PHL - SXM

$149 Find Cheap Flights from Philadelphia to Simpson Bay - Compare and Save

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 1/25. 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

Save 20% or more on flights. Compare deals from all over the web.

Never overpay with our price tracking tools.

Filter searches by price, airline and more to find your best flights.

Everything you should know

Cheapest round-trip
$387
Typical prices: $567-$907
American Airlines
Sat 12/12Sat 12/19
PHL - SXM • 1 stop
Cheapest non-stop
$390
Typical prices: $585-$926
American Airlines
Mon 1/18Mon 2/1
PHL - SXM • Non-stop
Nonstop flights
Mon, Wed, Fri, Sat
You can fly direct with American Airlines. Average duration is 4h 16m
Direct flights
Direct flights
+1
+1
Direct flights
Direct flights
+1
Top airlines
Cheapest • from $387 (round-trip)
Best reviews • 8.0 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Top layover airports
Cheapest • Avg $419 (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 12% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
Cheapest • 18% price drop
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
Start a new search
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

Sat, Dec 12 - Sat, Dec 19
American Airlines Logo
5:43 am - 2:55 pm
PHL
-
SXM
8h 12m
1 stop
American Airlines Logo
3:10 pm - 6:49 pm
SXM
-
PHL
4h 39mnonstop
$387American Airlines
Mon, Jan 18 - Mon, Jan 25
American Airlines Logo
8:35 am - 1:52 pm
PHL
-
SXM
4h 17mnonstop
American Airlines Logo
3:50 pm - 7:38 pm
SXM
-
PHL
4h 48mnonstop
$390American Airlines
Sun, Jan 24 - Thu, Jan 28
United Airlines Logo
8:00 pm - 1:50 pm
PHL
-
SXM
16h 50m
2 stops
United Airlines Logo
2:52 pm - 9:24 am
SXM
-
PHL
19h 32m
2 stops
$399United Airlines
Sun, Oct 18 - Thu, Oct 22
JetBlue Logo
6:00 am - 12:43 pm
PHL
-
SXM
6h 43m
1 stop
JetBlue Logo
1:43 pm - 11:44 pm
SXM
-
PHL
10h 01m
1 stop
$404JetBlue
Fri, Oct 2 - Sat, Oct 3
JetBlue Logo
7:00 am - 2:00 pm
PHL
-
SXM
7h 00m
1 stop
JetBlue Logo
3:05 pm - 11:07 pm
SXM
-
PHL
8h 02m
1 stop
$404JetBlue
Sun, Jan 17 - Sun, Jan 31
United Airlines Logo
8:00 pm - 1:50 pm
PHL
-
SXM
16h 50m
2 stops
United Airlines Logo
4:55 pm - 10:27 am
SXM
-
PHL
18h 32m
2 stops
$404United Airlines
Mon, Sep 7 - Fri, Sep 11
Delta Logo
6:15 am - 1:53 pm
PHL
-
SXM
7h 38m
1 stop
Delta Logo
3:18 pm - 12:40 am
SXM
-
PHL
9h 22m
1 stop
$407Delta
Tue, Jan 5 - Tue, Jan 12
Delta Logo
5:30 am - 2:40 pm
PHL
-
SXM
8h 10m
1 stop
Delta Logo
1:40 pm - 8:37 pm
SXM
-
PHL
7h 57m
1 stop
$414Delta
Sat, Oct 24 - Sat, Oct 31
Air Canada Logo
7:00 am - 5:00 pm
PHL
-
SXM
10h 00m
1 stop
Air Canada Logo
2:40 pm - 5:21 pm
SXM
-
PHL
26h 41m
2 stops
$428Air Canada
Sat, Oct 24 - Sat, Oct 31
Air Canada Logo
7:00 am - 5:00 pm
PHL
-
SXM
10h 00m
1 stop
Air Canada Logo
2:40 pm - 5:21 pm
SXM
-
PHL
26h 41m
2 stops
$428Air Canada
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 December.

Flight prices are below average for this route right now.

Flights to Simpson Bay from Philadelphia usually cost between $508 and $740 in December.
The lowest price found in the past 5 days was $387 on American Airlines (Dec 12-Dec 19).

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 Monday 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 $837 and $802 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 12% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 6 weeks before departure.

Good to know

Low season

July

Cheapest flight

$149
Best time to beat the crowds with an average 5% drop in price.
Most popular time to fly with an average 10% 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

  • How many flights are there between Philadelphia and Simpson Bay per day?

    There is a maximum of 1 nonstop flight a day that takes off from Philadelphia and lands in Simpson Bay, with an average flight time of 4h 16m. The most common departure time is 8:00 am and most flights take off in the morning. Each week, there are 2 flights.

  • 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 $149 for a one-way ticket and $387 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 Saturday.

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

    The two airlines most popular with KAYAK users for flights from Philadelphia to Simpson Bay are Southwest and Delta. With an average price for the route of $554 and an overall rating of 8.0, Southwest is the most popular choice. Delta is also a great choice for the route, with an average price of $755 and an overall rating of 7.8.

  • 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 $504 or less one-way and $353 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

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.
8.0
SouthwestOverall score based on 4228 reviews
8.6Crew
8.1Boarding
7.5Entertainment
8.0Comfort
7.0Food
Airline reviews

No wifi, seems to be very common with Southwest currently. Everything else was normal.

8.0 ExcellentSean, Jul 2026
HOU - LGB
Read more Southwest reviews

No wifi, seems to be very common with Southwest currently. Everything else was normal.

Poor customer service, no accommodation for passengers when the flight was delayed over 5 hours.

Friendly crew kept coming by to make sure all was ok, provide additional refreshments, etc.

My experience will Southwest was good. I wish there was more entertainment and the boarding process was slow at time but other than that my experience was great definitely will be flying with SouthWest again.

For my birthday trip this was my second time ever flying, this trip was the best.

I really wish that SW would ask anyone with a carry-on to wait while those who don’t have to access the overhead bins are boarded. Then, reverse that when the plane arrives. Those without the need to clog up the aisle retrieving their bags from the overhead bins wait for those exiting the plane without needing to clog up. The aisle.

We boarded the flight and set two and a half hours on the jetway. Would have been better if they had not boarded us at all. Plane was hot and it was limited ability to access the restrooms or get a drink of water. Very unpleasant experience

The actual flight was great! The 3 hour delay not so much.

Southwest is a garbage airline and the people who fly it are garbage people.

Boarding was easy. Plane wasn’t crowded. Plenty of space. Flight was on time. Crew was pleasant.

No tv. No free wifi. They need to ipgrade these planes - especially on a 2 hour flight.

Flight was delayed for about an hour but overall good experience

No Internet, no backseat screen, no nothing. I bought a Delta ticket and ended up on American Airlines. How did that happen?

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

The flight was way too HOT! And the plane did not have any in-flight TV entertainment.

The gate attendants and the crew were terrible. Because of high winds, they needed to carry more fuel, so they had to get volunteers to take the next flight at 6 am the next day. They did a terrible job of it - our flight ended up taking off just under 3 hours of the scheduled time. I hope to never fly Delta again.

Great service. Great staff. Boarding was a little slow, but I think there was a service dog slowing things down.

We splurged and decided to fly first class. Seats were roomy. But flight crew arrived late to the airport. That delayed our flight. Most of the passengers had to try to make connections flights. I felt bad for them. We checked 4 bags. We got three from the baggage claim carousel. 4th one was lost. Delta online help wasn’t good. Baggage claim staff were sympathetic and nice but we waited around for almost 2 hours and it had t been found. They did find it several hours later and we had to drive back to airport to retrieve it. I won’t be splurging on 1st. Lass again anytime soon. I think we got worse service. I am also not a huge fan of delta but we have family in ATL so we don’t have a ton of choice. What should have been an easy flight turned into a stressful event due to flight crew tardiness and baggage mishandling.

My flight consistently said it was on time and the plane didn’t arrive until after 30 minutes after take off and nothing was announced to passengers

Flight delayed for people who “should’nt have gotten thru tsa” had to look for their bags took two hours With no explanation had never happened Poorly handled

Very good, boarded and took off on time and landed early

Boarding and Delays The boarding process for my American Airlines flight from Copenhagen to Philadelphia was a bit tricky. We experienced a gate change that required a long walk to a new area of the airport. Additionally, boarding was not via a jet bridge; we had to take a shuttle bus to the plane and then carry our luggage up the stairs ourselves. Furthermore, the bag drop didn't open until about 12:20 PM, which was only three hours before our scheduled departure. This meant I couldn't drop my bag off early and had to wait outside of security in order to drop off my bag and use the kiosk. The bag drop self-service kiosks also didn't open until about 12:00 PM when an American Airlines employee unlocked them so that we could print out our boarding passes and bag tags, which further created a backlog. The flight was delayed by over an hour because we had to wait for one of the tires on the plane to be changed. Flight Attendant Professionalism On a positive note, the flight attendant was very professional when handling a passenger who was sitting in the wrong seat. Even though the passenger was persistent and reluctant to move, the flight attendant calmly ensured the assigned passenger could take their seat. Kudos to the flight attendant for keeping his calm and composure, not allowing the issue to escalate, and handling it well under pressure while a line of passengers waited in the aisle to board. In-Flight Service The in-flight service was also fast, prompt, and efficient, although service had to be suspended for the last two hours of the flight due to weather and turbulence, which was outside of the crew's control. Limited Flight Options Please note that American Airlines only operates one flight per day in and out of Copenhagen. This means there are limited options available if your flight is delayed or canceled, which is something to take into consideration when booking.

Not much space for someone 6 feet high in normal economy seat. My knee hurt

Getting to Scotland with no luggage (no medicine, no clothes and no club) on golf trip very disappointed

Quick flight again no one illness why there were multiple delays and changing of the gate number.

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.

Baggage claim took too long and priority bags were not delivered first.

The last 3 hours it was freezing cold in row 56. Multiple people had their winter coats on and were utilizing the blankets provided by the airline. I also did not have easy access to figure out how to book my food allergy and advance for my meals. Most of everything I received was something I couldn't eat. This needs to be made more accessible. Also, I'm 5'10 which is the average height of the American male. I flew from Philadelphia to Toronto and then to Tokyo and the seats were absolutely unbearable. For that long of a flight it is impossible to get comfortable when doing anything. Flights need to have more space and stop prioritizing costs over people.

Was delayed at every point/ connection. Luggages missing for 5days. Had no medications for diabetes and high B/p. when bags where finally delivered on the 30th, the insulin and ozempic were no longer patent, as the ice pack had since dissolved and the authenticity of the med is now questionable, since they must be refrigerated. Please have them refund my bag fees. I should sue them for all the inconveniences caused to me.

Plane was packed but flew on-time, and the comfort level was great! All planes are a bit cramped, but the in flight entertainment was superb, snacks were nice, and the crew was polite. Got into Calgary on schedule...all we could ask for

I am very tall. All airline seats are a bit uncomfortable.

Lots of announcements that no wheeled carry on bags were allowed on the flight, yet the overhead bins were totally full and made it uncomfortable trying to get through and significantly held up departure. Why were they allowed on when they said that they weren't? Trash only came by soon after service and I wasn't ready to dispose of it. I had to first hold on to it and after flagging and attendant was told to stuff it in the seat back! I have never run into the need to walk outside in northern winter weather at an international airport and wasn't dressed to do so in the cold pouring rain! I'm not thinking that I'll be back unless I hear things have changed.

No complaints l will always do Air Canada once they are flying where I want to go

Flight was delayed an ultimately cancelled. Took me close to 45 mins with an Air Canada staff to be put on another flight.

Boarding was particularly poorly done with disregard for courtesy, professionalism, and efficiency. Think mid 70’s bus station.

My trip was ruined by the restrictions hidden in their "basic economy" plan. I'd flown hundreds of times and never encountered a program that does not allow changes of any kind. I don't know whose interface hid this information more, but I'm unlikely to use Kayak or Air Canada again after that experience.

Air Canada staff needs to be trained in hospitality. Most flight attendants are with attitude. Air Canada needs to carry additional food on board especially vegetarian plates as this category of travellers are on the rise. This is necessary for long distance flights. Blankets are cheap. Seats are not designed well Lower back portion should be thicker. Everytime thr passenger at the back of me took stuff or put stuff in the pocket of the seat in front of them which is my seat, I could feel them pushing or hitting on my chair.

Flight delayed 4 times on a non-stop from BOS to SFO. Then when landed in SFO had to wait for 30 mins for a gate AT 3:30AM.

Plane was delayed multiple times. I would like to request a refund. Was due to arrive Thursday evening ended up arriving Friday morning.

The seats were roomier than other airplanes I’ve been on.

The crew and the pilots. The pilots were amazing. The landing in Cancun was excellent.

The security line at JFK was one of the longest I’ve ever experienced - probably 45 minutes. I don’t know if JetBlue has control over it, but it detracted from the overall experience. Entertainment had good options, but the volume control was a bit small to tap on and the screen had a fair amount of interference blips. Clearer picture would have been better.

I liked the entertainment on JetBlue, the service from JFK to JAX was terrible at best

I usually dont fly JeTBlue and I dont think I will ever do it again. The flight was delayed fee time, nobody was giving us any info at at the airport, gate changing, the slowest and poorly organized boarding ever, rude staff.. huh

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.

I especially liked the lead crew officer. His boarding and safety announcements were made with a bit of novelty and humor. The flight also left the gate 10 minutes early and we landed about 20 minutes early… It was a delightful flight…

As with all airline's seats, a little more padding would appreciated. Especially on longer flights.

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

Information on your arrival and departure airports