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Cheap flights from Portland (PWM) to Simpson Bay (SXM) from $419

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 9/15. 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.
PWM — SXM
May 13 — May 201
From?
To?
Mon 5/13
Mon 5/20
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 (PWM) 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 8, 2024.

Popular in

March

Cheapest in

September

Average price

$842

Round-trip from

$535
High demand for flights, 36% potential price rise
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Best time to find cheap flights, 37% 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, Maine to Simpson Bay?

Users have found that flying from Portland, Maine to Simpson Bay on a Friday typically leans towards higher prices. However, this doesn’t mean you still can’t find a deal. Flexibility with other aspects of your flight can still land a great price for your trip.

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

September is one of the best times of the year to fly to Simpson Bay from Portland, Maine. Prices for September average $808 per person but you can even find prices for as low as $511. The most expensive prices can be found in the month of March. Opting for a September flight can save you 56% on your journey compared to booking in March

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

Unlike in the morning, when flights are generally more expensive, you can save up to 20% on flights from Portland, Maine to Simpson Bay by exploring options for tickets at noon.

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 2,749,864 searches. Data last updated May 8, 2024.
Find some of the cheapest Delta flights traveling from Portland to Simpson Bay. Come back soon if you're not finding the exact deal you're looking for.
Sun 9/156:05 amPWM - SXM
1 stop7h 44mDelta
Wed 9/183:19 pmSXM - PWM
2 stops23h 40mDelta
Deal found 5/7$419
Sat 9/146:05 amPWM - SXM
1 stop7h 44mDelta
Wed 9/183:19 pmSXM - PWM
2 stops23h 40mDelta
Deal found 5/7$444
Sun 9/155:30 pmPWM - SXM
2 stops20h 19mDelta
Wed 9/183:19 pmSXM - PWM
2 stops23h 40mDelta
Deal found 5/7$539
Sun 9/156:05 amPWM - SXM
1 stop7h 44mDelta
Wed 9/183:19 pmSXM - PWM
1 stop22h 14mDelta
Deal found 5/7$547
Fri 9/136:05 amPWM - SXM
1 stop7h 44mDelta
Wed 9/183:19 pmSXM - PWM
1 stop22h 14mDelta
Deal found 5/7$572

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 2,749,864 searches. Data last updated May 8, 2024.
Some of the best deals we've found on American Airlines flights traveling from Portland to Simpson Bay. Make sure to examine the flight information before completing your reservation.
Fri 9/135:55 pmPWM - SXM
2 stops19h 19mAmerican Airlines
Tue 9/172:42 pmSXM - PWM
2 stops20h 42mAmerican Airlines
Deal found 5/7$443
Sat 9/145:13 pmPWM - SXM
2 stops20h 09mAmerican Airlines
Tue 9/172:42 pmSXM - PWM
2 stops10h 00mAmerican Airlines
Deal found 5/7$511
Fri 9/136:48 amPWM - SXM
1 stop30h 26mAmerican Airlines
Tue 9/172:42 pmSXM - PWM
2 stops20h 42mAmerican Airlines
Deal found 5/7$542
Sun 9/155:13 pmPWM - SXM
2 stops20h 09mAmerican Airlines
Thu 9/192:42 pmSXM - PWM
2 stops20h 42mAmerican Airlines
Deal found 5/7$656
Sat 9/147:30 amPWM - SXM
2 stops29h 52mAmerican Airlines
Thu 9/192:42 pmSXM - PWM
2 stops20h 42mAmerican Airlines
Deal found 5/7$976
Sun 9/155:13 pmPWM - SXM
2 stops20h 09mAmerican Airlines
Tue 9/172:42 pmSXM - PWM
2 stops10h 00mAmerican Airlines
Deal found 5/7$994
Sat 9/145:29 pmPWM - SXM
3 stops19h 53mAmerican Airlines
Wed 9/182:42 pmSXM - PWM
2 stops10h 00mAmerican Airlines
Deal found 5/7$4,326
Sun 9/155:29 pmPWM - SXM
3 stops19h 53mAmerican Airlines
Thu 9/192:42 pmSXM - PWM
2 stops10h 00mAmerican Airlines
Deal found 5/7$4,453

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 2,749,864 searches. Data last updated May 8, 2024.
These are some of the best deals we've found on flights to Simpson Bay in 2024 at this time. More deals are always being added, so be sure to check back regularly.
Sun 9/156:05 amPWM - SXM
1 stop7h 44mDelta
Wed 9/183:19 pmSXM - PWM
2 stops23h 40mDelta
Deal found 5/7$419
Fri 9/135:55 pmPWM - SXM
2 stops19h 19mAmerican Airlines
Tue 9/172:42 pmSXM - PWM
2 stops20h 42mAmerican Airlines
Deal found 5/7$443
Sat 9/146:05 amPWM - SXM
1 stop7h 44mDelta
Wed 9/183:19 pmSXM - PWM
2 stops23h 40mDelta
Deal found 5/7$444
Sat 9/145:13 pmPWM - SXM
2 stops20h 09mAmerican Airlines
Tue 9/172:42 pmSXM - PWM
2 stops10h 00mAmerican Airlines
Deal found 5/7$511
Sun 9/155:30 pmPWM - SXM
2 stops20h 19mDelta
Wed 9/183:19 pmSXM - PWM
2 stops23h 40mDelta
Deal found 5/7$539
Fri 9/136:48 amPWM - SXM
1 stop30h 26mAmerican Airlines
Tue 9/172:42 pmSXM - PWM
2 stops20h 42mAmerican Airlines
Deal found 5/7$542
Sun 9/156:05 amPWM - SXM
1 stop7h 44mDelta
Wed 9/183:19 pmSXM - PWM
1 stop22h 14mDelta
Deal found 5/7$547
Fri 9/136:05 amPWM - SXM
1 stop7h 44mDelta
Wed 9/183:19 pmSXM - PWM
1 stop22h 14mDelta
Deal found 5/7$572
Fri 11/155:40 pmPWM - SXM
2 stops21h 24mAmerican Airlines
Sat 11/235:00 pmSXM - PWM
2 stops20h 03mAmerican Airlines
Deal found 5/8$599

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 2,749,864 searches. Data last updated May 8, 2024.

Fly from

Any airport

Fly to

Any airport

Budget

$419 - $656

Route

Depart

Return

Price

PortlandSimpson Bay Princess Juliana

PWM - SXM

PWMSXM

Portland

Sun 9/15

1 stop7h 44m

Simpson Bay Princess Juliana

Wed 9/18

2 stops23h 40m

$419

PortlandSimpson Bay Princess Juliana

PWM - SXM

PWMSXM

Portland

Fri 9/13

2 stops19h 19m

Simpson Bay Princess Juliana

Tue 9/17

2 stops20h 42m

$443

PortlandSimpson Bay Princess Juliana

PWM - SXM

PWMSXM

Portland

Sat 9/14

1 stop7h 44m

Simpson Bay Princess Juliana

Wed 9/18

2 stops23h 40m

$444

PortlandSimpson Bay Princess Juliana

PWM - SXM

PWMSXM

Portland

Sat 9/14

2 stops20h 09m

Simpson Bay Princess Juliana

Tue 9/17

2 stops10h 00m

$511

PortlandSimpson Bay Princess Juliana

PWM - SXM

PWMSXM

Portland

Sun 9/15

2 stops20h 19m

Simpson Bay Princess Juliana

Wed 9/18

2 stops23h 40m

$539

PortlandSimpson Bay Princess Juliana

PWM - SXM

PWMSXM

Portland

Fri 9/13

1 stop30h 26m

Simpson Bay Princess Juliana

Tue 9/17

2 stops20h 42m

$542

PortlandSimpson Bay Princess Juliana

PWM - SXM

PWMSXM

Portland

Sun 9/15

1 stop7h 44m

Simpson Bay Princess Juliana

Wed 9/18

1 stop22h 14m

$547

PortlandSimpson Bay Princess Juliana

PWM - SXM

PWMSXM

Portland

Fri 9/13

1 stop7h 44m

Simpson Bay Princess Juliana

Wed 9/18

1 stop22h 14m

$572

PortlandSimpson Bay Princess Juliana

PWM - SXM

PWMSXM

Portland

Sun 9/15

2 stops20h 09m

Simpson Bay Princess Juliana

Thu 9/19

2 stops20h 42m

$656

Flights are sorted by cheapest first

Deals found on 5/7

When is the cheapest time to fly from Portland, Maine 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, Maine to Simpson Bay flight should consider departing on Monday mornings when fares are most often at their lowest. Saturday mornings 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 $519. Price data was last updated on May 5, 2024.

Currently, September is the cheapest month in which you can book a flight from Portland, Maine to Simpson Bay (average of $535). Flying from Portland, Maine 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 8, 2024.
Read reviews from past customers who have flown Delta and American Airlines from Portland to Simpson Bay. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.1
Very good
10,810 reviews
Check prices

Boarding

8.2

Comfort

7.9

Food

7.4

Crew

8.6

Overall

8.1

Entertainment

8.0

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
10,810 reviews
Delta
8.1
Very good
10,810 reviews
Check prices

Boarding

8.2

Comfort

7.9

Food

7.4

Crew

8.6

Overall

8.1

Entertainment

8.0

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
11,073 reviews
Delta
8.1
Very good
10,810 reviews
Check prices

Boarding

8.2

Comfort

7.9

Food

7.4

Crew

8.6

Overall

8.1

Entertainment

8.0

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
14,686 reviews
Delta
8.1
Very good
10,810 reviews
Check prices

Boarding

8.2

Comfort

7.9

Food

7.4

Crew

8.6

Overall

8.1

Entertainment

8.0

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, Maine to Simpson Bay for under $500 on Cheapflights?

    Yes, there are multiple flights from Portland, Maine to Simpson Bay for under $500. The cheapest flight booked recently is on Delta for just $419, but on average you can expect to pay $1,346.

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

    Currently priced at $419, Delta will fly you from Portland, Maine to Simpson Bay and back. In addition to Delta, many other airlines offer competitively priced options for your trip. Search Cheapflights for deals from American Airlines and United Airlines - these airlines can fly you to your destination from $443 and $3,432, respectively. Users have found that Delta is 48% cheaper than the other options available to this destination.

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

    Consider American Airlines, Delta or United Airlines when booking your flight. These represent the most popular airlines when flying from Portland, Maine to Simpson Bay.

  • What does PWM to SXM mean?

    Great question - PWM to SXM just means Portland Airport to Simpson Bay Princess Juliana Airport. Now you’ll know what these unique codes when you look for flights!

  • 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, Maine to Simpson Bay flight deals updated?

    The Portland, Maine to Simpson Bay flight deals you see on this page were last updated on 5/8.

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 3 airlines flying from Portland to Simpson Bay

Discover the top 3 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 2,749,864 searches. Data last updated May 8, 2024.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$463Average$767FlexibilityNo cancel feeOn-timeN/A
Search Delta flights
United AirlinesCheapest$621Average$848FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
American AirlinesCheapest$634Average$842FlexibilityNo cancel feeOn-time71%
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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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How does Cheapflights help users find flights from Portland to Simpson Bay?

900+ travel sites are searched through when a user searches for a flight using Cheapflights. From the search interface, users can use filters to choose airlines, airports, flight times, cabin classes and more to their preference. Book your flight to Simpson Bay from Portland today with Cheapflights!

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

By finding flights from multiple airlines and providers at completely no cost, Cheapflights helps millions of users like you annually find the best flights to Simpson Bay from Portland.

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

Need flexible booking options for your flight to Simpson Bay from Portland? Don’t worry, Cheapflights have you covered. Use our search filter to only show flights with no change fees.

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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