$546 Find Cheap Flights from Portland to St. Maarten - Compare and Save

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 12/1. 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

Tue, Dec 1 - Tue, Dec 8
American Airlines Logo
6:47 pm - 4:25 pm
PWM
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SXM
20h 38m
2 stops
American Airlines Logo
5:25 pm - 12:11 pm
SXM
-
PWM
19h 46m
2 stops
$546American Airlines
Tue, Dec 1 - Tue, Dec 15
American Airlines Logo
4:02 pm - 4:25 pm
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SXM
23h 23m
2 stops
American Airlines Logo
5:25 pm - 11:37 am
SXM
-
PWM
19h 12m
2 stops
$546American Airlines
Tue, Dec 1 - Tue, Dec 8
American Airlines Logo
6:47 pm - 1:58 pm
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SXM
18h 11m
2 stops
American Airlines Logo
5:25 pm - 11:37 am
SXM
-
PWM
19h 12m
2 stops
$546American Airlines
Sun, Nov 15 - Wed, Nov 18
United Airlines Logo
8:47 am - 1:50 pm
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SXM
28h 03m
2 stops
United Airlines Logo
2:52 pm - 2:16 pm
SXM
-
PWM
24h 24m
2 stops
$629United Airlines
Sun, Nov 15 - Wed, Nov 18
United Airlines Logo
8:47 am - 1:50 pm
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SXM
28h 03m
2 stops
United Airlines Logo
2:52 pm - 9:51 pm
SXM
-
PWM
31h 59m
2 stops
$651United Airlines
Sun, Nov 15 - Wed, Nov 18
JetBlue Logo
6:30 am - 2:15 pm
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SXM
6h 45m
1 stop
JetBlue Logo
3:35 pm - 11:43 pm
SXM
-
PWM
9h 08m
1 stop
$675JetBlue
Sun, Nov 15 - Wed, Nov 18
United Airlines Logo
8:47 am - 1:50 pm
PWM
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SXM
28h 03m
2 stops
United Airlines Logo
2:52 pm - 9:51 pm
SXM
-
PWM
31h 59m
2 stops
$688United Airlines
Sun, Nov 15 - Wed, Nov 18
United Airlines Logo
8:47 am - 1:50 pm
PWM
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SXM
28h 03m
2 stops
United Airlines Logo
2:52 pm - 11:21 pm
SXM
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PWM
9h 29m
1 stop
$689United Airlines
Sun, Nov 15 - Wed, Nov 18
JetBlue Logo
6:30 am - 2:15 pm
PWM
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SXM
6h 45m
1 stop
JetBlue Logo
3:35 pm - 11:43 pm
SXM
-
PWM
9h 08m
1 stop
$765JetBlue
Fri, Nov 20 - Fri, Nov 27
Southwest Logo
5:20 am - 2:20 pm
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SXM
8h 00m
1 stop
Southwest Logo
3:20 pm - 9:25 am
SXM
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PWM
19h 05m
2 stops
$841Southwest
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 5 days.

In the past 5 days, the cheapest round-trip tickets from Portland to St. Maarten were found on American Airlines ($546) and United Airlines ($629).

Good to know

Cheapest flight

$546
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 airlines 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.
7.4
United AirlinesOverall score based on 10062 reviews
7.1Entertainment
8.1Crew
7.3Comfort
6.7Food
7.7Boarding
Airline reviews

The flight crew were very helpful. The seats were very close together. There was barely room to sit without touching the person next to you.

4.0 OkayN, Jul 2026
PHL - ORD
Read more United Airlines reviews

The flight crew were very helpful. The seats were very close together. There was barely room to sit without touching the person next to you.

I’m an EP on AA every year for more than a decade but this was a very pleasant and surprising experience. Clean and sizable plane for HOU to CHI. 5 row first class. And excellent food in first class the steak option was really good. Your flight attendants even better. Seat 5A

It was hot and not as comfortable as the flight to Chicago. Must have been a different plane that needs to be worked on or replaced.

My flight was delayed so bad i missed u it so i just said never mind

Wonderful flight! The crew was good, check-in was good and orderly and the flight was uneventful and good.

Gluten free snack options and meals that offer both gluten free and dairy free.

The pilot was late so we didn’t take off til almost 2 hours late.

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.

Everything was done like clockwork and I find no fault with the airline.

This flight 1810 on 7/30 from EWR to DFW got 4 hours delay. this round trip experience is bad, my AA flight 618 from DFW to EWR on 7/28 was redirected to PIT and totally delayed about 9 hours due to mixed of weather and AA IT outage and then on the way back delayed for 4 hours. Lucky, i changed my flight to UA on the way back. i don't like AA anymore. i will consider other airline options in the future.

Bad experience going to DFW with an IT outage then bad on the way back with a nearly 5 hour delay that’s started as maintenance then caused us to wait further due to weather - which would not have happened if we had left on time.

IT issues created a mess had you change my flight and your system never changed it

Horrible experience flying with American. Flight was delayed due to inbound flight delay. Fine, it happens. Then, we were delayed an additional almost 30 minutes due to the paperwork for departure having a "clerical error." Then, upon landing at the destination airport we were stuck on the plane for an HOUR after we landed and pulled up to the gate because apparently there was another plane. An hour waiting for the gate 12:30 AM when the flight has already been delayed due to operational error feels like a complete failure of the ability to do the one thing they need to do apart from actually have the plane takeoff and land. Very disappointing.

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.

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

Information on your arrival and departure airports