HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Simpson Bay

$65+ 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 2/24. Fares are subject to change and may not be available on all flights or dates of travel.
PHL — SXM
Feb 26 — Mar 51
Thu 2/26
Thu 3/5
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Philadelphia 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.
Cheapflights Tip: The best prices from Philadelphia to Simpson Bay Princess Juliana are usually found in March or September, booked 45 days in advance, depart on a Monday or Wednesday and return on a Tuesday

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 27, 2026.

This Cheapflightsfares deal was found by Cheapflights users on 1/25. 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 2/166:00 am
PHL
-
SXM
1 stop7h 15m
Spirit Airlines
Sat 2/283:20 pm
SXM
-
PHL
1 stop9h 30m
Spirit Airlines
Deal found 1/25$292
This Cheapflightsfares deal was found by Cheapflights users on 1/25. 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.
Sun 2/226:00 am
PHL
-
SXM
1 stop7h 15m
Spirit Airlines
Sun 3/13:20 pm
SXM
-
PHL
1 stop18h 24m
Spirit Airlines
Deal found 1/25$296
This CheapOair deal was found by Cheapflights users on 1/24. 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 2/215:26 pm
PHL
-
SXM
1 stop19h 49m
Spirit Airlines
Thu 2/263:20 pm
SXM
-
PHL
2 stops28h 31m
Spirit Airlines
Deal found 1/24$297
This CheapOair deal was found by Cheapflights users on 1/25. 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 2/166:00 am
PHL
-
SXM
1 stop7h 15m
Multiple Airlines
Sat 2/283:20 pm
SXM
-
PHL
1 stop20h 53m
Multiple Airlines
Deal found 1/25$298
This Mytrip deal was found by Cheapflights users on 1/26. 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.
Mon 2/96:00 am
PHL
-
SXM
1 stop7h 15m
Spirit Airlines
Tue 2/173:20 pm
SXM
-
PHL
3 stops26h 06m
Spirit Airlines
Deal found 1/26$299
This CheapOair deal was found by Cheapflights users on 1/25. 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.
Tue 2/177:46 pm
PHL
-
SXM
2 stops17h 29m
Spirit Airlines
Wed 2/253:20 pm
SXM
-
PHL
1 stop9h 30m
Spirit Airlines
Deal found 1/25$302
This CheapOair deal was found by Cheapflights users on 1/26. 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 2/146:00 am
PHL
-
SXM
1 stop7h 15m
Spirit Airlines
Sat 2/283:20 pm
SXM
-
PHL
1 stop9h 30m
Spirit Airlines
Deal found 1/26$303
This Expedia deal was found by Cheapflights users on 1/25. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/2712:28 pm
PHL
-
SXM
1 stop24h 31m
Multiple Airlines
Sat 3/73:20 pm
SXM
-
PHL
1 stop9h 30m
Multiple Airlines
Deal found 1/25$304
This CheapOair deal was found by Cheapflights users on 1/25. 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 2/215:26 pm
PHL
-
SXM
1 stop19h 49m
Spirit Airlines
Sun 3/13:20 pm
SXM
-
PHL
1 stop18h 24m
Spirit Airlines
Deal found 1/25$305
This Cheapflightsfares deal was found by Cheapflights users on 1/26. 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 2/166:00 am
PHL
-
SXM
1 stop7h 15m
Spirit Airlines
Mon 2/233:20 pm
SXM
-
PHL
1 stop18h 24m
Spirit Airlines
Deal found 1/26$307
This CheapOair deal was found by Cheapflights users on 1/25. 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.
Fri 2/67:04 pm
PHL
-
SXM
1 stop17h 55m
Multiple Airlines
Sat 2/143:20 pm
SXM
-
PHL
1 stop9h 30m
Multiple Airlines
Deal found 1/25$308
This CheapOair deal was found by Cheapflights users on 1/25. 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.
Sun 2/88:43 pm
PHL
-
SXM
2 stops16h 32m
Spirit Airlines
Wed 2/183:20 pm
SXM
-
PHL
2 stops28h 31m
Spirit Airlines
Deal found 1/25$309

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 27, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$292
(Cheapflightsfares)

One-way from

$65
(Orbitz)

Popular in

November

Cheapest in

March

Average price

$659

Good round-trip deal

$597 or less

Good one-way deal

$394 or less
Provider with most accurate pricing for Philadelphia-Simpson Bay Princess Juliana flight deals.
Search Deals
Provider most trusted by Cheapflights users for Philadelphia-Simpson Bay Princess Juliana flights.
Search Deals
From Philadelphia to Simpson Bay Princess Juliana
Search Deals
One-way flight from Philadelphia to Simpson Bay Princess Juliana
Search Deals
Highest demand for flights based on searches. 6% potential increase in price ($46 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($12 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
Search Deals
Price to beat on a round-trip flight from Philadelphia to Simpson Bay Princess Juliana.
Search Deals
Price to beat on a one-way 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 27, 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

Fri 2/20

5:26 pm-2:15 pm

1 stop19h 49m

Simpson Bay Princess Juliana

Sun 2/22

3:20 pm-8:44 am

1 stop18h 24m

$331

PhiladelphiaSimpson Bay

PHL - SXM

PHLSXM

Philadelphia

Mon 2/16

7:46 pm-2:15 pm

2 stops17h 29m

Simpson Bay Princess Juliana

Sat 2/28

3:20 pm-11:50 pm

1 stop9h 30m

$333

PhiladelphiaSimpson Bay

PHL - SXM

PHLSXM

Philadelphia

Sat 2/28

7:46 pm-2:15 pm

2 stops17h 29m

Simpson Bay Princess Juliana

Sat 3/7

3:20 pm-11:50 pm

1 stop9h 30m

$359

PhiladelphiaSimpson Bay

PHL - SXM

PHLSXM

Philadelphia

Mon 3/2

6:00 am-2:15 pm

1 stop7h 15m

Simpson Bay Princess Juliana

Tue 3/3

3:20 pm-4:26 pm

3 stops26h 06m

$374

PhiladelphiaSimpson Bay

PHL - SXM

PHLSXM

Philadelphia

Mon 3/16

5:00 am-1:08 pm

2 stops32h 08m

Simpson Bay Princess Juliana

Sun 3/22

2:14 pm-8:39 am

1 stop18h 25m

$386

PhiladelphiaSimpson Bay

PHL - SXM

PHLSXM

Philadelphia

Thu 2/26

8:59 pm-2:15 pm

1 stop16h 16m

Simpson Bay Princess Juliana

Mon 3/2

3:20 pm-10:27 am

2 stops20h 07m

$391

PhiladelphiaSimpson Bay

PHL - SXM

PHLSXM

Philadelphia

Thu 3/26

6:21 am-1:08 pm

1 stop6h 47m

Simpson Bay Princess Juliana

Mon 4/6

2:14 pm-8:39 am

1 stop18h 25m

$391

PhiladelphiaSimpson Bay

PHL - SXM

PHLSXM

Philadelphia

Sat 6/20

6:00 am-2:00 pm

1 stop8h 00m

Simpson Bay Princess Juliana

Sat 6/27

3:05 pm-2:49 pm

2 stops23h 44m

$414

PhiladelphiaSimpson Bay

PHL - SXM

PHLSXM

Philadelphia

Sun 2/22

4:05 pm-4:00 pm

1 stop22h 55m

Simpson Bay Princess Juliana

Thu 2/26

3:40 pm-2:47 pm

1 stop24h 07m

$486

PhiladelphiaSimpson Bay

PHL - SXM

PHLSXM

Philadelphia

Sat 3/7

6:46 pm-11:29 am

1 stop15h 43m

Simpson Bay Princess Juliana

Fri 3/13

4:01 pm-8:50 pm

Nonstop4h 49m

$561

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/25

Showing 1-10 of 18 results
1
2

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 Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
AranGrantPrice Accuracy2 starsTrust Score*2 stars
JustAirTicketPrice Accuracy-Trust Score*1 star
MytripPrice Accuracy2 starsTrust Score*3 stars
CheapflightsfaresPrice Accuracy2 starsTrust Score*2 stars
eDreamsPrice 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 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 January 23, 2026.

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 44 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 27, 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 27, 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
8,119 reviews

Crew

8.5

Food

7.2

Entertainment

7.8

Overall

7.9

Boarding

8.1

Comfort

7.9

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
8,119 reviews
Delta
7.9
Good
8,119 reviews

Crew

8.5

Food

7.2

Entertainment

7.8

Overall

7.9

Boarding

8.1

Comfort

7.9

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
11,197 reviews
Delta
7.9
Good
8,119 reviews

Crew

8.5

Food

7.2

Entertainment

7.8

Overall

7.9

Boarding

8.1

Comfort

7.9

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
2,890 reviews
Delta
7.9
Good
8,119 reviews

Crew

8.5

Food

7.2

Entertainment

7.8

Overall

7.9

Boarding

8.1

Comfort

7.9

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
8,384 reviews
Delta
7.9
Good
8,119 reviews

Crew

8.5

Food

7.2

Entertainment

7.8

Overall

7.9

Boarding

8.1

Comfort

7.9

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
3,056 reviews
Delta
7.9
Good
8,119 reviews

Crew

8.5

Food

7.2

Entertainment

7.8

Overall

7.9

Boarding

8.1

Comfort

7.9

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 popular is this Philadelphia to Simpson Bay flight route?

    Flights from Philadelphia to Simpson Bay Princess Juliana have been viewed 11 times in the past calendar month.

  • How long is the flight from Philadelphia to Simpson Bay?

    There are many flights that can get you from Philadelphia to Simpson Bay in 19h 49m. Fly via Spirit Airlines to get the fastest option. Airlines will cover a distance of 1673 mi.

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

    According to our current data, Frontier ($165), Spirit Airlines ($199), 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 $675, our data shows the cheapest flight currently is $394. When looking at the most popular route, (Philadelphia - Simpson Bay Princess Juliana), you can expect to pay $211 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

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.

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 27, 2026.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$165Average$171FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$199Average$390FlexibilityNo cancel feeOn-time65%
JetBlueCheapest$311Average$515FlexibilityNo cancel feeOn-time62%
DeltaCheapest$443Average$667FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$519Average$731FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$567Average$611FlexibilityNo cancel feeOn-time69%

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.