What is the cheapest airline that flies from Philadelphia to Simpson Bay Princess Juliana?

JetBlue is the most popular carrier operating from Philadelphia to Simpson Bay Princess Juliana

Which layover airport has the shortest travel time from Philadelphia to Simpson Bay?

Flights connecting via Orlando (MCO) have the shortest average one-way travel time: 6h 50m.

Which layover airport offers the lowest fares from Philadelphia to Simpson Bay?

Flights via San Juan (SJU) offer the lowest average round-trip price of $322.

What airlines fly to Simpson Bay?

JetBlue, United Airlines and American Airlines are the top three most popular airlines that fly to Simpson Bay from Philadelphia according to our data. JetBlue is the first choice among our users, with 42% of people opting to fly with this airline when traveling to Simpson Bay. Keep in mind that there are 7 different airlines that fly to Simpson Bay on a routine basis, so you have a few additional options to choose from.

Which airport is the most popular layover for flights between Philadelphia and Simpson Bay?

San Juan (SJU) was the most common stop: 40% of momondo users choosing 1-stop flights on this route connected there.

How many flights depart from Philadelphia to Simpson Bay on average per week?

4 flights are operational weekly from Philadelphia to Simpson Bay as of June 2026. The most popular departure day for this route is Mon, with 25% of flights per week taking off on this day.

Which layover airport has the shortest connection time from Philadelphia to Simpson Bay?

Miami (MIA) has the shortest average layover time for this route: 1h 28m.

When did momondo last update prices for flights from Philadelphia Airport to Simpson Bay Princess Juliana Airport?

Prices for flights from Philadelphia Airport to Simpson Bay Princess Juliana Airport were last updated today.

How many operators does momondo search for flights from Philadelphia Airport to Simpson Bay Princess Juliana Airport?

As of June 2026, there are 5 operators available to choose from for flights from Philadelphia Airport to Simpson Bay Princess Juliana Airport.

How old do you have to be to fly from Philadelphia Airport to Simpson Bay Princess Juliana Airport?

The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Philadelphia Airport to Simpson Bay Princess Juliana Airport.

What documentation or ID do you need to fly to Simpson Bay Princess Juliana Airport?

The travel and health documents required for your trip to Simpson Bay Princess Juliana Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Simpson Bay Princess Juliana Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

$143 Cheap Flights from Philadelphia to Simpson Bay in 2026

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Philadelphia to Simpson Bay

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

Enter your travel dates to find the best prices.

6:00 am - 12:37 pm

PHL

SXM

6h 37m

1 stop

1:42 pm - 11:51 pm

SXM

PHL

10h 09m

1 stop

$369JetBlue

Tue, Aug 25 - Sat, Aug 29

6:00 am - 12:38 pm

PHL

SXM

6h 38m

1 stop

1:43 pm - 11:44 pm

SXM

PHL

10h 01m

1 stop

$372JetBlue

Sat, Oct 10 - Thu, Oct 15

6:00 am - 12:37 pm

PHL

SXM

6h 37m

1 stop

1:42 pm - 11:51 pm

SXM

PHL

10h 09m

1 stop

$408JetBlue

Sat, Aug 29 - Tue, Sep 1

6:00 am - 12:37 pm

PHL

SXM

6h 37m

1 stop

12:43 pm - 12:37 am

SXM

PHL

11h 54m

1 stop

$411Multiple Airlines

Tue, Jul 28 - Sat, Aug 1

6:00 am - 12:37 pm

PHL

SXM

6h 37m

1 stop

1:42 pm - 11:51 pm

SXM

PHL

10h 09m

1 stop

$416JetBlue

Sat, Aug 29 - Wed, Sep 2

4:49 pm - 11:30 am

PHL

SXM

18h 41m

1 stop

1:42 pm - 10:30 pm

SXM

PHL

8h 48m

1 stop

$417Multiple Airlines

Fri, Jul 10 - Thu, Jul 16

10:11 am - 11:23 am

PHL

SXM

25h 12m

1 stop

1:42 pm - 10:29 pm

SXM

PHL

8h 47m

1 stop

$437Multiple Airlines

Fri, Jul 3 - Thu, Jul 9

7:00 am - 2:00 pm

PHL

SXM

7h 00m

1 stop

3:05 pm - 11:07 pm

SXM

PHL

8h 02m

1 stop

$447JetBlue

Thu, Sep 10 - Mon, Sep 14

7:00 am - 2:00 pm

PHL

SXM

7h 00m

1 stop

3:05 pm - 11:07 pm

SXM

PHL

8h 02m

1 stop

$450JetBlue

Thu, Sep 10 - Mon, Sep 14

6:00 am - 12:37 pm

PHL

SXM

6h 37m

1 stop

1:42 pm - 11:51 pm

SXM

PHL

10h 09m

1 stop

$455JetBlue

Sun, Aug 9 - Fri, Aug 14

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JetBlue flights from Philadelphia to Simpson Bay

Our best JetBlue deals on Philadelphia to Simpson Bay flight tickets

JetBlue

Aug 25

PHL6:00 amPhiladelphia

6h 37m

1 stop

SXM12:37 pmSimpson Bay Princess Juliana

Aug 29

SXM1:42 pmSimpson Bay Princess Juliana

10h 09m

1 stop

PHL11:51 pmPhiladelphia

$369

JetBlue

Oct 10

PHL6:00 amPhiladelphia

6h 38m

1 stop

SXM12:38 pmSimpson Bay Princess Juliana

Oct 15

SXM1:43 pmSimpson Bay Princess Juliana

10h 01m

1 stop

PHL11:44 pmPhiladelphia

$372

JetBlue

Aug 29

PHL6:00 amPhiladelphia

6h 37m

1 stop

SXM12:37 pmSimpson Bay Princess Juliana

Sep 1

SXM1:42 pmSimpson Bay Princess Juliana

10h 09m

1 stop

PHL11:51 pmPhiladelphia

$408

Southwest flights from Philadelphia to Simpson Bay

Our best Southwest deals on Philadelphia to Simpson Bay flight tickets

Southwest

Oct 12

PHL6:40 amPhiladelphia

7h 20m

1 stop

SXM2:00 pmSimpson Bay Princess Juliana

Oct 16

SXM3:00 pmSimpson Bay Princess Juliana

20h 35m

2 stops

PHL11:35 amPhiladelphia

$477

Southwest

Oct 25

PHL6:10 pmPhiladelphia

19h 50m

2 stops

SXM2:00 pmSimpson Bay Princess Juliana

Oct 30

SXM3:00 pmSimpson Bay Princess Juliana

20h 35m

2 stops

PHL11:35 amPhiladelphia

$514

Southwest

Jul 3

PHL4:45 pmPhiladelphia

22h 20m

2 stops

SXM3:05 pmSimpson Bay Princess Juliana

Jul 11

SXM2:15 pmSimpson Bay Princess Juliana

20h 35m

2 stops

PHL10:50 amPhiladelphia

$709

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

PhiladelphiaSimpson Bay

PHL - SXM

PHLSXM

Philadelphia

Tue 8/25

6:00 am-12:37 pm

1 stop6h 37m

Simpson Bay Princess Juliana

Sat 8/29

1:42 pm-11:51 pm

1 stop10h 09m

$369

PhiladelphiaSimpson Bay

PHL - SXM

PHLSXM

Philadelphia

Sat 10/10

6:00 am-12:38 pm

1 stop6h 38m

Simpson Bay Princess Juliana

Thu 10/15

1:43 pm-11:44 pm

1 stop10h 01m

$372

PhiladelphiaSimpson Bay

PHL - SXM

PHLSXM

Philadelphia

Sat 8/29

6:00 am-12:37 pm

1 stop6h 37m

Simpson Bay Princess Juliana

Tue 9/1

1:42 pm-11:51 pm

1 stop10h 09m

$408

PhiladelphiaSimpson Bay

PHL - SXM

PHLSXM

Philadelphia

Tue 7/28

6:00 am-12:37 pm

1 stop6h 37m

Simpson Bay Princess Juliana

Sat 8/1

12:43 pm-12:37 am

1 stop11h 54m

$411

PhiladelphiaSimpson Bay

PHL - SXM

PHLSXM

Philadelphia

Sat 8/29

6:00 am-12:37 pm

1 stop6h 37m

Simpson Bay Princess Juliana

Wed 9/2

1:42 pm-11:51 pm

1 stop10h 09m

$416

PhiladelphiaSimpson Bay

PHL - SXM

PHLSXM

Philadelphia

Fri 7/10

4:49 pm-11:30 am

1 stop18h 41m

Simpson Bay Princess Juliana

Thu 7/16

1:42 pm-10:30 pm

1 stop8h 48m

$417

PhiladelphiaSimpson Bay

PHL - SXM

PHLSXM

Philadelphia

Fri 7/3

10:11 am-11:23 am

1 stop25h 12m

Simpson Bay Princess Juliana

Thu 7/9

1:42 pm-10:29 pm

1 stop8h 47m

$437

Quickest round-trip

PhiladelphiaSimpson Bay

PHL - SXM

PHLSXM

Philadelphia

Thu 9/10

7:00 am-2:00 pm

1 stop7h 00m

Simpson Bay Princess Juliana

Mon 9/14

3:05 pm-11:07 pm

1 stop8h 02m

$447

PhiladelphiaSimpson Bay

PHL - SXM

PHLSXM

Philadelphia

Thu 9/10

7:00 am-2:00 pm

1 stop7h 00m

Simpson Bay Princess Juliana

Mon 9/14

3:05 pm-11:07 pm

1 stop8h 02m

$450

PhiladelphiaSimpson Bay

PHL - SXM

PHLSXM

Philadelphia

Sun 8/9

6:00 am-12:37 pm

1 stop6h 37m

Simpson Bay Princess Juliana

Fri 8/14

1:42 pm-11:51 pm

1 stop10h 09m

$455

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

How to get the cheapest flight ticket from Philadelphia to Simpson Bay

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

Prices

Airlines

Layovers

Other information

What is the typical price of a round-trip flight between Philadelphia and Simpson Bay?

What is the cheapest month to fly to Simpson Bay?

In general, September is the cheapest month to fly from Philadelphia to Simpson Bay. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $558. If you aren’t able to travel to Simpson Bay during the month of September, then flying in October is also cheap. Prices for this month can be found on momondo for an average of $637.

What is the cheapest day to depart on your flight to Simpson Bay?

Our data shows that Monday is the least expensive day to fly to Simpson Bay. Tickets to fly out on this day can be as low as $670. Flights from Philadelphia to Simpson Bay on a Saturday will generally be more expensive and average around $853. Keep in mind that these prices on both days could fluctuate depending on the season and the demand.

What is the cheapest Philadelphia to Simpson Bay Princess Juliana flight route?

Fly from Philadelphia to Simpson Bay Princess Juliana for the best Philadelphia - Simpson Bay Princess Juliana flight prices

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

You are more likely to see cheaper flights to Simpson Bay from Philadelphia when booking weeks ahead of your departure date. In general, you can expect to find flights to Simpson Bay for around $695 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Simpson Bay from Philadelphia for as low as $602 on momondo.

What cabin class options are available on Philadelphia to Simpson Bay flights?

There are 2 cabin classes available to choose from on Philadelphia to Simpson Bay flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Philadelphia to Simpson Bay flights?

You could potentially save up to 6% on your flight if you consider stops on a Philadelphia to Simpson Bay flight.

How have Philadelphia to Simpson Bay flight prices changed over time?

As of June 2026, prices for Philadelphia to Simpson Bay flights are approximately 25% more expensive when compared to flights at the same time last year.

When to book flights from Philadelphia to Simpson Bay

Are you open to changing your travel dates? Check out the ideal times to fly from Philadelphia to Simpson Bay according to our flight data. Find out which month and days have the cheapest flights.

Estimated round-trip price

Cheap Philadelphia to Simpson Bay (PHL to SXM) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Philadelphia to Simpson Bay

Best Price Found	$893
Fastest flight time	4h 05m
Direct flights	Tue, Thu, Sat and Sun
Airports in Simpson Bay	1 airport

The best flight deal from Philadelphia to Simpson Bay found on momondo in the last 72 hours is $893

The fastest flight from Philadelphia to Simpson Bay takes 4h 05m

Direct flights go from Philadelphia to Simpson Bay on Tuesday, Thursday, Saturday and Sunday. There are no airlines offering direct flights.

There is 1 airport in Simpson Bay. From Philadelphia there are direct flights to Simpson Bay Princess Juliana (SXM).

Search flight deals

Frequently asked questions about flying from Philadelphia to Simpson Bay

How far is Philadelphia to Simpson Bay Princess Juliana by plane?
There are 1674.9 mi between Philadelphia and Simpson Bay Princess Juliana. 4h 05m is a normal flight duration for this route.
When did momondo last update prices for flights from Philadelphia Airport to Simpson Bay Princess Juliana Airport?
Prices for flights from Philadelphia Airport to Simpson Bay Princess Juliana Airport were last updated today.
How many operators does momondo search for flights from Philadelphia Airport to Simpson Bay Princess Juliana Airport?
As of June 2026, there are 5 operators available to choose from for flights from Philadelphia Airport to Simpson Bay Princess Juliana Airport.
How old do you have to be to fly from Philadelphia Airport to Simpson Bay Princess Juliana Airport?
The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Philadelphia Airport to Simpson Bay Princess Juliana Airport.
What documentation or ID do you need to fly to Simpson Bay Princess Juliana Airport?
The travel and health documents required for your trip to Simpson Bay Princess Juliana Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Simpson Bay Princess Juliana Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.
What is the most popular plane model from Philadelphia to Simpson Bay?
Based on momondo bookings for this flight route, the most popular plane model on flight routes from Philadelphia to Simpson Bay is Airbus A319 (51.35% of total bookings). The next most popular plane models are Airbus A321neo (10.81%), Airbus A321-100/200 (8.11%), and Boeing 737 MAX 8 (5.41%).
What is the most popular airline from Philadelphia to Simpson Bay?
Based on momondo bookings for flights between Philadelphia and Simpson Bay, the leading airline is American Airlines, making up 88% of the total bookings. Other popular airlines include JetBlue with 8%, Air Canada with 2%, and Delta with 1%.

Best airlines flying from Philadelphia to Simpson Bay

Compare and see reviews for airlines that fly from Philadelphia to Simpson Bay with momondo

Airline	Rating	Free Cancellation	Price
Air Canada	PriceFrom $337	Free Cancellation	Rating 7.1 11,231 reviews	Search Air Canada flights
JetBlue	PriceFrom $352	Free Cancellation	Rating 7.1 2,990 reviews	Search JetBlue flights
American Airlines	PriceFrom $528	Free Cancellation	Rating 7.1 11,722 reviews	Search American Airlines flights
Delta	PriceFrom $586	Free Cancellation	Rating 7.8 8,423 reviews	Search Delta flights
United Airlines	PriceFrom $657	Free Cancellation	Rating 7.4 9,868 reviews	Search United Airlines flights

American Airlines Flights From Philadelphia to Simpson Bay
American Airlines operates around 4 flights from Philadelphia to Simpson Bay every week. The average price of these flights found in the last 72 hours has been $761, but momondo users have found American Airlines deals from Philadelphia to Simpson Bay from as low as $528 round-trip. American Airlines has been scored 7.1/10 in 11,722 reviews.

Philipsburg

Why use momondo?

Why should I use momondo to find a flight deal from Philadelphia to Simpson Bay?

Finding the right flight to Simpson Bay from Philadelphia is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Simpson Bay quick and easy, saving you time and money.

Can I find flights from Philadelphia to Simpson Bay with flexible booking policies on momondo?

Flights from Philadelphia to Simpson Bay with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

How can momondo help me find flights from Philadelphia to Simpson Bay?

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Simpson Bay from Philadelphia.

I’m not ready to book a flight from Philadelphia to Simpson Bay right now. Can momondo alert me if prices change?

Yes. momondo can track prices for Philadelphia to Simpson Bay flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.

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Cheap flights from Philadelphia to Simpson Bay from $143

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Philadelphia to Simpson Bay departing on 9/17. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

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JetBlue flights from Philadelphia to Simpson Bay

Our best JetBlue deals on Philadelphia to Simpson Bay flight tickets

Southwest flights from Philadelphia to Simpson Bay

Our best Southwest deals on Philadelphia to Simpson Bay flight tickets

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See travel insights to Simpson Bay from

How to get the cheapest flight ticket from Philadelphia to Simpson Bay

What is the typical price of a round-trip flight between Philadelphia and Simpson Bay?

What is the cheapest month to fly to Simpson Bay?

What is the cheapest day to depart on your flight to Simpson Bay?

What is the cheapest Philadelphia to Simpson Bay Princess Juliana flight route?

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

What cabin class options are available on Philadelphia to Simpson Bay flights?

Can stopping save me money on Philadelphia to Simpson Bay flights?

How have Philadelphia to Simpson Bay flight prices changed over time?

What is the cheapest airline that flies from Philadelphia to Simpson Bay Princess Juliana?

What airlines fly to Simpson Bay?

Which airport is the most popular layover for flights between Philadelphia and Simpson Bay?

Which layover airport offers the lowest fares from Philadelphia to Simpson Bay?

Which layover airport has the shortest travel time from Philadelphia to Simpson Bay?

Which layover airport has the shortest connection time from Philadelphia to Simpson Bay?

How many flights depart from Philadelphia to Simpson Bay on average per week?

When to book flights from Philadelphia to Simpson Bay

Cheap Philadelphia to Simpson Bay (PHL to SXM) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Philadelphia to Simpson Bay

Best Price Found

Fastest flight time

Direct flights

Airports in Simpson Bay

Frequently asked questions about flying from Philadelphia to Simpson Bay

Best airlines flying from Philadelphia to Simpson Bay

Compare and see reviews for airlines that fly from Philadelphia to Simpson Bay with momondo

American Airlines Flights From Philadelphia to Simpson Bay

Traveling to a place near Simpson Bay?

Why use momondo?

An easier way to manage your Simpson Bay trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

Find better results for your trip to St. Maarten

Fly your favorite airline to Simpson Bay

Airlines are sorted and displayed according to clicks in the past 7 days on momondo

Cabin classes currently available on flights to Simpson Bay

List of cabin classes available on flights landing in Simpson Bay. Availability may vary depending on flight origin and airline.

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