$706 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 4/23. 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

Thu, Apr 23 - Sat, May 23
Multiple Airlines Logo
1:35 pm - 2:55 pm
PDX
-
SXM
22h 20m
2 stops
Multiple Airlines Logo
5:45 pm - 1:10 pm
SXM
-
PDX
22h 25m
2 stops
$706Multiple Airlines
Wed, Jul 29 - Sat, Aug 8
Air Canada Logo
3:30 pm - 5:00 pm
PDX
-
SXM
22h 30m
2 stops
Air Canada Logo
6:00 pm - 7:11 pm
SXM
-
PDX
28h 11m
2 stops
$726Air Canada
Fri, May 29 - Sat, Jun 6
JetBlue Logo
2:30 pm - 11:07 am
PDX
-
SXM
17h 37m
1 stop
JetBlue Logo
5:45 pm - 1:07 pm
SXM
-
PDX
22h 22m
2 stops
$747JetBlue
Thu, May 28 - Sat, Jun 6
JetBlue Logo
2:30 pm - 1:53 pm
PDX
-
SXM
20h 23m
2 stops
JetBlue Logo
5:45 pm - 1:07 pm
SXM
-
PDX
22h 22m
2 stops
$748JetBlue
Sat, May 9 - Tue, May 12
American Airlines Logo
10:28 pm - 11:37 am
PDX
-
SXM
10h 09m
1 stop
American Airlines Logo
2:21 pm - 11:53 pm
SXM
-
PDX
12h 32m
1 stop
$765American Airlines
Tue, May 5 - Tue, May 12
American Airlines Logo
11:23 pm - 1:21 pm
PDX
-
SXM
10h 58m
1 stop
American Airlines Logo
2:21 pm - 11:53 pm
SXM
-
PDX
12h 32m
1 stop
$767American Airlines
Wed, Jul 29 - Sat, Aug 8
Air Canada Logo
7:45 pm - 5:00 pm
PDX
-
SXM
18h 15m
2 stops
Air Canada Logo
6:00 pm - 7:11 pm
SXM
-
PDX
28h 11m
2 stops
$768Air Canada
Sat, May 9 - Tue, May 12
American Airlines Logo
1:52 pm - 11:37 am
PDX
-
SXM
18h 45m
2 stops
American Airlines Logo
4:35 pm - 12:58 pm
SXM
-
PDX
23h 23m
2 stops
$770American Airlines
Tue, May 5 - Tue, May 12
American Airlines Logo
10:28 pm - 1:20 pm
PDX
-
SXM
11h 52m
1 stop
American Airlines Logo
4:35 pm - 10:20 am
SXM
-
PDX
20h 45m
2 stops
$772American Airlines
Sun, May 24 - Fri, May 29
JetBlue Logo
2:30 pm - 1:54 pm
PDX
-
SXM
44h 24m
2 stops
JetBlue Logo
3:14 pm - 1:10 pm
SXM
-
PDX
24h 56m
2 stops
$783JetBlue
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 Air Canada ($726) and JetBlue ($747).

Find deals

Good to know

Low seasonMarch
Cheapest flight$706
Best time to beat the crowds with an average 17% drop in price.
Most popular time to fly and prices are also 17% 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 11564 reviews
6.4Food
7.2Comfort
7.5Boarding
7.9Crew
6.8Entertainment
Airline reviews

THe flight was an hour late. You got us on the plan and we sat on the ground for 45 minutes with no information from the pilot whatsoever. Worst flight this year.

2.0 MediocreMichael, Apr 2026
DCA - HPN
Read more American Airlines reviews

THe flight was an hour late. You got us on the plan and we sat on the ground for 45 minutes with no information from the pilot whatsoever. Worst flight this year.

Boarding was quick and efficient. We arrived at our destination early.

I'm not sure American is capable of on-time arrivals and departures. When you land at ORD, you almost always get held on the tarmac because your gate is still occupied. I may have missed my connection, but that ended up up being significantly delayed as well. Once again, I finally got home well after midnight.

Same plane as RDU to LGA — internet not working. Pilot issue of some sort at end of prior flight - I was on same plane for my connection. Late/delayed —

Good flight, seated and had a water within 5 minutes. Crew was hospitable.

Message about flight cancelation was received late due to being in the air. No explanation, just canceled and booked on morning flight. We had to stay in the airport overnight because there was no transportation offered to get to the hotel that AA had available. Actual inflight was fine.

I didn't go from Reno to Phoenix I ended up going from Reno to Dallas to Tucson because my flight rebooked because my Amtrak was late I tried notifying you guys I also don't know what you ask me about my flight because you guys didn't book my flight

Delays experienced in boarding/take off due to incoming plane delayed. However, the boarding time/depart time in the app was significantly delayed in providing these updates. Usually not updated until an hour after we should have already boarded. Poorly managed.

Bag drop was very disorganized in Miami. All main cabin passengers were shunted to just a few lanes and they had an equal number of lanes for first class passengers but there was nobody on those lines. They did nothing to bring the main cab and passengers over to the open lines and they just had employees standing there and doing nothing

there are no options s for snack besides cookies would ve nice to have a salty option n

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

Information on your arrival and departure airports

Portland (PDX)