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Simpson Bay

$115+ 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 1/2. Fares are subject to change and may not be available on all flights or dates of travel.
PHL — SXM
Nov 15 — Nov 221
Sat 11/15
Sat 11/22
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 Tuesday or Monday and return on a Monday

Find 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 October 16, 2025.

This JetBlue deal was found by Cheapflights users on 10/15. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/67:00 amPHL - SXM
1 stop7h 05mJetBlue
Sat 12/134:10 pmSXM - PHL
1 stop8h 03mJetBlue
Deal found 10/15$311
This Cheapflightsfares deal was found by Cheapflights users on 10/13. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/106:00 amPHL - SXM
1 stop7h 15mSpirit Airlines
Fri 11/143:20 pmSXM - PHL
1 stop9h 06mSpirit Airlines
Deal found 10/13$321
This Cheapflightsfares deal was found by Cheapflights users on 10/15. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/295:25 amPHL - SXM
1 stop7h 50mSpirit Airlines
Sat 12/63:15 pmSXM - PHL
1 stop9h 01mSpirit Airlines
Deal found 10/15$336
This Frontier deal was found by Cheapflights users on 10/14. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/65:30 amPHL - SXM
1 stop8h 50mFrontier
Sat 12/134:30 pmSXM - PHL
1 stop8h 56mFrontier
Deal found 10/14$345
This Cheapflightsfares deal was found by Cheapflights users on 10/16. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/156:00 amPHL - SXM
1 stop7h 15mSpirit Airlines
Sat 11/223:20 pmSXM - PHL
1 stop9h 26mSpirit Airlines
Deal found 10/16$351
This CheapOair deal was found by Cheapflights users on 10/15. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/176:00 amPHL - SXM
1 stop7h 15mSpirit Airlines
Sat 11/223:20 pmSXM - PHL
1 stop9h 26mSpirit Airlines
Deal found 10/15$358
This CheapOair deal was found by Cheapflights users on 10/14. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/67:00 amPHL - SXM
1 stop7h 05mJetBlue
Mon 12/84:10 pmSXM - PHL
1 stop20h 28mJetBlue
Deal found 10/14$364
This CheapOair deal was found by Cheapflights users on 10/15. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/86:00 amPHL - SXM
1 stop7h 15mSpirit Airlines
Sat 11/153:20 pmSXM - PHL
1 stop9h 06mSpirit Airlines
Deal found 10/15$368

Cheap 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 October 16, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$311
(Priceline)

One-way from

$115
(JetBlue)

Popular in

February

Cheapest in

March

Average price

$659

Good round-trip deal

$622 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, 15% potential price rise
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($13 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 2025
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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 October 16, 2025.
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

Sat 12/6

7:00 am-3:05 pm

1 stop7h 05m

Simpson Bay Princess Juliana

Sat 12/13

4:10 pm-11:13 pm

1 stop8h 03m

$311

PhiladelphiaSimpson Bay

PHL - SXM

PHLSXM

Philadelphia

Sun 12/14

9:09 pm-2:10 pm

1 stop16h 01m

Simpson Bay Princess Juliana

Thu 12/18

3:40 pm-10:46 pm

2 stops32h 06m

$396

PhiladelphiaSimpson Bay

PHL - SXM

PHLSXM

Philadelphia

Mon 10/27

5:33 am-2:00 pm

1 stop8h 27m

Simpson Bay Princess Juliana

Mon 11/3

3:20 pm-11:26 pm

1 stop9h 06m

$405

PhiladelphiaSimpson Bay

PHL - SXM

PHLSXM

Philadelphia

Wed 12/3

6:00 am-10:25 am

3 stops27h 25m

Simpson Bay Princess Juliana

Wed 12/17

3:15 pm-11:16 pm

1 stop9h 01m

$409

PhiladelphiaSimpson Bay

PHL - SXM

PHLSXM

Philadelphia

Mon 11/10

6:00 am-2:15 pm

1 stop7h 15m

Simpson Bay Princess Juliana

Wed 11/12

8:57 pm-11:26 pm

3 stops27h 29m

$450

PhiladelphiaSimpson Bay

PHL - SXM

PHLSXM

Philadelphia

Thu 10/30

3:30 pm-3:00 pm

2 stops23h 30m

Simpson Bay Princess Juliana

Sat 11/8

5:00 pm-2:47 pm

2 stops22h 47m

$457

PhiladelphiaSimpson Bay

PHL - SXM

PHLSXM

Philadelphia

Sun 12/14

3:30 pm-4:00 pm

2 stops23h 30m

Simpson Bay Princess Juliana

Thu 12/18

3:40 pm-3:49 pm

2 stops25h 09m

$482

PhiladelphiaSimpson Bay

PHL - SXM

PHLSXM

Philadelphia

Mon 11/10

6:45 am-2:55 pm

1 stop7h 10m

Simpson Bay Princess Juliana

Wed 11/12

4:20 pm-12:51 am

1 stop9h 31m

$501

PhiladelphiaSimpson Bay

PHL - SXM

PHLSXM

Philadelphia

Thu 12/11

9:20 am-2:40 pm

2 stops52h 20m

Simpson Bay Princess Juliana

Thu 12/18

3:40 pm-3:49 pm

2 stops25h 09m

$505

PhiladelphiaSimpson Bay

PHL - SXM

PHLSXM

Philadelphia

Sat 11/29

3:30 pm-4:00 pm

2 stops47h 30m

Simpson Bay Princess Juliana

Sat 12/6

3:15 pm-10:09 pm

3 stops31h 54m

$518

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/14

Showing 1-10 of 18 results
1
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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 October.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
AranGrantPrice Accuracy3 starsTrust Score*3 stars
MytripPrice Accuracy2 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 FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Philadelphia-Simpson Bay flight deals on Cheapflights vs. FlightHub >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 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 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 October 10, 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 October 16, 2025.

Unlike in the morning, when flights are generally more expensive, you can save up to 33% on flights from Philadelphia to Simpson Bay by exploring options for tickets in the evening.

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 October 16, 2025.
See what other customers who have flown with Delta, United Airlines, and American Airlines 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
8.0
Very good
7,982 reviews

Entertainment

7.9

Food

7.3

Boarding

8.2

Overall

8.0

Comfort

7.9

Crew

8.5

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.
Delta
8.0
Very good
7,982 reviews
Delta
8.0
Very good
7,982 reviews

Entertainment

7.9

Food

7.3

Boarding

8.2

Overall

8.0

Comfort

7.9

Crew

8.5

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.
United Airlines
7.4
Good
8,982 reviews
Delta
8.0
Very good
7,982 reviews

Entertainment

7.9

Food

7.3

Boarding

8.2

Overall

8.0

Comfort

7.9

Crew

8.5

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.
American Airlines
7.2
Good
11,041 reviews
Delta
8.0
Very good
7,982 reviews

Entertainment

7.9

Food

7.3

Boarding

8.2

Overall

8.0

Comfort

7.9

Crew

8.5

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.
Spirit Airlines
6.3
Okay
8,098 reviews
Delta
8.0
Very good
7,982 reviews

Entertainment

7.9

Food

7.3

Boarding

8.2

Overall

8.0

Comfort

7.9

Crew

8.5

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.
Frontier
5.8
Fair
3,137 reviews
Delta
8.0
Very good
7,982 reviews

Entertainment

7.9

Food

7.3

Boarding

8.2

Overall

8.0

Comfort

7.9

Crew

8.5

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.

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 7h 05m. Fly via JetBlue or Spirit Airlines 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 ($298), and Delta ($493) offers the cheapest pricing from Philadelphia to Simpson Bay. Users have found that Frontier is 76% cheaper than the other options available to this destination.

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

    While on average a flight from Philadelphia to Simpson Bay is generally $772, our data shows the cheapest flight currently is $602. When looking at the most popular route, (Philadelphia - Simpson Bay Princess Juliana), you can expect to pay $311 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 5 airlines flying from Philadelphia to Simpson Bay

Discover the top 5 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 October 16, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$161Average$170FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$298Average$446FlexibilityNo cancel feeOn-time65%
DeltaCheapest$493Average$734FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$567Average$690FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$578Average$766FlexibilityNo cancel feeOn-time71%

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