$274 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 5/19. 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

Mon, May 4 - Sun, May 31
Southwest Logo
2:50 pm - 1:30 pm
PDX
-
SXM
19h 40m
2 stops
Southwest Logo
3:20 pm - 10:45 am
SXM
-
PDX
22h 25m
2 stops
$606Southwest
Sat, Sep 26 - Sat, Oct 3
Multiple Airlines Logo
3:30 pm - 1:50 pm
PDX
-
SXM
19h 20m
3 stops
Multiple Airlines Logo
6:00 pm - 9:31 am
SXM
-
PDX
42h 31m
2 stops
$747Multiple Airlines
Sun, Jun 14 - Wed, Jun 24
American Airlines Logo
9:47 pm - 1:50 pm
PDX
-
SXM
13h 03m
1 stop
American Airlines Logo
2:53 pm - 11:59 pm
SXM
-
PDX
12h 06m
1 stop
$765American Airlines
Sun, Jun 14 - Wed, Jun 24
American Airlines Logo
10:59 pm - 3:42 pm
PDX
-
SXM
13h 43m
2 stops
American Airlines Logo
2:53 pm - 9:59 am
SXM
-
PDX
22h 06m
2 stops
$770American Airlines
Thu, May 14 - Thu, May 21
American Airlines Logo
10:28 pm - 11:37 am
PDX
-
SXM
10h 09m
1 stop
American Airlines Logo
2:53 pm - 11:59 pm
SXM
-
PDX
12h 06m
1 stop
$790American Airlines
Thu, May 14 - Thu, May 21
American Airlines Logo
1:52 pm - 11:37 am
PDX
-
SXM
18h 45m
2 stops
American Airlines Logo
4:43 pm - 12:44 pm
SXM
-
PDX
23h 01m
2 stops
$795American Airlines
Sat, Jun 27 - Sat, Jul 11
American Airlines Logo
5:28 pm - 3:42 pm
PDX
-
SXM
19h 14m
2 stops
American Airlines Logo
2:49 pm - 11:53 pm
SXM
-
PDX
12h 04m
1 stop
$835American Airlines
Wed, Jul 29 - Sat, Aug 8
American Airlines Logo
10:57 pm - 3:46 pm
PDX
-
SXM
13h 49m
2 stops
American Airlines Logo
2:22 pm - 9:24 am
SXM
-
PDX
22h 02m
2 stops
$865American Airlines
Mon, May 4 - Sun, May 31
American Airlines Logo
10:23 pm - 1:21 pm
PDX
-
SXM
11h 58m
1 stop
American Airlines Logo
2:53 pm - 11:59 pm
SXM
-
PDX
12h 06m
1 stop
$878American Airlines
Mon, May 4 - Sun, May 31
American Airlines Logo
10:23 pm - 3:22 pm
PDX
-
SXM
13h 59m
2 stops
American Airlines Logo
2:53 pm - 11:59 pm
SXM
-
PDX
12h 06m
1 stop
$883American 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.

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 ($606) and American Airlines ($770).

Good to know

Low seasonMarch
Cheapest flight$274
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 11551 reviews
7.9Crew
7.5Boarding
6.9Entertainment
6.4Food
7.2Comfort
Airline reviews

Incoming flight was delayed, delaying boarding. It then took 30 mins to take off. Took 20 mins to get to a gate because they changed the gate last minute, crew weren’t ready so there was no one staffed to work the jet bridge. Boarding was so disorganized as is usual with American because everyone just stands around the gate regardless of boarding group.

2.0 MediocreSerena, Apr 2026
DCA - TPA
Read more American Airlines reviews

Incoming flight was delayed, delaying boarding. It then took 30 mins to take off. Took 20 mins to get to a gate because they changed the gate last minute, crew weren’t ready so there was no one staffed to work the jet bridge. Boarding was so disorganized as is usual with American because everyone just stands around the gate regardless of boarding group.

I cancelled my ticket less than 24 hours deadline but I didn’t get refunded.

Early morning flight and no food in First Class except a "salmon" box. No thank you. Was informed before take off by Captain that the plane was not serviced before we boarded in Phoenix. How does that happen? Need more frequent additions/turn over on the Entertainment. Thanks

Moved to earlier flight which unexpectedly had maintenance issues initially indicated as quick fix to ultimately plane changes. Moved back to original flight, also delayed. In all cases customer updates and communication very unclear, no updates on drivers for delays.

Flight was delayed. No urgency by American Airlines team to assist those with connecting flights. It was basically you are on your own to run through the terminals to try and make your connection. Thanks, Mary

I have never been assaulted they way I was today in Charlotte - shame on American

One of our group members was struggling to walk. In Charlotte we asked for a wheelchair and she was accompanied by Desmond. I was impressed by his patience and attention. In Boston she received the same service. I didn’t get the name of the helper but she went above and beyond in assisting us. A great AA service

Better snacks but flight and crew were amazing on this flight

Found that the plane used for this short flight is smaller and therefore the seats are really squeezed tight.

It was the most un-special flight experience in my life.

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

Information on your arrival and departure airports