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Cheap flights from Portland (PDX) to Simpson Bay (SXM) from $491

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 8/15. 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.
PDX — SXM
May 11 — May 181
From?
To?
Sat 5/11
Sat 5/18
1 adult, Economy
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Cheap flight deals from Portland to Simpson Bay

Discover tips and strategies to find the most affordable flight options for your journey from Portland (PDX) to Simpson Bay (SXM). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated May 6, 2024.

Popular in

August

Cheapest in

September

Average price

$812

Round-trip from

$535
High demand for flights, 41% potential price rise
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Best time to find cheap flights, 35% potential price drop
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Average for round-trip flights in May 2024
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From Portland to Simpson Bay Princess Juliana
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What is the cheapest day to fly round-trip from Portland to Simpson Bay?

Wednesday is generally a great day to depart. Flying on this day could help you save up to 45%.

How far in advance should I book a flight from Portland to Simpson Bay?

Travelers have found it’s best to book a flight 40 days in advance to save up to 151% compared to booking the same week of travel. As your travel date approaches, the cost of this flight route may potentially increase. While opting to book 40 days out may not be an option for all, there are still additional ways to secure a deal in the near future. You might find a flight from Portland to Simpson Bay 1-2 weeks in advance for as low as $1,128, or $1,319 for flights within the next 24 hours.

What is the cheapest month to fly from Portland to Simpson Bay?

Due to multiple factors, expect to potentially pay more when booking in August. For low rates, September can be a great choice for travel to Simpson Bay. Flights to Simpson Bay from Portland in September are about $852 on average during September, but can be found for as low as $465.

When is the cheapest time to fly from Portland to Simpson Bay (PDX - SXM)?

When flying from Portland to Simpson Bay, the time of day you fly usually plays a role in the price. Save by searching for a flight in the afternoon, which can drop the price by up to 36% versus a flight in the evening.

Cheap Delta flights from Portland to Simpson Bay

Explore cheap flight options specifically provided by Delta for the route between Portland and Simpson Bay. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 2,689,106 searches. Data last updated May 6, 2024.
Take a look at some of the lowest-priced Delta flights heading from Portland to Simpson Bay. It's recommended that users confirm their flight details before booking.
Fri 8/161:20 pmPDX - SXM
2 stops21h 29mDelta
Fri 8/303:19 pmSXM - PDX
2 stops27h 48mDelta
Deal found 5/6$495
Sat 9/2811:45 amPDX - SXM
1 stop23h 04mDelta
Sat 10/53:19 pmSXM - PDX
2 stops24h 08mDelta
Deal found 5/5$500
Sat 9/2811:45 amPDX - SXM
1 stop23h 04mDelta
Sat 10/53:19 pmSXM - PDX
1 stop22h 27mDelta
Deal found 5/5$623

Cheap United Airlines flights from Portland to Simpson Bay

Explore cheap flight options specifically provided by United Airlines for the route between Portland and Simpson Bay. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 2,689,106 searches. Data last updated May 6, 2024.
Some of the lowest-priced United Airlines flights we've found at this time heading from Portland to Simpson Bay. Ensure the flight price, dates, time, and airline match your criteria before you book.
Fri 6/1411:45 pmPDX - SXM
2 stops33h 50mUnited Airlines
Sat 6/221:30 pmSXM - PDX
1 stop23h 08mUnited Airlines
Deal found 5/6$1,084
Fri 6/1411:45 pmPDX - SXM
2 stops33h 50mUnited Airlines
Sat 6/221:30 pmSXM - PDX
2 stops28h 21mUnited Airlines
Deal found 5/6$1,093
Fri 6/1411:45 pmPDX - SXM
1 stop14h 04mUnited Airlines
Sat 6/221:30 pmSXM - PDX
1 stop23h 08mUnited Airlines
Deal found 5/6$1,390

Cheap Portland to Simpson Bay flights in May & June 2024

Find cheap flight options from Portland to Simpson Bay specifically for the months of May and June 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 2,689,106 searches. Prices were last updated on May 6, 2024.
Check out some of the best flight deals from Portland to Simpson Bay in 2024. More deals are always being added, so be sure to check back regularly.
Mon 5/279:55 pmPDX - SXM
1 stop12h 02mAmerican Airlines
Mon 6/32:35 pmSXM - PDX
2 stops25h 17mAmerican Airlines
Deal found 5/5$512
Mon 5/2711:54 pmPDX - SXM
2 stops12h 11mAmerican Airlines
Mon 6/32:35 pmSXM - PDX
2 stops25h 17mAmerican Airlines
Deal found 5/5$514
Mon 5/279:55 pmPDX - SXM
1 stop12h 02mAmerican Airlines
Mon 6/32:35 pmSXM - PDX
1 stop12h 19mAmerican Airlines
Deal found 5/5$665
Thu 6/1312:32 amPDX - SXM
2 stops35h 38mFrontier
Sat 6/224:20 pmSXM - PDX
2 stops28h 01mFrontier
Deal found 5/5$1,061
Fri 6/1411:45 pmPDX - SXM
2 stops33h 50mUnited Airlines
Sat 6/221:30 pmSXM - PDX
1 stop23h 08mUnited Airlines
Deal found 5/5$1,084
Fri 6/1411:45 pmPDX - SXM
2 stops33h 50mUnited Airlines
Sat 6/221:30 pmSXM - PDX
2 stops31h 46mUnited Airlines
Deal found 5/5$1,093
Fri 6/149:51 pmPDX - SXM
1 stop14h 13mAmerican Airlines
Sat 6/224:09 pmSXM - PDX
1 stop11h 36mAmerican Airlines
Deal found 5/5$1,360

Portland to Simpson Bay 2024 flight deals

Discover exclusive flight deals for travel between Portland and Simpson Bay in 2024. Find excellent offers based on user searches. Over the last 7 days, Cheapflights users made 2,689,106 searches. Data last updated May 6, 2024.
Check out some of the best flight deals from Portland to Simpson Bay in 2024. More deals are always being added, so be sure to check back regularly.
Thu 8/1510:05 pmPDX - SXM
1 stop12h 14mAmerican Airlines
Sun 8/252:30 pmSXM - PDX
1 stop13h 15mAmerican Airlines
Deal found 5/5$491
Thu 8/153:15 pmPDX - SXM
2 stops19h 10mAmerican Airlines
Sun 8/254:04 pmSXM - PDX
1 stop11h 41mAmerican Airlines
Deal found 5/5$494
Fri 11/299:30 pmPDX - SXM
1 stop12h 14mDelta
Wed 12/114:14 pmSXM - PDX
2 stops24h 26mDelta
Deal found 5/6$495
Sat 9/2811:45 amPDX - SXM
1 stop23h 04mDelta
Sat 10/53:19 pmSXM - PDX
2 stops24h 08mDelta
Deal found 5/5$500
Fri 11/299:30 pmPDX - SXM
1 stop12h 14mDelta
Sat 12/73:09 pmSXM - PDX
1 stop24h 33mDelta
Deal found 5/6$503
Mon 5/279:55 pmPDX - SXM
1 stop12h 02mAmerican Airlines
Mon 6/32:35 pmSXM - PDX
2 stops25h 17mAmerican Airlines
Deal found 5/5$512
Mon 5/2711:54 pmPDX - SXM
2 stops12h 11mAmerican Airlines
Mon 6/32:35 pmSXM - PDX
2 stops25h 17mAmerican Airlines
Deal found 5/5$514
Mon 12/210:25 pmPDX - SXM
1 stop12h 24mDelta
Wed 12/114:14 pmSXM - PDX
2 stops20h 22mDelta
Deal found 5/6$607
Mon 12/210:25 pmPDX - SXM
1 stop12h 24mDelta
Thu 12/54:14 pmSXM - PDX
1 stop30h 47mDelta
Deal found 5/6$615

Find flights from Portland to Simpson Bay within your budget

Customize your flight search to find flights from Portland 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 2,689,106 searches. Data last updated May 6, 2024.

Fly from

Any airport

Fly to

Any airport

Budget

$491 - $1,084

Route

Depart

Return

Price

PortlandSimpson Bay Princess Juliana

PDX - SXM

PDXSXM

Portland

Thu 8/15

1 stop12h 14m

Simpson Bay Princess Juliana

Sun 8/25

1 stop13h 15m

$491

PortlandSimpson Bay Princess Juliana

PDX - SXM

PDXSXM

Portland

Thu 8/15

2 stops19h 10m

Simpson Bay Princess Juliana

Sun 8/25

1 stop11h 41m

$494

PortlandSimpson Bay Princess Juliana

PDX - SXM

PDXSXM

Portland

Fri 8/16

2 stops21h 29m

Simpson Bay Princess Juliana

Fri 8/30

2 stops27h 48m

$495

PortlandSimpson Bay Princess Juliana

PDX - SXM

PDXSXM

Portland

Sat 9/28

1 stop23h 04m

Simpson Bay Princess Juliana

Sat 10/5

2 stops24h 08m

$500

PortlandSimpson Bay Princess Juliana

PDX - SXM

PDXSXM

Portland

Mon 5/27

1 stop12h 02m

Simpson Bay Princess Juliana

Mon 6/3

2 stops25h 17m

$512

PortlandSimpson Bay Princess Juliana

PDX - SXM

PDXSXM

Portland

Mon 5/27

2 stops12h 11m

Simpson Bay Princess Juliana

Mon 6/3

2 stops25h 17m

$514

PortlandSimpson Bay Princess Juliana

PDX - SXM

PDXSXM

Portland

Sat 9/28

2 stops20h 16m

Simpson Bay Princess Juliana

Sat 10/5

3 stops27h 35m

$913

PortlandSimpson Bay Princess Juliana

PDX - SXM

PDXSXM

Portland

Thu 6/13

2 stops35h 38m

Simpson Bay Princess Juliana

Sat 6/22

2 stops28h 01m

$1,061

PortlandSimpson Bay Princess Juliana

PDX - SXM

PDXSXM

Portland

Fri 6/14

2 stops33h 50m

Simpson Bay Princess Juliana

Sat 6/22

1 stop23h 08m

$1,084

Flights are sorted by cheapest first

Deals found on 5/5

When is the best time to book a flight from Portland to Simpson Bay?

Use this chart to determine the optimal time to book a round-trip flight from Portland to Simpson Bay. Price data was last updated on May 3, 2024.
To ensure you get the cheapest price possible for a flight from Portland to Simpson Bay, you should look to book at least 69 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.
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When is the cheapest time to fly from Portland to Simpson Bay?

Use this chart to determine the cheapest time to fly round-trip from Portland to Simpson Bay. Price data was last updated on May 5, 2024.
Morning
Noon
Afternoon
Evening
All times are departure.
Travelers seeking maximum savings on their Portland to Simpson Bay flight should consider departing on Thursday evenings when fares are most often at their lowest. Wednesday evenings flights should be avoided if possible as fares are typically the most expensive at this time.
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Average price of flights to Simpson Bay by month

Plan your trip from Portland to Simpson Bay by taking into account the cheapest months to travel. The average price of a one-way flight from Portland to Simpson Bay is currently $0 while a round-trip flight costs $674. Price data was last updated on May 5, 2024.

Currently, September is the cheapest month in which you can book a flight from Portland to Simpson Bay (average of $535). Flying from Portland to Simpson Bay in July is currently the most expensive (average of $777). 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.

January

$548

February

$588

March

$656

April

$605

May

$580

June

$660

July

$777

August

$648

September

$535

October

$656

November

$603

December

$633

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 May 6, 2024.
Read reviews from past customers who have flown Delta, United Airlines and Frontier from Portland to Simpson Bay. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.1
Very good
10,818 reviews
Check prices

Overall

8.1

Comfort

7.9

Boarding

8.2

Food

7.4

Entertainment

8.0

Crew

8.6

Reviews

1 / 10

Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.

Delta
8.1
Very good
10,818 reviews
Delta
8.1
Very good
10,818 reviews
Check prices

Overall

8.1

Comfort

7.9

Boarding

8.2

Food

7.4

Entertainment

8.0

Crew

8.6

Reviews

1 / 10

Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.

United Airlines
7.4
Good
11,090 reviews
Delta
8.1
Very good
10,818 reviews
Check prices

Overall

8.1

Comfort

7.9

Boarding

8.2

Food

7.4

Entertainment

8.0

Crew

8.6

Reviews

1 / 10

Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.

American Airlines
7.3
Good
14,697 reviews
Delta
8.1
Very good
10,818 reviews
Check prices

Overall

8.1

Comfort

7.9

Boarding

8.2

Food

7.4

Entertainment

8.0

Crew

8.6

Reviews

1 / 10

Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.

Frontier
6.3
Okay
4,090 reviews
Delta
8.1
Very good
10,818 reviews
Check prices

Overall

8.1

Comfort

7.9

Boarding

8.2

Food

7.4

Entertainment

8.0

Crew

8.6

Reviews

1 / 10

Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.

Related info for your journey

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

  • Can I find flights from Portland to Simpson Bay for under $500 on Cheapflights?

    Yes, there are multiple flights from Portland to Simpson Bay for under $500. The cheapest flight booked recently is on American Airlines for just $491, but on average you can expect to pay $829.

  • What are the cheapest airlines flying from Portland to Simpson Bay round-trip?

    Our cheapest airline available from Portland to Simpson Bay is American Airlines. Our recent data shows that you can find tickets from as low as $491 on this airline. Additional options worth looking into are Delta and Frontier, starting at $495 and $1,061 round-trip. American Airlines is currently priced 42% below the average price you’ll pay for this route.

  • What are the most popular airlines that fly from Portland to Simpson Bay?

    The most popular airlines flying from Portland to Simpson Bay are American Airlines, Alaska Airlines and Delta. Something to consider prior to booking your flight.

  • What does PDX to SXM mean?

    PDX and SXM are unique codes to identify airports used in the aviation industry. They are defined by IATA (International Air Transport Association) and are commonly called IATA codes. PDX to SXM refers to a flight route from Portland Airport to Simpson Bay Princess Juliana Airport.

  • Can I find deals for flights from Portland to Simpson Bay that include extra baggage allowance?

    The amount of baggage you can bring on your Portland to Simpson Bay flight depends on the airline and the type of fare you've chosen. After entering your flight details, you'll be able to view the specific baggage policies for each deal in the search results. Keep in mind that certain deals may offer additional baggage allowance.

  • Can I find deals on flights from Portland to Simpson Bay with specific airlines?

    Yes, Cheapflights allows you to browse and filter Portland to Simpson Bay flight deals by airline. After entering your origin and destination, use the available filters to view flights offered by airlines.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Portland 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.

  • Can I find deals for flights from Portland to Simpson Bay that allow pets onboard?

    Many airlines flying from Portland to Simpson Bay offer the option to travel with pets. After selecting a flight deal, you can find more information about the airline's pet policy on their official website or by contacting the airline directly. Please note that additional fees and restrictions may apply.

  • Can I find deals on last-minute flights from Portland to Simpson Bay?

    Yes, you can often find last-minute deals on Portland to Simpson Bay flights on Cheapflights. However, these deals can vary and may not always be available. We recommend checking back frequently or signing up for price alerts for the most up-to-date deals.

  • How recently were the Portland to Simpson Bay flight deals updated?

    The Portland to Simpson Bay flight deals you see on this page were last updated on 5/6.

See more FAQs

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Complete your trip
Complete your trip to Simpson Bay by adding a car rental and/or hotel reservation to your travel itinerary.

Simpson Bay Princess Juliana Airport car rentals

Top 4 airlines flying from Portland to Simpson Bay

Discover the top 4 airlines that operate flights from Portland 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 2,689,106 searches. Data last updated May 6, 2024.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$447Average$906FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
American AirlinesCheapest$488Average$832FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
DeltaCheapest$491Average$677FlexibilityNo cancel feeOn-timeN/A
Search Delta flights
Alaska AirlinesCheapest$715Average$755FlexibilityNo cancel feeOn-time75%
Search Alaska Airlines flights
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Search flights from Portland to Simpson Bay by cabin class

Find flights from Portland to Simpson Bay, based on your preferred cabin class, be it economy, premium economy, business, or first class.
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Fly with Cheapflights

Find the best flight deals on Cheapflights, where travelers can enjoy low prices and a wide availability of flights to their desired destinations.

How does Cheapflights help users find flights from Portland to Simpson Bay?

When you search for this flight from Portland to Simpson Bay, Cheapflights searches on 900+ travel sites to save you time finding great flight deals online. Additionally, we offer filter features so you can choose a preferred cabin class or airline, see different price ranges, and much more so you can book the flight for you.

Why should you use Cheapflights to find cheap flight tickets from Portland to Simpson Bay?

Cheapflights helps you find that perfect flight to Simpson Bay from Portland by searching from hundreds of airlines and agencies you know and love. We are also free to use, in case you were wondering!

Can Cheapflights find flights from Portland to Simpson Bay with no change fees?

Certainly. Search results for flights to Simpson Bay from Portland shown to you on Cheapflights can be narrowed down with different useful search filters, which includes flexible booking options.

Can Cheapflights notify me if prices for flights from Portland to Simpson Bay become cheaper?

Of course! You can now track prices for flights from Portland to Simpson Bay and get an alert from Cheapflights when they change. Have a valid email address ready and click the bell icon next to the flight deals above to set up your price alerts.

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