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Simpson Bay

$355+ Cheap flights from Pittsburgh (PIT) to Simpson Bay (SXM)

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 5/5. Fares are subject to change and may not be available on all flights or dates of travel.
PIT — SXM
Apr 2 — Apr 91
Wed 4/2
Wed 4/9
1 adult, Economy
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Cheapflights Tip: The best prices from Pittsburgh to Simpson Bay Princess Juliana are usually found in November or September, booked 84 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 March 28, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$355
(Mytrip)

Popular in

July

Cheapest in

November

Average price

$617
Provider with most accurate pricing for Pittsburgh-Simpson Bay Princess Juliana flight deals.
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Provider most trusted by Cheapflights users for Pittsburgh-Simpson Bay Princess Juliana flights.
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From Pittsburgh to Simpson Bay Princess Juliana
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Highest demand for flights based on searches. 3% potential increase in price ($19 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($13 potential savings vs. average RT price).
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Average for round-trip flights in March 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 March 28, 2025.

This Mytrip deal was found by Cheapflights users on 3/28. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/57:00 amPIT - SXM
1 stop7h 00mSpirit Airlines
Mon 5/123:05 pmSXM - PIT
2 stops20h 31mSpirit Airlines
Deal found 3/28$355
This American Airlines deal was found by Cheapflights users on 3/27. 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.
Tue 5/136:00 amPIT - SXM
1 stop7h 15mAmerican Airlines
Tue 5/202:05 pmSXM - PIT
1 stop10h 13mAmerican Airlines
Deal found 3/27$413
This Mytrip deal was found by Cheapflights users on 3/27. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/221:34 pmPIT - SXM
3 stops24h 26mMultiple Airlines
Sat 5/313:05 pmSXM - PIT
2 stops18h 15mMultiple Airlines
Deal found 3/27$599
This Delta deal was found by Cheapflights users on 3/27. 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.
Thu 5/225:41 amPIT - SXM
1 stop8h 13mDelta
Sat 5/313:19 pmSXM - PIT
1 stop8h 06mDelta
Deal found 3/27$5,293

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 March 28, 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

Mon 5/5

7:00 am-2:00 pm

1 stop7h 00m

Simpson Bay Princess Juliana

Mon 5/12

3:05 pm-11:36 am

2 stops20h 31m

$355

PittsburghSimpson Bay

PIT - SXM

PITSXM

Pittsburgh

Tue 5/13

6:00 am-1:15 pm

1 stop7h 15m

Simpson Bay Princess Juliana

Tue 5/20

2:05 pm-12:18 am

1 stop10h 13m

$413

PittsburghSimpson Bay

PIT - SXM

PITSXM

Pittsburgh

Thu 5/22

1:34 pm-2:00 pm

3 stops24h 26m

Simpson Bay Princess Juliana

Sat 5/31

3:05 pm-9:20 am

2 stops18h 15m

$599

PittsburghSimpson Bay

PIT - SXM

PITSXM

Pittsburgh

Thu 5/22

5:41 am-1:54 pm

1 stop8h 13m

Simpson Bay Princess Juliana

Sat 5/31

3:19 pm-11:25 pm

1 stop8h 06m

$5,293

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/28

Compare providers for flights from Pittsburgh to Simpson Bay

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Pittsburgh to Simpson Bay in March.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
AranGrantPrice Accuracy3 starsTrust Score*1 star

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Pittsburgh-Simpson Bay flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Pittsburgh-Simpson Bay flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Pittsburgh-Simpson Bay flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Pittsburgh-Simpson Bay flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Pittsburgh-Simpson Bay flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

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 March 21, 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 July is currently the most expensive (average of $679). 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 March 28, 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 March 28, 2025.
Delta
8.0
Very good
7,897 reviews

Comfort

8.0

Crew

8.5

Food

7.3

Entertainment

7.9

Boarding

8.2

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
Delta
8.0
Very good
7,897 reviews
Delta
8.0
Very good
7,897 reviews

Comfort

8.0

Crew

8.5

Food

7.3

Entertainment

7.9

Boarding

8.2

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,897 reviews

Comfort

8.0

Crew

8.5

Food

7.3

Entertainment

7.9

Boarding

8.2

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
Spirit Airlines
6.3
Okay
7,882 reviews
Delta
8.0
Very good
7,897 reviews

Comfort

8.0

Crew

8.5

Food

7.3

Entertainment

7.9

Boarding

8.2

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

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 ($355), American Airlines ($413), and Delta ($5,293) offers the cheapest pricing from Pittsburgh to Simpson Bay. Spirit Airlines is 41% cheaper than the average price of flights available within the next 90 days to this destination.

  • 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 July is currently the most expensive (average of $679). 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 March 28, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$337Average$440FlexibilityNo cancel feeOn-time65%
DeltaCheapest$369Average$591FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$405Average$644FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$412Average$691FlexibilityNo cancel feeOn-time69%
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