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

Flights connecting via Charlotte (CLT) have the shortest average one-way travel time: 6h 48m.

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.

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

Charlotte (CLT) was the most common stop: 50% of momondo users choosing 1-stop flights on this route connected there.

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

Fort Lauderdale (FLL) has the shortest average layover time for this route: 2h 02m.

What airlines fly to Simpson Bay?

American Airlines, JetBlue and United Airlines 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 39% of people opting to fly with this airline when traveling to Simpson Bay. Keep in mind that there are 4 different airlines that fly to Simpson Bay on a routine basis, so you have a few additional options to choose from.

What is the cheapest airline that flies from Pittsburgh to Simpson Bay Princess Juliana?

American Airlines is the most popular carrier operating from Pittsburgh to Simpson Bay Princess Juliana

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 June 2026, there are 4 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.

$134 Cheap Flights from Pittsburgh to Simpson Bay in 2026

Q: What is the typical price of a round-trip flight between Pittsburgh and Simpson Bay?

Prices are currently low for flights on this route. Typical prices usually range from $623 to $391. The lowest price recently found on this route was $357.

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Find the cheapest flights from Pittsburgh to Simpson Bay

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One-way

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Cheap round-trip flights

Enter your travel dates to find the best prices.

5:03 am - 1:51 pm

PIT

SXM

8h 48m

1 stop

2:51 pm - 10:15 pm

SXM

PIT

7h 24m

1 stop

$357American Airlines

lun., juil. 27 - ven., juil. 31

8:49 pm - 1:51 pm

PIT

SXM

17h 02m

2 stops

2:51 pm - 9:30 am

SXM

PIT

18h 39m

2 stops

$362American Airlines

lun., juil. 27 - ven., juil. 31

6:00 am - 1:50 pm

PIT

SXM

7h 50m

1 stop

3:20 pm - 12:25 am

SXM

PIT

9h 05m

1 stop

$367Delta

dim., sept. 20 - jeu., sept. 24

3:31 pm - 11:14 am

PIT

SXM

19h 43m

1 stop

4:43 pm - 11:10 am

SXM

PIT

18h 27m

2 stops

$368American Airlines

ven., juin 26 - mar., juin 30

8:49 pm - 1:51 pm

PIT

SXM

17h 02m

2 stops

4:45 pm - 9:30 am

SXM

PIT

16h 45m

2 stops

$372American Airlines

lun., juil. 27 - ven., juil. 31

8:01 pm - 3:44 pm

PIT

SXM

19h 43m

2 stops

1:34 pm - 9:30 am

SXM

PIT

19h 56m

2 stops

$388American Airlines

sam., juil. 25 - sam., août 1

8:42 pm - 3:43 pm

PIT

SXM

19h 01m

2 stops

2:34 pm - 8:54 am

SXM

PIT

18h 20m

2 stops

$393American Airlines

mer., juil. 1 - mer., juil. 8

8:01 pm - 1:19 pm

PIT

SXM

17h 18m

2 stops

1:34 pm - 9:30 am

SXM

PIT

19h 56m

2 stops

$398American Airlines

sam., juil. 25 - sam., août 1

7:30 pm - 2:17 pm

PIT

SXM

17h 47m

2 stops

3:20 pm - 8:49 am

SXM

PIT

18h 29m

2 stops

$403American Airlines

dim., nov. 1 - dim., nov. 8

8:01 pm - 1:51 pm

PIT

SXM

17h 50m

1 stop

1:34 pm - 9:13 am

SXM

PIT

19h 39m

2 stops

$414American Airlines

sam., juil. 11 - sam., juil. 18

American Airlines flights from Pittsburgh to Simpson Bay

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

American Airlines

Jul 27

PIT5:03 amPittsburgh

8h 48m

1 stop

SXM1:51 pmSimpson Bay Princess Juliana

Jul 31

SXM2:51 pmSimpson Bay Princess Juliana

7h 24m

1 stop

PIT10:15 pmPittsburgh

$357

American Airlines

Jul 27

PIT8:49 pmPittsburgh

17h 02m

2 stops

SXM1:51 pmSimpson Bay Princess Juliana

Jul 31

SXM2:51 pmSimpson Bay Princess Juliana

18h 39m

2 stops

PIT9:30 amPittsburgh

$362

American Airlines

Jun 26

PIT3:31 pmPittsburgh

19h 43m

1 stop

SXM11:14 amSimpson Bay Princess Juliana

Jun 30

SXM4:43 pmSimpson Bay Princess Juliana

18h 27m

2 stops

PIT11:10 amPittsburgh

$368

United Airlines flights from Pittsburgh to Simpson Bay

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

United Airlines

Jul 13

PIT6:06 amPittsburgh

6h 27m

1 stop

SXM12:33 pmSimpson Bay Princess Juliana

Jul 18

SXM3:50 pmSimpson Bay Princess Juliana

17h 50m

1 stop

PIT9:40 amPittsburgh

$452

United Airlines

Jun 13

PIT7:16 pmPittsburgh

17h 17m

2 stops

SXM12:33 pmSimpson Bay Princess Juliana

Jun 20

SXM3:50 pmSimpson Bay Princess Juliana

7h 46m

1 stop

PIT11:36 pmPittsburgh

$459

United Airlines

Jul 5

PIT7:59 pmPittsburgh

16h 34m

1 stop

SXM12:33 pmSimpson Bay Princess Juliana

Jul 9

SXM3:50 pmSimpson Bay Princess Juliana

7h 46m

1 stop

PIT11:36 pmPittsburgh

$570

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

Quickest round-trip

PittsburghSimpson Bay

PIT - SXM

PITSXM

Pittsburgh

lun. 7/27

5:03 am-1:51 pm

1 stop8h 48m

Simpson Bay Princess Juliana

ven. 7/31

2:51 pm-10:15 pm

1 stop7h 24m

$357

PittsburghSimpson Bay

PIT - SXM

PITSXM

Pittsburgh

lun. 7/27

8:49 pm-1:51 pm

2 stops17h 02m

Simpson Bay Princess Juliana

ven. 7/31

2:51 pm-9:30 am

2 stops18h 39m

$362

PittsburghSimpson Bay

PIT - SXM

PITSXM

Pittsburgh

dim. 9/20

6:00 am-1:50 pm

1 stop7h 50m

Simpson Bay Princess Juliana

jeu. 9/24

3:20 pm-12:25 am

1 stop9h 05m

$367

PittsburghSimpson Bay

PIT - SXM

PITSXM

Pittsburgh

ven. 6/26

3:31 pm-11:14 am

1 stop19h 43m

Simpson Bay Princess Juliana

mar. 6/30

4:43 pm-11:10 am

2 stops18h 27m

$368

PittsburghSimpson Bay

PIT - SXM

PITSXM

Pittsburgh

lun. 7/27

8:49 pm-1:51 pm

2 stops17h 02m

Simpson Bay Princess Juliana

ven. 7/31

4:45 pm-9:30 am

2 stops16h 45m

$372

PittsburghSimpson Bay

PIT - SXM

PITSXM

Pittsburgh

sam. 7/25

8:01 pm-3:44 pm

2 stops19h 43m

Simpson Bay Princess Juliana

sam. 8/1

1:34 pm-9:30 am

2 stops19h 56m

$388

PittsburghSimpson Bay

PIT - SXM

PITSXM

Pittsburgh

mer. 7/1

8:42 pm-3:43 pm

2 stops19h 01m

Simpson Bay Princess Juliana

mer. 7/8

2:34 pm-8:54 am

2 stops18h 20m

$393

PittsburghSimpson Bay

PIT - SXM

PITSXM

Pittsburgh

sam. 7/25

8:01 pm-1:19 pm

2 stops17h 18m

Simpson Bay Princess Juliana

sam. 8/1

1:34 pm-9:30 am

2 stops19h 56m

$398

PittsburghSimpson Bay

PIT - SXM

PITSXM

Pittsburgh

dim. 11/1

7:30 pm-2:17 pm

2 stops17h 47m

Simpson Bay Princess Juliana

dim. 11/8

3:20 pm-8:49 am

2 stops18h 29m

$403

PittsburghSimpson Bay

PIT - SXM

PITSXM

Pittsburgh

sam. 7/11

8:01 pm-1:51 pm

1 stop17h 50m

Simpson Bay Princess Juliana

sam. 7/18

1:34 pm-9:13 am

2 stops19h 39m

$414

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted 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 typical price of a round-trip flight between Pittsburgh and Simpson Bay?

What is the cheapest month to fly to Simpson Bay?

In general, February 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 $360. If you aren’t able to travel to Simpson Bay during the month of February, then flying in May is also cheap. Prices for this month can be found on momondo for an average of $403.

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 27m
Direct flights	None

The fastest flight from Pittsburgh to Simpson Bay takes 6h 27m

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

Search flight deals

Frequently asked questions about flying from Pittsburgh to Simpson Bay

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 27m.
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 June 2026, there are 4 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 39% of the total bookings. Other popular airlines include JetBlue with 29%, United Airlines with 22%, and Delta with 11%.

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
Delta	PriceFrom $147	Free Cancellation	Rating 7.9 8,396 reviews	Search Delta flights
American Airlines	PriceFrom $342	Free Cancellation	Rating 7.1 11,648 reviews	Search American Airlines flights
JetBlue	PriceFrom $360	Free Cancellation	Rating 7.1 2,978 reviews	Search JetBlue flights
United Airlines	PriceFrom $363	Free Cancellation	Rating 7.4 9,777 reviews	Search United Airlines flights

Philipsburg

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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.

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Cheap flights from Pittsburgh to Simpson Bay from $134

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Pittsburgh to Simpson Bay departing on 7/19. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

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

What is the typical price of a round-trip flight between Pittsburgh and Simpson Bay?

What is the cheapest month to fly to Simpson Bay?

What is the cheapest airline that flies from Pittsburgh to Simpson Bay Princess Juliana?

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

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Direct flights

Frequently asked questions about flying from Pittsburgh to Simpson Bay

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?

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An easier way to manage your Simpson Bay trip

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

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