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Simpson Bay

$150+ Cheap flights from Pittsburgh (PIT) to Simpson Bay (SXM)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 7/23. Fares are subject to change and may not be available on all flights or dates of travel.
PIT — SXM
jun. 17 — jun. 241
mar. 6/17
mar. 6/24
1 adult, Economy
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Cheapflights Tip: The best prices from Pittsburgh to Simpson Bay Princess Juliana are usually found in October or November, booked 83 days in advance, depart on a Tuesday or Monday and return on a Monday

Cheap flight deals from Pittsburgh to Simpson Bay

Discover tips and strategies to find the most affordable flight options for your journey from Pittsburgh (PIT) to Simpson Bay (SXM). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated junio 12, 2025.

Round-trip from

$361
(FlightHub)

One-way from

$150
(KAYAK)

Popular in

February

Cheapest in

October

Average price

$637
From Pittsburgh to Simpson Bay Princess Juliana
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One-way flight from Pittsburgh to Simpson Bay Princess Juliana
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Highest demand for flights based on searches. 11% potential increase in price ($82 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($16 potential savings vs. average RT price).
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Average for round-trip flights in June 2025
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Find flight deals from Pittsburgh to Simpson Bay

Cheapest flights from Pittsburgh to Simpson Bay
Explore the most affordable flight options available from Pittsburgh to Simpson Bay. Find the lowest fares from popular airlines and budget airlines, with prices last updated on junio 12, 2025.

This FlightHub deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 7/27:00 amPIT - SXM
1 stop7h 00mSpirit Airlines
mié. 7/93:05 pmSXM - PIT
1 stop8h 10mSpirit Airlines
Deal found 6/10$361
This FlightHub deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 6/276:50 pmPIT - SXM
1 stop16h 36mMultiple Airlines
vie. 7/113:05 pmSXM - PIT
1 stop27h 03mMultiple Airlines
Deal found 6/12$380
This JetBlue deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 7/107:00 amPIT - SXM
1 stop6h 31mJetBlue
jue. 7/1712:25 pmSXM - PIT
1 stop11h 26mJetBlue
Deal found 6/10$486
This American Airlines deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 7/166:35 amPIT - SXM
1 stop6h 50mAmerican Airlines
jue. 7/242:50 pmSXM - PIT
1 stop8h 53mAmerican Airlines
Deal found 6/12$487
This Delta deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 7/15:35 amPIT - SXM
1 stop8h 25mDelta
mar. 7/83:21 pmSXM - PIT
1 stop9h 01mDelta
Deal found 6/10$700
This United Airlines deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 6/178:00 pmPIT - SXM
1 stop16h 29mUnited Airlines
lun. 6/231:35 pmSXM - PIT
1 stop10h 07mUnited Airlines
Deal found 6/11$1,097

Cheapflights Fare Finder

Customize your flight search to find flights from Pittsburgh to Simpson Bay that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated junio 12, 2025.
Use the filters below to find and compare flights from Pittsburgh to Simpson Bay that are best for you.

Fly from

Pittsburgh

Fly to

Simpson Bay

Route

Depart

Return

Price

PittsburghSimpson Bay

PIT - SXM

PITSXM

Pittsburgh

mié. 7/2

7:00 am-2:00 pm

1 stop7h 00m

Simpson Bay Princess Juliana

mié. 7/9

3:05 pm-11:15 pm

1 stop8h 10m

$361

PittsburghSimpson Bay

PIT - SXM

PITSXM

Pittsburgh

vie. 6/27

6:50 pm-11:26 am

1 stop16h 36m

Simpson Bay Princess Juliana

vie. 7/11

3:05 pm-6:08 pm

1 stop27h 03m

$380

PittsburghSimpson Bay

PIT - SXM

PITSXM

Pittsburgh

jue. 7/10

7:00 am-1:31 pm

1 stop6h 31m

Simpson Bay Princess Juliana

jue. 7/17

12:25 pm-11:51 pm

1 stop11h 26m

$486

PittsburghSimpson Bay

PIT - SXM

PITSXM

Pittsburgh

mié. 7/16

6:35 am-1:25 pm

1 stop6h 50m

Simpson Bay Princess Juliana

jue. 7/24

2:50 pm-11:43 pm

1 stop8h 53m

$487

PittsburghSimpson Bay

PIT - SXM

PITSXM

Pittsburgh

mar. 7/1

5:35 am-2:00 pm

1 stop8h 25m

Simpson Bay Princess Juliana

mar. 7/8

3:21 pm-12:22 am

1 stop9h 01m

$700

PittsburghSimpson Bay

PIT - SXM

PITSXM

Pittsburgh

mié. 7/23

6:20 am-2:00 pm

1 stop7h 40m

$150

PittsburghSimpson Bay

PIT - SXM

PITSXM

Pittsburgh

jue. 11/20

4:15 pm-4:15 pm

1 stop23h 00m

$175

PittsburghSimpson Bay

PIT - SXM

PITSXM

Pittsburgh

mié. 7/23

5:50 pm-1:49 pm

2 stops19h 59m

$234

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/11

Best time to book a flight from Pittsburgh to Simpson Bay

Have a flexible travel schedule? Discover the best time to fly to Simpson Bay from Pittsburgh with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

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

How far ahead should I book a flight from Pittsburgh to Simpson Bay?

Use this chart to determine the optimal time to book a round-trip flight from Pittsburgh to Simpson Bay. Price data was last updated on June 9, 2025.

The price you pay for your flight from Pittsburgh to Simpson Bay may vary depending on when you book. For the best chance of a lower fare, look to book 83 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

What is the cheapest month to book a flight from Pittsburgh to Simpson Bay?

Currently, September is the cheapest month in which you can book a flight from Pittsburgh to Simpson Bay (average of $459). Flying from Pittsburgh to Simpson Bay in March is currently the most expensive (average of $657). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from PIT to SXM?

Find hourly flight availability from Pittsburgh to Simpson Bay. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated junio 12, 2025.

When flying from Pittsburgh to Simpson Bay, the time of day you fly usually plays a role in the price. Save by searching for a flight in the afternoon, which can drop the price by up to 39% versus a flight in the morning.

Reviews of airlines servicing Simpson Bay

Get insights into the airlines that provide service to Simpson Bay. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Simpson Bay. Reviews last updated junio 12, 2025.
To help decide which airline to fly from Pittsburgh to Simpson Bay, see what other customers have to say about Delta, JetBlue and American Airlines. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,950 reviews

Food

7.3

Entertainment

7.9

Overall

8.0

Boarding

8.2

Comfort

7.9

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Delta
8.0
Very good
7,950 reviews
Delta
8.0
Very good
7,950 reviews

Food

7.3

Entertainment

7.9

Overall

8.0

Boarding

8.2

Comfort

7.9

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
JetBlue
7.3
Good
2,925 reviews
Delta
8.0
Very good
7,950 reviews

Food

7.3

Entertainment

7.9

Overall

8.0

Boarding

8.2

Comfort

7.9

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,950 reviews

Food

7.3

Entertainment

7.9

Overall

8.0

Boarding

8.2

Comfort

7.9

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Air Canada
7.1
Good
9,531 reviews
Delta
8.0
Very good
7,950 reviews

Food

7.3

Entertainment

7.9

Overall

8.0

Boarding

8.2

Comfort

7.9

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Spirit Airlines
6.3
Okay
8,052 reviews
Delta
8.0
Very good
7,950 reviews

Food

7.3

Entertainment

7.9

Overall

8.0

Boarding

8.2

Comfort

7.9

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

Related info for your journey

Find useful and relevant information for your journey from Pittsburgh to Simpson Bay. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What are the cheapest airlines flying from Pittsburgh to Simpson Bay round-trip?

    According to our current data, Spirit Airlines ($361), JetBlue ($486), and American Airlines ($487) offers the cheapest pricing from Pittsburgh to Simpson Bay. Spirit Airlines is 42% cheaper than the average price of flights available within the next 90 days to this destination.

  • What are the cheapest airlines to fly from Pittsburgh to Simpson Bay one-way?

    To fly one-way, consider booking your trip with Spirit Airlines, which is currently one of the cheapest options available, starting at $150. Air Canada flights start at $175 while deals on American Airlines start at $234 one-way.

  • Can I find deals for flights from Pittsburgh to Simpson Bay that include hotel bookings?

    Yes. In addition to deals on Pittsburgh to Simpson Bay flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Pittsburgh to Simpson Bay?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Pittsburgh to Simpson Bay.

  • Can I find deals for business class flights from Pittsburgh to Simpson Bay?

    Yes. Cheapflights offers flight deals from Pittsburgh to Simpson Bay by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

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

    Currently, September is the cheapest month in which you can book a flight from Pittsburgh to Simpson Bay (average of $459). Flying from Pittsburgh to Simpson Bay in March is currently the most expensive (average of $657). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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Top 4 airlines flying from Pittsburgh to Simpson Bay

Discover the top 4 airlines that operate flights from Pittsburgh to Simpson Bay. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated junio 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$340Average$423FlexibilityNo cancel feeOn-time65%
DeltaCheapest$344Average$639FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$412Average$686FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$438Average$643FlexibilityNo cancel feeOn-time71%

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