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

Currently priced at $537, 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 $542 and $627, respectively. Users have found that Delta is 33% cheaper than the other options available to this destination.

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

Travelers seeking maximum savings on their Portland, Maine to Simpson Bay flight should consider departing on Friday mornings when fares are most often at their lowest. Sunday mornings flights should be avoided if possible as fares are typically the most expensive at this time.

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 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 Saturday 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 $805 per person but you can even find prices for as low as $416. 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

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

Unlike in the morning, when flights are generally more expensive, you can save up to 19% on flights from Portland, Maine to Simpson Bay by exploring options for tickets at noon.

Most accurate provider : When it comes to deals on Portland, Maine-Simpson Bay flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Portland, Maine-Simpson Bay flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Portland, Maine-Simpson Bay flight searches over the past month and is updated monthly.

Most trusted provider : When it comes to deals on Portland, Maine-Simpson Bay flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Portland, Maine-Simpson Bay flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

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.

$537+ Flights from Portland, ME to Simpson Bay

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1. Tell us where you want to go

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Cheap flight deals from Portland to Simpson Bay

Most accurate provider	FlightHub 3 stars
Most trusted provider	FlightHub 3 stars
Round-trip from	$537 (Delta)
Popular in	March
Cheapest in	September
Average price	$658

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 Portland to Simpson Bay Princess Juliana

Search Deals

Highest demand for flights based on searches. 23% potential increase in price ($244 potential increase over avg. RT price).

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Cheapest flight prices on average. 6% potential price decrease ($47 potential savings vs. average RT price).

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Average for round-trip flights in January 2025

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Find flight deals from Portland to Simpson Bay

Cheapest flights from Portland to Simpson Bay
Explore the most affordable flight options available from Portland to Simpson Bay. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 21, 2025.

Mon 2/245:34 amPWM - SXM

1 stop8h 42mDelta

Wed 3/54:46 pmSXM - PWM

1 stop8h 11mDelta

Deal found 1/21

$537

Wed 2/265:35 amPWM - SXM

2 stops9h 45mAmerican Airlines

Wed 3/55:20 pmSXM - PWM

2 stops20h 10mAmerican Airlines

Deal found 1/21

$542

Mon 2/246:01 amPWM - SXM

1 stop6h 50mUnited Airlines

Mon 3/32:53 pmSXM - PWM

1 stop9h 22mUnited Airlines

Deal found 1/21

$627

Mon 3/2412:06 pmPWM - SXM

2 stops26h 10mMultiple Airlines

Sat 3/2912:05 pmSXM - PWM

3 stops28h 38mMultiple Airlines

Deal found 1/21

$1,134

Best flights from Portland to Simpson Bay
Discover carefully curated flight deals from Portland to Simpson Bay that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated January 21, 2025.

Mon 2/245:34 amPWM - SXM

1 stop8h 42mDelta

Tue 3/44:46 pmSXM - PWM

1 stop8h 11mDelta

Deal found 1/21

$537

Wed 2/265:35 amPWM - SXM

2 stops9h 45mAmerican Airlines

Wed 3/55:20 pmSXM - PWM

2 stops20h 10mAmerican Airlines

Deal found 1/21

$542

Mon 2/246:01 amPWM - SXM

1 stop6h 50mUnited Airlines

Mon 3/32:53 pmSXM - PWM

1 stop9h 22mUnited Airlines

Deal found 1/21

$627

Mon 3/2412:06 pmPWM - SXM

2 stops26h 10mMultiple Airlines

Sat 3/2912:05 pmSXM - PWM

3 stops28h 38mMultiple Airlines

Deal found 1/21

$1,134

Last-minute flights from Portland to Simpson Bay
Discover last-minute flight deals from Portland to Simpson Bay. Data last updated January 21, 2025 and is based on user searches.

Mon 2/245:34 amPWM - SXM

1 stop8h 42mDelta

Tue 3/44:46 pmSXM - PWM

1 stop8h 11mDelta

Deal found 1/21

$537

Mon 2/246:01 amPWM - SXM

1 stop6h 50mUnited Airlines

Mon 3/32:53 pmSXM - PWM

1 stop9h 22mUnited Airlines

Deal found 1/21

$627

Wed 2/265:35 amPWM - SXM

2 stops9h 45mAmerican Airlines

Wed 3/55:20 pmSXM - PWM

2 stops20h 10mAmerican Airlines

Deal found 1/21

$542

Find flights from Portland to Simpson Bay within your budget

Fly from

Fly to

Route

Depart

Return

Price

PortlandSimpson Bay

PWM - SXM

PWMSXM

Portland

Mon 2/24

5:34 am-3:16 pm

1 stop8h 42m

Simpson Bay Princess Juliana

Tue 3/4

4:46 pm-11:57 pm

1 stop8h 11m

$537

PortlandSimpson Bay

PWM - SXM

PWMSXM

Portland

Wed 2/26

5:35 am-4:20 pm

2 stops9h 45m

Simpson Bay Princess Juliana

Wed 3/5

5:20 pm-12:30 pm

2 stops20h 10m

$542

PortlandSimpson Bay

PWM - SXM

PWMSXM

Portland

Mon 2/24

6:01 am-1:51 pm

1 stop6h 50m

Simpson Bay Princess Juliana

Mon 3/3

2:53 pm-11:15 pm

1 stop9h 22m

$627

PortlandSimpson Bay

PWM - SXM

PWMSXM

Portland

Mon 3/24

12:06 pm-2:16 pm

2 stops26h 10m

Simpson Bay Princess Juliana

Sat 3/29

12:05 pm-4:43 pm

3 stops28h 38m

$1,134

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/21

Compare providers for flights from Portland to Simpson Bay

Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Portland to Simpson Bay in January.

Provider	Price Accuracy	Trust Score*
Expedia	Price Accuracy1 star	Trust Score*3 stars
FlightHub	Price Accuracy3 stars	Trust Score*3 stars
eDreams	Price Accuracy3 stars	Trust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

Most accurate provider: When it comes to deals on Portland, Maine-Simpson Bay flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Portland, Maine-Simpson Bay flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Portland, Maine-Simpson Bay flight searches over the past month and is updated monthly.
Most trusted provider: When it comes to deals on Portland, Maine-Simpson Bay flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Portland, Maine-Simpson Bay flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

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.

Travel insights for flights from Portland to Simpson Bay

Get recent, data-driven insights about flights from Portland to Simpson Bay including ideal travel times, pricing trends, and more.

What is the cheapest month 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 $459). Flying from Portland, Maine to Simpson Bay in July is currently the most expensive (average of $684). 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.

Reviews of airlines servicing Simpson Bay

Delta

8.0

Very good

8,521 reviews

Reviews

1 / 10

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

Delta

8.0

Very good

8,521 reviews

Delta

8.0

Very good

8,521 reviews

Reviews

1 / 10

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

United Airlines

7.4

Good

8,984 reviews

Delta

8.0

Very good

8,521 reviews

Reviews

1 / 10

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

8,521 reviews

Reviews

1 / 10

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

Related info for your journey

What are the cheapest airlines flying from Portland, Maine to Simpson Bay round-trip?
Currently priced at $537, 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 $542 and $627, respectively. Users have found that Delta is 33% cheaper than the other options available to this destination.
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.
What is the cheapest month 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 $459). Flying from Portland, Maine to Simpson Bay in July is currently the most expensive (average of $684). 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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Top 3 airlines flying from Portland to Simpson Bay

Airline	Cheapest	Average	Flexibility	On-time
Delta	Cheapest$439	Average$796	FlexibilityNo cancel fee	On-timeN/A
United Airlines	Cheapest$552	Average$811	FlexibilityNo cancel fee	On-time69%
American Airlines	Cheapest$639	Average$825	FlexibilityNo cancel fee	On-time71%

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$537+ Cheap flights from Portland, ME (PWM) 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 2/24. Fares are subject to change and may not be available on all flights or dates of travel.

Find cheap flights from Portland to Simpson Bay with Cheapflights

1. Tell us where you want to go

2. Select your favorite providers

3. Compare prices and book

Cheap flight deals from Portland to Simpson Bay

Most accurate provider

Most trusted provider

Round-trip from

Popular in

Cheapest in

Average price

Find flight deals from Portland to Simpson Bay

Cheapest flights from Portland to Simpson BayExplore the most affordable flight options available from Portland to Simpson Bay. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 21, 2025.

Explore the most affordable flight options available from Portland to Simpson Bay. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 21, 2025.

Find flights from Portland to Simpson Bay within your budget

Compare providers for flights from Portland to Simpson Bay

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.

Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Portland to Simpson Bay in January.

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.

Travel insights for flights from Portland to Simpson Bay

Get recent, data-driven insights about flights from Portland to Simpson Bay including ideal travel times, pricing trends, and more.

What is the cheapest month to book a flight from Portland, Maine to Simpson Bay?

Reviews of airlines servicing Simpson Bay

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.

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

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

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

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

What is the cheapest month to book a flight from Portland, Maine to Simpson Bay?

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Portland to Simpson Bay

See prices for flight routes from nearby airports that may be better suited for you.

Top 3 airlines flying from Portland to Simpson Bay

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Cheapest flights from Portland to Simpson Bay
Explore the most affordable flight options available from Portland to Simpson Bay. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 21, 2025.