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SXM

$489 Find cheap flights from Oregon to Simpson Bay

This is the cheapest round-trip flight price found by a KAYAK user in the last 72 hours by searching for a flight to Simpson Bay departing on 5/27. 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
0 bags
Thu 5/30
Thu 6/6

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Good to know

Low season

September

High season

December

Cheapest flight

$489
Best time to beat the crowds with an average 22% drop in price.
Most popular time to fly with an average 2% increase in price.
Flight from Portland to Simpson Bay

FAQs for booking flights from Oregon to Simpson Bay

  • How does KAYAK find such low prices on flights from Oregon to Simpson Bay?

    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 Oregon to Simpson Bay.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Oregon to Simpson Bay?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Simpson Bay from Oregon 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 Oregon to Simpson Bay?

    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 to Simpson Bay with an airline and back to Oregon with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Oregon to Simpson Bay?

    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 to Simpson Bay from Oregon up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Prefer to fly non-stop from Oregon to Simpson Bay?

Find which airlines fly direct from Oregon to Princess Juliana, which days they fly and book direct flights.

Nonstop departures

Oregon to Simpson Bay Princess Juliana

Monday

Air France, American Airlines, Anguilla Air Services, +13 more

Air France, American Airlines, +14 more

Tuesday

Air France, American Airlines, Anguilla Air Services, +12 more

Air France, American Airlines, +13 more

Wednesday

Air Canada, Air France, American Airlines, +14 more

Air Canada, Air France, +15 more

Thursday

Air Century, Air France, American Airlines, +12 more

Air Century, Air France, +13 more

Friday

Air France, American Airlines, Anguilla Air Services, +12 more

Air France, American Airlines, +13 more

Saturday

Air Canada, Air France, American Airlines, +14 more

Air Canada, Air France, +15 more

Sunday

Air Canada, Air Century, Air France, +16 more

Air Canada, Air Century, +17 more

See more direct flights

Nonstop returns

Simpson Bay Princess Juliana to Oregon

Monday

Air France, American Airlines, Anguilla Air Services, +13 more

Air France, American Airlines, +14 more

Tuesday

Air France, American Airlines, Anguilla Air Services, +12 more

Air France, American Airlines, +13 more

Wednesday

Air Canada, Air France, American Airlines, +14 more

Air Canada, Air France, +15 more

Thursday

Air Century, Air France, American Airlines, +12 more

Air Century, Air France, +13 more

Friday

Air France, American Airlines, Anguilla Air Services, +12 more

Air France, American Airlines, +13 more

Saturday

Air Canada, Air France, American Airlines, +14 more

Air Canada, Air France, +15 more

Sunday

Air Canada, Air Century, Air France, +16 more

Air Canada, Air Century, +17 more

See more direct flights
See more direct flights

Top 3 airlines serving from Oregon to Simpson Bay

 
Need help choosing which airline to fly with from Oregon to Simpson Bay? 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.
6.2
FlexFlightOverall score based on 4 reviews
6.5Crew
5.3Food
6.5Comfort
6.5Boarding
5.3Entertainment
Airline reviews
Pros: "Ok crew and good enough planes. I was on a short flight, so I didn’t mind. Just know what you are getting, budget airlines with little or no service."
Cons: "too many to list"
7.0 GoodTigran, Jun 2020TBS - IEV
Read more about FlexFlight reviews
Pros: "Ok crew and good enough planes. I was on a short flight, so I didn’t mind. Just know what you are getting, budget airlines with little or no service."
Cons: "too many to list"

If you take this airline, they WILL change the flight time, and make you miss your connection. It has happened every time I used it. It's so unreliable that I think it shouldn't be offered on Kayak. You will regret it!

In addition to the fact that Silver changed the flight time several days before the trip without offering any choices , I was sick with Covid and unable to go on the trip. I tried to ask Silver for a credit for a flight when I’d recooperated but they don’t do credits, even for illness. I will Never fly on Silver again

I canceled due to a 7 hour delay. Was forced to book another airline last minute , very expensive. Silver Aorways sucks

I spent hours with orbitz to get my tsa # on my ticket. They didn’t have a place to enter. I will never use orbitz again. No customer service. A number in which u press offered options and the message replays instead of getting customer to that area. Silver did not make the promised call back. Finally someone responded to my email and took care of it after I lost hours of my vacation arranging this. Staff on flight barked orders.

Our pilot and flight attendant, Desiree, were great. I always fly this route and this crew was better than most.

The worst flight ever; 1st and last flying to this airlines

Flight was delayed a bit since booking but otherwise everything was very good.

While this is a VERY SMALL plane; take-off to landing was fine. It's the constant departure time changes that wore me out and I'll try to never use this inconsistent airway again. Four delays in one day. Done!!!!!!

This has been, by far, my worst experience with an airline company. I had a reservation for a Tuesday at 8:30 pm departure from Gainesville, FL (1.5 hours - direct flight) I received an email on Monday that my flight had been changed to Monday at night to depart from Jacksonville, FL (and it was an 11 .5 hours flight ). There was no way I would have had the time to gather my things, drive 1.5 hours to the Jacksonville airport, and make it on time to board the plane. Besides, I had a full day of work on Tuesday. The only good thing I xan say about Silver airlines is that they did give me a refund, but I had to wait about 4 hours for a call back

Thank you so much for initiating these much needle in state flights especially to Gainesville. Your service and personnel are ALL awesome.

It was cancelled. And Kayak/Kiwi pocketed the money. Competence, ethics and customer service would be an idea.

There was nothing to like about this airline and everything needs improvement

Pros: "Nothing the flight was super late and there was no communication as to why or even and announcement to say it was late. I missed my flight to France lost a night in a hotel and missed an important event on my itinerary."
Cons: "My flight"
Cons: "it was too hot at the waiting gate in San Juan and the flight was delayed for about one hour and fifteen minutes. the terminal building smelled of mold."
Cons: "the arrival process in San Juan was horrible. passengers walk in the sun towards immigration and customs is way too long. Standing and waiting in line at immigration without any immigration officer took almost 25 minutes. that was horrible."

Book cheap flights from Oregon to Simpson Bay

Recent round-trip flight deals

5/27Mon
1 stopAmerican Airlines
12h 02mPDX-SXM
6/3Mon
1 stopAmerican Airlines
12h 19mSXM-PDX
$489
8/15Thu
1 stopDelta
12h 24mPDX-SXM
8/25Sun
2 stopsDelta
23h 23mSXM-PDX
$495
5/27Mon
2 stopsAmerican Airlines
12h 11mPDX-SXM
6/3Mon
2 stopsAmerican Airlines
31h 42mSXM-PDX
$587
8/15Thu
1 stopDelta
12h 24mPDX-SXM
8/25Sun
1 stopDelta
11h 35mSXM-PDX
$613
6/14Fri
2 stopsDelta
21h 02mPDX-SXM
6/22Sat
2 stopsDelta
23h 08mSXM-PDX
$1,249
6/13Thu
2 stopsFrontier
35h 14mPDX-SXM
6/22Sat
2 stopsFrontier
28h 03mSXM-PDX
$1,306
6/14Fri
1 stopAmerican Airlines
14h 13mPDX-SXM
6/22Sat
1 stopAmerican Airlines
11h 36mSXM-PDX
$1,360
6/14Fri
1 stopAmerican Airlines
14h 13mPDX-SXM
6/22Sat
2 stopsAmerican Airlines
21h 10mSXM-PDX
$1,364

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Last minute flights from Oregon to Simpson Bay

Last minute flight, train and bus deals

5/2Thu
multi-stopUnited Airlines
47h 07mPDX-SXM
5/12Sun
multi-stopUnited Airlines
31h 34mSXM-PDX
$926
5/2Thu
multi-stopUnited Airlines
38h 05mPDX-SXM
5/12Sun
multi-stopUnited Airlines
29h 31mSXM-PDX
$954
5/2Thu
multi-stopAmerican Airlines
10h 17mPDX-SXM
5/12Sun
multi-stopAmerican Airlines
14h 19mSXM-PDX
$975
5/2Thu
multi-stopAmerican Airlines
12h 06mPDX-SXM
5/12Sun
multi-stopAmerican Airlines
12h 19mSXM-PDX
$989
5/1Wed
multi-stopWestJet
33h 20mPDX-SXM
5/12Sun
multi-stopWestJet
50h 00mSXM-PDX
$2,459
5/1Wed
multi-stopWestJet
33h 20mPDX-SXM
5/12Sun
multi-stopWestJet
26h 00mSXM-PDX
$2,626

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Flights to Simpson Bay

Destination:

Simpson Bay (SXM)St. Maarten

Cabin classes: