Which layover airport has the shortest travel time from Pittsburgh to Simpson Bay?

Flights connecting via Washington, D.C. (IAD) have the shortest average one-way travel time: 6h 14m.

Which layover airport offers the lowest fares from Pittsburgh to Simpson Bay?

Flights via New York (JFK) offer the lowest average round-trip price of $524.

What airlines fly to Simpson Bay?

American Airlines, Spirit Airlines and JetBlue are the top three most popular airlines that fly to Simpson Bay from Pittsburgh according to our data. American Airlines is the first choice among our users, with 47% of people opting to fly with this airline when traveling to Simpson Bay. Keep in mind that there are 5 different airlines that fly to Simpson Bay on a routine basis, so you have a few additional options to choose from.

Which layover airport has the shortest connection time from Pittsburgh to Simpson Bay?

Washington, D.C. (IAD) has the shortest average layover time for this route: 1h 19m.

Which airport is the most popular layover for flights between Pittsburgh and Simpson Bay?

Fort Lauderdale (FLL) was the most common stop: 73% of momondo users choosing 1-stop flights on this route connected there.

When did momondo last update prices for flights from Pittsburgh Airport to Simpson Bay Princess Juliana Airport?

Prices for flights from Pittsburgh Airport to Simpson Bay Princess Juliana Airport refresh daily.

How many operators does momondo search for flights from Pittsburgh Airport to Simpson Bay Princess Juliana Airport?

As of February 2026, there are 5 operators available to choose from for flights from Pittsburgh Airport to Simpson Bay Princess Juliana Airport.

How old do you have to be to fly from Pittsburgh Airport to Simpson Bay Princess Juliana Airport?

The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Pittsburgh Airport to Simpson Bay Princess Juliana Airport.

What documentation or ID do you need to fly to Simpson Bay Princess Juliana Airport?

The travel and health documents you'll need for your trip to Simpson Bay Princess Juliana Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Simpson Bay Princess Juliana Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

$275 Cheap Flights from Pittsburgh to Simpson Bay in 2026

1 adult

0 bags

Discover deals from 900+ travel sites with momondo.

Save money when you book flights with momondo

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Not ready to book? to track prices.

Search flight deals

Find the cheapest flights from Pittsburgh to Simpson Bay

Round-trip

One-way

Cheap round-trip flights

Enter your travel dates to find the best prices.

6:10 am - 12:33 pm

PIT

SXM

6h 23m

1 stop

3:50 pm - 11:20 pm

SXM

PIT

7h 30m

1 stop

$275United Airlines

Wed, Apr 8 - Wed, Apr 15

7:57 pm - 1:21 pm

PIT

SXM

17h 24m

1 stop

2:24 pm - 12:23 am

SXM

PIT

9h 59m

1 stop

$278American Airlines

Sat, Apr 11 - Fri, Apr 17

7:57 pm - 3:22 pm

PIT

SXM

19h 25m

2 stops

12:41 pm - 11:59 pm

SXM

PIT

11h 18m

1 stop

$280American Airlines

Mon, Apr 13 - Fri, Apr 17

7:16 pm - 11:37 am

PIT

SXM

16h 21m

1 stop

4:35 pm - 6:45 pm

SXM

PIT

26h 10m

1 stop

$282American Airlines

Mon, May 4 - Tue, May 12

7:57 pm - 1:20 pm

PIT

SXM

17h 23m

2 stops

12:41 pm - 12:23 am

SXM

PIT

11h 42m

2 stops

$283American Airlines

Sat, Apr 11 - Fri, Apr 17

6:33 am - 1:21 pm

PIT

SXM

6h 48m

1 stop

2:21 pm - 11:59 pm

SXM

PIT

9h 38m

1 stop

$299American Airlines

Fri, Apr 10 - Fri, Apr 17

7:45 pm - 11:37 am

PIT

SXM

15h 52m

2 stops

2:21 pm - 9:43 am

SXM

PIT

19h 22m

2 stops

$304American Airlines

Fri, Apr 10 - Fri, Apr 17

7:57 pm - 1:21 pm

PIT

SXM

17h 24m

1 stop

4:35 pm - 9:43 am

SXM

PIT

17h 08m

2 stops

$309American Airlines

Sun, Apr 12 - Sun, Apr 19

6:03 am - 3:22 pm

PIT

SXM

9h 19m

1 stop

2:21 pm - 10:15 am

SXM

PIT

19h 54m

2 stops

$320American Airlines

Tue, Apr 14 - Tue, Apr 21

7:16 pm - 11:37 am

PIT

SXM

16h 21m

1 stop

3:32 pm - 12:23 am

SXM

PIT

8h 51m

1 stop

$323American Airlines

Sat, Apr 11 - Sat, Apr 18

American Airlines flights from Pittsburgh to Simpson Bay

Our best American Airlines deals on Pittsburgh to Simpson Bay flight tickets

American Airlines

Apr 13

PIT7:57 pmPittsburgh

17h 24m

1 stop

SXM1:21 pmSimpson Bay Princess Juliana

Apr 17

SXM2:24 pmSimpson Bay Princess Juliana

9h 59m

1 stop

PIT12:23 amPittsburgh

$275

American Airlines

Apr 11

PIT7:57 pmPittsburgh

17h 24m

1 stop

SXM1:21 pmSimpson Bay Princess Juliana

Apr 17

SXM2:24 pmSimpson Bay Princess Juliana

9h 59m

1 stop

PIT12:23 amPittsburgh

$278

American Airlines

Apr 13

PIT7:57 pmPittsburgh

19h 25m

2 stops

SXM3:22 pmSimpson Bay Princess Juliana

Apr 17

SXM12:41 pmSimpson Bay Princess Juliana

11h 18m

1 stop

PIT11:59 pmPittsburgh

$280

United Airlines flights from Pittsburgh to Simpson Bay

Our best United Airlines deals on Pittsburgh to Simpson Bay flight tickets

United Airlines

Apr 14

PIT7:59 pmPittsburgh

16h 34m

1 stop

SXM12:33 pmSimpson Bay Princess Juliana

Apr 18

SXM3:50 pmSimpson Bay Princess Juliana

17h 58m

2 stops

PIT9:48 amPittsburgh

$304

United Airlines

Apr 14

PIT7:59 pmPittsburgh

16h 34m

1 stop

SXM12:33 pmSimpson Bay Princess Juliana

Apr 21

SXM1:35 pmSimpson Bay Princess Juliana

9h 51m

1 stop

PIT11:26 pmPittsburgh

$341

United Airlines

Apr 27

PIT7:59 pmPittsburgh

16h 34m

2 stops

SXM12:33 pmSimpson Bay Princess Juliana

Apr 29

SXM3:50 pmSimpson Bay Princess Juliana

18h 03m

2 stops

PIT9:53 amPittsburgh

$390

Fly from

Fly to

Route

Depart

Return

Price

PittsburghSimpson Bay

PIT - SXM

PITSXM

Pittsburgh

Wed 4/8

6:10 am-12:33 pm

1 stop6h 23m

Simpson Bay Princess Juliana

Wed 4/15

3:50 pm-11:20 pm

1 stop7h 30m

$275

PittsburghSimpson Bay

PIT - SXM

PITSXM

Pittsburgh

Sat 4/11

7:57 pm-1:21 pm

1 stop17h 24m

Simpson Bay Princess Juliana

Fri 4/17

2:24 pm-12:23 am

1 stop9h 59m

$278

PittsburghSimpson Bay

PIT - SXM

PITSXM

Pittsburgh

Mon 4/13

7:57 pm-3:22 pm

2 stops19h 25m

Simpson Bay Princess Juliana

Fri 4/17

12:41 pm-11:59 pm

1 stop11h 18m

$280

PittsburghSimpson Bay

PIT - SXM

PITSXM

Pittsburgh

Mon 5/4

7:16 pm-11:37 am

1 stop16h 21m

Simpson Bay Princess Juliana

Tue 5/12

4:35 pm-6:45 pm

1 stop26h 10m

$282

PittsburghSimpson Bay

PIT - SXM

PITSXM

Pittsburgh

Sat 4/11

7:57 pm-1:20 pm

2 stops17h 23m

Simpson Bay Princess Juliana

Fri 4/17

12:41 pm-12:23 am

2 stops11h 42m

$283

PittsburghSimpson Bay

PIT - SXM

PITSXM

Pittsburgh

Fri 4/10

6:33 am-1:21 pm

1 stop6h 48m

Simpson Bay Princess Juliana

Fri 4/17

2:21 pm-11:59 pm

1 stop9h 38m

$299

PittsburghSimpson Bay

PIT - SXM

PITSXM

Pittsburgh

Fri 4/10

7:45 pm-11:37 am

2 stops15h 52m

Simpson Bay Princess Juliana

Fri 4/17

2:21 pm-9:43 am

2 stops19h 22m

$304

PittsburghSimpson Bay

PIT - SXM

PITSXM

Pittsburgh

Sun 4/12

7:57 pm-1:21 pm

1 stop17h 24m

Simpson Bay Princess Juliana

Sun 4/19

4:35 pm-9:43 am

2 stops17h 08m

$309

PittsburghSimpson Bay

PIT - SXM

PITSXM

Pittsburgh

Tue 4/14

6:03 am-3:22 pm

1 stop9h 19m

Simpson Bay Princess Juliana

Tue 4/21

2:21 pm-10:15 am

2 stops19h 54m

$320

PittsburghSimpson Bay

PIT - SXM

PITSXM

Pittsburgh

Sat 4/11

7:16 pm-11:37 am

1 stop16h 21m

Simpson Bay Princess Juliana

Sat 4/18

3:32 pm-12:23 am

1 stop8h 51m

$323

Flights are sorted by cheapest round-trip flights first.

Sorted by cheapest first

How to get the cheapest flight ticket from Pittsburgh to Simpson Bay

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

Prices

Airlines

Layovers

What is the cheapest month to fly to Simpson Bay?

In general, September is the cheapest month to fly from Pittsburgh to Simpson Bay. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $417. If you aren’t able to travel to Simpson Bay during the month of September, then flying in October is also cheap. Prices for this month can be found on momondo for an average of $447.

How far in advance should I book a flight to Simpson Bay?

You are more likely to see cheaper flights to Simpson Bay from Pittsburgh when booking weeks ahead of your departure date. In general, you can expect to find flights to Simpson Bay for around $546 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Simpson Bay from Pittsburgh for as low as $382 on momondo.

When to book flights from Pittsburgh to Simpson Bay

Are you open to changing your travel dates? Check out the ideal times to fly from Pittsburgh to Simpson Bay according to our flight data. Find out which month and days have the cheapest flights.

Estimated round-trip price

Cheap Pittsburgh to Simpson Bay (PIT to SXM) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Pittsburgh to Simpson Bay

Fastest flight time	6h 23m
Direct flights	None

The fastest flight from Pittsburgh to Simpson Bay takes 6h 23m

There are no direct flights from Pittsburgh to Simpson Bay. There are no popular flight routes from Pittsburgh to Simpson Bay.

Search flight deals

How far is Pittsburgh to Simpson Bay Princess Juliana by plane?
A flight from Pittsburgh to Simpson Bay Princess Juliana will travel around 1843.7 mi. A reasonable flight in good conditions will take 6h 23m.
When did momondo last update prices for flights from Pittsburgh Airport to Simpson Bay Princess Juliana Airport?
Prices for flights from Pittsburgh Airport to Simpson Bay Princess Juliana Airport refresh daily.
How many operators does momondo search for flights from Pittsburgh Airport to Simpson Bay Princess Juliana Airport?
As of February 2026, there are 5 operators available to choose from for flights from Pittsburgh Airport to Simpson Bay Princess Juliana Airport.
How old do you have to be to fly from Pittsburgh Airport to Simpson Bay Princess Juliana Airport?
The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Pittsburgh Airport to Simpson Bay Princess Juliana Airport.
What documentation or ID do you need to fly to Simpson Bay Princess Juliana Airport?
The travel and health documents you'll need for your trip to Simpson Bay Princess Juliana Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Simpson Bay Princess Juliana Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.
What is the most popular airline from Pittsburgh to Simpson Bay?
Based on momondo bookings for flights between Pittsburgh and Simpson Bay, the leading airline is American Airlines, making up 42% of the total bookings. Other popular airlines include Spirit Airlines with 18%, JetBlue with 16%, and United Airlines with 13%.

Best airlines flying from Pittsburgh to Simpson Bay

Compare and see reviews for airlines that fly from Pittsburgh to Simpson Bay with momondo

Airline	Rating	Free Cancellation	Price
Spirit Airlines	PriceFrom $266	Free Cancellation	Rating 6.3 8,490 reviews	Search Spirit Airlines flights
JetBlue	PriceFrom $366	Free Cancellation	Rating 7.2 2,895 reviews	Search JetBlue flights
United Airlines	PriceFrom $370	Free Cancellation	Rating 7.4 9,370 reviews	Search United Airlines flights
Delta	PriceFrom $384	Free Cancellation	Rating 7.9 8,244 reviews	Search Delta flights
American Airlines	PriceFrom $403	Free Cancellation	Rating 7.1 11,370 reviews	Search American Airlines flights

Philipsburg

Why use momondo?

Why should I use momondo to find a flight deal from Pittsburgh to Simpson Bay?

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Pittsburgh to Simpson Bay. momondo saves you time and could save you money on your trip.

Can I find flights from Pittsburgh to Simpson Bay with flexible booking policies on momondo?

Yes. momondo enables you to select and highlight flights to Simpson Bay from Pittsburgh with this policy.

How can momondo help me find flights from Pittsburgh to Simpson Bay?

Once you have performed a search for Pittsburgh to Simpson Bay flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

I’m not ready to book a flight from Pittsburgh to Simpson Bay right now. Can momondo alert me if prices change?

Yes. momondo can track prices for Pittsburgh to Simpson Bay flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.

An easier way to manage your Simpson Bay trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Start using Trips

Find my bookings

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

1 adult

Mon 3/30

Mon 4/6

Email me momondo's favorite deals

By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to St. Maarten

Airlines

Cabin classes

Other flights from Pittsburgh

Complete your trip

Feeling lucky

Fly your favorite airline to Simpson Bay

Cheap flights from Pittsburgh to Simpson Bay from $275

This is the cheapest round-trip flight price found by a momondo user in the last 72 hours by searching for a flight from Pittsburgh to Simpson Bay departing on 4/8. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

Big names and deals

Big names and deals

Filter for what you want

Filter for what you want

Trusted and free

Trusted and free

Price Alerts

Price Alerts

Find the cheapest flights from Pittsburgh to Simpson Bay

Cheap round-trip flights

Cheap one-way flights

American Airlines flights from Pittsburgh to Simpson Bay

Our best American Airlines deals on Pittsburgh to Simpson Bay flight tickets

United Airlines flights from Pittsburgh to Simpson Bay

Our best United Airlines deals on Pittsburgh to Simpson Bay flight tickets

momondo Fare Finder

Use the filters below to find and compare flights from Pittsburgh to Simpson Bay that are best for you.

See travel insights to Simpson Bay from

How to get the cheapest flight ticket from Pittsburgh to Simpson Bay

What is the cheapest month to fly to Simpson Bay?

How far in advance should I book a flight to Simpson Bay?

What airlines fly to Simpson Bay?

Which airport is the most popular layover for flights between Pittsburgh and Simpson Bay?

Which layover airport offers the lowest fares from Pittsburgh to Simpson Bay?

Which layover airport has the shortest travel time from Pittsburgh to Simpson Bay?

Which layover airport has the shortest connection time from Pittsburgh to Simpson Bay?

When to book flights from Pittsburgh to Simpson Bay

Cheap Pittsburgh to Simpson Bay (PIT to SXM) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Pittsburgh to Simpson Bay

Fastest flight time

Direct flights

Best airlines flying from Pittsburgh to Simpson Bay

Compare and see reviews for airlines that fly from Pittsburgh to Simpson Bay with momondo

Traveling to a place near Simpson Bay?

Why use momondo?

An easier way to manage your Simpson Bay trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

Find better results for your trip to St. Maarten

Fly your favorite airline to Simpson Bay

Airlines are sorted and displayed according to clicks in the past 7 days on momondo

Cabin classes currently available on flights to Simpson Bay

List of cabin classes available on flights landing in Simpson Bay. Availability may vary depending on flight origin and airline.

Fly to other destinations from Pittsburgh

According to popular flight searches on momondo this year

Complete your trip to Simpson Bay

Explore popular destinations other users love

According to popular flight searches on momondo this year