$657 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 8/29. 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

Sat, Aug 29 - Sun, Sep 6
JetBlue Logo
11:27 pm - 1:42 pm
PDX
-
SXM
35h 15m
2 stops
JetBlue Logo
3:02 pm - 1:04 pm
SXM
-
PDX
25h 02m
2 stops
$657JetBlue
Thu, Nov 5 - Fri, Nov 20
American Airlines Logo
10:45 pm - 4:20 pm
PDX
-
SXM
13h 35m
1 stop
American Airlines Logo
3:20 pm - 11:51 pm
SXM
-
PDX
12h 31m
1 stop
$697American Airlines
Thu, Nov 5 - Fri, Nov 20
Southwest Logo
7:00 pm - 3:40 pm
PDX
-
SXM
16h 40m
2 stops
Southwest Logo
4:40 pm - 10:20 am
SXM
-
PDX
21h 40m
2 stops
$702Southwest
Sat, Aug 29 - Sun, Sep 6
Delta Logo
10:55 pm - 1:53 pm
PDX
-
SXM
11h 58m
1 stop
Delta Logo
3:18 pm - 11:41 am
SXM
-
PDX
23h 23m
2 stops
$704Delta
Mon, Jul 6 - Tue, Jul 14
American Airlines Logo
9:47 pm - 1:51 pm
PDX
-
SXM
13h 04m
1 stop
American Airlines Logo
2:51 pm - 11:55 pm
SXM
-
PDX
12h 04m
1 stop
$705American Airlines
Mon, Jul 6 - Tue, Jul 14
American Airlines Logo
11:15 pm - 3:44 pm
PDX
-
SXM
13h 29m
2 stops
American Airlines Logo
4:45 pm - 12:49 pm
SXM
-
PDX
23h 04m
2 stops
$710American Airlines
Sat, Jul 4 - Fri, Jul 10
American Airlines Logo
5:49 am - 1:51 pm
PDX
-
SXM
29h 02m
1 stop
American Airlines Logo
2:51 pm - 11:55 pm
SXM
-
PDX
12h 04m
1 stop
$722American Airlines
Sat, Jul 4 - Fri, Jul 10
American Airlines Logo
5:49 am - 1:51 pm
PDX
-
SXM
29h 02m
1 stop
American Airlines Logo
4:45 pm - 10:49 am
SXM
-
PDX
21h 04m
2 stops
$727American Airlines
Fri, Oct 30 - Wed, Nov 11
United Airlines Logo
10:59 pm - 2:57 pm
PDX
-
SXM
12h 58m
1 stop
United Airlines Logo
2:52 pm - 9:21 am
SXM
-
PDX
22h 29m
1 stop
$751United Airlines
Wed, Jul 8 - Tue, Jul 14
United Airlines Logo
11:30 pm - 12:33 pm
PDX
-
SXM
10h 03m
1 stop
United Airlines Logo
3:50 pm - 9:34 am
SXM
-
PDX
20h 44m
2 stops
$756United Airlines
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$657
Best time to beat the crowds with an average 15% drop in price.
Most popular time to fly and prices are also 15% 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 11636 reviews
7.9Crew
6.9Entertainment
6.4Food
7.2Comfort
7.5Boarding
Airline reviews

It was so much better than expected, Ohare is not such a pleasant experience but American Airlines with the new, clean aeroplane and free Wi-Fi was outstanding and the crew so pleasant and helpful.

10.0 ExcellentMark, Jun 2026
ORD - LAX
Read more American Airlines reviews

It was so much better than expected, Ohare is not such a pleasant experience but American Airlines with the new, clean aeroplane and free Wi-Fi was outstanding and the crew so pleasant and helpful.

The flight attendants were extremely sourly and borderline rude. I did not feel appreciated as an AA customer once.

The flight back to Dallas was delayed, which has happened to me several times with American Airlines. There was no announcement, no update sent out, no compensation offered for the inconvenience.

It wa sort of on time; the cab was left with some trash

Our flight from JFK to Madrid was delayed. We had to go from one side of the Madrid airport (Terminal 4s to the far end of terminal 4 - Gate K98) to our gate in less than 30 minutes. Put passport control and security/baggage check and that’s very hard unless you’re Usain Bolt. I called Iberia Airlines and the telephone customer service told me that I was going to have to pay to re-book. Luckily the help desk in the airport (who was dealing with dozens of people from the same JFK-Madrid flight) did not charge us extra to reschedule to a flight 8 hours later. They also gave us a voucher for breakfast and lunch. Glad the actual person at the airport had some actual sense.

As always, most AA flights that we fly are almost ALWAYS delayed and that too multiple times. Very frustrating

Boarding was smooth and seamless and the flight was without incident.

For an long range economy flight I feel more space and more meal options need to be offered for flights over 5 hours

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.

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

Information on your arrival and departure airports