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

Departing from Portland, Maine to Simpson Bay will take you 6h 35m. 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. Search Cheapflights for deals from United Airlines and American Airlines - these airlines can fly you to your destination from $540 and $566, respectively. Users have found that Delta is 62% 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 $763 per person but you can even find prices for as low as $537. The most expensive prices can be found in the month of July. Opting for a September flight can save you 58% on your journey compared to booking in July

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.

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.

$400+ Cheap Flights from Portland, ME to Simpson Bay

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Cheap flight deals from Portland to Simpson Bay

Round-trip from	$587 (American Airlines)
One-way from	$400 (American Airlines)
Popular in	July
Cheapest in	September
Average price	$537

From Portland to Simpson Bay Princess Juliana

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One-way flight from Portland to Simpson Bay Princess Juliana

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Highest demand for flights based on searches. 17% potential increase in price ($156 potential increase over avg. RT price).

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Cheapest flight prices on average. 6% potential price decrease ($46 potential savings vs. average RT price).

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Average for round-trip flights in September 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 September 11, 2025.

Sun 10/266:00 amPWM - SXM

1 stop7h 49mDelta

Sun 11/24:14 pmSXM - PWM

2 stops20h 46mDelta

Deal found 9/11

$627

Sun 10/265:59 pmPWM - SXM

2 stops19h 38mAmerican Airlines

Sun 11/25:24 pmSXM - PWM

2 stops19h 22mAmerican Airlines

Deal found 9/11

$664

Sat 10/47:30 amPWM - SXM

1 stop6h 41mJetBlue

Sat 10/113:31 pmSXM - PWM

1 stop7h 33mJetBlue

Deal found 9/11

$755

Sat 9/271:57 pmPWM - SXM

2 stops23h 22mAmerican Airlines

Wed 10/12:20 pmSXM - PWM

2 stops32h 45mAmerican Airlines

Deal found 9/9

$829

Sat 9/276:33 pmPWM - SXM

2 stops19h 17mDelta

Wed 10/13:20 pmSXM - PWM

1 stop8h 51mDelta

Deal found 9/10

$884

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 September 11, 2025.

Thu 3/55:47 amPWM - SXM

1 stop6h 35mAmerican Airlines

Tue 3/104:15 pmSXM - PWM

2 stops21h 34mAmerican Airlines

Deal found 9/10

$587

Thu 3/57:22 pmPWM - SXM

2 stops19h 29mUnited Airlines

Tue 3/103:55 pmSXM - PWM

2 stops18h 53mUnited Airlines

Deal found 9/10

$606

Sun 10/266:00 amPWM - SXM

1 stop7h 49mDelta

Sun 11/24:14 pmSXM - PWM

2 stops20h 46mDelta

Deal found 9/11

$627

Sat 1/174:50 pmPWM - SXM

2 stops20h 05mAmerican Airlines

Sat 1/244:15 pmSXM - PWM

2 stops20h 50mAmerican Airlines

Deal found 9/11

$587

Wed 1/75:51 amPWM - SXM

2 stops9h 19mAmerican Airlines

Sun 1/114:07 pmSXM - PWM

1 stop7h 22mAmerican Airlines

Deal found 9/10

$592

Last-minute flights from Portland to Simpson Bay
Discover last-minute flight deals from Portland to Simpson Bay. Data last updated September 11, 2025 and is based on user searches.

Sat 9/271:57 pmPWM - SXM

2 stops23h 22mAmerican Airlines

Wed 10/12:20 pmSXM - PWM

2 stops32h 45mAmerican Airlines

Deal found 9/9

$829

Sat 9/276:33 pmPWM - SXM

2 stops19h 17mDelta

Wed 10/13:20 pmSXM - PWM

1 stop8h 51mDelta

Deal found 9/10

$884

Sat 10/47:30 amPWM - SXM

1 stop6h 41mJetBlue

Sat 10/113:31 pmSXM - PWM

1 stop7h 33mJetBlue

Deal found 9/11

$755

Sun 10/266:00 amPWM - SXM

1 stop7h 49mDelta

Sun 11/24:14 pmSXM - PWM

2 stops20h 46mDelta

Deal found 9/11

$627

Sun 10/265:59 pmPWM - SXM

2 stops19h 38mAmerican Airlines

Sun 11/25:24 pmSXM - PWM

2 stops19h 22mAmerican Airlines

Deal found 9/11

$664

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 September 11, 2025.

Sun 9/286:05 pmPWM - SXM

2 stops19h 14mAmerican Airlines

Deal found 9/10

$400

Wed 9/176:00 amPWM - SXM

1 stop7h 50mDelta

Deal found 9/10

$410

Wed 9/175:20 pmPWM - SXM

2 stops19h 59mAmerican Airlines

Deal found 9/10

$425

Sun 9/286:00 amPWM - SXM

1 stop7h 50mDelta

Deal found 9/10

$548

Wed 9/175:00 pmPWM - SXM

3 stops41h 50mMultiple Airlines

Deal found 9/10

$847

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

Thu 3/5

5:47 am-1:22 pm

1 stop6h 35m

Simpson Bay Princess Juliana

Tue 3/10

4:15 pm-1:49 pm

2 stops21h 34m

$587

PortlandSimpson Bay

PWM - SXM

PWMSXM

Portland

Sat 1/17

4:50 pm-1:55 pm

2 stops20h 05m

Simpson Bay Princess Juliana

Sat 1/24

4:15 pm-12:05 pm

2 stops20h 50m

$587

PortlandSimpson Bay

PWM - SXM

PWMSXM

Portland

Wed 1/7

5:51 am-4:10 pm

2 stops9h 19m

Simpson Bay Princess Juliana

Sun 1/11

4:07 pm-10:29 pm

1 stop7h 22m

$592

PortlandSimpson Bay

PWM - SXM

PWMSXM

Portland

Thu 3/5

7:22 pm-3:51 pm

2 stops19h 29m

Simpson Bay Princess Juliana

Tue 3/10

3:55 pm-10:48 am

2 stops18h 53m

$606

PortlandSimpson Bay

PWM - SXM

PWMSXM

Portland

Sun 10/26

6:00 am-1:49 pm

1 stop7h 49m

Simpson Bay Princess Juliana

Sun 11/2

4:14 pm-12:00 pm

2 stops20h 46m

$627

PortlandSimpson Bay

PWM - SXM

PWMSXM

Portland

Sun 9/28

6:05 pm-1:19 pm

2 stops19h 14m

$400

PortlandSimpson Bay

PWM - SXM

PWMSXM

Portland

Wed 9/17

6:00 am-1:50 pm

1 stop7h 50m

$410

PortlandSimpson Bay

PWM - SXM

PWMSXM

Portland

Wed 9/17

5:20 pm-1:19 pm

2 stops19h 59m

$425

PortlandSimpson Bay

PWM - SXM

PWMSXM

Portland

Sun 9/28

6:00 am-1:50 pm

1 stop7h 50m

$548

PortlandSimpson Bay

PWM - SXM

PWMSXM

Portland

Wed 9/17

5:00 pm-10:50 am

3 stops41h 50m

$847

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/10

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 $459). Flying from Portland, Maine to Simpson Bay in March is currently the most expensive (average of $652). 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, United Airlines, and American 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

8.0

Very good

7,960 reviews

Reviews

1 / 20

10.0

Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

Delta

8.0

Very good

7,960 reviews

Delta

8.0

Very good

7,960 reviews

Reviews

1 / 20

10.0

Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

United Airlines

7.4

Good

8,937 reviews

Delta

8.0

Very good

7,960 reviews

Reviews

1 / 20

10.0

Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

American Airlines

7.2

Good

10,000 reviews

Delta

8.0

Very good

7,960 reviews

Reviews

1 / 20

10.0

Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

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 6h 35m. 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. Search Cheapflights for deals from United Airlines and American Airlines - these airlines can fly you to your destination from $540 and $566, respectively. 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 $459). Flying from Portland, Maine to Simpson Bay in March is currently the most expensive (average of $652). 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 3 airlines flying from Portland to Simpson Bay

Airline	Cheapest	Average	Flexibility	On-time
Delta	Cheapest$286	Average$668	FlexibilityNo cancel fee	On-timeN/A
United Airlines	Cheapest$540	Average$811	FlexibilityNo cancel fee	On-time69%
American Airlines	Cheapest$566	Average$778	FlexibilityNo cancel fee	On-time71%

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$400+ 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 9/28. 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

Round-trip from

One-way 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 September 11, 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 September 11, 2025.

Cheapflights Fare Finder

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

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, United Airlines, and American 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

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 September 11, 2025.