PHL - SXM

$82 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 1/2. 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.
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Philadelphia to Simpson Bay.
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Everything you should know

Cheapest round-trip
$481
Overall average: $759
Multiple Airlines
Thu 1/15Tue 1/20
PHL - SXM • 2 stops
Cheapest non-stop
$487
Typical prices: $736-$1,102
American Airlines
Sun 2/8Wed 2/18
PHL - SXM • Non-stop
Top airlines
Delta
Cheapest • from $501 (round-trip)
Delta
Best reviews • 7.9 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
When to book
2 weeks
in advance
Our data shows that travelers who book at least 2 weeks in advance save around 39% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
March
Cheapest • 73% price drop
March
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
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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

Thu, Jan 15 - Tue, Jan 20
Multiple Airlines Logo
8:43 pm - 2:10 pm
PHL
-
SXM
16h 27m2 stops
Multiple Airlines Logo
3:40 pm - 11:50 pm
SXM
-
PHL
33h 10m2 stops
$481Multiple Airlines
Mon, Mar 30 - Sat, Apr 4
Air Canada Logo
9:15 am - 1:35 pm
PHL
-
SXM
28h 20m2 stops
Air Canada Logo
2:40 pm - 2:46 pm
SXM
-
PHL
24h 06m1 stop
$483Air Canada
Thu, Jan 15 - Mon, Jan 19
Spirit Airlines Logo
6:00 am - 2:10 pm
PHL
-
SXM
7h 10m1 stop
Spirit Airlines Logo
3:15 pm - 10:03 pm
SXM
-
PHL
31h 48m3 stops
$484Spirit Airlines
Thu, Jan 15 - Mon, Jan 19
Spirit Airlines Logo
5:30 am - 2:10 pm
PHL
-
SXM
31h 40m3 stops
Spirit Airlines Logo
3:15 pm - 10:03 pm
SXM
-
PHL
31h 48m3 stops
$486Spirit Airlines
Sun, Feb 8 - Wed, Feb 18
American Airlines Logo
9:14 am - 2:31 pm
PHL
-
SXM
4h 17mnonstop
American Airlines Logo
2:58 pm - 6:40 pm
SXM
-
PHL
4h 42mnonstop
$487American Airlines
Mon, Jan 5 - Thu, Jan 8
Air Canada Logo
7:50 am - 2:40 pm
PHL
-
SXM
29h 50m2 stops
Air Canada Logo
3:40 pm - 2:47 pm
SXM
-
PHL
24h 07m1 stop
$488Air Canada
Wed, Mar 25 - Sun, Mar 29
Spirit Airlines Logo
6:15 am - 1:08 pm
PHL
-
SXM
6h 53m1 stop
Spirit Airlines Logo
2:15 pm - 11:58 pm
SXM
-
PHL
9h 43m1 stop
$489Spirit Airlines
Mon, Mar 30 - Fri, Apr 3
Air Canada Logo
4:25 pm - 1:35 pm
PHL
-
SXM
21h 10m2 stops
Air Canada Logo
4:00 pm - 2:46 pm
SXM
-
PHL
22h 46m2 stops
$490Air Canada
Sun, Feb 8 - Wed, Feb 18
American Airlines Logo
8:10 am - 4:28 pm
PHL
-
SXM
7h 18m1 stop
American Airlines Logo
2:58 pm - 6:40 pm
SXM
-
PHL
4h 42mnonstop
$491American Airlines
Sat, Feb 21 - Sat, Mar 14
Multiple Airlines Logo
4:05 pm - 2:40 pm
PHL
-
SXM
21h 35m2 stops
Multiple Airlines Logo
3:41 pm - 8:07 am
SXM
-
PHL
16h 26m1 stop
$493Multiple 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.

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 Fridays and avoid leaving on a Saturday, as it's usually the priciest day. When flying back from Simpson Bay, Wednesday 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 March, where tickets cost $179 (return) on average. On the other hand, the most expensive months are February and April, where the average cost of round-trip tickets is $837 and $774 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 2 weeks before departure, which saves you about 39% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 7 weeks before departure.

Good to know

Low seasonSeptember
Cheapest flight$82
Best time to beat the crowds with an average 11% drop in price.
Most popular time to fly and prices are also 73% lower on average.
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 3 days, the lowest price for a flight from Philadelphia to Simpson Bay was $82 for a one-way ticket and $481 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, Finnair, and Aer Lingus 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?

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

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

    There are nonstop flights from Philadelphia to Simpson Bay on a daily basis.

  • 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 $724 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 $611 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 $572 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

Tuesday

American Airlines

American Airlines

Wednesday

American Airlines

American Airlines

Thursday

American Airlines

American Airlines

Friday

American Airlines

American Airlines

Saturday

American Airlines

American Airlines

Sunday

American Airlines

American Airlines

See more direct flights

Direct returns

Simpson Bay Princess Juliana to Philadelphia

Monday

American Airlines

American Airlines

Tuesday

American Airlines

American Airlines

Wednesday

American Airlines

American Airlines

Thursday

American Airlines

American Airlines

Friday

American Airlines

American Airlines

Saturday

American Airlines

American Airlines

Sunday

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 8010 reviews
7.9Comfort
7.9Entertainment
7.3Food
8.1Boarding
8.5Crew
Airline reviews

None of the airplane features were available during the flight.

4.0 OkayAnonymous, Dec 2025
JFK - SDQ
Read more Delta reviews

None of the airplane features were available during the flight.

Original flight was cancelled and when i was rebooked by the airline, they couldn't seat me in the same type of seat as I had originally booked (went from window/aisle to middle/middle and one was a bulkhead seat, and other wasn't in the same class)

Lady Pilot was perfect in every way wheels up to wheels down communication, professionalism, excellent on time departure and on time arrival, excellent communication! Fantastic job with Superb attitude!!

The food is terrible. The staff is wonderful. Comfort is good.

Left on time, a bit delayed due to headwinds most of the trip.

I fly Delta all the time, have Platinum Medallion status. But this route seems to have major problems with delays and seems to never leave on time! Have only taken it twice in the last two weeks, and each time it had delays of more than 1 hour... very disappointed!!!!

Getting to the flight was arduous and lengthy. The flight itself was good but the food option wasn’t a good selection. I need to do a Kosher option on my return. Flight crew were nice

Good seats in Main cabin, excellent service and excellent landing

My flight was cancelled with no explanation after I had already cleared security. I was given 4 options to rebook, only one being non-stop like I had paid for. I grabbed it. It was 4 plus hours later and then took off even later. Biggest complaint is that I booked early and had an aisle seat. They gave me a "window" seat in front of the exit row, so the seat did not decline. I weigh all of 103 #s and it was tight for me! For what I paid, I feel I was kind of ripped off. I think they should have given me the empty comfort seat for the inconvenience. There was no apology nor any explanation as to why the flight was cancelled. My guess is it benefitted Delta in some way.

Very smooth, on-time, and pleasantly uneventful flight. The team at the gate and on board were professional and genuinely courteous. The pilot kept us well updated throughout, and both takeoff and landing were steady and enjoyable without any drama. Just a good, solid flight. Thank you! 💗

Not comparable to Qatar Airways services on flights to Doha. Flight attendants provided basic services; I was never recognized by name or as an Executive Platinum member. Restrooms were not kept clean during the flight.

Delays to take off and to leave the plane after landing added a lot of time to this flight.

The Phildalphia to Allentown portion was a BUS, not a plane. All was as expected.

Excellent - explanations were clear staff was nice and flight was comfortable

Airport in MXP is crazy. Get there at least 2 hours before flight.

Flight was delayed not sure why no explanation given and no apologies either. Otherwise the flight was fine

Did not get the seat I selected and paid for.

The flight was canceled 3 hours after original take off time

Plane was delayed for 6 hours, at first by weather, which is understandable, but was further delayed with NO given reason for 2 1/2 hours more. We had no clue when we were going to depart actually until they opened the ramp. VERY POOR to ZERO COMMUNICATION!!!

Flight was delayed and after being in the airport for like seven hours, it was canceled.

The ride share experience in JFK is terrible. After traveling on a flight, then you need to take a subway to the last stop to get an uber or lyft. Unacceptable. Bad job JetBlue for permitting JFK and Port Authority to do this to your passengers.

Checking In on JetBlue site was impossible. It hung up on REAL ID. Even my Global Entry did not help. Luckily, on Kayak site it was a breeze. Entire flight the temperature was COLD! Otherwise the crew was great!

The flight was two hours late due to a computer fault and resulting maintenance. Nothing was offered as compensation beyond bottles of water during the time we were deplaned and waiting in the terminal.

Very pleasant flight attendants. Gate crew rather loud chatting with each other.

Four plus hour flight delay in New York caused us to take off after 11:30pm. We didn’t arrive at our hotel until five hours after check in. Started the trip off feeling exhausted.

Plane was in bad shape. TV’s and WiFi didn’t work. Plane need a refresh. Not enough room for bags.

There was a fowl odour coming from the lavatory the entire flight

Everything was great. I liked the text updates so that I never miss a gate change & I have all the latest info.

I don’t usually fly budget airlines or airlines in the United States. It was as good as any other airline. The seats are comfortable and the airline attendants are not rude & surly. Very nice flight (s).

No internet on a flight over three hours in this age is criminal. Staff inattentive and dismissive

Flight was in time, very smooth ride and surprisingly lots of legroom in the cabin so I certainly will fly with spirit again

The seats are the most uncomfortable seats I’ve ever sat in. Don’t believe I’ll ever fly spirit again!!

Flight was canceled and instead of rescheduling at the gate we had to go out to the ticket counter. Unruly kids kicking the back of my rows chair with staff to inattentive to say something.

Customer feedback I sent to Spirited today: “I will never fly Spirit Airlines again and will work hard to convince my friends and family to boycott/avoid Spirit Airlines at all costs. I booked three seats for me and my 8 and 10 year old children on NK 1222 from Orlando to Kansas City for 12/7/25 leaving Orlando at 10:37AM. This itinerary was abandoned by Spirit and we were rebooked onto Spirit flight NK 213 leaving at 9:06PM without any notice. Then the nightmare really began. Flight 213 was delayed a total of 12 times, finally leaving at 6:35AM the following day. The gate was changed 5 times and our electronic boarding passes were invalidated at midnight. The worst part was that the 12 separate delays were incremental making it impossible to plan for accommodations for my family. My kids missed a day of school and barely slept under the harsh lights with lots of noise on the filthy airport floor. The customer service agent at Spirit Airlines told us we would be emailed a voucher for a hotel which never happened. I asked about it multiple times and it never arrived in my email inbox. This whole unfortunate situation could’ve been avoided if spirit had taken a realistic approach and delayed the flight from 9 PM until 6 AM from the beginning. My son gleefully deleted the Spirit app from my phone once we landed and we will never fly with Spirit again.”

Honestly horrible. The plane on the way back was delayed 6 times with no explanation on why. When I asked for a refund or some money back because I had to miss a day of work because of the desk, they told me no. Because of how poorly it was handled I will most likely never take spirit again

I love a flight without turbulence and you guys deliver It’d be nice to have comfier seats and maybe some inflight entertainment and snacks but that’s for Delta

30 minute delay, Also there was a medical emergency on the flight. The flight crew was on top of the situation and assisted the medical professionals that happened to be on the flight.

This was my first time on a budget airline and I couldn't even sit down all the way because my knees would embed in the seat in front of me. I'm only 6' tall with a 32" inseam. There's no upside other than y'all are cheap. I'm glad it was only a 2 hour flight. Lesson learned! I get why everybody talks down on budget airlines. The staff was outstanding, the flight went as well as possible, great pilot, great boarding, smooth sailing. Zero chance I'll be back though.

Everything was smoothly and convenient! Just stay in this way!

Cancelled my flight and the earliest that they are willing give me for the next flight which was 3 days later on a weekday. Only accommodation they are willing to give was $30 airline credit that will expire in 1 year

Not clean and was told I would get a great seat and it was not great at all

Flight got delayed for 5 hours no good explanation was offered ;(

Horrible. I would never fly Frontier again. The booking process is tricky at best, but fraudulent in my opinion. Frontier customer service did nothing to rectify my purchase -- I ended up paying more than double what I could have gotten from other airlines and nearly triple what I thought I was buying from Frontier. Their booking practices are unfair to the consumer.

Delayed. Text notifications were slow. Not much information o what was happening. Boarding was slow and confusing. Wasn’t even offered water other flight. Had to ask. No entertainment at all. Felt like.a Greyhound bus.

When I wanted to check in 3 hours prior to boarding time, the employees mentioned “a little over an hour delay” so I waited for an hour then I went to go look for food in the terminal and most people from that flight were in the same area looking for food. Finally I decided after food to check to see if it’s anytime closer and now it’s 2 mins until boarding closes?! What are you kidding me? I didn’t receive anything via sms about boarding now nor via email or on the intercom. I luckily made it through, barely, and then there’s no room for my carry on mind you I’m in the very first row so I had to place my purse in one further row back and my carry on sections down. Not sure who pays for better seats to get your stuff placed all over the plane but that was the worst experience I’ve ever had flying with anyone.

Better than expected. Staff were friendly and nice on both flights.

There was no one at the counter to assist with our check in. The app didn’t work, so I arrived at the airport with time to check in and I couldn’t because no employees were there. When I finally got someone on the phone, it was inside the 60min rule and they said I could no longer check in and they could sell me another ticket. We had to scramble and pay an additional $800 for tickets and THEN AFTER (about 60 min from my original convo with customer service and 10min after original departure time) I had boarded my new flight, there was email saying my original flight from Frontier was delayed and leaving 2hr 50min later, but I STILL wouldn’t have been able to check in. Which means customer service should have been able to see it and let me check in because I was well within my check in time. When I call Frontier, they hang up on me. So their app didn’t work and they employees left and they take zero responsibility or assistance with their “customer service”

Terrible. Flight cancelled with no reasoning and no flights to rebook. Employees were useless and did nothing to help. Did not even know where to retrieve luggage from the cancelled flight. Flyers beware.

No fault of Frontier staff: plane was very late, reached Orlando at 1 am, took a while to get luggage. Weather, gov financial shutdown impact on TSA, air controllers seemed to have multiple flights backed up. Frontier staff seemed to cope as gracefully as possible. It did reassure me that I and my new hip could adapt to travel challenges. Food/entertainment were irrelevant to my trip.

Terrible. The canceled my entire flight when I requested a refund for a trip frontier canceled trip one way.

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

Information on your arrival and departure airports