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Cheap flights from Portland (PDX) to Simpson Bay (SXM) from $378

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 5/27. 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.
PDX — SXM
May 21 — May 281
From?
To?
Tue 5/21
Tue 5/28
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 16, 2024.

Popular in

August

Cheapest in

September

Average price

$792

Round-trip from

$530
High demand for flights, 42% potential price rise
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Best time to find cheap flights, 36% 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 $850 on average during September, but can be found for as low as $461.

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 Spirit Airlines flights from Portland to Simpson Bay

Explore cheap flight options specifically provided by Spirit 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 2,637,452 searches. Data last updated May 16, 2024.
Take a look at some of the lowest-priced Spirit Airlines flights heading from Portland to Simpson Bay. It's recommended that users confirm their flight details before booking.
Mon 5/2711:30 pmPDX - SXM
2 stops35h 14mSpirit Airlines
Mon 6/32:44 pmSXM - PDX
2 stops24h 33mSpirit Airlines
Deal found 5/15$378
Mon 7/811:53 pmPDX - SXM
2 stops35h 12mSpirit Airlines
Fri 7/123:05 pmSXM - PDX
2 stops34h 48mSpirit Airlines
Deal found 5/15$593

Cheap American Airlines flights from Portland to Simpson Bay

Explore cheap flight options specifically provided by American 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 2,637,452 searches. Data last updated May 16, 2024.
Some of the lowest-priced American 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.
Thu 8/156:00 pmPDX - SXM
2 stops16h 25mAmerican Airlines
Sun 8/254:04 pmSXM - PDX
1 stop11h 41mAmerican Airlines
Deal found 5/15$494
Fri 8/1610:09 pmPDX - SXM
1 stop14h 10mAmerican Airlines
Fri 8/304:04 pmSXM - PDX
1 stop11h 41mAmerican Airlines
Deal found 5/16$665
Mon 5/279:55 pmPDX - SXM
1 stop12h 02mAmerican Airlines
Mon 6/312:35 pmSXM - PDX
1 stop14h 19mAmerican Airlines
Deal found 5/15$767
Tue 5/281:47 pmPDX - SXM
2 stops20h 10mAmerican Airlines
Tue 6/42:35 pmSXM - PDX
1 stop12h 19mAmerican Airlines
Deal found 5/16$772
Thu 8/1512:59 amPDX - SXM
2 stops33h 31mAmerican Airlines
Fri 8/304:04 pmSXM - PDX
1 stop11h 41mAmerican Airlines
Deal found 5/16$808
Thu 7/189:50 pmPDX - SXM
1 stop14h 25mAmerican Airlines
Thu 7/254:15 pmSXM - PDX
1 stop11h 30mAmerican Airlines
Deal found 5/15$829
Mon 7/89:30 pmPDX - SXM
1 stop12h 50mAmerican Airlines
Fri 7/124:15 pmSXM - PDX
1 stop11h 30mAmerican Airlines
Deal found 5/15$902
Mon 7/86:25 pmPDX - SXM
2 stops15h 55mAmerican Airlines
Fri 7/124:15 pmSXM - PDX
1 stop11h 30mAmerican Airlines
Deal found 5/15$907
Wed 7/1712:59 amPDX - SXM
2 stops35h 16mAmerican Airlines
Thu 7/252:10 pmSXM - PDX
2 stops23h 20mAmerican Airlines
Deal found 5/15$983

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 2,637,452 searches. Prices were last updated on May 16, 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 5/2711:30 pmPDX - SXM
2 stops35h 14mSpirit Airlines
Mon 6/32:44 pmSXM - PDX
2 stops24h 33mSpirit Airlines
Deal found 5/15$378
Fri 6/142:00 pmPDX - SXM
2 stops20h 48mMultiple Airlines
Sat 6/222:44 pmSXM - PDX
3 stops35h 12mMultiple Airlines
Deal found 5/16$637
Fri 6/146:00 amPDX - SXM
3 stops28h 48mMultiple Airlines
Sat 6/222:44 pmSXM - PDX
3 stops35h 12mMultiple Airlines
Deal found 5/16$676
Fri 6/142:00 pmPDX - SXM
2 stops20h 48mSpirit Airlines
Sat 6/222:44 pmSXM - PDX
2 stops26h 55mSpirit Airlines
Deal found 5/16$701
Mon 5/279:55 pmPDX - SXM
1 stop12h 02mAmerican Airlines
Mon 6/312:35 pmSXM - PDX
1 stop14h 19mAmerican Airlines
Deal found 5/15$767
Tue 5/281:47 pmPDX - SXM
2 stops20h 10mAmerican Airlines
Tue 6/42:35 pmSXM - PDX
1 stop12h 19mAmerican Airlines
Deal found 5/16$772
Fri 6/1411:45 pmPDX - SXM
1 stop14h 04mUnited Airlines
Sat 6/221:30 pmSXM - PDX
1 stop23h 08mUnited Airlines
Deal found 5/16$839
Fri 6/1410:25 amPDX - SXM
2 stops27h 24mUnited Airlines
Sat 6/221:30 pmSXM - PDX
2 stops22h 55mUnited Airlines
Deal found 5/15$1,024
Fri 6/1411:45 pmPDX - SXM
1 stop14h 04mUnited Airlines
Sat 6/221:30 pmSXM - PDX
1 stop23h 08mUnited Airlines
Deal found 5/15$1,040

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 2,637,452 searches. Data last updated May 16, 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 5/2711:30 pmPDX - SXM
2 stops35h 14mSpirit Airlines
Mon 6/32:44 pmSXM - PDX
2 stops24h 33mSpirit Airlines
Deal found 5/15$378
Thu 8/156:00 pmPDX - SXM
2 stops16h 25mAmerican Airlines
Sun 8/254:04 pmSXM - PDX
1 stop11h 41mAmerican Airlines
Deal found 5/15$494
Fri 11/2911:35 amPDX - SXM
2 stops22h 09mDelta
Thu 12/54:14 pmSXM - PDX
2 stops20h 56mDelta
Deal found 5/15$495
Thu 8/1510:25 pmPDX - SXM
1 stop12h 24mDelta
Sun 8/253:19 pmSXM - PDX
1 stop22h 16mDelta
Deal found 5/16$496
Fri 11/2911:35 amPDX - SXM
2 stops22h 09mDelta
Wed 12/44:14 pmSXM - PDX
1 stop30h 47mDelta
Deal found 5/15$507
Fri 11/2911:55 pmPDX - SXM
1 stop11h 57mUnited Airlines
Fri 12/62:40 pmSXM - PDX
2 stops22h 55mUnited Airlines
Deal found 5/15$585
Mon 7/811:53 pmPDX - SXM
2 stops35h 12mSpirit Airlines
Fri 7/123:05 pmSXM - PDX
2 stops34h 48mSpirit Airlines
Deal found 5/15$593
Mon 11/251:38 pmPDX - SXM
2 stops21h 11mDelta
Thu 12/54:14 pmSXM - PDX
2 stops24h 26mDelta
Deal found 5/15$607
Mon 11/2510:25 pmPDX - SXM
1 stop12h 24mDelta
Wed 12/44:14 pmSXM - PDX
1 stop30h 47mDelta
Deal found 5/15$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 2,637,452 searches. Data last updated May 16, 2024.

Fly from

Any airport

Fly to

Any airport

Budget

$378 - $1,024

Route

Depart

Return

Price

PortlandSimpson Bay Princess Juliana

PDX - SXM

PDXSXM

Portland

Mon 5/27

2 stops35h 14m

Simpson Bay Princess Juliana

Mon 6/3

2 stops24h 33m

$378

PortlandSimpson Bay Princess Juliana

PDX - SXM

PDXSXM

Portland

Thu 8/15

2 stops16h 25m

Simpson Bay Princess Juliana

Sun 8/25

1 stop11h 41m

$494

PortlandSimpson Bay Princess Juliana

PDX - SXM

PDXSXM

Portland

Thu 8/15

1 stop20h 42m

Simpson Bay Princess Juliana

Sun 8/25

2 stops21h 03m

$495

PortlandSimpson Bay Princess Juliana

PDX - SXM

PDXSXM

Portland

Thu 8/15

1 stop12h 24m

Simpson Bay Princess Juliana

Sun 8/25

1 stop22h 16m

$496

PortlandSimpson Bay Princess Juliana

PDX - SXM

PDXSXM

Portland

Mon 7/8

2 stops35h 12m

Simpson Bay Princess Juliana

Fri 7/12

2 stops34h 48m

$593

PortlandSimpson Bay Princess Juliana

PDX - SXM

PDXSXM

Portland

Thu 7/18

2 stops20h 35m

Simpson Bay Princess Juliana

Thu 7/25

2 stops21h 47m

$607

PortlandSimpson Bay Princess Juliana

PDX - SXM

PDXSXM

Portland

Fri 8/16

1 stop14h 10m

Simpson Bay Princess Juliana

Fri 8/30

1 stop11h 41m

$665

PortlandSimpson Bay Princess Juliana

PDX - SXM

PDXSXM

Portland

Thu 7/18

3 stops29h 45m

Simpson Bay Princess Juliana

Thu 7/25

2 stops24h 08m

$727

PortlandSimpson Bay Princess Juliana

PDX - SXM

PDXSXM

Portland

Fri 6/14

1 stop14h 04m

Simpson Bay Princess Juliana

Sat 6/22

2 stops22h 55m

$1,024

Flights are sorted by cheapest first

Deals found on 5/15

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 10, 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 12, 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 $609. Price data was last updated on May 12, 2024.

Currently, September is the cheapest month in which you can book a flight from Portland to Simpson Bay (average of $530). Flying from Portland to Simpson Bay in July is currently the most expensive (average of $763). 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

$655

April

$605

May

$575

June

$642

July

$763

August

$647

September

$530

October

$653

November

$601

December

$630

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 16, 2024.
Read reviews from past customers who have flown Spirit Airlines, American Airlines and Delta 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
8.0
Very good
10,673 reviews
Check prices

Crew

8.6

Overall

8.0

Comfort

7.9

Food

7.4

Entertainment

8.0

Boarding

8.2

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
8.0
Very good
10,673 reviews
Delta
8.0
Very good
10,673 reviews
Check prices

Crew

8.6

Overall

8.0

Comfort

7.9

Food

7.4

Entertainment

8.0

Boarding

8.2

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
10,924 reviews
Delta
8.0
Very good
10,673 reviews
Check prices

Crew

8.6

Overall

8.0

Comfort

7.9

Food

7.4

Entertainment

8.0

Boarding

8.2

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
14,514 reviews
Delta
8.0
Very good
10,673 reviews
Check prices

Crew

8.6

Overall

8.0

Comfort

7.9

Food

7.4

Entertainment

8.0

Boarding

8.2

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.

Spirit Airlines
6.4
Okay
8,672 reviews
Delta
8.0
Very good
10,673 reviews
Check prices

Crew

8.6

Overall

8.0

Comfort

7.9

Food

7.4

Entertainment

8.0

Boarding

8.2

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 $400 on Cheapflights?

    Yes, there are multiple flights from Portland to Simpson Bay for under $400. The cheapest flight booked recently is on Spirit Airlines for just $378, but on average you can expect to pay $751.

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

    Our cheapest airline available from Portland to Simpson Bay is Spirit Airlines. Our recent data shows that you can find tickets from as low as $378 on this airline. Additional options worth looking into are American Airlines and Delta, starting at $494 and $495 round-trip. Spirit Airlines is currently priced 55% 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 5/16.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

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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 2,637,452 searches. Data last updated May 16, 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$492Average$676FlexibilityNo cancel feeOn-timeN/A
Search Delta flights
Alaska AirlinesCheapest$715Average$755FlexibilityNo cancel feeOn-time75%
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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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