$264 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 10/14. 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

Wed, Oct 14 - Mon, Oct 19
Southwest Logo
7:35 pm - 2:00 pm
PDX
-
SXM
15h 25m
2 stops
Southwest Logo
3:00 pm - 10:35 am
SXM
-
PDX
22h 35m
2 stops
$638Southwest
Thu, Oct 15 - Mon, Oct 19
Southwest Logo
8:00 pm - 2:00 pm
PDX
-
SXM
15h 00m
2 stops
Southwest Logo
3:00 pm - 10:35 am
SXM
-
PDX
22h 35m
2 stops
$650Southwest
Fri, Aug 28 - Sat, Sep 5
JetBlue Logo
11:27 pm - 4:16 pm
PDX
-
SXM
13h 49m
2 stops
JetBlue Logo
12:53 pm - 10:32 pm
SXM
-
PDX
12h 39m
1 stop
$659JetBlue
Sun, Aug 30 - Sat, Sep 5
Delta Logo
7:00 pm - 1:53 pm
PDX
-
SXM
15h 53m
2 stops
Delta Logo
3:18 pm - 9:51 am
SXM
-
PDX
21h 33m
2 stops
$664Delta
Sat, Aug 29 - Sun, Sep 6
American Airlines Logo
10:05 pm - 1:42 pm
PDX
-
SXM
12h 37m
1 stop
American Airlines Logo
2:33 pm - 10:54 am
SXM
-
PDX
23h 21m
2 stops
$677American Airlines
Fri, Aug 28 - Sat, Sep 5
Delta Logo
8:25 pm - 1:53 pm
PDX
-
SXM
14h 28m
2 stops
Delta Logo
3:18 pm - 11:41 am
SXM
-
PDX
23h 23m
2 stops
$678Delta
Fri, Aug 28 - Sat, Sep 5
JetBlue Logo
2:20 pm - 11:33 am
PDX
-
SXM
18h 13m
1 stop
JetBlue Logo
12:53 pm - 10:32 pm
SXM
-
PDX
12h 39m
1 stop
$679JetBlue
Sun, Aug 30 - Sun, Sep 6
Delta Logo
8:25 pm - 1:53 pm
PDX
-
SXM
14h 28m
2 stops
Delta Logo
3:18 pm - 9:51 am
SXM
-
PDX
21h 33m
2 stops
$684Delta
Sat, Aug 29 - Sun, Sep 6
American Airlines Logo
10:05 pm - 1:42 pm
PDX
-
SXM
12h 37m
1 stop
American Airlines Logo
2:33 pm - 10:54 am
SXM
-
PDX
23h 21m
2 stops
$689American Airlines
Fri, Aug 28 - Mon, Sep 7
Delta Logo
12:20 pm - 1:53 pm
PDX
-
SXM
22h 33m
2 stops
Delta Logo
3:18 pm - 9:25 am
SXM
-
PDX
21h 07m
2 stops
$698Delta
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 August and December, when the average cost of round-trip tickets is $1,096 and $915 respectively.

Good to know

Low seasonMarch
Cheapest flight$264
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 11644 reviews
7.9Crew
6.9Entertainment
6.4Food
7.2Comfort
7.5Boarding
Airline reviews

Our flight was repeatedly delayed for maintenance problems: scheduled for 9.30am, eventually delayed to 7pm! Very very inconvenient! AA should have provided a substitute plane much earlier.. On the other hand, Customer Service crew in Charlotte helped us to reach NY (LGA) by late afternoon. Thank you Patricia!! The actual flight was quick and very comfortable. As always a. excellent, professional crew. [no food on a a short hop).

2.0 MediocreMarc, Jun 2026
CLT - JFK
Read more American Airlines reviews

Our flight was repeatedly delayed for maintenance problems: scheduled for 9.30am, eventually delayed to 7pm! Very very inconvenient! AA should have provided a substitute plane much earlier.. On the other hand, Customer Service crew in Charlotte helped us to reach NY (LGA) by late afternoon. Thank you Patricia!! The actual flight was quick and very comfortable. As always a. excellent, professional crew. [no food on a a short hop).

Take-off delayed an hour because of a missing flight officer, so,arrived in Charlotte lates causing many passengers to miss connections. Otherwise a very good flight, safe and comfortable, with an excellent professional crew.

Little time between flight from Dallas to flight to Gainesville. We chose this one, 43 minutes between, because the price for a connection with at least an hour between, was so much higher. Had to ask passengers on the Dallas flight to please allow us to deplane ahead of them. The economy passengers allowed this. We had to walk very fast to the next gate, 35 gates away. Thankfully all in the same terminal. Getting to the small Gainesville plane was a little confusing as you enter an area that is boarding many small planes at the same time. We stood in the wrong line for about 15 seconds before realizing it was not our Gainesville flight. Since I had boarded at this gate in the past, I knew to check the signs carefully so we weren’t lost. The first class seat experience was wonderful. I really enjoyed the upgrade. We were offered an alcohol drink as soon as we sat down. I got something different but it was a great gesture especially since we really had to hurry to make the flight. We had packed expecting we might miss this connection, but made it. Our luggage didn’t miss the flight. American Airlines delivered our bags to our home the next day. That was very convenient!

The plane was large, not full, but one with 3 seats near each window and 4 in a row in the middle of the plane. There were screens on the backs of the seats for entertainment and information. To use the entertainment one needs ear plugs that physically plug into the screen. My husband had some he let me use as I only had blue tooth type. The stewards gave out some headphones to some, but when my neighbor asked for some, the steward said no. So maybe they ran out? Idk. Bring the old kind of headphones or earbuds if you want entertainment in case this is the type of entertainment offered. We had a very tight connection in Miami. 43 minutes. The other economy passengers allowed us to get ahead of them because I asked if we could since we were near boarding time for our next flight and 35 gates away. They were extremely kind. First class wasn’t going to allow us to pass through. We did make the next flight. Our baggage didn’t, but they were delivered to us the next day and we were prepared with essentials in our carry on packs.

Food is what you expect on a plane. Nothing gluten free. But that is expected. Drinks, apple juice, was fine. Seat, what I expected. Fine.

The check in agents in PHL and gate agents had to have been the rudest women that I have ever encountered; the agent weighing the bags at check in screamed continuously at all of the guests as did the woman at the gate.I have Executive Platinum status with AA and fly a lot with AA but these ladies were the absolute worst I had the displeasure to encounter!

Everything went as planned. The only issue I had was with the gate C31 attendant. The person could barely speak English and was very difficult to understand.

The flight took off an hour late which made the connection concerning

My pillow had a shoe print on it, when I asked if I can have another pillow, I was told “I’m sorry but it is one pillow per guest, do YOU want to turn it inside out” to which I responded , no thanks I will go without. This is generally not ok, but For the price tag I paid flying business this is absolutely unacceptable. Hopefully American Airlines can update their accommodations to bedding that is not tossed on the ground and stepped on, or at least have a couple of extra pillows in hand, incase someone had decided to step on the pillows for what ever reason

The flight from LA to Chicago was smooth and service was very good overall.

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

Information on your arrival and departure airports