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Simpson Bay

$460+ Cheap flights from Oregon to Simpson Bay (SXM)

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 5/16. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — SXM
abr. 7 — abr. 141
lun. 4/7
lun. 4/14
1 adult, Economy
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Cheap flight deals from Oregon to Simpson Bay

Keep the following information in mind while searching for Oregon to Simpson Bay flight deals. Data was last updated abril 2, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$460
(Priceline)

Popular in

December

Cheapest in

September

Average price

$833
Provider with most accurate pricing for Portland-Simpson Bay Princess Juliana flight deals.
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Provider most trusted by Cheapflights users for Portland-Simpson Bay Princess Juliana flights.
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From Oregon to Simpson Bay Princess Juliana
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Highest demand for flights based on searches. 5% potential increase in price ($49 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($26 potential savings vs. average RT price).
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Average for round-trip flights in April 2025
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Find flight deals from Oregon to Simpson Bay

Cheapest flights from Oregon to Simpson Bay
Explore the most affordable flight options available from Oregon to Simpson Bay. Find the lowest fares from popular airlines and budget airlines, with prices last updated on abril 2, 2025.

This Priceline deal was found by Cheapflights users on 4/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 5/165:40 pmPDX - SXM
2 stops17h 20mSpirit Airlines
vie. 5/233:05 pmSXM - PDX
2 stops24h 37mSpirit Airlines
Deal found 4/1$460
This Delta deal was found by Cheapflights users on 4/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 6/159:50 pmPDX - SXM
1 stop13h 10mDelta
vie. 6/273:25 pmSXM - PDX
1 stop11h 27mDelta
Deal found 4/1$683
This American Airlines deal was found by Cheapflights users on 4/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 7/149:55 pmPDX - SXM
1 stop12h 30mAmerican Airlines
vie. 7/252:15 pmSXM - PDX
2 stops22h 20mAmerican Airlines
Deal found 4/1$688
This United Airlines deal was found by Cheapflights users on 4/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 7/1511:30 pmPDX - SXM
1 stop9h 59mUnited Airlines
vie. 7/251:35 pmSXM - PDX
2 stops22h 57mUnited Airlines
Deal found 4/1$718
This Mytrip deal was found by Cheapflights users on 4/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 7/161:45 pmPDX - SXM
3 stops20h 30mMultiple Airlines
sáb. 7/262:56 pmSXM - PDX
3 stops34h 50mMultiple Airlines
Deal found 4/1$959

Cheapflights Fare Finder

Customize your flight search to find flights from Oregon to Simpson Bay that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated abril 2, 2025.
Use the filters below to find and compare flights from Oregon to Simpson Bay that are best for you.

Fly from

Oregon

Fly to

Simpson Bay

Route

Depart

Return

Price

PortlandSimpson Bay

PDX - SXM

PDXSXM

Portland

vie. 5/16

5:40 pm-2:00 pm

2 stops17h 20m

Simpson Bay Princess Juliana

vie. 5/23

3:05 pm-12:42 pm

2 stops24h 37m

$460

PortlandSimpson Bay

PDX - SXM

PDXSXM

Portland

dom. 6/15

9:50 pm-2:00 pm

1 stop13h 10m

Simpson Bay Princess Juliana

vie. 6/27

3:25 pm-11:52 pm

1 stop11h 27m

$683

PortlandSimpson Bay

PDX - SXM

PDXSXM

Portland

lun. 7/14

9:55 pm-3:05 pm

2 stops14h 10m

Simpson Bay Princess Juliana

vie. 7/25

4:05 pm-12:21 pm

2 stops23h 16m

$688

PortlandSimpson Bay

PDX - SXM

PDXSXM

Portland

mar. 7/15

11:30 pm-12:29 pm

1 stop9h 59m

Simpson Bay Princess Juliana

vie. 7/25

1:35 pm-9:32 am

2 stops22h 57m

$718

PortlandSimpson Bay

PDX - SXM

PDXSXM

Portland

mié. 7/16

1:45 pm-1:15 pm

3 stops20h 30m

Simpson Bay Princess Juliana

sáb. 7/26

2:56 pm-10:46 pm

3 stops34h 50m

$959

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/1

Best time to book a flight from Oregon to Simpson Bay

Have a flexible travel schedule? Discover the best time to fly to Simpson Bay from Oregon with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Oregon to Simpson Bay

What is the cheapest month to book a flight from Oregon to Simpson Bay?

Currently, September is the cheapest month in which you can book a flight from Oregon to Simpson Bay (average of $459). Flying from Oregon to Simpson Bay in July is currently the most expensive (average of $675). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from OR to SXM?

Find hourly flight availability from Oregon to Simpson Bay. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated abril 2, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Oregon to Simpson Bay as you normally would.

Reviews of airlines servicing Simpson Bay

Get insights into the airlines that provide service to Simpson Bay. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Simpson Bay. Reviews last updated abril 2, 2025.
Delta
8.0
Very good
7,898 reviews

Boarding

8.2

Food

7.3

Comfort

7.9

Entertainment

7.9

Crew

8.5

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
Delta
8.0
Very good
7,898 reviews
Delta
8.0
Very good
7,898 reviews

Boarding

8.2

Food

7.3

Comfort

7.9

Entertainment

7.9

Crew

8.5

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
United Airlines
7.4
Good
8,616 reviews
Delta
8.0
Very good
7,898 reviews

Boarding

8.2

Food

7.3

Comfort

7.9

Entertainment

7.9

Crew

8.5

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,898 reviews

Boarding

8.2

Food

7.3

Comfort

7.9

Entertainment

7.9

Crew

8.5

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
Spirit Airlines
6.3
Okay
7,886 reviews
Delta
8.0
Very good
7,898 reviews

Boarding

8.2

Food

7.3

Comfort

7.9

Entertainment

7.9

Crew

8.5

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

Related info for your journey

Find useful and relevant information for your journey from Oregon to Simpson Bay. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Simpson Bay from Oregon?

    If you book a flight to Simpson Bay from Oregon, you will be flying to Princess Juliana, which is the city’s only airport. Simpson Bay Princess Juliana (SXM) is located 0.5 mi from the center of Simpson Bay.

  • Can I find deals for flights from Oregon to Simpson Bay that include hotel bookings?

    Yes. In addition to deals on Oregon to Simpson Bay flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Oregon to Simpson Bay?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Oregon to Simpson Bay.

  • Can I find deals for business class flights from Oregon to Simpson Bay?

    Yes. Cheapflights offers flight deals from Oregon to Simpson Bay by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Oregon to Simpson Bay?

    Currently, September is the cheapest month in which you can book a flight from Oregon to Simpson Bay (average of $459). Flying from Oregon to Simpson Bay in July is currently the most expensive (average of $675). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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Alternative routes for Oregon to Simpson Bay

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Top 2 airlines flying from Oregon to Simpson Bay

Discover the top 2 airlines that operate flights from Oregon to Simpson Bay. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated abril 2, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$490Average$803FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$595Average$849FlexibilityNo cancel feeOn-time71%

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