$326 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 6/20. 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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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

Tue, Oct 27 - Fri, Oct 30
Air Canada Logo
7:10 pm - 1:10 pm
PDX
-
SXM
39h 00m
2 stops
Air Canada Logo
3:35 pm - 6:31 pm
SXM
-
PDX
29h 56m
2 stops
$690Air Canada
Sat, Sep 12 - Sat, Sep 19
American Airlines Logo
1:31 pm - 1:15 pm
PDX
-
SXM
20h 44m
2 stops
American Airlines Logo
2:40 pm - 9:15 am
SXM
-
PDX
21h 35m
2 stops
$712American Airlines
Fri, Oct 30 - Sat, Nov 7
Air Canada Logo
7:10 pm - 2:35 pm
PDX
-
SXM
40h 25m
2 stops
Air Canada Logo
3:10 pm - 8:46 pm
SXM
-
PDX
33h 36m
2 stops
$714Air Canada
Tue, Oct 27 - Fri, Oct 30
Air Canada Logo
7:10 pm - 1:10 pm
PDX
-
SXM
39h 00m
2 stops
Air Canada Logo
3:35 pm - 2:41 pm
SXM
-
PDX
26h 06m
2 stops
$721Air Canada
Fri, Nov 20 - Mon, Nov 30
Air Canada Logo
7:00 am - 2:10 pm
PDX
-
SXM
27h 10m
2 stops
Air Canada Logo
3:35 pm - 2:41 pm
SXM
-
PDX
27h 06m
2 stops
$738Air Canada
Mon, Jul 6 - Mon, Jul 13
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
$741American Airlines
Mon, Jul 6 - Mon, Jul 13
American Airlines Logo
5:08 pm - 1:19 pm
PDX
-
SXM
17h 11m
2 stops
American Airlines Logo
2:51 pm - 11:55 pm
SXM
-
PDX
12h 04m
1 stop
$746American Airlines
Sun, Jun 14 - Wed, Jul 1
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
$782American Airlines
Fri, Jun 19 - Thu, Jun 25
American Airlines Logo
5:28 pm - 1:22 pm
PDX
-
SXM
16h 54m
2 stops
American Airlines Logo
2:22 pm - 10:25 am
SXM
-
PDX
23h 03m
2 stops
$787American Airlines
Sat, Sep 12 - Sat, Sep 19
Multiple Airlines Logo
2:30 pm - 2:20 pm
PDX
-
SXM
20h 50m
3 stops
Multiple Airlines Logo
6:00 pm - 9:31 am
SXM
-
PDX
42h 31m
2 stops
$791Multiple 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 November, when the average cost of round-trip tickets is $915 and $880 respectively.

Good to know

Low seasonMarch
Cheapest flight$326
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 11626 reviews
7.9Crew
6.4Food
7.2Comfort
7.5Boarding
6.9Entertainment
Airline reviews

We got delayed getting out of DFW for broken overhead bins. Once the flight got underway the captain kept the seatbelt sign lit the entire flight despite little perceptible turbulence, preventing use of the rest rooms and any sort of refreshment service in the main cabin.

6.0 GoodMark, May 2026
LAS - DFW
Read more American Airlines reviews

We got delayed getting out of DFW for broken overhead bins. Once the flight got underway the captain kept the seatbelt sign lit the entire flight despite little perceptible turbulence, preventing use of the rest rooms and any sort of refreshment service in the main cabin.

Flight delays for communication overall not a good experience uncomfortable on the plane. Person in front of me reclined his seat, putting them inches from my lap.

There were flight delays making our flight arrive at our destination after midnight didn’t seem to have enough crew or airplanes for the flights laid over in Dallas should’ve had plenty of time to make it to our next flight only made it because that flight was also delayed because our plane wasn’t even at the airport yet overall have not had a good experience on American

Flight left on time. Captain provided relevant announcements. We had to wait 45 minutes to desembark due to the ramp closed because of lightening.

It's a long flight and that is always difficult. I was comfortable and well. The movies available were great and the crew was good.

Cancelled flight. Still waiting to get home for grand daughter’s graduation .

So overall the flight was just average and nothing special. They overbooked some of the flights and they ended up running out of overhead storage space so we had to check our carry-ons which wasn't terrible but we were inconvenienced because of the second connecting flight with a long layover we couldn't get our bags until the final destination. Most of the flight attendants were pretty good and overall the meals were not that great because the chicken was dry and overcooked. They also didn't provide butter or any kind of spread with the bread which is cheap and concerning. The American airlines staff at the check-in counter was kind of unprofessional because this lady just started singing in the middle of checking us in and that's weird. The worst part of the flights was the terrible conditions of the bathrooms which were unclean and did not have toilet paper or toilet tissue available which is kind of insane for a 14-hour and 8 and 1/2 hour flight.

Requested early boarding to disinfect seat, tray table, etc. before general boarding. Instructed to board after wheelchair passengers. Waited on jet bridge behind 12 wheelchair passengers. Stopped immediately after entering plane to wait for gate agent in rear of plane cleaning a seat that was wet, got to my row and found both seats adjacent to mine already occupied, with the lack of room making it impossible for me to clean my own space and defeating the purpose of my boarding early. Cleaned the armrests and tray table as best I could.

Seat bottom cushions are not good. I’m 165# & they hurt my butt. Plenty of legroom.

The wifi experience is awful. I had to try again and again, taking over 30 minutes, to connect to the wifi. I had to watch the same two ads over and over until I was finally successful. Once connected, it was anything but "high speed" and disconnected at least three times during the flight.

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

Information on your arrival and departure airports