$420 Find Cheap Flights from Portland to St. Maarten - Compare and Save

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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 $420 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 $595.

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

Monday tends to be the cheapest day to fly from Portland to St. Maarten, while Thursday is the most expensive. Fares run about 84% 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 evening with average prices of $588. The morning is the most expensive time to fly, with average prices of $614.

Key details for Portland to St. Maarten flights

Cheapest flight

$420
The most popular month to fly with an average 34% increase in travelers.
Round-trip 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 $536 (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 $536 to $701.

  • 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:

    • Southwest
    • United Airlines
    • JetBlue

  • 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 January when flights are typically cheapest and avoid October when prices are at their highest.
  • Flying on Monday is usually the cheapest. Flights on Thursday cost about 84% 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 3 airlines serving 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.
7.8
DeltaOverall score based on 8696 reviews
7.8Comfort
8.1Boarding
7.8Entertainment
7.2Food
8.5Crew
Airline reviews

I used by Skymiles to upgrade to First so that I could comfortably work using my laptop. But WiFi was intermittent and unavailable for long periods. I feel like I wasted 70,000 miles :(

2.0 MediocreJames, Nov 2026
Read more Delta reviews

I used by Skymiles to upgrade to First so that I could comfortably work using my laptop. But WiFi was intermittent and unavailable for long periods. I feel like I wasted 70,000 miles :(

Great as one can be for a one connection 6 hour flight

Packed flight and not sure why dinner service would start at midnight while passengers we’re trying to sleep

The gate attendant was not clear w message on flight delays.

Chairs don’t recline and the ones that do recline, barely do recline. It was most uncomfortable flight i ever been on.

Good but not on par when compared with foreign flag carriers.

Good service but not on par when compared to foreign flag carriers.

Mechanical delay of 2 hours without telling us Canadians of the potential compensation for this delay. As this caused 2 out of three people in our travelling party to miss their connecting flights until the next day.

Delta did an awful job w logistics at DTW. Missed connection. We were there an hour early. SUCKED

Flight delayed for people who “should’nt have gotten thru tsa” had to look for their bags took two hours With no explanation had never happened Poorly handled

Terrible boarding - 4 flights boarded from the same gate. Chaos there; long ramps to the plane.

Flight delay in lax which delayed our connecting flight to Copenhagen. Was placed on standby the following day and got delayed again at Scandinavian air. Bad bad counter service at ar Canada in Toronto by the name of Camilla who said that she was doing us a courtesy for even finding a earlier flight for us after we the customer are the ones being inconvenient by the cancellation of our flight. Btw, we are going on a tour. Air Canada is the worse

The flight itself was ok, but one member of the crew was miserable

Fine except from Chicago to moline three different gate changes and flight times

The food could have been better and the entertainment could have better movies or streaming.

Connection times always good online, but not in reality when first leg is delayed (2 out of 2 times this trip).

When booking, the connection times seem fine. But in reality, my two connections were cut short by the first leg being delayed due to issues at the destination (too much traffic going into SFO, ORD) and it became extremely stressful.

Both my flight where delayed Had 25min to make it to my transfer flight

I just got back from a trip with 3 flights each way. The flights were good and we were happy with out experience. There was one steward on our first flight that was harsh and grump with passengers. It did not leave a good impression. All of the other flight crews were great on the other five flights.

They changed my flight 5 hours before it took off and changed my connecting airport messing up my entire 1st day in Japan.

Totally uninformed of the situation. Not yet sure about compensation. Highly disappointed.

Horrible. Their delay cause me to miss my connection, the the flight they rebooked was delayed over an hour because they over booked the crew. They also left my suitcase out in the rain for hours ruining items I had in the suitcase and blew off my complaint.. worst experience ever.

The flight was almost an hour delayed causing me to miss my connecting flight, then the rebooked flight was delayed a couple of hours. They also left my suitcase in the rain for hours ruining some items I had in there. They also just blew off my complaint. It was my absolute worst flight experience of all time:

Nothing available at the assigned hotel as far as brush, toothbrush, etc after forced layover with bags that departed

Both directions of our trip were befuddled by massive delays, one of which led to our connecting flight being grounded mid air due to storms that we’d have missed if we were on time. The other our originating flight was delayed repeatedly until it arrived at our connecting airport later than our final leg was even supposed to have arrived. American cannot seem to manage rebooking s for a family party… both directions we had to come up with a plan to get to Boston stay overnight only one night each direction was covered by the airline -and take a bus to or from our destination. Missed an entire leg of our trip, hotel cancellation fees, expensive stay in Boston and bus ticket expenses are unlikely to be comped and the meal vouchers are worthless.

My flight was 4 hours delayed on departure at 6a causing me to miss my connection at DCA. I had to scramble to find a seat home on a later flight and instead of an exit seat, I was in row 30 on a flight getting me home 5 hours later than planned. The AA team on the ground did a fine job. AA continues to run the airline like the passengers are cargo.

The plane was probably full boarding was easy. We were able to check our carry-on luggage for free. It was a return flight through Philly to LA. Never saw a stewardess do a demonstration of emergency Procedures. I think my flight was pretty full

Baggage claim took too long and priority bags were not delivered first.

Flight was delayed after boarding and no idea when it would take off. Crew in Portland did arrange for transport to Boston for a different set of flights to my destination.

Seats are so close together. Middle seats should be discounted.

More options for your flight from Portland to St. Maarten

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