$742 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 4/20. 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

KAYAK searches hundreds of travel sites at once for deals on flights to St. Maarten

Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

Save 23% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Bundle and saveSave money when you bundle your flight + hotel.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Flight Deals
Booking Insights
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

Mon, Apr 20 - Sun, Apr 26
Southwest Logo
5:00 pm - 1:30 pm
PDX
-
SXM
17h 30m
2 stops
Southwest Logo
3:20 pm - 10:45 am
SXM
-
PDX
22h 25m
2 stops
$677Southwest
Fri, May 29 - Sat, Jun 6
Air Canada Logo
7:45 pm - 2:00 pm
PDX
-
SXM
15h 15m
2 stops
Air Canada Logo
3:05 pm - 9:30 am
SXM
-
PDX
21h 25m
2 stops
$742Air Canada
Tue, Jun 23 - Thu, Jul 2
American Airlines Logo
9:47 pm - 1:50 pm
PDX
-
SXM
13h 03m
1 stop
American Airlines Logo
2:51 pm - 11:53 pm
SXM
-
PDX
12h 02m
1 stop
$765American Airlines
Tue, Jun 23 - Thu, Jul 2
American Airlines Logo
5:28 pm - 1:50 pm
PDX
-
SXM
17h 22m
2 stops
American Airlines Logo
2:51 pm - 9:56 am
SXM
-
PDX
22h 05m
2 stops
$770American Airlines
Fri, May 29 - Sat, Jun 6
Multiple Airlines Logo
2:30 pm - 11:07 am
PDX
-
SXM
17h 37m
1 stop
Multiple Airlines Logo
3:05 pm - 9:30 am
SXM
-
PDX
21h 25m
2 stops
$786Multiple Airlines
Tue, May 12 - Wed, May 20
Delta Logo
5:18 pm - 1:51 pm
PDX
-
SXM
17h 33m
2 stops
Delta Logo
3:20 pm - 11:46 am
SXM
-
PDX
23h 26m
2 stops
$790Delta
Sat, May 2 - Sat, May 9
American Airlines Logo
3:28 pm - 11:37 am
PDX
-
SXM
17h 09m
2 stops
American Airlines Logo
4:35 pm - 11:01 am
SXM
-
PDX
21h 26m
2 stops
$795American Airlines
Mon, May 18 - Wed, May 20
Delta Logo
9:39 pm - 1:51 pm
PDX
-
SXM
13h 12m
1 stop
Delta Logo
3:20 pm - 10:02 pm
SXM
-
PDX
33h 42m
2 stops
$796Delta
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
$800American Airlines
Thu, May 14 - Thu, May 21
American Airlines Logo
10:28 pm - 1:20 pm
PDX
-
SXM
11h 52m
1 stop
American Airlines Logo
2:53 pm - 11:59 pm
SXM
-
PDX
12h 06m
1 stop
$810American 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.

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 American Airlines ($765) and Delta ($790).

Find deals

Good to know

Low seasonMarch
Cheapest flight$677
Best time to beat the crowds with an average 16% drop in price.
Most popular time to fly and prices are also 16% 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 11489 reviews
6.4Food
6.9Entertainment
7.9Crew
7.5Boarding
7.2Comfort
Airline reviews

Absolutely terrible. Would never fly American again. 2 deplaned incidents and delayed by close to 24 hours. $12 meal voucher for first class passengers was an insult to the injury. Pathetic.

2.0 MediocreSaurabh, Mar 2026
DFW - EWR
Read more American Airlines reviews

Absolutely terrible. Would never fly American again. 2 deplaned incidents and delayed by close to 24 hours. $12 meal voucher for first class passengers was an insult to the injury. Pathetic.

Terrible planning. And even worse gate agents. Absolutely rude behavior.

Half of the TSA checkpoints at PHL are closed. Also, there is no standby for first class passengers. You can only standby for coach. Very dated policy and inconsistent with peers.

Flight was scheduled at 11:26am but they keep Delaying until midnight. They waited at airport restless.

Rough flight No beverage service due to turbulence Bottom Seat cushion was non existent

Great experience. Good dinner and service. FA's were very nice and attentive.

It was great. Smooth flight, comfortable, left on time and landed on time.

Perhaps this is an airport issue, but being in a takeoff queue for over an hour in the taxiing lane is unacceptable. We will definitely be seeking alternative avenues for air travel in the future.

We hoarded. Then we deplaned. Then we waited for 10 hours in the MSP airport due to a wheel misfunction. We understand safety but communication between crew and airport staff was horrible. When we did finally board, we were rushed on and because we were waiting for a “fresh” pilot and crew, we sat in a roasting plane with no A/C for an hour. My question is why was this flight not cancelled right away when they knew this would be a huge issue OR, why did AA not get a substitute plane, considering this was already a full flight? To me, this appears to be a complete breakdown in leadership and utter systems failure. The compensation for completely disrupting travel plans for hundreds, which we paid dearly for, was measly. While we appreciated the lodging for the night, $12 in meal vouchers isn’t going to sustain anyone for over 12 hours. “We apologize; our hands are tied” is no longer an acceptable explanation. We are so completely turned off by this experience and will definitely seek alternative avenues when we need to fly.

Mostly good. The WiFi wasn’t working so that was not great.

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

Information on your arrival and departure airports

Portland (PDX)