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

Fort Lauderdale (FLL) was the most common stop: 85% 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 New York (JFK) offer the lowest average round-trip price of $524.

What airlines fly to Simpson Bay?

American Airlines, Spirit Airlines 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 60% 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 travel time from Pittsburgh to Simpson Bay?

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

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

JetBlue and American Airlines 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?

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

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 2025, 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.

$117 Cheap Flights from Pittsburgh to Simpson Bay in 2025/26

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Find the cheapest flights from Pittsburgh to Simpson Bay

Round-trip

One-way

Last minute

Cheap round-trip flights

7:10 am - 3:05 pmPIT-SXM

6h 55m1 stop

4:10 pm - 10:46 pmSXM-PIT

7h 36m1 stop

$317JetBlue

Find Deal

Fri, Dec 5 - Sat, Dec 6

7:30 pm - 4:22 pmPIT-SXM

19h 52m2 stops

5:24 pm - 9:48 amSXM-PIT

17h 24m2 stops

$322American Airlines

Find Deal

Sun, Nov 9 - Sat, Nov 15

7:01 am - 3:57 pmPIT-SXM

7h 56m1 stop

2:40 pm - 9:54 amSXM-PIT

20h 14m1 stop

$323United Airlines

Find Deal

Sat, Nov 8 - Sat, Nov 15

5:43 pm - 2:00 pmPIT-SXM

19h 17m1 stop

3:20 pm - 10:12 amSXM-PIT

19h 52m2 stops

$328American Airlines

Find Deal

Sat, Nov 8 - Mon, Nov 10

5:55 pm - 4:00 pmPIT-SXM

21h 05m1 stop

4:28 pm - 4:49 pmSXM-PIT

25h 21m1 stop

$388Multiple Airlines

Find Deal

Thu, Dec 4 - Mon, Dec 8

5:55 pm - 2:40 pmPIT-SXM

19h 45m2 stops

5:00 pm - 5:14 pmSXM-PIT

25h 14m1 stop

$412Air Canada

Find Deal

Wed, Nov 26 - Mon, Dec 1

5:55 pm - 2:40 pmPIT-SXM

19h 45m2 stops

5:00 pm - 5:14 pmSXM-PIT

25h 14m1 stop

$442Air Canada

Find Deal

Wed, Dec 3 - Mon, Dec 8

6:45 am - 2:00 pmPIT-SXM

7h 15m1 stop

8:57 pm - 5:29 pmSXM-PIT

20h 32m2 stops

$444Multiple Airlines

Find Deal

Sat, Oct 18 - Wed, Oct 29

8:10 pm - 3:51 pmPIT-SXM

18h 41m2 stops

2:52 pm - 9:47 amSXM-PIT

19h 55m2 stops

$518United Airlines

Find Deal

Sat, Jan 17 - Fri, Jan 23

6:40 am - 3:10 pmPIT-SXM

7h 30m1 stop

4:28 pm - 1:13 pmSXM-PIT

21h 45m3 stops

$544Spirit Airlines

Find Deal

Fri, Dec 5 - Sat, Dec 6

JetBlue flights from Pittsburgh to Simpson Bay

Our best JetBlue deals on Pittsburgh to Simpson Bay flight tickets

JetBlue

Dec 5

PIT7:10 amPittsburgh

6h 55m

1 stop

SXM3:05 pmSimpson Bay Princess Juliana

Dec 6

SXM4:10 pmSimpson Bay Princess Juliana

7h 36m

1 stop

PIT10:46 pmPittsburgh

$317

Find similar

JetBlue

Dec 4

PIT5:14 pmPittsburgh

20h 51m

2 stops

SXM3:05 pmSimpson Bay Princess Juliana

Dec 8

SXM4:10 pmSimpson Bay Princess Juliana

7h 36m

1 stop

PIT10:46 pmPittsburgh

$398

Find similar

JetBlue

Dec 6

PIT7:10 amPittsburgh

6h 55m

1 stop

SXM3:05 pmSimpson Bay Princess Juliana

Dec 13

SXM6:00 pmSimpson Bay Princess Juliana

15h 03m

1 stop

PIT8:03 amPittsburgh

$414

Find similar

American Airlines flights from Pittsburgh to Simpson Bay

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

American Airlines

Nov 9

PIT7:30 pmPittsburgh

19h 52m

2 stops

SXM4:22 pmSimpson Bay Princess Juliana

Nov 15

SXM5:24 pmSimpson Bay Princess Juliana

17h 24m

2 stops

PIT9:48 amPittsburgh

$322

Find similar

American Airlines

Nov 8

PIT5:43 pmPittsburgh

19h 17m

1 stop

SXM2:00 pmSimpson Bay Princess Juliana

Nov 10

SXM3:20 pmSimpson Bay Princess Juliana

19h 52m

2 stops

PIT10:12 amPittsburgh

$328

Find similar

American Airlines

Dec 6

PIT7:09 pmPittsburgh

20h 16m

1 stop

SXM4:25 pmSimpson Bay Princess Juliana

Dec 13

SXM3:20 pmSimpson Bay Princess Juliana

18h 10m

2 stops

PIT8:30 amPittsburgh

$330

Find similar

Fly from

Fly to

Route

Depart

Return

Price

PittsburghSimpson Bay

PIT - SXM

PITSXM

Pittsburgh

Fri 12/5

7:10 am-3:05 pm

1 stop6h 55m

Simpson Bay Princess Juliana

Sat 12/6

4:10 pm-10:46 pm

1 stop7h 36m

$317

PittsburghSimpson Bay

PIT - SXM

PITSXM

Pittsburgh

Sun 11/9

7:30 pm-4:22 pm

2 stops19h 52m

Simpson Bay Princess Juliana

Sat 11/15

5:24 pm-9:48 am

2 stops17h 24m

$322

PittsburghSimpson Bay

PIT - SXM

PITSXM

Pittsburgh

Sat 11/8

7:01 am-3:57 pm

1 stop7h 56m

Simpson Bay Princess Juliana

Sat 11/15

2:40 pm-9:54 am

1 stop20h 14m

$323

PittsburghSimpson Bay

PIT - SXM

PITSXM

Pittsburgh

Sat 11/8

5:43 pm-2:00 pm

1 stop19h 17m

Simpson Bay Princess Juliana

Mon 11/10

3:20 pm-10:12 am

2 stops19h 52m

$328

PittsburghSimpson Bay

PIT - SXM

PITSXM

Pittsburgh

Thu 12/4

5:55 pm-4:00 pm

1 stop21h 05m

Simpson Bay Princess Juliana

Mon 12/8

4:28 pm-4:49 pm

1 stop25h 21m

$388

PittsburghSimpson Bay

PIT - SXM

PITSXM

Pittsburgh

Wed 11/26

5:55 pm-2:40 pm

2 stops19h 45m

Simpson Bay Princess Juliana

Mon 12/1

5:00 pm-5:14 pm

1 stop25h 14m

$412

PittsburghSimpson Bay

PIT - SXM

PITSXM

Pittsburgh

Wed 12/3

5:55 pm-2:40 pm

2 stops19h 45m

Simpson Bay Princess Juliana

Mon 12/8

5:00 pm-5:14 pm

1 stop25h 14m

$442

PittsburghSimpson Bay

PIT - SXM

PITSXM

Pittsburgh

Sat 10/18

6:45 am-2:00 pm

1 stop7h 15m

Simpson Bay Princess Juliana

Wed 10/29

8:57 pm-5:29 pm

2 stops20h 32m

$444

PittsburghSimpson Bay

PIT - SXM

PITSXM

Pittsburgh

Sat 1/17

8:10 pm-3:51 pm

2 stops18h 41m

Simpson Bay Princess Juliana

Fri 1/23

2:52 pm-9:47 am

2 stops19h 55m

$518

PittsburghSimpson Bay

PIT - SXM

PITSXM

Pittsburgh

Fri 12/5

6:40 am-3:10 pm

1 stop7h 30m

Simpson Bay Princess Juliana

Sat 12/6

4:28 pm-1:13 pm

3 stops21h 45m

$544

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 19 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 cheapest month to fly to Simpson Bay?

In general, October 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 October, then flying in September is also cheap. Prices for this month can be found on momondo for an average of $446.

What is the cheapest day to depart on your flight to Simpson Bay?

Our data shows that Tuesday is the least expensive day to fly to Simpson Bay. Tickets to fly out on this day can be as low as $472. Flights from Pittsburgh to Simpson Bay on a Sunday will generally be more expensive and average around $629. Keep in mind that these prices on both days could fluctuate depending on the season and the demand.

What is the cheapest time of day to depart on your flight to Simpson Bay?

According to our data, the cheapest time of day to fly to Simpson Bay is in the evening. momondo users have found flights departing from Pittsburgh to Simpson Bay in the evening for as low as $366. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. In contrast, the most expensive time of day to depart to Simpson Bay is in the morning when prices are around $600.

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 $611 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 $457 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

Direct flights	None

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 52m.
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 2025, 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 56% of the total bookings. Other popular airlines include Spirit Airlines with 14%, United Airlines with 12%, and Delta with 12%.

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 $342	Free Cancellation	Rating 6.3 8,042 reviews	Search Spirit Airlines flights
United Airlines	PriceFrom $412	Free Cancellation	Rating 7.4 8,928 reviews	Search United Airlines flights
Delta	PriceFrom $417	Free Cancellation	Rating 7.9 7,973 reviews	Search Delta flights
JetBlue	PriceFrom $427	Free Cancellation	Rating 7.2 2,913 reviews	Search JetBlue flights
American Airlines	PriceFrom $469	Free Cancellation	Rating 7.2 10,000 reviews	Search American 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.

An easier way to manage your Simpson Bay trip

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Cheap flights from Pittsburgh to Simpson Bay from $117

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 12/13. 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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JetBlue flights from Pittsburgh to Simpson Bay

Our best JetBlue deals on Pittsburgh to Simpson Bay flight tickets

American Airlines flights from Pittsburgh to Simpson Bay

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

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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

What is the cheapest month to fly to Simpson Bay?

What is the cheapest day to depart on your flight to Simpson Bay?

What is the cheapest time of day to depart on your flight to Simpson Bay?

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

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

JetBlue and American Airlines are the most popular carriers operating 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?

Fort Lauderdale (FLL) was the most common stop: 85% 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 New York (JFK) offer the lowest average round-trip price of $524.

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 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.

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

Direct flights

How far is Pittsburgh to Simpson Bay Princess Juliana by plane?

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

How many operators does momondo search 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?

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

What is the most popular airline 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?

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

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

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

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

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