$221 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 5/8. 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

Tue, May 26 - Thu, Jun 4
Air Canada Logo
7:45 pm - 2:00 pm
PDX
-
SXM
39h 15m
2 stops
Air Canada Logo
3:05 pm - 9:30 am
SXM
-
PDX
21h 25m
2 stops
$658Air Canada
Thu, May 28 - Thu, Jun 4
Air Canada Logo
10:10 am - 2:00 pm
PDX
-
SXM
48h 50m
2 stops
Air Canada Logo
3:05 pm - 9:30 am
SXM
-
PDX
21h 25m
2 stops
$749Air Canada
Mon, May 25 - Wed, Jun 3
Delta Logo
11:20 am - 1:51 pm
PDX
-
SXM
23h 31m
2 stops
Delta Logo
3:20 pm - 9:57 am
SXM
-
PDX
21h 37m
2 stops
$770Delta
Tue, May 26 - Sat, May 30
Air Canada Logo
7:45 pm - 2:00 pm
PDX
-
SXM
39h 15m
2 stops
Air Canada Logo
2:55 pm - 9:30 am
SXM
-
PDX
45h 35m
2 stops
$787Air Canada
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
2:53 pm - 11:59 pm
SXM
-
PDX
12h 06m
1 stop
$795American Airlines
Fri, May 22 - Thu, Jun 4
Air Canada Logo
3:30 pm - 2:00 pm
PDX
-
SXM
19h 30m
2 stops
Air Canada Logo
3:05 pm - 9:30 am
SXM
-
PDX
21h 25m
2 stops
$798Air Canada
Tue, Jul 14 - Fri, Aug 14
American Airlines Logo
5:28 pm - 1:51 pm
PDX
-
SXM
17h 23m
2 stops
American Airlines Logo
2:22 pm - 10:44 am
SXM
-
PDX
23h 22m
2 stops
$810American Airlines
Thu, May 28 - Mon, Jun 1
Delta Logo
9:39 pm - 1:51 pm
PDX
-
SXM
13h 12m
1 stop
Delta Logo
3:20 pm - 10:02 pm
SXM
-
PDX
33h 42m
2 stops
$820Delta
Sun, May 24 - Fri, Jun 5
Delta Logo
12:20 pm - 1:51 pm
PDX
-
SXM
22h 31m
2 stops
Delta Logo
3:20 pm - 9:57 am
SXM
-
PDX
21h 37m
2 stops
$843Delta
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 Air Canada ($658) and Delta ($770).

Find deals

Good to know

Low seasonMarch
Cheapest flight$221
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 11520 reviews
7.5Boarding
6.4Food
7.9Crew
6.9Entertainment
7.2Comfort
Airline reviews

The flight changed gates multiple times and flight had to be delayed multiple times

4.0 OkayFaraz, Mar 2026
DFW - BWI
Read more American Airlines reviews

The flight changed gates multiple times and flight had to be delayed multiple times

We called Kayak for a change due to the TSA situation in Atlanta. What we got was a canceled return flight (in error) and we had to find the mistake. Not happy with Kayak who blamed it on AA.

Tv screens and movie selection v good. Friendly staff. They were really worried about max capacity and room for carryons. That is never fun but i had no problem finding space when I boarded.

I was in last row so that is never great bc the person in front of me leaned his seat all the way back into me.

Delayed for mechanical and no updates on what was happening and how long the delay might be.

My flight from LGA was cancelled and my rebooked flight from JFK was delayed numerous times. I will now be getting home after 2am.

Flight was delayed half hour before boarding, but when I checked flight aware the plane that would Pick us up had a delay of more than an hour. AA should let us know in advance to avoid waiting several hours in the airport

On the return flight, arriving in Denver we sat on the tarmac in Denver for over 20 minutes.

Typical AA - late by 90+ mn. Gate changed twice... Changed the departure time 6 times No explanation, no communication on reasons for delay I travel with AA twice a year... and it is consistently very poor.. I will continue to use AA only when i have to.

The flight attendant in business class was excellent! Professional, friendly and attentive.

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

Information on your arrival and departure airports

Portland (PDX)