$555 Find Cheap Flights from Portland to St. Maarten

This is the cheapest round-trip flight price found by a KAYAK user in the last 72 hours by searching for a flight from Portland to St. Maarten departing on 3/2. 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, 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 - 2:40 pm
SXM
-
PDX
25h 40m
2 stops
$555Air Canada
Mon, Mar 2 - Mon, Mar 9
Air Canada Logo
9:50 am - 4:00 pm
PDX
-
SXM
26h 10m
2 stops
Air Canada Logo
4:00 pm - 6:30 pm
SXM
-
PDX
29h 30m
2 stops
$587Air Canada
Sun, Feb 22 - Wed, Feb 25
Air Canada Logo
7:05 pm - 4:00 pm
PDX
-
SXM
40h 55m
2 stops
Air Canada Logo
5:00 pm - 6:30 pm
SXM
-
PDX
29h 30m
2 stops
$658Air Canada
Tue, Mar 3 - Tue, Mar 10
Air Canada Logo
9:50 am - 4:00 pm
PDX
-
SXM
26h 10m
2 stops
Air Canada Logo
4:00 pm - 2:40 pm
SXM
-
PDX
25h 40m
2 stops
$678Air Canada
Tue, Mar 31 - Tue, Apr 7
Air Canada Logo
9:50 am - 2:50 pm
PDX
-
SXM
26h 00m
2 stops
Air Canada Logo
2:40 pm - 6:30 pm
SXM
-
PDX
30h 50m
2 stops
$687Air 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
$695Multiple Airlines
Tue, Mar 3 - Tue, Mar 10
Delta Logo
9:45 pm - 2:50 pm
PDX
-
SXM
13h 05m
1 stop
Delta Logo
12:55 pm - 10:08 pm
SXM
-
PDX
12h 13m
1 stop
$715Delta
Mon, Mar 2 - Mon, Mar 9
United Airlines Logo
10:38 pm - 1:50 pm
PDX
-
SXM
11h 12m
1 stop
United Airlines Logo
3:55 pm - 12:33 pm
SXM
-
PDX
23h 38m
2 stops
$720United 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
$726United Airlines
Sat, Feb 28 - Fri, Mar 6
Delta Logo
3:59 pm - 12:13 pm
PDX
-
SXM
16h 14m
2 stops
Delta Logo
4:15 pm - 12:44 pm
SXM
-
PDX
24h 29m
2 stops
$735Delta
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 12h 24m.

Good to know

Cheapest flight$555
Most popular time to fly and prices are also 10% 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 11211 reviews
7.5Boarding
7.2Comfort
6.4Food
8.0Crew
6.9Entertainment
Airline reviews

No gates avail at DFW so our incoming had to wait 30 mins for a plane to push back because they Had mechanical. We boarded 90 mins delayed and then we had a mechanical. Come on American…do better. Also at my seat the tray table had not been cleaned. Floor had not been cleaned. But captain and flight Att were very picture and apologetic.

4.0 OkayBrandle, Jan 2026
DFW - MCO
Read more American Airlines reviews

No gates avail at DFW so our incoming had to wait 30 mins for a plane to push back because they Had mechanical. We boarded 90 mins delayed and then we had a mechanical. Come on American…do better. Also at my seat the tray table had not been cleaned. Floor had not been cleaned. But captain and flight Att were very picture and apologetic.

Crew was helpful and cheerful especially when they had no refreshments to work with. The plane was never serviced and had nothing but limited water and coffee onboard. For the price point, a concern of services.

Flight was smooth, quick and felt safe. The 2 delays not happening would have been better but I guess that happens in the airline industry

Flight was canceled. I asked to be rerouted to OKC and then took an Uber.

AA did not allow to board a flight because my connecting flight from DFW had been canceled. I got on another flight to another city. No service on the plane and I did not use their entertainment system.

On time on a day with lots of weather cancellations on other flights. Thank you for getting me home during a winter storm!

Don't change gate multiple times make people run across the airport. Announce delays in a timely manner. Have maintenance crew ready. Don't delay and keep passengers on the plane for 3 hrs. on tarmac.

The plane was experiencing problems with the HVAC system, it was very cold in the front of the plane and very hot in the back.

My flight to London from Philadelphia was cancelled due to weather.

The attendants were kind and helpful. A sugar-free drink would have been very welcome.

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

Information on your arrival and departure airports