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Simpson Bay

$66+ Cheap flights from Philadelphia (PHL) 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 2/28. Fares are subject to change and may not be available on all flights or dates of travel.
PHL — SXM
Feb 1 — Feb 81
Sun 2/1
Sun 2/8
1 adult, Economy
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Cheapflights Tip: The best prices from Philadelphia to Simpson Bay Princess Juliana are usually found in March or September, booked 72 days in advance, depart on a Thursday or Wednesday and return on a Monday

Cheap flight deals from Philadelphia to Simpson Bay

Cheapest flights from Philadelphia to Simpson Bay
Explore the most affordable flight options available from Philadelphia to Simpson Bay. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 2, 2026.

This American Airlines deal was found by Cheapflights users on 12/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/318:10 amPHL - SXM
Nonstop4h 16mAmerican Airlines
Thu 1/12:16 pmSXM - PHL
Nonstop4h 39mAmerican Airlines
Deal found 12/30$1,066
This American Airlines deal was found by Cheapflights users on 12/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/318:10 amPHL - SXM
Nonstop4h 16mAmerican Airlines
Sat 1/32:16 pmSXM - PHL
1 stop10h 36mAmerican Airlines
Deal found 12/30$1,235
This Mytrip deal was found by Cheapflights users on 12/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/3110:32 amPHL - SXM
2 stops24h 23mMultiple Airlines
Thu 1/13:40 pmSXM - PHL
3 stops33h 16mMultiple Airlines
Deal found 12/30$1,335
This United Airlines deal was found by Cheapflights users on 12/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/316:00 amPHL - SXM
1 stop6h 50mUnited Airlines
Thu 1/14:55 pmSXM - PHL
1 stop7h 35mUnited Airlines
Deal found 12/30$1,364
This Kiwi.com deal was found by Cheapflights users on 12/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/316:20 amPHL - SXM
1 stop27h 05mMultiple Airlines
Sat 1/310:20 amSXM - PHL
2 stops43h 44mMultiple Airlines
Deal found 12/30$1,469

Find flight deals from Philadelphia to Simpson Bay

Discover tips and strategies to find the most affordable flight options for your journey from Philadelphia (PHL) 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 January 2, 2026.

Most accurate provider

Mytrip
3 stars

Most trusted provider

Mytrip
3 stars

Round-trip from

$475
(CheapOair)

One-way from

$66
(Cheapflightsfares)

Popular in

April

Cheapest in

March

Average price

$759

Good round-trip deal

$596 or less
Provider with most accurate pricing for Philadelphia-Simpson Bay Princess Juliana flight deals.
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Provider most trusted by Cheapflights users for Philadelphia-Simpson Bay Princess Juliana flights.
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From Philadelphia to Simpson Bay Princess Juliana
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One-way flight from Philadelphia to Simpson Bay Princess Juliana
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High demand for flights, 19% potential price rise
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($11 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
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Price to beat on a round-trip flight from Philadelphia to Simpson Bay Princess Juliana.
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Philadelphia 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 2,558,603 searches. Data last updated January 2, 2026.
Use the filters below to find and compare flights from Philadelphia to Simpson Bay that are best for you.

Fly from

Philadelphia

Fly to

Simpson Bay

Route

Depart

Return

Price

PhiladelphiaSimpson Bay

PHL - SXM

PHLSXM

Philadelphia

Wed 3/25

8:20 pm-11:29 am

1 stop15h 09m

Simpson Bay Princess Juliana

Sun 3/29

2:40 pm-2:46 pm

1 stop24h 06m

$478

PhiladelphiaSimpson Bay

PHL - SXM

PHLSXM

Philadelphia

Sat 3/28

8:20 pm-11:29 am

1 stop15h 09m

Simpson Bay Princess Juliana

Sat 4/4

2:40 pm-2:46 pm

1 stop24h 06m

$484

PhiladelphiaSimpson Bay

PHL - SXM

PHLSXM

Philadelphia

Wed 3/18

7:00 am-2:00 pm

1 stop7h 00m

Simpson Bay Princess Juliana

Mon 3/23

12:45 pm-9:47 pm

1 stop9h 02m

$491

PhiladelphiaSimpson Bay

PHL - SXM

PHLSXM

Philadelphia

Sun 2/8

9:14 am-2:31 pm

Nonstop4h 17m

Simpson Bay Princess Juliana

Tue 2/17

5:01 pm-8:50 pm

Nonstop4h 49m

$494

PhiladelphiaSimpson Bay

PHL - SXM

PHLSXM

Philadelphia

Sat 2/21

4:05 pm-2:40 pm

2 stops21h 35m

Simpson Bay Princess Juliana

Thu 2/26

3:40 pm-2:47 pm

1 stop24h 07m

$500

PhiladelphiaSimpson Bay

PHL - SXM

PHLSXM

Philadelphia

Sun 2/22

3:30 pm-4:00 pm

2 stops47h 30m

Simpson Bay Princess Juliana

Thu 2/26

3:40 pm-2:47 pm

1 stop24h 07m

$500

PhiladelphiaSimpson Bay

PHL - SXM

PHLSXM

Philadelphia

Sat 2/7

3:30 pm-2:40 pm

1 stop22h 10m

Simpson Bay Princess Juliana

Tue 2/24

5:00 pm-2:47 pm

2 stops22h 47m

$522

PhiladelphiaSimpson Bay

PHL - SXM

PHLSXM

Philadelphia

Fri 2/6

9:14 am-2:31 pm

Nonstop4h 17m

Simpson Bay Princess Juliana

Mon 2/9

2:42 pm-6:30 pm

Nonstop4h 48m

$547

PhiladelphiaSimpson Bay

PHL - SXM

PHLSXM

Philadelphia

Fri 2/6

9:14 am-2:31 pm

Nonstop4h 17m

Simpson Bay Princess Juliana

Sat 2/14

3:21 pm-12:51 am

1 stop10h 30m

$557

PhiladelphiaSimpson Bay

PHL - SXM

PHLSXM

Philadelphia

Mon 1/19

6:00 am-4:28 pm

1 stop9h 28m

Simpson Bay Princess Juliana

Mon 2/2

2:42 pm-6:30 pm

Nonstop4h 48m

$561

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/1

Showing 1-10 of 19 results
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Compare providers for flights from Philadelphia 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 Philadelphia to Simpson Bay in January.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice Accuracy3 starsTrust Score*3 stars
AranGrantPrice Accuracy2 starsTrust Score*3 stars
MytripPrice Accuracy3 starsTrust 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 Philadelphia-Simpson Bay flights, users find the pricing of Mytrip to be most consistent on Cheapflights vs. Mytrip Users can find the same prices on Philadelphia-Simpson Bay flight deals on Cheapflights vs. Mytrip >95% of the time. Price accuracy is based on data collected from Philadelphia-Simpson Bay flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Philadelphia-Simpson Bay flights, Cheapflights users trust Mytrip the most. Mytrip 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 Philadelphia-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 Philadelphia to Simpson Bay

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

How far ahead should I book a flight from Philadelphia to Simpson Bay?

Use this chart to determine the optimal time to book a round-trip flight from Philadelphia to Simpson Bay. Price data was last updated on December 26, 2025.

The price you pay for your flight from Philadelphia to Simpson Bay may vary depending on when you book. For the best chance of a lower fare, look to book 71 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

What is the cheapest month to book a flight from Philadelphia to Simpson Bay?

Currently, November is the cheapest month in which you can book a flight from Philadelphia to Simpson Bay (average of $121). Flying from Philadelphia to Simpson Bay in September is currently the most expensive (average of $307). 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.

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

Find hourly flight availability from Philadelphia to Simpson Bay. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated January 2, 2026.

When flying from Philadelphia 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.

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 January 2, 2026.
See what other customers who have flown with Delta, American Airlines, and JetBlue from Philadelphia to Simpson Bay have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.9
Good
8,021 reviews

Comfort

7.9

Crew

8.5

Entertainment

7.8

Boarding

8.1

Overall

7.9

Food

7.2

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
8,021 reviews
Delta
7.9
Good
8,021 reviews

Comfort

7.9

Crew

8.5

Entertainment

7.8

Boarding

8.1

Overall

7.9

Food

7.2

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.
American Airlines
7.2
Good
11,074 reviews
Delta
7.9
Good
8,021 reviews

Comfort

7.9

Crew

8.5

Entertainment

7.8

Boarding

8.1

Overall

7.9

Food

7.2

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.
JetBlue
7.2
Good
2,906 reviews
Delta
7.9
Good
8,021 reviews

Comfort

7.9

Crew

8.5

Entertainment

7.8

Boarding

8.1

Overall

7.9

Food

7.2

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.
Spirit Airlines
6.3
Okay
8,258 reviews
Delta
7.9
Good
8,021 reviews

Comfort

7.9

Crew

8.5

Entertainment

7.8

Boarding

8.1

Overall

7.9

Food

7.2

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.
Frontier
5.7
Fair
3,069 reviews
Delta
7.9
Good
8,021 reviews

Comfort

7.9

Crew

8.5

Entertainment

7.8

Boarding

8.1

Overall

7.9

Food

7.2

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.

Related info for your journey

Find useful and relevant information for your journey from Philadelphia 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 Philadelphia to Simpson Bay?

    There are many flights that can get you from Philadelphia to Simpson Bay in 4h 17m. Fly via JetBlue, American Airlines, or Air Canada to get the fastest option. Airlines will cover a distance of 1673 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • What are the cheapest airlines flying from Philadelphia to Simpson Bay round-trip?

    According to our current data, Frontier ($161), Spirit Airlines ($249), and JetBlue ($311) offers the cheapest pricing from Philadelphia to Simpson Bay. Users have found that Frontier is 75% cheaper than the other options available to this destination.

  • What are the cheapest airlines to fly from Philadelphia to Simpson Bay one-way?

    The cheapest airlines for a one-way flight from Philadelphia to Simpson Bay are Frontier ($58), Spirit Airlines ($104), and Delta ($240).

  • What are the cheapest flights from Philadelphia to Simpson Bay?

    While on average a flight from Philadelphia to Simpson Bay is generally $659, our data shows the cheapest flight currently is $516. When looking at the most popular route, (Philadelphia - Simpson Bay Princess Juliana), you can expect to pay $235 for that flight.

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

    Yes. In addition to deals on Philadelphia to Simpson Bay flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Philadelphia to Simpson Bay?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Philadelphia to Simpson Bay.

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

    Yes. Cheapflights offers flight deals from Philadelphia 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 Philadelphia to Simpson Bay?

    Currently, November is the cheapest month in which you can book a flight from Philadelphia to Simpson Bay (average of $121). Flying from Philadelphia to Simpson Bay in September is currently the most expensive (average of $307). 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

Traveling to a place near Simpson Bay?

Book flights to Simpson Bay if you plan to visit one of these locations
Philipsburg

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Top 6 airlines flying from Philadelphia to Simpson Bay

Discover the top 6 airlines that operate flights from Philadelphia 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 2,558,603 searches. Data last updated January 2, 2026.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$161Average$170FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$266Average$400FlexibilityNo cancel feeOn-time65%
JetBlueCheapest$311Average$541FlexibilityNo cancel feeOn-time62%
DeltaCheapest$443Average$706FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$540Average$748FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$567Average$611FlexibilityNo cancel feeOn-time69%

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