Cheap flights from Philadelphia to Simpson Bay from $162

1 adult
1 adult, Economy, 0 bags

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Philadelphia to Simpson Bay

Cheap round-trip flights

Enter your travel dates to find the best prices.
Air Canada Logo
3:20 pm - 2:35 pmPHL  Philadelphia-SXM Simpson Bay Princess Juliana
22h 15m1 stop Montreal Pierre Elliott Trudeau Intl
Air Canada Logo
3:45 pm - 2:44 pmSXM  Simpson Bay Princess Juliana-PHL Philadelphia
23h 59m1 stop Montreal Pierre Elliott Trudeau Intl
$452Air Canada
Wed, Dec 2 - Sat, Dec 12
Air Canada Logo
3:20 pm - 2:45 pmPHL  Philadelphia-SXM Simpson Bay Princess Juliana
22h 25m1 stop Montreal Pierre Elliott Trudeau Intl
Air Canada Logo
4:50 pm - 4:21 pmSXM  Simpson Bay Princess Juliana-PHL Philadelphia
24h 31m1 stop Toronto Pearson Intl
$452Air Canada
Fri, Nov 27 - Fri, Dec 4
JetBlue Logo
6:00 am - 2:15 pmPHL  Philadelphia-SXM Simpson Bay Princess Juliana
7h 15m1 stop Fort Lauderdale
JetBlue Logo
2:20 pm - 12:05 amSXM  Simpson Bay Princess Juliana-PHL Philadelphia
10h 45m1 stop Fort Lauderdale
$521JetBlue
Sun, Jan 31 - Fri, Feb 5
JetBlue Logo
6:00 am - 2:15 pmPHL  Philadelphia-SXM Simpson Bay Princess Juliana
7h 15m1 stop Fort Lauderdale
JetBlue Logo
2:20 pm - 11:59 pmSXM  Simpson Bay Princess Juliana-PHL Philadelphia
10h 39m1 stop Fort Lauderdale
$521JetBlue
Mon, Feb 1 - Thu, Feb 11
Multiple Airlines Logo
3:20 pm - 3:50 pmPHL  Philadelphia-SXM Simpson Bay Princess Juliana
23h 30m2 stops Montreal Pierre Elliott Trudeau Intl Toronto Pearson Intl
Multiple Airlines Logo
9:35 am - 12:52 amSXM  Simpson Bay Princess Juliana-PHL Philadelphia
16h 17m3 stops Santo Domingo Las Americas San Juan Luis Munoz Marin Intl Orlando
$541Multiple Airlines
Sun, Dec 13 - Wed, Dec 16
Multiple Airlines Logo
3:20 pm - 3:50 pmPHL  Philadelphia-SXM Simpson Bay Princess Juliana
23h 30m2 stops Montreal Pierre Elliott Trudeau Intl Toronto Pearson Intl
Multiple Airlines Logo
9:35 am - 12:52 amSXM  Simpson Bay Princess Juliana-PHL Philadelphia
16h 17m3 stops Santo Domingo Las Americas San Juan Luis Munoz Marin Intl Orlando
$541Multiple Airlines
Sat, Dec 12 - Wed, Dec 16
Southwest Logo
2:15 pm - 2:15 pmPHL  Philadelphia-SXM Simpson Bay Princess Juliana
23h 00m2 stops Nashville Intl Baltimore/Washington
Southwest Logo
3:15 pm - 12:50 amSXM  Simpson Bay Princess Juliana-PHL Philadelphia
10h 35m1 stop Orlando
$581Southwest
Sun, Feb 7 - Fri, Feb 12
Southwest Logo
6:25 am - 3:40 pmPHL  Philadelphia-SXM Simpson Bay Princess Juliana
8h 15m1 stop Orlando
Southwest Logo
3:15 pm - 12:50 amSXM  Simpson Bay Princess Juliana-PHL Philadelphia
10h 35m1 stop Orlando
$613Southwest
Sun, Jan 31 - Fri, Feb 5
American Airlines Logo
6:00 am - 4:26 pmPHL  Philadelphia-SXM Simpson Bay Princess Juliana
9h 26m1 stop Miami
American Airlines Logo
4:05 pm - 8:05 pmSXM  Simpson Bay Princess Juliana-PHL Philadelphia
5h 00mnonstop
$689American Airlines
Mon, Dec 14 - Fri, Dec 18
American Airlines Logo
8:10 am - 1:24 pmPHL  Philadelphia-SXM Simpson Bay Princess Juliana
4h 14mnonstop
American Airlines Logo
2:24 pm - 5:54 pmSXM  Simpson Bay Princess Juliana-PHL Philadelphia
4h 30mnonstop
$692American Airlines
Sun, Jan 31 - Fri, Feb 5

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Air Canada flights from Philadelphia to Simpson Bay

Our best Air Canada deals on Philadelphia to Simpson Bay flight tickets
Air Canada
Dec 2
PHL3:20 pmPhiladelphia
22h 15m
1 stop
SXM2:35 pmSimpson Bay Princess Juliana
Dec 12
SXM3:45 pmSimpson Bay Princess Juliana
23h 59m
1 stop
PHL2:44 pmPhiladelphia
$452
Air Canada
Dec 2
PHL3:20 pmPhiladelphia
22h 15m
1 stop
SXM2:35 pmSimpson Bay Princess Juliana
Dec 12
SXM3:45 pmSimpson Bay Princess Juliana
23h 59m
1 stop
PHL2:44 pmPhiladelphia
$454
Air Canada
Nov 27
PHL3:20 pmPhiladelphia
22h 25m
1 stop
SXM2:45 pmSimpson Bay Princess Juliana
Dec 4
SXM4:50 pmSimpson Bay Princess Juliana
22h 54m
2 stops
PHL2:44 pmPhiladelphia
$455

JetBlue flights from Philadelphia to Simpson Bay

Our best JetBlue deals on Philadelphia to Simpson Bay flight tickets
JetBlue
Feb 1
PHL6:00 amPhiladelphia
7h 15m
1 stop
SXM2:15 pmSimpson Bay Princess Juliana
Feb 11
SXM2:20 pmSimpson Bay Princess Juliana
10h 39m
1 stop
PHL11:59 pmPhiladelphia
$521
JetBlue
Feb 7
PHL6:00 amPhiladelphia
7h 15m
1 stop
SXM2:15 pmSimpson Bay Princess Juliana
Feb 12
SXM2:20 pmSimpson Bay Princess Juliana
10h 39m
1 stop
PHL11:59 pmPhiladelphia
$531
JetBlue
Dec 18
PHL6:00 amPhiladelphia
7h 08m
1 stop
SXM2:08 pmSimpson Bay Princess Juliana
Dec 23
SXM2:10 pmSimpson Bay Princess Juliana
10h 44m
1 stop
PHL11:54 pmPhiladelphia
$537

momondo Fare Finder

 
Use the filters below to find and compare flights from Philadelphia to Simpson Bay that are best for you.

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Route

Depart

Return

Price

Cheapest round-trip

PhiladelphiaSimpson Bay

PHL Philadelphia - SXM Simpson Bay Princess Juliana

PHLSXM

Philadelphia

Wed 12/2

3:20 pm-2:35 pm

1 stop22h 15m

Simpson Bay Princess Juliana

Sat 12/12

3:45 pm-2:44 pm

1 stop23h 59m

$452

PhiladelphiaSimpson Bay

PHL Philadelphia - SXM Simpson Bay Princess Juliana

PHLSXM

Philadelphia

Fri 11/27

3:20 pm-2:45 pm

1 stop22h 25m

Simpson Bay Princess Juliana

Fri 12/4

4:50 pm-4:21 pm

1 stop24h 31m

$452

PhiladelphiaSimpson Bay

PHL Philadelphia - SXM Simpson Bay Princess Juliana

PHLSXM

Philadelphia

Sun 1/31

6:00 am-2:15 pm

1 stop7h 15m

Simpson Bay Princess Juliana

Fri 2/5

2:20 pm-12:05 am

1 stop10h 45m

$521

PhiladelphiaSimpson Bay

PHL Philadelphia - SXM Simpson Bay Princess Juliana

PHLSXM

Philadelphia

Mon 2/1

6:00 am-2:15 pm

1 stop7h 15m

Simpson Bay Princess Juliana

Thu 2/11

2:20 pm-11:59 pm

1 stop10h 39m

$521

PhiladelphiaSimpson Bay

PHL Philadelphia - SXM Simpson Bay Princess Juliana

PHLSXM

Philadelphia

Sun 12/13

3:20 pm-3:50 pm

2 stops23h 30m

Simpson Bay Princess Juliana

Wed 12/16

9:35 am-12:52 am

3 stops16h 17m

$541

PhiladelphiaSimpson Bay

PHL Philadelphia - SXM Simpson Bay Princess Juliana

PHLSXM

Philadelphia

Sat 12/12

3:20 pm-3:50 pm

2 stops23h 30m

Simpson Bay Princess Juliana

Wed 12/16

9:35 am-12:52 am

3 stops16h 17m

$541

PhiladelphiaSimpson Bay

PHL Philadelphia - SXM Simpson Bay Princess Juliana

PHLSXM

Philadelphia

Sun 2/7

2:15 pm-2:15 pm

2 stops23h 00m

Simpson Bay Princess Juliana

Fri 2/12

3:15 pm-12:50 am

1 stop10h 35m

$581

PhiladelphiaSimpson Bay

PHL Philadelphia - SXM Simpson Bay Princess Juliana

PHLSXM

Philadelphia

Sun 1/31

6:25 am-3:40 pm

1 stop8h 15m

Simpson Bay Princess Juliana

Fri 2/5

3:15 pm-12:50 am

1 stop10h 35m

$613

PhiladelphiaSimpson Bay

PHL Philadelphia - SXM Simpson Bay Princess Juliana

PHLSXM

Philadelphia

Mon 12/14

6:00 am-4:26 pm

1 stop9h 26m

Simpson Bay Princess Juliana

Fri 12/18

4:05 pm-8:05 pm

Nonstop5h 00m

$689
Quickest round-trip

PhiladelphiaSimpson Bay

PHL Philadelphia - SXM Simpson Bay Princess Juliana

PHLSXM

Philadelphia

Sun 1/31

8:10 am-1:24 pm

Nonstop4h 14m

Simpson Bay Princess Juliana

Fri 2/5

2:24 pm-5:54 pm

Nonstop4h 30m

$692

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Simpson Bay from

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

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

Prices are currently low for flights on this route.

Typical prices usually range from $534 to $738.
The lowest price recently found on this route was $452.

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 $477. 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 $522.

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

Our data shows that Thursday is the least expensive day to fly to Simpson Bay. Tickets to fly out on this day can be as low as $627. Flights from Philadelphia to Simpson Bay on a Saturday will generally be more expensive and average around $791. 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 $655 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 $474 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 39% 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 November 2026, prices for Philadelphia to Simpson Bay flights are approximately 44% cheaper 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

$162

Fastest flight time

4h 02m

Direct flights

Mon, Tue, Thu, Sat and Sun

Airports in Simpson Bay

1 airport
The best one-way flight to Simpson Bay from Philadelphia in the past 72 hours is $162. The best round-trip flight deal from Philadelphia to Simpson Bay found on momondo in the last 72 hours is $452.
The fastest flight from Philadelphia to Simpson Bay takes 4h 02m
Direct flights go from Philadelphia to Simpson Bay on Monday, 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).

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 02m 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?

  • 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?

  • What is the most popular airline 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
Airline
Rating
Free Cancellation
Price
JetBluePriceFrom $352Free CancellationRating
7.1
3,067 reviews
Search JetBlue flights
Air CanadaPriceFrom $371Free CancellationRating
7.1
11,880 reviews
Search Air Canada flights
American AirlinesPriceFrom $441Free CancellationRating
7.0
12,227 reviews
Search American Airlines flights
SouthwestPriceFrom $447Free CancellationRating
8.0
4,219 reviews
Search Southwest flights
  • American Airlines Flights From Philadelphia to Simpson Bay

    American Airlines operates around 1 flight from Philadelphia to Simpson Bay every week. The average price of these flights found in the last 72 hours has been $755, but momondo users have found American Airlines deals from Philadelphia to Simpson Bay from as low as $441 round-trip. American Airlines has been scored 7.0/10 in 12,227 reviews.

Traveling to a place near Simpson Bay?

Book flights to Simpson Bay if you plan to visit one of these locations
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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1 adult
Wed 12/9
Wed 12/16

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