PIT - SXM

$151 Find Cheap Flights from Pittsburgh 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 Pittsburgh to Simpson Bay departing on 4/14. 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.
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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 Pittsburgh 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 Pittsburgh to Simpson Bay, as well as popular online travel agencies
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Cheap Flight Deals from Pittsburgh to Simpson Bay (PIT-SXM)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Pittsburgh 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.

Recent round-trip flight deals from Pittsburgh to Simpson Bay

KAYAK's recommended round-trip deals from the most popular airlines that fly from Pittsburgh to Simpson Bay.
Discover the best prices for you by selecting your travel dates on KAYAK.
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Spirit Airlines Logo
7:00 am - 2:00 pmPIT-SXM
7h 00m1 stop
Spirit Airlines Logo
3:05 pm - 11:19 pmSXM-PIT
8h 14m1 stop
$332Spirit Airlines
Find Deal
Mon, May 5 - Sat, May 10
Spirit Airlines Logo
7:00 am - 2:00 pmPIT-SXM
7h 00m1 stop
Spirit Airlines Logo
3:05 pm - 11:19 pmSXM-PIT
8h 14m1 stop
$376Spirit Airlines
Find Deal
Sat, May 10 - Fri, May 16
Spirit Airlines Logo
7:00 am - 2:00 pmPIT-SXM
7h 00m1 stop
Spirit Airlines Logo
3:05 pm - 11:19 pmSXM-PIT
8h 14m1 stop
$377Spirit Airlines
Find Deal
Sat, May 10 - Fri, May 16
 Logo
7:00 am - 2:00 pmPIT-SXM
7h 00m1 stop
 Logo
3:05 pm - 10:40 pmSXM-PIT
31h 35m2 stops
Mon, May 5 - Sat, May 10
American Airlines Logo
6:23 pm - 1:09 pmPIT-SXM
18h 46m2 stops
American Airlines Logo
2:24 pm - 10:48 pmSXM-PIT
8h 24m1 stop
$418American Airlines
Find Deal
Sat, May 10 - Fri, May 16
American Airlines Logo
6:06 am - 3:31 pmPIT-SXM
9h 25m2 stops
American Airlines Logo
2:24 pm - 9:24 amSXM-PIT
19h 00m2 stops
$423American Airlines
Find Deal
Tue, May 6 - Sun, May 11
Delta Logo
6:00 am - 1:48 pmPIT-SXM
7h 48m1 stop
Delta Logo
3:15 pm - 11:09 pmSXM-PIT
7h 54m1 stop
$477Delta
Find Deal
Sun, Sep 7 - Wed, Sep 10
Delta Logo
6:00 am - 1:48 pmPIT-SXM
7h 48m1 stop
Delta Logo
3:15 pm - 11:09 pmSXM-PIT
7h 54m1 stop
$502Delta
Find Deal
Mon, Sep 1 - Mon, Sep 8
 Logo
1:34 pm - 2:00 pmPIT-SXM
24h 26m2 stops
 Logo
3:05 pm - 11:19 pmSXM-PIT
8h 14m1 stop
Thu, May 22 - Mon, Jun 2
United Airlines Logo
7:00 am - 11:20 amPIT-SXM
28h 20m2 stops
United Airlines Logo
1:35 pm - 11:42 pmSXM-PIT
10h 07m1 stop
$5,261United Airlines
Find Deal
Mon, Jun 2 - Tue, Jun 3

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

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

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Pittsburgh 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 Pittsburgh to Simpson Bay is September, where tickets cost $507 (return) on average. On the other hand, the most expensive months are July and February, where the average cost of round-trip tickets is $740 and $714 respectively.

How far in advance should I book a flight from Pittsburgh 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 Pittsburgh 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 Pittsburgh to Simpson Bay, you should book around 4 weeks before departure. For the absolute cheapest price, our data suggests you should book 5 weeks before departure.

Good to know

Low season

September

High season

June

Cheapest flight

$151
Best time to beat the crowds with an average 17% drop in price.
Most popular time to fly and prices are also 2% lower on average.
Flight from Pittsburgh to Simpson Bay

When to book flights from Pittsburgh to Simpson Bay

Are your dates flexible? Find out the best times to travel from Pittsburgh 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 Pittsburgh to Simpson Bay

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

    In the last 3 days, the lowest price for a flight from Pittsburgh to Simpson Bay was $151 for a one-way ticket and $332 for a round-trip.

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

    Yes, you’ll need a passport to travel to Simpson Bay from Pittsburgh.

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

    Pittsburgh airport is called Pittsburgh and the only airport in Simpson Bay is Simpson Bay Princess Juliana.

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

    We unfortunately don’t have that data for this specific route.

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

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

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

    The two airlines most popular with KAYAK users for flights from Pittsburgh to Simpson Bay are Delta and United Airlines. With an average price for the route of $591 and an overall rating of 8.0, Delta is the most popular choice. United Airlines is also a great choice for the route, with an average price of $691 and an overall rating of 7.4.

  • How does KAYAK find such low prices on flights from Pittsburgh 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 Pittsburgh to Simpson Bay.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Simpson Bay from Pittsburgh 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 Pittsburgh 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 Pittsburgh with another airline. Booking your flights between Pittsburgh 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 Pittsburgh 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 Pittsburgh up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Top 4 airlines serving from Pittsburgh to Simpson Bay

 
See real verified KAYAK customer reviews for airlines flying from Pittsburgh 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 Pittsburgh 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
DeltaOverall score based on 7898 reviews
7.9Comfort
8.5Crew
8.2Boarding
7.9Entertainment
7.3Food
Airline reviews

Simply outstanding. Their new lounge for Delta One customers is a cut above the rest.

10.0 ExcellentSunderesh, Mar 2025AUS - BOS
Read more Delta reviews

Simply outstanding. Their new lounge for Delta One customers is a cut above the rest.

The Dekta Rep that checked us in was great. She's very personable, pleasant, and can tell she enjoys her job.

After a 5 hour delay waiting at the gate (3 delays adding up) with no clear reason provided, we finally boarded flew 3/4 of the way to Toronto then were turned back to New York. As we neared New York, the pilot declared that it was his fault, something to do with timing and him not being allowed into the country???? How could the airline let his happen? They had hours to prepare and make sure they had a crew available for the flight! We ended up in Toronto a day late with no sleep.

The plane was old with small storage areas that had problems closing/latching and not enough storage for everyone, and worn, damaged seats. Service was great but feel a little unsafe on such well used planes.

Terrible and im avoiding them in the future. My initial flight was delayed causing me to rebook my flight and when speaking with the representative to rebook I explained this is the second time my flights were delayed and they did nothing to help me. I wasn't booked to comfort plus or given a voucher or anything. I was almost late for my meeting that I needed to attend on Monday because of the games delta played delaying my flights even more and putting me in the very back of the plane next to an extremely intoxicated passenger

Friendly flight attendants, smooth 8-9 hours flight. Economy seats are small and uncomfortable as usual.

Flights on time. .Ride was as comfortable as can be expected in steerage. Luggage arrived at destination. Attendants were fairly friendly.

Great staff. Wifi is terrible. Signing up for skylines is a painstaking process. Had to call customer service just to get my flight itinerary and confirmation sent to me. Consistent delays. A well staffed company that is run so poorly. Upper management needs to be renewed.

The WiFi didn't seem as fast as it normally is

Bathrooms dirty sinks clogged. No one seemed to clean them. Plane very old

The gate was too far away for the connecting flight

They switched out gate from terminal 1 to terminal two ten minutes before boarding. So we had to make a 20 min crazy fast walk to a different terminal. Then we boarded the plane and waited for over 40 minutes until push back. Brutal

Compared with other carriers business class for an overnight was not worth the extra expense.

Seats were comfortable. It’s was so cold and very uncomfortable. I paid 2000 miles for wifi service that was choppy the whole flight. Would like to be reimbursed for my miles Food was so disappointing. Three cold and terrible meals for $3000 round trip. This needs to be better.

Generally good. The aisles have gotten narrower which can slow down boarding. Flight crew was great! Healthier complimentary snacks would be appreciated. Due to earthquake in San Francisco we had to circle in air space for a bit but then had a smooth landing. I laud the flight crew for their patience ;)

Easy to board. Flight was super crowded though so I didn't sleep well on that cross country red-eye flight. The aisles seem ot have gotten narrower and the seat smaller whn luggage and people are getting bigger so it would be AWESOME to have more space and breathing room in general ;)

Excellent, professional, actually on time which is rare for late flights. Decent food. I love the new neck pillows! Nice, simple upgrade from the old ones I wasn't sure where to put. I wish they would allow more time for rest. It's a red eye 7 hour flight and meal service was about 3 hours.

We boarded but then sat there waiting on some missed connection people to get on so we sat for about 15 minutes for that. Then we sat again because the passenger manifest was wrong and they had to figure it out before we could leave. That took about another 20 minutes or so. The crew was working hard to figure it out so it’s not their fault. It ended up being a system glitch where someone was upgraded to first class while another person was also in the same seat and it just created a mess that took a little while to figure out. They literally went to every person on the plane asking their names to see who was sitting in the wrong seat. I also hate the entertainment that must be watched on your phone or tablet. Just give us setback screens. It’s so much better. Almost every Delta flight has this now and it is so nice to have them. The crew did a great job. I have no complaints from them. They were very hard working, even with the mishap and a disgruntled passenger.

We were delayed in Toronto on the tarmac for THREE hours with no clear indication as to why except that it was not a safety hazard. Pilot did apologize more than once but even he was unable to explain why exactly we were delayed. I overheard the stewards saying that the captain was very frustrated with the situation as well because he was not able to explain why except it had something to do with water supply or system on the aircraft and now we needed to wait for an engineer to approve the aircraft for flight. It was very frustrating and distressing as a passenger and we should have been given complimentary meals at the very least.

Flight was cramped with every seat taken. The food was fine, nothing crazy to write home about. The plane felt dated and needing some TLC, the button for the window shade didn't work and there were no AC outlets to use. When communicating with staff all except one nice lady never seemed happy to help me almost like I was bothering them when asked for things like a glass of water or a snack. The flight was overall fine. It did what was needed which is get me from point A to point B. But it certainly was not special. I don't expect much in economy but I believe economy on a host of other airlines is more memorable and better experience.

One bottle of water and a package of cookies for comfort plus. We had to literally beg a flight attendant for an extra bottle of water later in the flight due to feeling dehydrated.

late again! but its my only option to not take 9 hours to get to Memphis

Almost everything was outstanding. First, we boarded on time and the flight crew did a great job getting everyone seated. Then the pilots took their time and care to make sure the plane was full de-iced three times as there was a bad ice storm a few hours earlier. The plane ride was smooth and comfortable and even the economy seats had decent room and comfort. Flight Attendant Lisa went above and beyond to make sure I was comfortable - she is outstanding. The only thing wrong with the flight, and it is something which needs to be addressed, is that the gate to gate time was over 6.5 hours and not one meal was served. The only thing offered to eat were two small cookies for a transcontinental flight - unacceptable. Charge me more but give me a meal for a long flight. Thankfully Lisa found something for me.

Very poor. Our special services attendant gave us incorrect information. I also was mishandled at landing. There was no wheelchair waiting. I fell deboarding the plane. Appalling!

I had a very unpleasant encounter with one man from customer service: he was extremely rude and miserable. And his condition was reflected on his decision to send me to the worst airport hotel and get an awful flight connection. My hotel shuttle had never arrived and I had to book another hotel. People served by other representatives got a much better treatment and deal.

The flight left a bit late, but arrived close to time expected…With the flight being close to full the crew did well serving drinks to all in a very timely fashion. The flight was a pleasure…

They didn't have any gluten-free snacks, oddly, which I require...or any flavored soda water or decaf tea options, which seems to be standard.

My flight back my reservations were list because they said I didn't pay my pet fee when I had a receipt

They could have done a better job announcing the boarding groups and asked for more drinks (water) if needed.

Very confining seats side to side. Not wide enough for any comfort.

I book a filght for me and my daughter from Miami home to Las Vegas and getting her checked in was awful the lady at the baggage check in was horrible!!! She was the rudest person I have ever encountered in my entire life!!!! My daughter dose not speak Spanish and so I was trying to translate for her but the woman would not let me so my daughter was 100 💯 confused because she could not understand what was going on or being said at all horrible absolutely horrible and rude extremely stressful worst experience ever!!!!!!! And then we were actually told by other air port staff not to complain because if we did sprint would make sure we miss our flight ✈️ that they do it all the time 😧

Terrible! They kept postponing and finally canceled our flight. They canceled so late. We had no other options but to drive to a different city and try to find a new flight to get onto our cruise. We still aren’t there yet and might not make it.

Very dissatisfied with spirit airlines after buying my ticket's they cancelled our flights with no reasoning.

The flight was on time. The seats are very narrow.

My only complaint is that the standing recline. I wasn’t aware of that when I booked the ticket.

Unclear pricing; ended up being charged an extra $52 just to get onboard

Spirit is awful. Too expensive for what you get. Stop nickel and diming.

No leg room AT all extremely uncomfortable flight water even cost 5 dollars

Seats are poor. They do not lean back. They do not even have pockets on the back, making it impossible to store a phone or a coke bottle. If you opt for basic economy cheap seats, they stick you always in the middle or window seat, even though there are unoccupied seats on the aisle. And then there is the nickel and diming. No carry-ons. And checking your carry-on is $70. At the end there is no price advantage but there is plenty of aggravation.

Not good. No updates regarding the flight status until after the fact on the delays and then a cancellation.

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

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