13m
2 stops
$731Multiple Airlines
Wed, Jul 29 - Sat, Aug 8
Multiple Airlines Logo
2:30 pm - 1:50 pm
PDX
-
SXM
20h 20m
2 stops
Multiple Airlines Logo
3:05 pm - 9:31 am
SXM
-
PDX
21h 26m
2 stops
$736Multiple Airlines
Mon, Jul 6 - Thu, Jul 16
American Airlines Logo
9:44 pm - 1:45 pm
PDX
-
SXM
13h 01m
1 stop
American Airlines Logo
2:45 pm - 11:55 pm
SXM
-
PDX
12h 10m
1 stop
$738American Airlines
Mon, Jul 6 - Thu, Jul 16
American Airlines Logo
11:30 pm - 3:31 pm
PDX
-
SXM
13h 01m
2 stops
American Airlines Logo
2:45 pm - 11:55 pm
SXM
-
PDX
12h 10m
1 stop
$743American Airlines
Thu, Apr 9 - Thu, Apr 16
Delta Logo
10:30 pm - 1:54 pm
PDX
-
SXM
12h 24m
1 stop
Delta Logo
1:35 pm - 10:02 pm
SXM
-
PDX
11h 27m
1 stop
$750Delta
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.

Which airlines provide the cheapest flights from Portland to St. Maarten?

The cheapest round-trip price for the route for each airline clicked by KAYAK users in the last 72 hours.

In the past 3 days, the cheapest round-trip tickets from Portland to St. Maarten were found on Southwest ($700) and United Airlines ($730).

Good to know

Low seasonMay
Cheapest flight$310
Best time to beat the crowds with an average 15% drop in price.
Most popular time to fly and prices are also 6% 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.
7.2
American AirlinesOverall score based on 11357 reviews
7.2Comfort
6.4Food
7.5Boarding
8.0Crew
6.9Entertainment
Airline reviews

It's very confusing because Kayak has it as American Airlines, but it was Hawaiian Airlines, but operated by Alaska Airlines. I had to go to the airport for my boarding pass because American said I didn't have any trips.

10.0 ExcellentPatricia, Feb 2026
LAS - PDX
Read more American Airlines reviews

It's very confusing because Kayak has it as American Airlines, but it was Hawaiian Airlines, but operated by Alaska Airlines. I had to go to the airport for my boarding pass because American said I didn't have any trips.

Smooth flight. From the early boarding and all were on board before departure time and arrived early in ONT. Great crew. Thank you!!!!

Small plane, poor meal choices for first class, bad terminal and boarding experience at LAX

Lack of gluten free options in food service. I have Celiac disease and it appears you no longer offer special meals for people with dietary restrictions. I am a frequent flyer traveling into and out of Omaha airport. I have noticed over the course of several months that although our flight typically arrives ahead of schedule (awesome job AA!) - we typically sit on the runway for several minutes waiting for the ground crew to get in place. Not sure if it is a ground crew issue or a gate availability issue (due to construction at this airport). Seems to be more of a ground crew being on time issue.

Arrived early picked up my bag in a few minutes- great trip - thank you

Flight boarded, departed and landed on time. Excellent service from flight attendant in FIRST

Boarding is always an ordeal. Less dogs on flights. I am highly allergic to dogs and cats. Why are there so many animals these days?

Flight to Tampa was delayed taking off due to plane arriving late but no other issues

There was a delay with the plan which cause the flight to leave later and once arrived in Chicago there was another delay and some passengers missed their connecting flights

Massimo, flight attendant was very authentic, attentive - wonderful. Food/wrap was just okay.

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

Information on your arrival and departure airports