How long is the flight from Portland, Maine to Simpson Bay?

Departing from Portland, Maine to Simpson Bay will take you 7h 31m. Portland, Maine and Simpson Bay are separated by a distance of 1817 mi.

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

Currently priced at $286, 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. Check Cheapflights for deals on United Airlines for as low as $540. Users have found that Delta is 62% cheaper than the other options available to this destination.

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

When flying from Portland, Maine to Simpson Bay, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Most accurate provider : When it comes to deals on Portland, Maine-Simpson Bay flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Portland, Maine-Simpson Bay flight deals on Cheapflights vs. eDreams >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 eDreams the most. eDreams 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.

$106+ Flights from Portland, ME to Simpson Bay

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1. Tell us where you want to go

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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 November 23, 2025.

Mon 12/226:41 pmPWM - SXM

1 stop18h 29mAmerican Airlines

Mon 12/292:16 pmSXM - PWM

1 stop9h 39mAmerican Airlines

Deal found 11/22

$546

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 November 23, 2025.

Mon 2/26:00 amPWM - SXM

1 stop7h 31mAmerican Airlines

Fri 2/62:42 pmSXM - PWM

1 stop9h 12mAmerican Airlines

Deal found 11/21

$307

Tue 2/246:00 amPWM - SXM

1 stop6h 50mUnited Airlines

Sun 3/14:55 pmSXM - PWM

2 stops23h 19mUnited Airlines

Deal found 11/22

$412

Sat 5/96:00 amPWM - SXM

1 stop28h 39mJetBlue

Sat 5/162:34 pmSXM - PWM

1 stop9h 02mJetBlue

Deal found 11/21

$458

Wed 1/712:46 pmPWM - SXM

2 stops23h 12mAmerican Airlines

Sun 1/112:42 pmSXM - PWM

1 stop9h 12mAmerican Airlines

Deal found 11/22

$358

Last-minute flights from Portland to Simpson Bay
Discover last-minute flight deals from Portland to Simpson Bay. Data last updated November 23, 2025 and is based on user searches.

Mon 12/226:41 pmPWM - SXM

1 stop18h 29mAmerican Airlines

Mon 12/292:16 pmSXM - PWM

1 stop9h 39mAmerican Airlines

Deal found 11/22

$546

One-way flights from Portland to Simpson Bay
Search for one-way flight options from Portland to Simpson Bay. Find affordable one-way fares based on user searches. Data last updated November 23, 2025.

Fri 1/306:00 amPWM - SXM

1 stop7h 31mAmerican Airlines

Deal found 11/22

$106

Sat 1/313:58 pmPWM - SXM

2 stops20h 00mAmerican Airlines

Deal found 11/21

$113

Sun 2/13:58 pmPWM - SXM

2 stops20h 44mAmerican Airlines

Deal found 11/21

$119

Fri 1/303:12 pmPWM - SXM

2 stops23h 45mUnited Airlines

Deal found 11/21

$168

Fri 1/3011:29 amPWM - SXM

3 stops25h 45mMultiple Airlines

Deal found 11/22

$200

Sat 1/313:05 pmPWM - SXM

2 stops21h 45mUnited Airlines

Deal found 11/21

$259

Sun 2/111:01 amPWM - SXM

3 stops26h 13mMultiple Airlines

Deal found 11/22

$287

Cheap flight deals from Portland to Simpson Bay

Most accurate provider	eDreams 3 stars
Most trusted provider	eDreams 3 stars
Round-trip from	$306 (Trip.com)
One-way from	$106 (American Airlines)
Popular in	July
Cheapest in	September

Provider with most accurate pricing for Portland-Simpson Bay Princess Juliana flight deals.

Search Deals

Provider most trusted by Cheapflights users for Portland-Simpson Bay Princess Juliana flights.

Search Deals

From Portland to Simpson Bay Princess Juliana

Search Deals

One-way flight from Portland to Simpson Bay Princess Juliana

Search Deals

Highest demand for flights based on searches. 18% potential increase in price ($168 potential increase over avg. RT price).

Search Deals

Cheapest flight prices on average. 7% potential price decrease ($51 potential savings vs. average RT price).

Search Deals

Cheapflights Fare Finder

Use the filters below to find and compare flights from Portland to Simpson Bay that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

PortlandSimpson Bay

PWM - SXM

PWMSXM

Portland

Mon 2/2

6:00 am-2:31 pm

1 stop7h 31m

Simpson Bay Princess Juliana

Fri 2/6

2:42 pm-10:54 pm

1 stop9h 12m

$307

PortlandSimpson Bay

PWM - SXM

PWMSXM

Portland

Wed 1/7

12:46 pm-12:58 pm

2 stops23h 12m

Simpson Bay Princess Juliana

Sun 1/11

2:42 pm-10:54 pm

1 stop9h 12m

$358

PortlandSimpson Bay

PWM - SXM

PWMSXM

Portland

Tue 2/24

6:00 am-1:50 pm

1 stop6h 50m

Simpson Bay Princess Juliana

Sun 3/1

4:55 pm-3:14 pm

2 stops23h 19m

$412

PortlandSimpson Bay

PWM - SXM

PWMSXM

Portland

Sat 5/9

6:00 am-10:39 am

1 stop28h 39m

Simpson Bay Princess Juliana

Sat 5/16

2:34 pm-11:36 pm

1 stop9h 02m

$458

PortlandSimpson Bay

PWM - SXM

PWMSXM

Portland

Sat 1/31

3:58 pm-12:58 pm

2 stops20h 00m

$106

PortlandSimpson Bay

PWM - SXM

PWMSXM

Portland

Fri 1/30

6:00 am-2:31 pm

1 stop7h 31m

$106

PortlandSimpson Bay

PWM - SXM

PWMSXM

Portland

Sun 2/1

3:58 pm-3:22 pm

2 stops22h 24m

$112

PortlandSimpson Bay

PWM - SXM

PWMSXM

Portland

Fri 1/30

3:12 pm-3:57 pm

2 stops23h 45m

$168

PortlandSimpson Bay

PWM - SXM

PWMSXM

Portland

Fri 1/30

11:29 am-2:14 pm

3 stops25h 45m

$200

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/22

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 November.

Provider	Price Accuracy	Trust Score*
Expedia	Price Accuracy2 stars	Trust Score*3 stars
FlightHub	Price Accuracy3 stars	Trust Score*1 star
eDreams	Price Accuracy3 stars	Trust Score*3 stars
AranGrant	Price Accuracy2 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 eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Portland, Maine-Simpson Bay flight deals on Cheapflights vs. eDreams >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 eDreams the most. eDreams 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.

Cheapflights Insights

Everything you need to know about your flight from Portland to Simpson Bay

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 $143). Flying from Portland, Maine to Simpson Bay in June is currently the most expensive (average of $372). 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

Get a feel of what it's like to fly with Delta and United Airlines from Portland to Simpson Bay by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.

Delta

7.9

Good

8,000 reviews

Reviews

1 / 20

6.0

Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.

Delta

7.9

Good

8,000 reviews

Delta

7.9

Good

8,000 reviews

Reviews

1 / 20

6.0

Good

Jim,Nov 2025

AVL - ATL

United Airlines

7.4

Good

9,036 reviews

Delta

7.9

Good

8,000 reviews

Reviews

1 / 20

6.0

Good

Jim,Nov 2025

AVL - ATL

Related info for your journey

How long is the flight from Portland, Maine to Simpson Bay?
Departing from Portland, Maine to Simpson Bay will take you 7h 31m. Portland, Maine and Simpson Bay are separated by a distance of 1817 mi.
What are the cheapest airlines flying from Portland, Maine to Simpson Bay round-trip?
Currently priced at $286, 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. Check Cheapflights for deals on United Airlines for as low as $540. Users have found that Delta is 62% 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 $143). Flying from Portland, Maine to Simpson Bay in June is currently the most expensive (average of $372). 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.

See more FAQs

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Top 2 airlines flying from Portland to Simpson Bay

Airline	Cheapest	Average	Flexibility	On-time
Delta	Cheapest$286	Average$794	FlexibilityNo cancel fee	On-timeN/A
United Airlines	Cheapest$540	Average$633	FlexibilityNo cancel fee	On-time69%

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$106+ Cheap flights from Portland, ME (PWM) to Simpson Bay (SXM)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 1/30. 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

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 November 23, 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 November 23, 2025.

Cheap flight deals from Portland to Simpson Bay

Most accurate provider

Most trusted provider

Round-trip from

One-way from

Popular in

Cheapest in

Cheapflights Fare Finder

Use the filters below to find and compare flights from Portland to Simpson Bay that are best for you.

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 November.

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.

Cheapflights Insights

Everything you need to know about your flight from Portland to Simpson Bay

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

Reviews of airlines servicing Simpson Bay

Get a feel of what it's like to fly with Delta and United Airlines from Portland to Simpson Bay by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.

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.

How long is the flight from Portland, Maine to Simpson Bay?

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?

Traveling to a place near Simpson Bay?

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Alternative routes for Portland to Simpson Bay

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Top 2 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 November 23, 2025.