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

American Airlines and Air Canada are the most popular carriers operating from Pittsburgh to Simpson Bay Princess Juliana

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: 1h 39m.

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

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

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

Flights via Atlanta (ATL) offer the lowest average round-trip price of $375.

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

Flights connecting via Fort Lauderdale (FLL) have the shortest average one-way travel time: 6h 47m.

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 41% 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.

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 September 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.

$134 Cheap Flights from Pittsburgh to Simpson Bay in 2026

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Pittsburgh to Simpson Bay

Round-trip

One-way

Last minute

Cheap round-trip flights

Enter your travel dates to find the best prices.

8:47 pm - 1:23 pmPIT Pittsburgh-SXM Simpson Bay Princess Juliana

16h 36m2 stops Chicago O'Hare Intl Miami

2:23 pm - 11:35 pmSXM Simpson Bay Princess Juliana-PIT Pittsburgh

9h 12m1 stop Miami

$346American Airlines

Sun, Oct 4 - Tue, Oct 13

5:50 am - 1:40 pmPIT Pittsburgh-SXM Simpson Bay Princess Juliana

7h 50m1 stop Atlanta Hartsfield-Jackson

3:05 pm - 12:46 amSXM Simpson Bay Princess Juliana-PIT Pittsburgh

9h 41m1 stop Atlanta Hartsfield-Jackson

$357Delta

Mon, Oct 19 - Thu, Oct 22

5:50 am - 2:05 pmPIT Pittsburgh-SXM Simpson Bay Princess Juliana

8h 15m1 stop Orlando

3:05 pm - 11:15 pmSXM Simpson Bay Princess Juliana-PIT Pittsburgh

8h 10m1 stop Orlando

$357Southwest

Sun, Sep 20 - Thu, Sep 24

8:27 pm - 4:31 pmPIT Pittsburgh-SXM Simpson Bay Princess Juliana

19h 04m2 stops Chicago O'Hare Intl Miami

3:26 pm - 10:57 pmSXM Simpson Bay Princess Juliana-PIT Pittsburgh

8h 31m1 stop Miami

$362American Airlines

Sat, Nov 14 - Wed, Nov 18

5:10 am - 3:40 pmPIT Pittsburgh-SXM Simpson Bay Princess Juliana

9h 30m1 stop Orlando

3:20 pm - 11:15 pmSXM Simpson Bay Princess Juliana-PIT Pittsburgh

8h 55m1 stop Orlando

$374Southwest

Mon, Nov 30 - Mon, Dec 14

6:00 am - 1:30 pmPIT Pittsburgh-SXM Simpson Bay Princess Juliana

7h 30m1 stop Fort Lauderdale

1:10 pm - 9:28 pmSXM Simpson Bay Princess Juliana-PIT Pittsburgh

8h 18m1 stop Fort Lauderdale

$391JetBlue

Mon, Oct 26 - Fri, Oct 30

7:20 pm - 2:45 pmPIT Pittsburgh-SXM Simpson Bay Princess Juliana

18h 25m2 stops Toronto Pearson Intl Montreal Pierre Elliott Trudeau Intl

2:30 pm - 9:24 pmSXM Simpson Bay Princess Juliana-PIT Pittsburgh

7h 54m1 stop Fort Lauderdale

$406Multiple Airlines

Fri, Nov 27 - Wed, Dec 2

7:00 am - 2:00 pmPIT Pittsburgh-SXM Simpson Bay Princess Juliana

7h 00m1 stop Fort Lauderdale

1:48 pm - 9:35 pmSXM Simpson Bay Princess Juliana-PIT Pittsburgh

7h 47m1 stop Fort Lauderdale

$413JetBlue

Sun, Oct 4 - Tue, Oct 13

12:15 pm - 5:00 pmPIT Pittsburgh-SXM Simpson Bay Princess Juliana

28h 45m1 stop Toronto Pearson Intl

1:48 pm - 9:35 pmSXM Simpson Bay Princess Juliana-PIT Pittsburgh

7h 47m1 stop Fort Lauderdale

$418Multiple Airlines

Wed, Oct 7 - Wed, Oct 14

6:00 am - 12:50 pmPIT Pittsburgh-SXM Simpson Bay Princess Juliana

6h 50m1 stop Newark

4:00 pm - 11:30 pmSXM Simpson Bay Princess Juliana-PIT Pittsburgh

7h 30m1 stop Washington, D.C. Dulles Intl

$527United Airlines

Tue, Oct 27 - Sat, Oct 31

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Southwest flights from Pittsburgh to Simpson Bay

Our best Southwest deals on Pittsburgh to Simpson Bay flight tickets

Southwest

Sep 20

PIT5:50 amPittsburgh

8h 15m

1 stop

SXM2:05 pmSimpson Bay Princess Juliana

Sep 24

SXM3:05 pmSimpson Bay Princess Juliana

8h 10m

1 stop

PIT11:15 pmPittsburgh

$357

Southwest

Nov 30

PIT5:10 amPittsburgh

9h 30m

1 stop

SXM3:40 pmSimpson Bay Princess Juliana

Dec 14

SXM3:20 pmSimpson Bay Princess Juliana

8h 55m

1 stop

PIT11:15 pmPittsburgh

$374

Southwest

Oct 26

PIT5:25 amPittsburgh

8h 40m

1 stop

SXM2:05 pmSimpson Bay Princess Juliana

Nov 2

SXM4:40 pmSimpson Bay Princess Juliana

8h 15m

1 stop

PIT11:55 pmPittsburgh

$394

JetBlue flights from Pittsburgh to Simpson Bay

Our best JetBlue deals on Pittsburgh to Simpson Bay flight tickets

JetBlue

Oct 26

PIT6:00 amPittsburgh

7h 30m

1 stop

SXM1:30 pmSimpson Bay Princess Juliana

Oct 30

SXM1:10 pmSimpson Bay Princess Juliana

8h 18m

1 stop

PIT9:28 pmPittsburgh

$391

JetBlue

Oct 4

PIT7:00 amPittsburgh

7h 00m

1 stop

SXM2:00 pmSimpson Bay Princess Juliana

Oct 13

SXM1:48 pmSimpson Bay Princess Juliana

7h 47m

1 stop

PIT9:35 pmPittsburgh

$413

JetBlue

Oct 31

PIT6:00 amPittsburgh

7h 55m

1 stop

SXM1:55 pmSimpson Bay Princess Juliana

Nov 4

SXM2:09 pmSimpson Bay Princess Juliana

8h 19m

1 stop

PIT9:28 pmPittsburgh

$440

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

PittsburghSimpson Bay

PIT Pittsburgh - SXM Simpson Bay Princess Juliana

PITSXM

Pittsburgh

Sun 10/4

8:47 pm-1:23 pm

2 stops16h 36m

Simpson Bay Princess Juliana

Tue 10/13

2:23 pm-11:35 pm

1 stop9h 12m

$346

PittsburghSimpson Bay

PIT Pittsburgh - SXM Simpson Bay Princess Juliana

PITSXM

Pittsburgh

Mon 10/19

5:50 am-1:40 pm

1 stop7h 50m

Simpson Bay Princess Juliana

Thu 10/22

3:05 pm-12:46 am

1 stop9h 41m

$357

PittsburghSimpson Bay

PIT Pittsburgh - SXM Simpson Bay Princess Juliana

PITSXM

Pittsburgh

Sun 9/20

5:50 am-2:05 pm

1 stop8h 15m

Simpson Bay Princess Juliana

Thu 9/24

3:05 pm-11:15 pm

1 stop8h 10m

$357

PittsburghSimpson Bay

PIT Pittsburgh - SXM Simpson Bay Princess Juliana

PITSXM

Pittsburgh

Sat 11/14

8:27 pm-4:31 pm

2 stops19h 04m

Simpson Bay Princess Juliana

Wed 11/18

3:26 pm-10:57 pm

1 stop8h 31m

$362

PittsburghSimpson Bay

PIT Pittsburgh - SXM Simpson Bay Princess Juliana

PITSXM

Pittsburgh

Mon 11/30

5:10 am-3:40 pm

1 stop9h 30m

Simpson Bay Princess Juliana

Mon 12/14

3:20 pm-11:15 pm

1 stop8h 55m

$374

PittsburghSimpson Bay

PIT Pittsburgh - SXM Simpson Bay Princess Juliana

PITSXM

Pittsburgh

Mon 10/26

6:00 am-1:30 pm

1 stop7h 30m

Simpson Bay Princess Juliana

Fri 10/30

1:10 pm-9:28 pm

1 stop8h 18m

$391

PittsburghSimpson Bay

PIT Pittsburgh - SXM Simpson Bay Princess Juliana

PITSXM

Pittsburgh

Fri 11/27

7:20 pm-2:45 pm

2 stops18h 25m

Simpson Bay Princess Juliana

Wed 12/2

2:30 pm-9:24 pm

1 stop7h 54m

$406

PittsburghSimpson Bay

PIT Pittsburgh - SXM Simpson Bay Princess Juliana

PITSXM

Pittsburgh

Sun 10/4

7:00 am-2:00 pm

1 stop7h 00m

Simpson Bay Princess Juliana

Tue 10/13

1:48 pm-9:35 pm

1 stop7h 47m

$413

PittsburghSimpson Bay

PIT Pittsburgh - SXM Simpson Bay Princess Juliana

PITSXM

Pittsburgh

Wed 10/7

12:15 pm-5:00 pm

1 stop28h 45m

Simpson Bay Princess Juliana

Wed 10/14

1:48 pm-9:35 pm

1 stop7h 47m

$418

Quickest round-trip

PittsburghSimpson Bay

PIT Pittsburgh - SXM Simpson Bay Princess Juliana

PITSXM

Pittsburgh

Tue 10/27

6:00 am-12:50 pm

1 stop6h 50m

Simpson Bay Princess Juliana

Sat 10/31

4:00 pm-11:30 pm

1 stop7h 30m

$527

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 18 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?

Prices are currently low for flights on this route.

Typical prices usually range from $375 to $733.
The lowest price recently found on this route was $346.

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 $353. If you aren’t able to travel to Simpson Bay during the month of February, then flying in January 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

Best Price Found	$134
Fastest flight time	6h 37m
Direct flights	None

The best one-way flight to Simpson Bay from Pittsburgh in the past 72 hours is $134. The best round-trip flight deal from Pittsburgh to Simpson Bay found on momondo in the last 72 hours is $346.

The fastest flight from Pittsburgh to Simpson Bay takes 6h 37m

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 37m.
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 September 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 38% of the total bookings. Other popular airlines include JetBlue with 25%, United Airlines with 20%, and Southwest with 10%.

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 $143	Free Cancellation	Rating 7.8 8,542 reviews	Search Delta flights
American Airlines	PriceFrom $348	Free Cancellation	Rating 7.1 12,021 reviews	Search American Airlines flights
United Airlines	PriceFrom $363	Free Cancellation	Rating 7.4 10,157 reviews	Search United Airlines flights
JetBlue	PriceFrom $366	Free Cancellation	Rating 7.1 3,036 reviews	Search JetBlue flights
Southwest	PriceFrom $476	Free Cancellation	Rating 8.0 4,192 reviews	Search Southwest 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 11/1. 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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Southwest flights from Pittsburgh to Simpson Bay

Our best Southwest deals on Pittsburgh to Simpson Bay flight tickets

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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

Best Price Found

Fastest flight time

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?

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

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Fly your favorite airline to Simpson Bay

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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.

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