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

Currently priced at $541, 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 Delta and United Airlines - these airlines can fly you to your destination from $554 and $765, respectively. Users have found that American Airlines is 35% cheaper than the other options available to this destination.

What are the cheapest airlines to fly from Portland, Maine to Simpson Bay one-way?

The cheapest airline one-way is Delta, with whom users have recently found tickets for as low as $272. However, be on the lookout for offers from American Airlines and United Airlines, as they are both options that can get you from Portland, Maine to Simpson Bay for a low price.

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 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.

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 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 $842 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 49% 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 20% 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.

$272+ Flights from Portland, Maine to Simpson Bay, St. Maarten

Home Search by date Vacation packages Hotels Flight deals Car rental Travel tips & news

Find cheap flights from Portland to Simpson Bay with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap flight deals from Portland to Simpson Bay

Most accurate provider	FlightHub 3 stars
Most trusted provider	FlightHub 3 stars
Popular in	March
Cheapest in	September
Round-trip from	$541 (American Airlines)
One-way from	$272 (Delta)

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

High demand for flights, 33% potential price rise

Search Deals

Best time to find cheap flights, 51% potential price drop

Search Deals

From Portland to Simpson Bay Princess Juliana

Search Deals

One-way flight from Portland to Simpson Bay Princess Juliana

Search Deals

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 20, 2024.

Fri 11/2212:59 pmPWM - SXM

1 stop25h 03mAmerican Airlines

Sun 11/243:10 pmSXM - PWM

1 stop8h 24mAmerican Airlines

Deal found 11/18

$969

Fri 11/226:14 pmPWM - SXM

3 stops19h 16mMultiple Airlines

Sun 11/244:10 pmSXM - PWM

2 stops21h 01mMultiple Airlines

Deal found 11/18

$1,077

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 20, 2024.

Sat 2/225:15 pmPWM - SXM

2 stops20h 55mAmerican Airlines

Mon 3/34:15 pmSXM - PWM

2 stops20h 32mAmerican Airlines

Deal found 11/18

$541

Fri 1/105:35 amPWM - SXM

1 stop8h 41mDelta

Fri 1/174:46 pmSXM - PWM

1 stop8h 11mDelta

Deal found 11/20

$554

Sat 2/227:15 pmPWM - SXM

1 stop17h 29mUnited Airlines

Mon 3/32:53 pmSXM - PWM

2 stops20h 49mUnited Airlines

Deal found 11/18

$765

Last-minute flights from Portland to Simpson Bay
Discover last-minute flight deals from Portland to Simpson Bay. Data last updated November 20, 2024 and is based on user searches.

Fri 11/2212:59 pmPWM - SXM

1 stop25h 03mAmerican Airlines

Sun 11/243:10 pmSXM - PWM

1 stop8h 24mAmerican Airlines

Deal found 11/18

$969

Fri 11/226:14 pmPWM - SXM

3 stops19h 16mMultiple Airlines

Sun 11/244:10 pmSXM - PWM

2 stops21h 01mMultiple Airlines

Deal found 11/18

$1,077

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 20, 2024.

Wed 1/225:35 amPWM - SXM

1 stop8h 41mDelta

Deal found 11/18

$272

Wed 1/224:50 pmPWM - SXM

2 stops20h 22mAmerican Airlines

Deal found 11/18

$303

Wed 1/2212:00 pmPWM - SXM

3 stops44h 15mMultiple Airlines

Deal found 11/18

$409

Tue 12/34:15 pmPWM - SXM

2 stops44h 36mUnited Airlines

Deal found 11/19

$1,589

Find flights from Portland to Simpson Bay within your budget

Fly from

Fly to

Route

Depart

Return

Price

PortlandSimpson Bay

PWM - SXM

PWMSXM

Portland

Sat 2/22

5:15 pm-3:10 pm

2 stops20h 55m

Simpson Bay Princess Juliana

Mon 3/3

4:15 pm-11:47 am

2 stops20h 32m

$541

PortlandSimpson Bay

PWM - SXM

PWMSXM

Portland

Fri 1/10

5:35 am-3:16 pm

1 stop8h 41m

Simpson Bay Princess Juliana

Fri 1/17

4:46 pm-11:57 pm

1 stop8h 11m

$554

PortlandSimpson Bay

PWM - SXM

PWMSXM

Portland

Sat 2/22

7:15 pm-1:44 pm

1 stop17h 29m

Simpson Bay Princess Juliana

Mon 3/3

2:53 pm-10:42 am

2 stops20h 49m

$765

PortlandSimpson Bay

PWM - SXM

PWMSXM

Portland

Wed 1/22

5:35 am-3:16 pm

1 stop8h 41m

$272

PortlandSimpson Bay

PWM - SXM

PWMSXM

Portland

Wed 1/22

4:50 pm-2:12 pm

2 stops20h 22m

$303

PortlandSimpson Bay

PWM - SXM

PWMSXM

Portland

Wed 1/22

12:00 pm-9:15 am

3 stops44h 15m

$409

PortlandSimpson Bay

PWM - SXM

PWMSXM

Portland

Tue 12/3

4:15 pm-1:51 pm

2 stops44h 36m

$1,589

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/18

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 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 $462). 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

8,756 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

8,756 reviews

Delta

8.0

Very good

8,756 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

9,171 reviews

Delta

8.0

Very good

8,756 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

8,756 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 $541, 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 Delta and United Airlines - these airlines can fly you to your destination from $554 and $765, respectively. Users have found that American Airlines is 35% cheaper than the other options available to this destination.
What are the cheapest airlines to fly from Portland, Maine to Simpson Bay one-way?
The cheapest airline one-way is Delta, with whom users have recently found tickets for as low as $272. However, be on the lookout for offers from American Airlines and United Airlines, as they are both options that can get you from Portland, Maine to Simpson Bay for a low price.
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 $462). 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.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

Alternative routes for Portland to Simpson Bay

Boston to Simpson Bay flights

Other flights to Simpson Bay

John F Kennedy Intl to Simpson Bay flights

Minneapolis to Simpson Bay flights

Fort Lauderdale to Simpson Bay flights

Newark to Simpson Bay flights

Boston to Simpson Bay flights

Miami to Simpson Bay flights

Simpson Bay to San Juan Luis Munoz Marin Intl Airport flights

Simpson Bay to Santo Domingo flights

Simpson Bay to Toronto Pearson Intl Airport flights

Simpson Bay to Panama City flights

Simpson Bay to Fort Lauderdale flights

Simpson Bay to Gustavia flights

Simpson Bay to Road Town flights

Simpson Bay to New York John F Kennedy Intl Airport flights

Simpson Bay to Newark Airport flights

Simpson Bay to New York John F Kennedy Intl Airport flights

Simpson Bay to Washington, D.C. Dulles Intl Airport flights

Simpson Bay to Fort Lauderdale flights

Simpson Bay to Willemstad flights

Simpson Bay to Boston flights

Simpson Bay to San Juan Luis Munoz Marin Intl Airport flights

Simpson Bay to Santo Domingo flights

Simpson Bay to Basseterre flights

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$1,063	FlexibilityNo cancel fee	On-time69%
American Airlines	Cheapest$639	Average$842	FlexibilityNo cancel fee	On-time71%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.

View all available airlines

$272+ Cheap flights from Portland (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 1/22. 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

Popular in

Cheapest in

Round-trip from

One-way from

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 20, 2024.

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 20, 2024.

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 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.

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?

What are the cheapest airlines to fly from Portland, Maine to Simpson Bay one-way?

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

100% Free

Book with Flexibility

Travel Smart

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 20, 2024.