$640 Find Cheap Flights from Portland to St. Maarten

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 4/22. 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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Flight Deals

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, Apr 22 - Mon, Apr 27
Air Canada Logo
7:05 pm - 2:55 pm
PDX
-
SXM
40h 50m
2 stops
Air Canada Logo
4:00 pm - 9:10 am
SXM
-
PDX
44h 10m
2 stops
$640Air Canada
Tue, Apr 21 - Tue, Apr 28
American Airlines Logo
10:28 pm - 3:22 pm
PDX
-
SXM
13h 54m
1 stop
American Airlines Logo
12:41 pm - 11:53 pm
SXM
-
PDX
14h 12m
1 stop
$745American Airlines
Mon, Apr 20 - Wed, Apr 29
Delta Logo
1:05 pm - 2:05 pm
PDX
-
SXM
22h 00m
2 stops
Delta Logo
1:35 pm - 12:08 pm
SXM
-
PDX
25h 33m
2 stops
$750Delta
Wed, Apr 29 - Thu, May 7
American Airlines Logo
10:28 pm - 11:37 am
PDX
-
SXM
10h 09m
1 stop
American Airlines Logo
4:35 pm - 12:58 pm
SXM
-
PDX
23h 23m
2 stops
$755American Airlines
Wed, Jul 22 - Fri, Aug 7
American Airlines Logo
5:59 pm - 1:45 pm
PDX
-
SXM
16h 46m
2 stops
American Airlines Logo
2:22 pm - 9:24 am
SXM
-
PDX
22h 02m
2 stops
$768American Airlines
Wed, Apr 29 - Thu, May 7
American Airlines Logo
10:28 pm - 3:22 pm
PDX
-
SXM
13h 54m
1 stop
American Airlines Logo
2:21 pm - 11:53 pm
SXM
-
PDX
12h 32m
1 stop
$770American Airlines
Wed, Apr 29 - Thu, May 7
American Airlines Logo
10:28 pm - 3:22 pm
PDX
-
SXM
13h 54m
1 stop
American Airlines Logo
2:21 pm - 10:20 am
SXM
-
PDX
22h 59m
2 stops
$775American Airlines
Wed, Apr 29 - Thu, May 7
American Airlines Logo
11:47 pm - 3:22 pm
PDX
-
SXM
12h 35m
2 stops
American Airlines Logo
12:41 pm - 11:53 pm
SXM
-
PDX
14h 12m
1 stop
$780American Airlines
Mon, Jun 15 - Sat, Jun 20
United Airlines Logo
11:30 pm - 12:33 pm
PDX
-
SXM
10h 03m
1 stop
United Airlines Logo
3:50 pm - 9:39 am
SXM
-
PDX
20h 49m
2 stops
$781United Airlines
Tue, Apr 21 - Wed, Apr 29
Delta Logo
10:55 pm - 2:05 pm
PDX
-
SXM
12h 10m
1 stop
Delta Logo
1:35 pm - 12:08 pm
SXM
-
PDX
25h 33m
2 stops
$790Delta
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 72 hours.

In the past 3 days, the cheapest round-trip tickets from Portland to St. Maarten were found on United Airlines ($775) and American Airlines ($780).

Good to know

Low seasonMay
Cheapest flight$640
Best time to beat the crowds with an average 15% drop in price.
Most popular time to fly and prices are also 6% 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 11381 reviews
6.4Food
8.0Crew
7.5Boarding
6.9Entertainment
7.2Comfort
Airline reviews

Flight delay for mechanical. Inbound arrived on time. No one said why mechanical delay.

2.0 MediocreDavid, Mar 2026
DCA - SRQ
Read more American Airlines reviews

Flight delay for mechanical. Inbound arrived on time. No one said why mechanical delay.

Forced to check bags. Crew uninterested in collecting trash. Unclean seats.

why would I bother with this airline and pick seats when I am asked to move for a weight imbalance

Flight pulled out on time but sat on runway for 30 mins. It was extremely cold in the aircraft despite wearing a winter coat. Surprisingly they had a vegetarian meal but could have some better snack choices for a 8 hour flight.

We had a male flight attendant who was super attentive and wonderful! Very professional. I have both gluten and dairy intolerance, and was only able to get a gluten free part, and not the dairy free part of the meal. Easy to order ahead of time and I appreciate being able to do that.

Snow delayed boarding several times, which I understand happens. Issue I had was that after we did board, pilot told us we were going to roll out to be de-iced, then on our way. We were de-iced once, taxied to the tarmac and then stopped. Sat for another 30 minutes or so, the another de-icing. Then we rolled out to a parking spot, only to sit for another hour due to a traffic stop in DCA, which I'm confident they knew would happen before we boarded. Pilot gave no updates other than we had to hold, attendants did speak to the crew, but when asked, said the pilot would be updating us. We on the ground in the plane waiting for over 2 hours. They did communicate that bathrooms would be open, but no other news until we left. Would have been better to be up front about status.

Good crew and flight was on time. It’s a small plane with limited overhead luggage space. They said the overhead space was full and I had to check my bag. There was still space when I got on. Waiting for my checked luggage added 30 minutes to my trip. Not the end of the world but also not great.

My seat was assigned last row behind restrooms No legroom’s I’m very Pettit Still was not comfortable Food choice was excellent

Delayed initially because they couldn’t print the flight details. Poor instruction on delay. When I got on the plane the flight attendant argued with me about whether my carry on would fit (it did, although she didn’t acknowledge that). No greeting (other than arguing with me) getting on or off the plane.

Overall good. The pilots and flight attendants are excellent! The equipment was the issue on my First flight as they had to wait for a part to be installed. So the take off was at least 30 minutes later.

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

Information on your arrival and departure airports