PIT - SXM

$124 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 12/6. 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

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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Flight Deals

Cheap Flights 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.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Pittsburgh to Simpson Bay

Fri, Oct 3 - Sat, Oct 18
Spirit Airlines Logo
6:30 am - 2:00 pmPIT-SXM
7h 30m1 stop
Spirit Airlines Logo
3:05 pm - 11:16 pmSXM-PIT
8h 11m1 stop
$367Spirit Airlines
Find Deal
Fri, Oct 3 - Sat, Oct 18
 Logo
9:34 am - 2:00 pmPIT-SXM
28h 26m2 stops
 Logo
3:05 pm - 11:16 pmSXM-PIT
8h 11m1 stop
Tue, Oct 28 - Tue, Nov 4
United Airlines Logo
6:00 am - 12:50 pmPIT-SXM
6h 50m1 stop
United Airlines Logo
2:52 pm - 11:34 pmSXM-PIT
9h 42m1 stop
$427United Airlines
Find Deal
Tue, Oct 28 - Tue, Nov 4
United Airlines Logo
8:10 pm - 12:50 pmPIT-SXM
16h 40m2 stops
United Airlines Logo
2:52 pm - 11:18 amSXM-PIT
21h 26m2 stops
$432United Airlines
Find Deal
Fri, Oct 3 - Sat, Oct 18
Spirit Airlines Logo
10:35 am - 2:00 pmPIT-SXM
27h 25m3 stops
Spirit Airlines Logo
3:05 pm - 11:16 pmSXM-PIT
8h 11m1 stop
$449Spirit Airlines
Find Deal
Fri, Oct 3 - Sat, Oct 18
Spirit Airlines Logo
10:35 am - 2:00 pmPIT-SXM
27h 25m3 stops
Spirit Airlines Logo
3:05 pm - 4:28 pmSXM-PIT
25h 23m2 stops
$547Spirit Airlines
Find Deal
Fri, Oct 3 - Sat, Oct 18
Spirit Airlines Logo
10:35 am - 2:00 pmPIT-SXM
27h 25m3 stops
Spirit Airlines Logo
3:05 pm - 4:28 pmSXM-PIT
25h 23m3 stops
$581Spirit Airlines
Find Deal
Sun, Nov 23 - Fri, Nov 28
American Airlines Logo
5:51 pm - 2:19 pmPIT-SXM
19h 28m2 stops
American Airlines Logo
5:24 pm - 1:00 pmSXM-PIT
20h 36m2 stops
$639American Airlines
Find Deal
Sun, Nov 23 - Fri, Nov 28
American Airlines Logo
7:30 pm - 1:50 pmPIT-SXM
17h 20m1 stop
American Airlines Logo
5:24 pm - 1:48 pmSXM-PIT
21h 24m1 stop
$688American Airlines
Find Deal
Sun, Nov 23 - Fri, Nov 28
 Logo
3:06 pm - 3:10 pmPIT-SXM
23h 04m2 stops
 Logo
5:00 pm - 7:21 pmSXM-PIT
27h 21m3 stops

Everything you should know

Top airlines
Spirit Airlines
Cheapest • from $367 (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 19% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
October
Cheapest • 32% price drop
June
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
Cheapest round-trip
$367
Overall average: $417
Spirit Airlines
Fri 10/3Sat 10/18
PIT - SXM • 1 stop
Cheapest one-way
$124
Typical prices: $227-412
JetBlue
Sat 12/6
PIT - SXM • 1 stop
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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!
Booking Insights

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 October, where tickets cost $417 (return) on average. On the other hand, the most expensive months are February and January, where the average cost of round-trip tickets is $739 and $703 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 2 weeks before departure, which saves you about 19% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 7 weeks before departure.

Good to know

Low seasonApril
Cheapest flight$124
Best time to beat the crowds but there is an average 15% increase in price.
Most popular time to fly with an average 4% increase in price.
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 $124 for a one-way ticket and $367 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, and Star Alliance are the airline alliances operating flights between Pittsburgh and Simpson Bay, with oneworld 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 $599 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 $686 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.

Reviews of the top 5 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.
7.9
DeltaOverall score based on 7954 reviews
7.9Entertainment
7.9Comfort
8.2Boarding
8.5Crew
7.3Food
Airline reviews

Perfect flight both ways. On time, courteous staff, plane comfortable and cool. Best domestic flights I’ve had in awhile.

10.0 ExcellentAnonymous, Sep 2025CLT - BOS
Read more Delta reviews

Perfect flight both ways. On time, courteous staff, plane comfortable and cool. Best domestic flights I’ve had in awhile.

The food was terrible especially for a 15 hour international flight. The crew was unpleasant as well.

Really low quality food especially for an international flight. The crew also was surprisingly unpleasant except couple of ladies. I know we were not in first class but that’s no reason to treat customers as less.

Flight delayed for two and half hours and then canceled altogether due to mechanical issues. No mechanic onsite to fix so had to send one from LAX.

Quick check in. Everything went smooth. I don't know what can be done about airline food.

Crew was good. The reservation got mixed up and they didn't have my TSA number. I am also a Silver Medallion and wasn't able to use Sky Priority.

Delta made it easy, comfortable and timely. The crew was fantastic.

This route with Delta always has delays or is cancelled. Aircrafts seem smaller and older. I fly Delta quite a bit - haven’t had issues with the international flights. But this route has always been the troublesome one

Nothing special. The crew never went out of their way for anything.

Three seats in first class were broken and while they were able to still acommodate us it was looking very touch and go and they had others they could not acommodate

We had to deboard 2 times due to maintenance issues. They changed the plane, and then we got deviated to LAX due to maibtenance issues on the other plane, had to sleep at LAX and los a full day.

Everything was good, except the seats in economy were so close together, you could barely get out when the seat in front of your was reclined. If the airlines keep jamming in more and more seats, it will become intolerable. I will look for another airline that considers customer comfort and does not keep adding more rows of seats for more profit.

The newer screen was super cool and had the option to watch many different shows or movies. Crew was polite and helpful. However again, many children screaming bloody murder and kicking my seat, and parents doing nothing about it as usual.

Flight was good and crew was super polite. However, there were around 5 kids screaming the WHOLE 2 hours. I understand kids have to come but parents need to do something to control their children. They make the experience terrible, especially after finishing 16 hour shifts at the hospital I needed some sleep, which I did not get.

IAD with the archaic people movers is just a place to be avoided.

Great service on board. Boarding a bit slow due to process. Food was pretty average.

Tastless food and too obvious lack of enthusiasm for service in the economy vesus business class

All of the United employees I interacted with were professional and courteous. The aircraft was clean, the food on the flight was good. No complaints here.

I had no checked baggage but was required to hand over carry on baggage at the door of the plane. There was a lot of overboard space in the plane and I was one of the last ones. I ran to get my carry on but it was gone. I was given back at the plane door in Toronto, so the wait was not as long as it would have been at the carousel.

Armrest controller on my seat 35D and nextbooennseat 35E did not work right. Hard to press buttons to recognize and 35D had constantnpressure either upmost down somit was nearly impossible to make selections. .

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.

Flight delays numerous times. Everytime we would get close to boarding it would be delayed again. Strung along the entire time.

Overall very good, only complaint I have is the crew from CLT to SAT could have collected trash sooner.

Above and beyond effort from this crew in a tough situation. So helpful and understanding. Thank you!

We started with trouble checking in 24 hours early. Then my husband did not get his TSA precheck. Finally flight delayed due to no crew. I know things happen

Most miserable flight ever. We waited almost 2 hours on the runway because the flight was oversold. American offered $1200 credit. Then there was some nonsense about weight distribution. Ridiculous. No food for 8 plus hours on the flight. I will be writing a letter.

very difficult boarding process - aggressive passengers not the friendliest crew

WiFi was not eorkig (again) And the plane was from 1990 with the screens which were.not touch and most didn’t even work and if lucky could tune in tv

I paid extra for a seat closer to the front. The TV didn’t work at all for the entire flight. Would have been nice to know before I purchased an “upgraded “ seat

It was great. I had never flown on JetBlue before, but would be very happy to fly with them in the future.

Worst flight experience ever flights canceled. JetBlue told us just did not even bother standing in line to come back in one and a half hours then without any information we had to go pick up all of our luggage and spend over $2000 in accommodation just to get home. JetBlue said that the next flight available for us to get home would be three days later. Absolutely absurd hasn’t offered to give us any compensation do not fly JetBlue horrible company. They said it was based on the weather and the weather is great in all locations that we would’ve been flying to total hoax. I think it’s a conspiracy theory.

The captain gave good announcements and the flight attendants were friendly. The WiFi was pretty good. The plane itself looked very old inside and the seats were very uncomfortable. The screens in the seat backs were the smallest I’ve ever seen. There were so many loud and obnoxious kids on this flight and the parents didn’t do much to try to quiet them down. Some had videos and games on tablets with higher than necessary volume going the whole time.

Too many long delays with JetBlue. Worst major airline that serves JFK but unfortunately I keep going back because of the prices.

My JetBlue experience was nice. The flights ran on time, the aircraft was clean and comfortable, and the flight attendants were attentive. My only issue, which is isolated to the low-cost (budget) option at JetBlue, is that the check in process makes the user feel that they have to buy their seats. The seats offered for purchase are upgrades from the budget seats you get (which are essentially the last seats remaining). The interface should not make it feel like you must purchase a seat.

The plane was late to leave.. Internet was lousy. TV was not working. when we arrived, We stayed on the plane for a long time before we got to the gate. It took us a long time to retrieve our luggage because they didn’t know what carousel to send them to. It was a bad experience.

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…

Everything was fine. I'm average height and I pack light. I'm ready for my Spirit flight.

Changing the flight time to 6:15 am on the return flight is extremely inconvenient. The flight was okay. It was on time. The crew was friendly. The seats were uncomfortable. All the upsells are annoying, and I would prefer paying a single higher fee and not have to purchase so much extra.

Spirit Airlines was ok but TRAVELHELPDESK, the 3rd party travel agent IS A JOKE! VERY RUDE CUSTOMER AGENTS ont he phone. NO HELP AT ALL. But the airlines was ok.

No Tumberlence smooth flight. Try to change the menu on Snacks.

Cancelled my flight last minute and did not help me rebook. It was a horrible experience.

No frills - because you get what you pay for. The crew was amazing!! I had plenty of room to spread out because the flight was half full. Which made it easy to sleep.

The terminal crew is so rude cabin crew is extremely rude flight is very good

Spirit is low fare air line. Food also cost you. No free food.

The flight was delayed twice with minimal explanation. The terminal and airplane were filthy. The food voucher didn’t even cover a tiny pizza from a kiosk in the terminal. All in all, a pretty miserable experience for a flight to attend a funeral

I will use spirit more New clean aircraft Excellent crew ! Quick boarding process !

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

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