$313 Find Cheap Flights from Portland to St. Maarten - Compare and Save

1 adult
1 adult, Economy, 0 bags

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Price, demand and travel trends for Portland to St. Maarten flights

Use KAYAK data on prices, travel dates, airlines and seasonal trends to compare options and book flights with more confidence.

What are the cheapest fares from Portland to St. Maarten right now?

The cheapest fare from Portland to St. Maarten in the last week was $500 round-trip, to Simpson Bay Princess Juliana (SXM).

Which airport in St. Maarten is the cheapest to fly to from Portland?

All flights from Portland to St. Maarten arrive at Simpson Bay Princess Juliana (SXM). On average, round-trip fares are around $758.

What’s the cheapest day to fly from Portland to St. Maarten?

Wednesday tends to be the cheapest day to fly from Portland to St. Maarten, while Thursday is the most expensive. Fares run about 16% higher that day, based on the past 12 months of KAYAK data.

What's the cheapest time of day to fly from Portland to St. Maarten?

Data from the past 12 months shows it's cheapest to fly to St. Maarten during the night with average prices of $752. The evening is the most expensive time to fly, with average prices of $948.

Key details for Portland to St. Maarten flights

Low season

August

Cheapest flight

$313
Beat the crowds with an average 52% drop in travelers.
The most popular month to fly with an average 59% increase in travelers.
One-way flight from Portland to Simpson Bay

Your Portland to St. Maarten flight questions, answered

Find helpful answers about this route, including flight times, airports, airlines and booking tips.

  • Is now a good time to book a flight from Portland to St. Maarten?

    Yes. Fares from Portland to St. Maarten are low right now. As a rule of thumb, a round-trip under $699 (cheaper than most fares this year) is a good deal, so if you spot one at or below that, it's a good time to book.

  • How much should I budget for a flight from Portland to St. Maarten?

    Over the past 12 months, round-trip fares from Portland to St. Maarten have ranged from $699 to $991.

  • What are the main airports serving St. Maarten?

    Flights to St. Maarten all arrive at Simpson Bay Princess Juliana (SXM).

  • What airlines fly nonstop from Portland to St. Maarten?

    Based on the flight schedule for the next 3 months, no airline regularly operates nonstop flights from Portland to St. Maarten. One-stop options include:

    • American Airlines
    • Delta
    • United Airlines

  • Which cabin classes are available on flights from Portland to St. Maarten?

    On flights from Portland to St. Maarten you can only book Economy Class.

Your guide to booking Portland to St. Maarten flights

Get tips on when to book, when to fly and what to know before your trip.
  • If your travel dates are flexible, book your trip for August when flights are typically cheapest and avoid June when prices are at their highest.
  • Flying on Wednesday is usually the cheapest. Flights on Thursday cost about 16% more on average, so being flexible with your travel dates could help you save.
  • Start your trip in Simpson Bay, which is the most popular destination in St. Maarten. From there, it's easy to continue on to other popular destinations such as Lowlands, Philipsburg and Cole Bay.

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.
7.0
American AirlinesOverall score based on 12146 reviews
7.2Comfort
6.4Food
6.8Entertainment
7.4Boarding
7.9Crew
Airline reviews

Luggage took too long go get off plane in Knoxville. Was almost 45 minutes after the flight landed.

10.0 ExcellentJulian, Jul 2026
Read more American Airlines reviews

Luggage took too long go get off plane in Knoxville. Was almost 45 minutes after the flight landed.

Awful, tons of delays, I got into Chicago multiple hours late meaning I hit the very traffic I tried so desperately to avoid. Just empty apologies from American Airlines text alerts. Trash behavior from a trash airline.

The boarding was as always, the crew tried their best but not enough. The food was a disaster I had dietary restrictions that were half met because the company did not loaded the food for the flight. The entertainment screen was fine but content was not and also they removed the free messaging option from the flight and they charged 30 dollars for that crappy bandwidth. This flight is not worth the cost and the company is going down on quality.

As smooth as you can expect. Some issues with boarding because the previous plane took forever to deplane but overall, a good experience.

DFW-LHR Toilets not kept clean Too cramped. Aisles so narrow crew were constantly banging into people on the aisle seats. Even then, the carts used are reduced width. Other than that it was a decent flight on both legs

Excellent customer service at check in at Austin flight to DFW and excellent customer service from Karren in terminal B at DFW.

The flight itself was fine, but between the man in front of me putting his chair back, and the gentleman next to me who took up 50% of my seat, my back and neck are destroyed from the flight. I’m hoping for a better outcome flying back.

Flight boarded without pilots. Sat on plane for 3 hrs. after over an hour late boarding. Plane never took off. Had to deplane near midnight. Line for rebooking was 3 hours + long. I had to leave.

We were told there would be no food/beverage service due to turbulence. There was very little turbulence on the 2+ hour flight. I was in First Class and thought they could have done a quick service after take off as they had a quite bit of time before we would be reaching the predicted turbulent area. They could have at least passed out a quick bag of pretzels.

Very disappointed with the crew and the lack of attention given to the passengers. On a 5 hour flight they never offered a snack. One time offered a beverage and didn’t pick up the used cups until the flight was on final approach. The two flight attendants in our section mentioned that they were best friends and compared their pre flight shoes. When paying for first/business class there is a level of service that should be expected. These two spent the majority of the flight in their seats playing on their phones and laughing with each other. Very frustrating!!!

More options for your flight from Portland to St. Maarten

Complete your trip to St. Maarten with a hotel stay or car rental