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Cheap flights from Portland (PWM) to Simpson Bay (SXM) from $573

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 12/7. 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
Jun 2 — Jun 91
From?
To?
Sun 6/2
Sun 6/9
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 28, 2024.

Popular in

March

Cheapest in

September

Average price

$1,025

Round-trip from

$523
High demand for flights, 35% potential price rise
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Best time to find cheap flights, 38% 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 $824 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 53% 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 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 2,740,132 searches. Data last updated May 28, 2024.
Find some of the cheapest American Airlines flights traveling from Portland to Simpson Bay. Come back soon if you're not finding the exact deal you're looking for.
Sun 6/234:00 pmPWM - SXM
2 stops21h 45mAmerican Airlines
Sun 6/302:45 pmSXM - PWM
2 stops21h 29mAmerican Airlines
Deal found 5/26$983
Sat 11/235:40 pmPWM - SXM
2 stops21h 22mAmerican Airlines
Sat 11/303:39 pmSXM - PWM
2 stops21h 24mAmerican Airlines
Deal found 5/26$1,398

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 2,740,132 searches. Data last updated May 28, 2024.
Some of the best deals we've found on Delta flights traveling from Portland to Simpson Bay. Make sure to examine the flight information before completing your reservation.
Sat 11/235:30 amPWM - SXM
1 stop7h 14mDelta
Sat 11/303:09 pmSXM - PWM
1 stop9h 29mDelta
Deal found 5/26$1,711
Sun 6/236:15 amPWM - SXM
1 stop7h 40mDelta
Sun 6/303:20 pmSXM - PWM
2 stops22h 08mDelta
Deal found 5/26$2,194

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 2,740,132 searches. Prices were last updated on May 28, 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 6/234:00 pmPWM - SXM
2 stops21h 45mAmerican Airlines
Sun 6/302:45 pmSXM - PWM
2 stops21h 29mAmerican Airlines
Deal found 5/26$983
Sun 6/236:10 amPWM - SXM
1 stop8h 33mUnited Airlines
Sun 6/301:35 pmSXM - PWM
1 stop7h 31mUnited Airlines
Deal found 5/26$1,621
Sun 6/236:15 amPWM - SXM
1 stop7h 40mDelta
Sun 6/303:20 pmSXM - PWM
2 stops22h 08mDelta
Deal found 5/26$2,194

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 2,740,132 searches. Data last updated May 28, 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.
Sat 12/75:19 pmPWM - SXM
2 stops18h 19mAmerican Airlines
Sat 12/145:42 pmSXM - PWM
2 stops19h 22mAmerican Airlines
Deal found 5/28$573
Sat 12/75:19 pmPWM - SXM
2 stops18h 19mAmerican Airlines
Sat 12/145:42 pmSXM - PWM
1 stop29h 34mAmerican Airlines
Deal found 5/28$585
Sat 12/77:42 amPWM - SXM
1 stop29h 26mAmerican Airlines
Sat 12/145:42 pmSXM - PWM
1 stop29h 34mAmerican Airlines
Deal found 5/28$695
Sun 6/234:00 pmPWM - SXM
2 stops21h 45mAmerican Airlines
Sun 6/302:45 pmSXM - PWM
2 stops21h 29mAmerican Airlines
Deal found 5/26$983
Thu 12/265:19 pmPWM - SXM
2 stops19h 40mAmerican Airlines
Mon 12/306:31 pmSXM - PWM
2 stops28h 51mAmerican Airlines
Deal found 5/27$1,281
Sat 11/235:40 pmPWM - SXM
2 stops21h 22mAmerican Airlines
Sat 11/303:39 pmSXM - PWM
2 stops21h 24mAmerican Airlines
Deal found 5/26$1,398
Thu 12/265:19 pmPWM - SXM
2 stops19h 40mAmerican Airlines
Mon 12/303:31 pmSXM - PWM
1 stop7h 51mAmerican Airlines
Deal found 5/27$1,612
Sun 6/236:10 amPWM - SXM
1 stop8h 33mUnited Airlines
Sun 6/301:35 pmSXM - PWM
1 stop7h 31mUnited Airlines
Deal found 5/26$1,621
Sat 11/235:30 amPWM - SXM
1 stop7h 14mDelta
Sat 11/303:09 pmSXM - PWM
1 stop9h 29mDelta
Deal found 5/26$1,711

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 2,740,132 searches. Data last updated May 28, 2024.

Fly from

Any airport

Fly to

Any airport

Budget

$983 - $2,194

Route

Depart

Return

Price

PortlandSimpson Bay Princess Juliana

PWM - SXM

PWMSXM

Portland

Sun 6/23

2 stops21h 45m

Simpson Bay Princess Juliana

Sun 6/30

2 stops21h 29m

$983

PortlandSimpson Bay Princess Juliana

PWM - SXM

PWMSXM

Portland

Sat 11/23

2 stops21h 22m

Simpson Bay Princess Juliana

Sat 11/30

2 stops21h 24m

$1,398

PortlandSimpson Bay Princess Juliana

PWM - SXM

PWMSXM

Portland

Sun 6/23

1 stop8h 33m

Simpson Bay Princess Juliana

Sun 6/30

1 stop7h 31m

$1,621

PortlandSimpson Bay Princess Juliana

PWM - SXM

PWMSXM

Portland

Sat 11/23

1 stop7h 14m

Simpson Bay Princess Juliana

Sat 11/30

1 stop9h 29m

$1,711

PortlandSimpson Bay Princess Juliana

PWM - SXM

PWMSXM

Portland

Sun 6/23

1 stop7h 40m

Simpson Bay Princess Juliana

Sun 6/30

2 stops22h 08m

$2,194

Flights are sorted by cheapest first

Deals found on 5/26

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 26, 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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Best time to book a flight from Portland to Simpson Bay

Have a flexible travel schedule? Discover the best time to fly to Simpson Bay from Portland 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.

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 28, 2024.
Read reviews from past customers who have flown American Airlines and Delta from Portland to Simpson Bay. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
10,476 reviews
Check prices

Overall

8.0

Boarding

8.2

Food

7.4

Entertainment

8.0

Comfort

7.9

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
8.0
Very good
10,476 reviews
Delta
8.0
Very good
10,476 reviews
Check prices

Overall

8.0

Boarding

8.2

Food

7.4

Entertainment

8.0

Comfort

7.9

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
10,799 reviews
Delta
8.0
Very good
10,476 reviews
Check prices

Overall

8.0

Boarding

8.2

Food

7.4

Entertainment

8.0

Comfort

7.9

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
14,316 reviews
Delta
8.0
Very good
10,476 reviews
Check prices

Overall

8.0

Boarding

8.2

Food

7.4

Entertainment

8.0

Comfort

7.9

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, Maine to Simpson Bay for under $1,000 on Cheapflights?

    Yes, there are multiple flights from Portland, Maine to Simpson Bay for under $1,000. The cheapest flight booked recently is on American Airlines for just $983, but on average you can expect to pay $1,581.

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

    Currently priced at $983, American Airlines will fly you from Portland, Maine to Simpson Bay and back. In addition to American Airlines, many other airlines offer competitively priced options for your trip. Search Cheapflights for deals from United Airlines and Delta - these airlines can fly you to your destination from $1,621 and $1,711, respectively.

  • 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 5/28.

  • 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.

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

    Currently, September is the cheapest month in which you can book a flight from Portland, Maine to Simpson Bay (average of $523). Flying from Portland, Maine to Simpson Bay in July is currently the most expensive (average of $742). 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.

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Alternative routes for Portland to Simpson Bay
See prices for flight routes from nearby airports that may be better suited for you.

Boston to Simpson Bay flights

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 2,740,132 searches. Data last updated May 28, 2024.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$463Average$774FlexibilityNo 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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Fly with Cheapflights

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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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