$231 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

Sun, Mar 8 - Mon, Mar 16
Air Canada Logo
9:50 am - 3:00 pm
PDX
-
SXM
26h 10m
2 stops
Air Canada Logo
4:00 pm - 9:15 am
SXM
-
PDX
44h 15m
2 stops
$590Air Canada
Tue, Jul 28 - Sat, Aug 8
Air Canada Logo
7:45 pm - 2:00 pm
PDX
-
SXM
39h 15m
2 stops
Air Canada Logo
3:05 pm - 7:06 pm
SXM
-
PDX
31h 01m
2 stops
$617Air Canada
Mon, Mar 2 - Mon, Mar 9
Air Canada Logo
7:05 pm - 4:00 pm
PDX
-
SXM
16h 55m
2 stops
Air Canada Logo
4:00 pm - 9:15 am
SXM
-
PDX
44h 15m
2 stops
$651Air Canada
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 - 7:06 pm
SXM
-
PDX
31h 01m
2 stops
$688Multiple Airlines
Wed, Jul 29 - Sat, Aug 8
Air Canada Logo
3:25 pm - 2:00 pm
PDX
-
SXM
19h 35m
2 stops
Air Canada Logo
3:05 pm - 2:51 pm
SXM
-
PDX
26h 46m
2 stops
$706Air Canada
Mon, Mar 2 - Mon, Mar 9
Air Canada Logo
7:05 pm - 4:00 pm
PDX
-
SXM
16h 55m
2 stops
Air Canada Logo
4:00 pm - 9:15 am
SXM
-
PDX
44h 15m
2 stops
$721Air Canada
Wed, Apr 29 - Thu, May 7
United Airlines Logo
4:15 pm - 12:33 pm
PDX
-
SXM
17h 18m
2 stops
United Airlines Logo
1:35 pm - 9:38 am
SXM
-
PDX
23h 03m
2 stops
$730United 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
$733United Airlines
Wed, Apr 29 - Thu, May 7
American Airlines Logo
10:23 pm - 1:21 pm
PDX
-
SXM
11h 58m
1 stop
American Airlines Logo
12:41 pm - 11:53 pm
SXM
-
PDX
14h 12m
1 stop
$750American Airlines
Wed, Apr 29 - Thu, May 7
American Airlines Logo
1:52 pm - 11:38 am
PDX
-
SXM
18h 46m
2 stops
American Airlines Logo
4:35 pm - 11:01 am
SXM
-
PDX
21h 26m
2 stops
$755American 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.

How long does a flight from Portland to St. Maarten take?

The duration of a flight to St. Maarten depends on your arrival airport. The shortest route to St. Maarten from Portland is to Simpson Bay, which takes 10h 40m.

Good to know

Low seasonJune
Cheapest flight$231
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 11278 reviews
7.5Boarding
6.9Entertainment
6.4Food
7.2Comfort
8.0Crew
Airline reviews

I was on a small regional flight from Detroit to Philadelphia. When we landed the outside cruise needed to turn something off with the engine, which took quite a long time. Then, when they allowed us to get off the plane it was outside. They took their time, unloading all the luggage and waited till they unloaded all the luggage before they brought it over to us. It was 9 o’clock at night freezing cold out, and there was no proactive hustle to try to get people their luggage. It was really one of the worst experiences I think I’ve ever had with American until a manager came over. I don’t think they were going to even consider pulling the luggage over to the people that had been waiting outside for at least 10 minutes in the freezing cold.

8.0 ExcellentDanielle, Feb 2026
DTW - PHL
Read more American Airlines reviews

I was on a small regional flight from Detroit to Philadelphia. When we landed the outside cruise needed to turn something off with the engine, which took quite a long time. Then, when they allowed us to get off the plane it was outside. They took their time, unloading all the luggage and waited till they unloaded all the luggage before they brought it over to us. It was 9 o’clock at night freezing cold out, and there was no proactive hustle to try to get people their luggage. It was really one of the worst experiences I think I’ve ever had with American until a manager came over. I don’t think they were going to even consider pulling the luggage over to the people that had been waiting outside for at least 10 minutes in the freezing cold.

The flight was fine, once we got underway. It was more than hour delayed

Beverage service was not good. Also just one service in 5 hr 30 min flight. No ask fir water ir anything beside one time beverage service.

Waited for oxygen tanks for 30 minutes after boarding was complete.

The seats are too uncomfortable for anyone over 5ft 8in. I'm 5'10" with a back and hip issue and I was in pai for the full duration of the flight.

The flight was on time/early, attentive crew, and everything overall went smoothly. Disappointed that WIFI was not working for the flight.

One day, I do so hope for a gluten free snack! Seems like with the rest of the world FINALLY figuring out what gluten free is, American Airlines would too. Fingers crossed!!

The flight was significantly delayed for 6.5 hours because of snow. There was no communication once the plane returned to the gate regarding when the flight would resume. Other flights were departing while our flight was being unloaded for reasons unknown. Our flight also seemed out of the queue regarding further deicing, refueling, and waiting to Taxi to the runway.

Flight was on time and the meal and service were good.

The accessible bathroom should be visible to people in Economy class.

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

Information on your arrival and departure airports