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Simpson Bay

$143+ 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 2/6. Fares are subject to change and may not be available on all flights or dates of travel.
PIT — SXM
Jan 21 — Jan 281
Tue 1/21
Tue 1/28
1 adult, Economy
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The best prices from Pittsburgh to Simpson Bay Princess Juliana are usually found in November or August, booked 47 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 January 16, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$379
(American Airlines)

One-way from

$151
(CheapOair)

Popular in

April

Cheapest in

November

Average price

$623
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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One-way flight from Pittsburgh to Simpson Bay Princess Juliana
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High demand for flights, 7% potential price rise
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Best time to find cheap flights, 3% potential price drop
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Average for round-trip flights in January 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 January 16, 2025.

This CheapOair deal was found by Cheapflights users on 1/14. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/66:27 pmPIT - SXM
1 stop19h 03mSpirit Airlines
Mon 2/103:25 pmSXM - PIT
1 stop19h 51mSpirit Airlines
Deal found 1/14$354
This American Airlines deal was found by Cheapflights users on 1/16. 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.
Thu 2/68:10 pmPIT - SXM
2 stops19h 01mAmerican Airlines
Mon 2/103:20 pmSXM - PIT
2 stops19h 31mAmerican Airlines
Deal found 1/16$379
This CheapOair deal was found by Cheapflights users on 1/15. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/97:21 pmPIT - SXM
1 stop18h 07mMultiple Airlines
Sun 3/233:55 pmSXM - PIT
2 stops18h 40mMultiple Airlines
Deal found 1/15$470
This Priceline deal was found by Cheapflights users on 1/16. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/182:45 pmPIT - SXM
2 stops26h 01mFrontier
Sat 5/2412:18 pmSXM - PIT
2 stops45h 39mFrontier
Deal found 1/16$509
This JetBlue deal was found by Cheapflights users on 1/15. 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.
Sat 9/67:05 amPIT - SXM
1 stop6h 58mJetBlue
Sat 9/131:37 pmSXM - PIT
1 stop10h 18mJetBlue
Deal found 1/15$529
This Air Canada deal was found by Cheapflights users on 1/16. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 1/2111:15 amPIT - SXM
1 stop28h 00mAir Canada
Sat 1/255:45 pmSXM - PIT
1 stop17h 50mAir Canada
Deal found 1/16$629
This Delta deal was found by Cheapflights users on 1/15. 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.
Tue 1/216:05 amPIT - SXM
1 stop8h 11mDelta
Tue 1/281:40 pmSXM - PIT
1 stop11h 28mDelta
Deal found 1/15$793
This United Airlines deal was found by Cheapflights users on 1/16. 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.
Tue 1/216:00 amPIT - SXM
1 stop6h 51mUnited Airlines
Tue 2/42:53 pmSXM - PIT
1 stop9h 10mUnited Airlines
Deal found 1/16$804

Find flights from Pittsburgh to Simpson Bay within your budget

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 January 16, 2025.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

PittsburghSimpson Bay

PIT - SXM

PITSXM

Pittsburgh

Thu 2/6

6:27 pm-2:30 pm

1 stop19h 03m

Simpson Bay Princess Juliana

Mon 2/10

3:25 pm-10:16 am

1 stop19h 51m

$354

PittsburghSimpson Bay

PIT - SXM

PITSXM

Pittsburgh

Thu 2/6

8:10 pm-4:11 pm

2 stops19h 01m

Simpson Bay Princess Juliana

Mon 2/10

3:20 pm-9:51 am

2 stops19h 31m

$379

PittsburghSimpson Bay

PIT - SXM

PITSXM

Pittsburgh

Sun 3/9

7:21 pm-1:28 pm

1 stop18h 07m

Simpson Bay Princess Juliana

Sun 3/23

3:55 pm-10:35 am

2 stops18h 40m

$470

PittsburghSimpson Bay

PIT - SXM

PITSXM

Pittsburgh

Sun 5/18

2:45 pm-4:46 pm

2 stops26h 01m

Simpson Bay Princess Juliana

Sat 5/24

12:18 pm-9:57 am

2 stops45h 39m

$509

PittsburghSimpson Bay

PIT - SXM

PITSXM

Pittsburgh

Thu 2/6

6:27 pm-2:30 pm

1 stop19h 03m

$143

PittsburghSimpson Bay

PIT - SXM

PITSXM

Pittsburgh

Sat 3/1

6:05 pm-3:16 pm

3 stops20h 11m

$1,589

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/15

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 January.
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*3 stars

*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.

Travel insights for flights from Pittsburgh to Simpson Bay

Get recent, data-driven insights about flights from Pittsburgh to Simpson Bay including ideal travel times, pricing trends, and more.

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 January 10, 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 47 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 $684). 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 January 16, 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 January 16, 2025.
To help decide which airline to fly from Pittsburgh to Simpson Bay, see what other customers have to say about Delta, Spirit Airlines 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
8,511 reviews

Boarding

8.2

Food

7.3

Overall

8.0

Comfort

8.0

Crew

8.6

Entertainment

7.9

Reviews

1 / 10

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

Delta
8.0
Very good
8,511 reviews
Delta
8.0
Very good
8,511 reviews

Boarding

8.2

Food

7.3

Overall

8.0

Comfort

8.0

Crew

8.6

Entertainment

7.9

Reviews

1 / 10

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

United Airlines
7.4
Good
8,965 reviews
Delta
8.0
Very good
8,511 reviews

Boarding

8.2

Food

7.3

Overall

8.0

Comfort

8.0

Crew

8.6

Entertainment

7.9

Reviews

1 / 10

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
8,511 reviews

Boarding

8.2

Food

7.3

Overall

8.0

Comfort

8.0

Crew

8.6

Entertainment

7.9

Reviews

1 / 10

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

Air Canada
7.0
Good
8,587 reviews
Delta
8.0
Very good
8,511 reviews

Boarding

8.2

Food

7.3

Overall

8.0

Comfort

8.0

Crew

8.6

Entertainment

7.9

Reviews

1 / 10

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

Spirit Airlines
6.3
Okay
8,098 reviews
Delta
8.0
Very good
8,511 reviews

Boarding

8.2

Food

7.3

Overall

8.0

Comfort

8.0

Crew

8.6

Entertainment

7.9

Reviews

1 / 10

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, American Airlines ($379), Spirit Airlines ($389), and Air Canada ($629) offers the cheapest pricing from Pittsburgh to Simpson Bay. American Airlines is 36% 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 $684). 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.

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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 January 16, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$303Average$410FlexibilityNo cancel feeOn-time65%
American AirlinesCheapest$404Average$644FlexibilityNo cancel feeOn-time71%
DeltaCheapest$406Average$599FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$412Average$698FlexibilityNo cancel feeOn-time69%
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