PHL - SXM

$138 Find Cheap Flights from Philadelphia to Simpson Bay

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Philadelphia to Simpson Bay departing on 8/11. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Simpson Bay

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Philadelphia to Simpson Bay, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Philadelphia to Simpson Bay, as well as popular online travel agencies
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Everything you should know

Cheapest round-trip
$362
Typical prices: $782-$634
JetBlue
Tue 8/18Thu 8/27
PHL - SXM • 1 stop
Cheapest non-stop
$750
Typical prices: $922-$572
American Airlines
Sat 12/12Sat 12/19
PHL - SXM • Non-stop
Nonstop flights
Mon, Wed, Fri, Sat
You can fly direct with American Airlines. Average duration is 4h 11m
Direct flights
Direct flights
+1
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Direct flights
Direct flights
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Top airlines
Cheapest • from $362 (round-trip)
Best reviews • 7.9 score
Airline reviews
Airline reviews
+1
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Airline reviews
Airline reviews
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Top layover airports
Cheapest • Avg $344 (round-trip)
Shortest trip • 6h 23m (one-way)
Insights
Insights
Insights
Insights
When to book
in advance
Our data shows that travelers who book at least 3 weeks in advance save around 26% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
Cheapest • 20% price drop
Most popular
Good to know
Good to know
+1
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Good to know
Good to know
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KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Simpson Bay!
Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Philadelphia to Simpson Bay (PHL-SXM)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Philadelphia to Simpson Bay that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Philadelphia to Simpson Bay

Tue, Aug 18 - Thu, Aug 27
JetBlue Logo
6:00 am - 12:37 pm
PHL
-
SXM
6h 37m
1 stop
JetBlue Logo
1:42 pm - 11:51 pm
SXM
-
PHL
10h 09m
1 stop
$362JetBlue
Mon, Aug 17 - Fri, Aug 28
JetBlue Logo
6:00 am - 12:37 pm
PHL
-
SXM
6h 37m
1 stop
JetBlue Logo
1:42 pm - 11:51 pm
SXM
-
PHL
10h 09m
1 stop
$367JetBlue
Sun, Aug 16 - Wed, Aug 26
JetBlue Logo
6:00 am - 12:37 pm
PHL
-
SXM
6h 37m
1 stop
JetBlue Logo
1:42 pm - 11:51 pm
SXM
-
PHL
10h 09m
1 stop
$401JetBlue
Sat, Aug 22 - Fri, Aug 28
JetBlue Logo
6:00 am - 12:37 pm
PHL
-
SXM
6h 37m
1 stop
JetBlue Logo
1:42 pm - 11:51 pm
SXM
-
PHL
10h 09m
1 stop
$406JetBlue
Fri, Jul 3 - Fri, Jul 10
Multiple Airlines Logo
10:11 am - 11:23 am
PHL
-
SXM
25h 12m
1 stop
Multiple Airlines Logo
1:42 pm - 10:29 pm
SXM
-
PHL
8h 47m
1 stop
$432Multiple Airlines
Sun, Aug 30 - Sun, Sep 6
JetBlue Logo
6:00 am - 12:37 pm
PHL
-
SXM
6h 37m
1 stop
JetBlue Logo
1:42 pm - 11:51 pm
SXM
-
PHL
10h 09m
1 stop
$440JetBlue
Sat, Aug 22 - Sun, Aug 23
JetBlue Logo
6:00 am - 12:37 pm
PHL
-
SXM
6h 37m
1 stop
JetBlue Logo
1:42 pm - 9:50 pm
SXM
-
PHL
8h 08m
1 stop
$445JetBlue
Fri, Jul 24 - Thu, Jul 30
Multiple Airlines Logo
4:49 pm - 11:30 am
PHL
-
SXM
18h 41m
1 stop
Multiple Airlines Logo
1:42 pm - 10:36 pm
SXM
-
PHL
8h 54m
1 stop
$451Multiple Airlines
Sat, Jul 4 - Thu, Jul 9
Multiple Airlines Logo
7:00 am - 5:00 pm
PHL
-
SXM
10h 00m
1 stop
Multiple Airlines Logo
1:42 pm - 10:29 pm
SXM
-
PHL
8h 47m
1 stop
$459Multiple Airlines
Sun, Sep 6 - Sat, Sep 12
Multiple Airlines Logo
6:00 am - 12:37 pm
PHL
-
SXM
6h 37m
1 stop
Multiple Airlines Logo
6:00 pm - 10:46 pm
SXM
-
PHL
28h 46m
1 stop
$460Multiple Airlines
Booking Insights

KAYAK's insights & trends for Philadelphia to Simpson Bay flights

Get data-powered insights and trends into flights from Philadelphia to Simpson Bay to help you find the cheapest flights, the best time to fly and much more.

How much is a round-trip flight from Philadelphia to Simpson Bay?

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Philadelphia to Simpson Bay departing in August.

What’s the cheapest day of the week to fly from Philadelphia to Simpson Bay?

The average price of all round-trip flights from Philadelphia to Simpson Bay clicked on KAYAK for each day over the last 12 months.

If you are looking for a flight deal from Philadelphia to Simpson Bay, look for departures on Mondays and avoid leaving on a Saturday, as it's usually the priciest day. When flying back from Simpson Bay, Sunday is the cheapest day to fly and Saturday is the most expensive.

What is the cheapest month to fly from Philadelphia to Simpson Bay?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Philadelphia to Simpson Bay, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Philadelphia to Simpson Bay is September, where tickets cost $558 (return) on average. On the other hand, the most expensive months are June and November, where the average cost of round-trip tickets is $830 and $805 respectively.

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

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Philadelphia to Simpson Bay, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Philadelphia to Simpson Bay, you should book around 3 weeks before departure, which saves you about 26% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 7 weeks before departure.

Good to know

Low seasonOctober
Cheapest flight$138
Best time to beat the crowds with an average 9% drop in price.
Most popular time to fly with an average 9% increase in price.
Flight from Philadelphia to Simpson Bay

When to book flights from Philadelphia to Simpson Bay

Are your dates flexible? Find out the best times to travel from Philadelphia to Simpson Bay based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking flights from Philadelphia to Simpson Bay

  • What is the cheapest flight from Philadelphia to Simpson Bay?

    In the last 5 days, the lowest price for a flight from Philadelphia to Simpson Bay was $138 for a one-way ticket and $362 for a round-trip.

  • Do I need a passport to fly between Philadelphia and Simpson Bay?

    Yes

  • Which airports will I be using when flying from Philadelphia to Simpson Bay?

    Philadelphia and Simpson Bay are both served by 1 main airport. You will leave Philadelphia from Philadelphia and will be arriving at Simpson Bay Princess Juliana.

  • Which airlines offer Wi-Fi service onboard planes from Philadelphia to Simpson Bay?

    American Airlines, JetBlue, Aer Lingus, Delta, and Finnair offer inflight Wi-Fi service on the Philadelphia to Simpson Bay flight route.

  • Which aircraft models fly most regularly from Philadelphia to Simpson Bay?

    The Airbus A319 is the aircraft model that flies most regularly on the Philadelphia to Simpson Bay flight route.

  • Which airline alliances offer flights from Philadelphia to Simpson Bay?

    SkyTeam, Star Alliance, and oneworld are the airline alliances operating flights between Philadelphia and Simpson Bay, with SkyTeam being the most commonly used for this route.

  • On which days can I fly direct from Philadelphia to Simpson Bay?

    You can catch a nonstop flight from Philadelphia to Simpson Bay on on Monday, Wednesday, Friday, and Saturday.

  • Which is the best airline for flights from Philadelphia to Simpson Bay, Delta or United Airlines?

    The two airlines most popular with KAYAK users for flights from Philadelphia to Simpson Bay are Delta and United Airlines. With an average price for the route of $772 and an overall rating of 7.9, Delta is the most popular choice. United Airlines is also a great choice for the route, with an average price of $862 and an overall rating of 7.4.

  • How does KAYAK find such low prices on flights from Philadelphia to Simpson Bay?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Philadelphia to Simpson Bay.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Philadelphia to Simpson Bay?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Simpson Bay from Philadelphia is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Philadelphia to Simpson Bay?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Simpson Bay with an airline and back to Philadelphia with another airline. Booking your flights between Philadelphia and SXM can sometimes prove cheaper using this method.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Philadelphia to Simpson Bay?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Simpson Bay from Philadelphia up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

KAYAK’s top tips for finding a cheap flight from Philadelphia to Simpson Bay

  • Looking for a cheap flight? 25% of our users found flights on this route for $930 or less round-trip.

Prefer to fly direct from Philadelphia to Simpson Bay?

 
Direct data is based off flight results for the next 60 days. Find direct flights from all airlines flying direct from Philadelphia to Simpson Bay Princess Juliana.
Find which airlines fly direct from Philadelphia Airport to Simpson Bay Princess Juliana Airport, which days they fly and book direct flights.

Direct departures

Philadelphia to Simpson Bay Princess Juliana

Monday

American Airlines

American Airlines

Wednesday

American Airlines

American Airlines

Friday

American Airlines

American Airlines

Saturday

American Airlines

American Airlines

See more direct flights

Direct returns

Simpson Bay Princess Juliana to Philadelphia

Monday

American Airlines

American Airlines

Wednesday

American Airlines

American Airlines

Friday

American Airlines

American Airlines

Saturday

American Airlines

American Airlines

See more direct flights

Reviews of the top 5 airlines serving from Philadelphia to Simpson Bay

 
See real verified KAYAK customer reviews for airlines flying from Philadelphia to Simpson Bay. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Philadelphia to Simpson Bay? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.9
DeltaOverall score based on 8394 reviews
7.2Food
8.1Boarding
7.8Entertainment
8.5Crew
7.8Comfort
Airline reviews

Should never have had to go to Detroit from Orlando back to Tennessee!

6.0 GoodCynthia, Jun 2026
DTW - TYS
Read more Delta reviews

Should never have had to go to Detroit from Orlando back to Tennessee!

Got rerouted from a straight flight from Orlando to Atlanta to Knoxville to a flight from Orlando to Detroit to Knoxville! Seriously!! Flight delay out of Detroit! Long day for what should have been a pretty easy travel day!

Two delays on two separate planes with parts they could not easily find and replace.

Checkin was good, fllight ws good. Onlly complaint is lack of foot on 6 hour flight from Seattle to Boston. Snacks were flimsy - chips and cookies. could have offered something more substantial for such a long flight. I know you can buy food in airport but for the price you pay for a ticket, they should step up for the passengers.

Only beverages were offered to first class and I thought the flight attendant could have also served the Delta Comfort as well instead of sitting down and staring at her phone and walking past all of us to the back of the plane to charge her phone more. There was a complete lack of turbulence and was safe enough for flights attendant to walk around in the front of the plane, collect trash and serve a few people water and turn off the seat belt light. Also didn’t enforce people putting their seats into the upright position and allowed two passengers to remain reclined during landing. They seemed out to lunch completely. Usually my experience on Delta is much better.

Long story short, it was one of the better flight experiences I've had in some time when compared with other airlines.

Flight was great! This flight from Atlanta was even better than when I paid for Comfort from SNA to Atlanta.

Connection flights should be spaced out farther because too close I missed my connection.

Definitely a southern flavor. Cordiality was evident even though no drinks or snacks were served.

On time! There were plenty of airport employees who were able to keep us moving in the right direction. The crew on the plane were professional.

Our flight was delayed several Times due to mechanical issues. Although I understand this may happen at times, it was very inconvenient and we had to book a hotel for an overnight stay. We were traveling with my 3-yo grandson and waiting at the airport from noon until 6:30pm with no reassurance that our next rescheduled flight would depart, we had to decide what’s best for him. A day later, I found out that I may be able to demand compensation if my flight is delayed more than 4 hours. I will hav to read the fine print next time.

Flight cancelled instead of leaving Friday am now, maybe, leaving Sunday

The pilot had to extend the flight time from san antonio to Houston to burn off fuel. This caused a lot of unnecessary stress since we had a tight connection to Aruba. And with no other flights going to Aruba we were worried about spending a night in Houston. We had to to run to our connection because of the flight crews mistake. Not happy.

Service was professional and quick. Premium economy seat was comfortable given the class

one of the flight attendants on the Dallas to frankfurt leg was somewhat rude..

I'm a United 1K member and have ben for 10 years. The gate agent had no control over the boarding process and had us passengers queued for hours as delays were announced. On the plane, the overhead air nozzle was broken so col over was powering through on me and the passenger next to me. Not a great experience for a million miler on United. Feel free to contact me. Josh Smigel - DM426089

Like: departed and arrived on time. Unlike: Food options for purchase allways bad, 1 of 2 of the crew members not very friendly at all. Seats and leg room aweful. At this point I am thinking on switching to AA.

Over 5 hour delay with minimal updates or ability to standby for alternative flights. During boarding and 1 hr+ wait for takeoff, seats were drenched w water from air conditioning condensation and always leftover crumbs on carpet and seats

It was perfect! United Airlines staff was extremely caring, super friendly and professional

The staff was extremely helpful and friendly at all times! They went above and beyond to get us into an earlier flight in San Diego to make our connection in SFO possible, because our original flight did actually not make it! I did so much appreciate the UA team and how they made this possible. We also didn’t have seats together on the long flight to Singapore, but they found us seats together last moment with no additional cost! Nobody sat next to us, so that we were able to sleep! Thanks to UA for improving their service and Underpricer for booking this trip! Please be careful: 1,5 hrs for transfer in San Francisco might not be enough time in the future

The check in agents in PHL and gate agents had to have been the rudest women that I have ever encountered; the agent weighing the bags at check in screamed continuously at all of the guests as did the woman at the gate.I have Executive Platinum status with AA and fly a lot with AA but these ladies were the absolute worst I had the displeasure to encounter!

Delayed delayed. Poor professionalism. Our seats changed and we pay for them

Fine. Nothing to write home about. The plane left on time, and arrived on time.

Flight left early and arrived 30 MINUTES early at the destination. Smooth trip.

Flight was 3 hours delayed. They gave our plan to two other routes. Need to knock that off.

The flight was on time and the landing was very smooth. The crew and flight attendants were all very friendly and professional.

Plane was super cold. No entertainment unless you were with mileage program Getting off the plane was super slow

I appreciate that I finally got the seat I paid extra for this time. Thank you

Half of the TSA checkpoints at PHL are closed. Also, there is no standby for first class passengers. You can only standby for coach. Very dated policy and inconsistent with peers.

It would have been nice if American tried to care.

Flight was overbooked and seats assigned to multiple passengers. Delay 1 hour to sort out.

Good but I don’t received my bags yet is been 5days still no update

It was pretty straight forward, no glitches or hidden costs

It was a short flight so, everything went smoothly and we got to where we needed to be safely.

Didn’t make it on the flight. Delayed then had to be rebooked, which in turn had me waiting at the airport for another 8 hours before next flight

No TV on the flight. The charging outlet was not working. No food, even a sandwich. The served orange was poor quality.

Selected seats 5 months prior to date. Had email confirmation and seats were not honoured. Family did not sit together

Loved and was pleasantly surprised by the food!! Request Lufthansa to help transiting passengers at Munich (confusion whether to go thru passport control or not).

The flight was comfortable and the staff were helpful and friendly. However, we did not know we were flying PAL until we arrived in Canada, so it was a bit disconcerting. In addition, which port we were leaving from was confusing.

They did not let us board because one member needed a transit visa, which was not evident at the time of ticket purchase.

I like everything. Blythe at DCA is the absolute best!

JetBlue worker, Blythe, was so amazing at the DCA counter. If it wasn’t for her, I’m not sure we would’ve made it through. Please thank her!

They lost my luggage and refuse to help. Terrible airline. I've never experienced worse customer service in my life. Pretty much just told me too bad that I lost all my luggage, not caring that I am stuck in Europe for 2 weeks with absolutely nothing.

You should have had Wifi to make it much enjoyable.

The flight out was delayed from 3:40pm to 5pm and again to 8pm. We boarded after 5pm, had to disembark because they could not get the Engine started, then we switched gates and got a new plane and did not board until after 8pm.

The flight was delayed after already taxiing from the gate due to a malfunction. After 3 hours we were told the flight was canceled. The next flight available was Sunday. My daughter and I stayed overnight in the airport due to this issue. I was given a $12 meal voucher. Unacceptable

Whole experience was poor. Delayed 2 hours. Lied about the delays. Was all jet blues fault and tried to blame on air traffic control. Sent out other let trips and wouldn't allow people to switch aircraft.

My bag was not loaded on my flight. it was not communicated to me until i was waiting for my bag at my destination. there was no confirmation of when my bag was arriving and no way to track it.

Nice plane, clean, wifi available and movies. All the flight attendants were courteous.

The gate attendant in Boston had a high raspy voice and spoke much too fast to be understood. Not pleasant.

Everything you need to know for your flight from Philadelphia to Simpson Bay

Information on your arrival and departure airports