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.

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.

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

JetBlue and United 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?

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

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

Flights via Fort Lauderdale (FLL) offer the lowest average round-trip price of $843.

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

Charlotte (CLT) was the most common stop: 67% 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 July 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.

$155 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 $492 to $596. The lowest price recently found on this route was $375.

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.

7:05 am - 1:53 pm

PIT

SXM

6h 48m

1 stop

3:18 pm - 12:36 am

SXM

PIT

9h 18m

1 stop

$375Delta

Mon, Aug 24 - Fri, Aug 28

8:13 pm - 1:22 pm

PIT

SXM

17h 09m

2 stops

2:22 pm - 9:44 am

SXM

PIT

19h 22m

2 stops

$404American Airlines

Sun, Aug 16 - Fri, Aug 21

6:00 am - 12:38 pm

PIT

SXM

6h 38m

1 stop

1:45 pm - 9:33 pm

SXM

PIT

7h 48m

1 stop

$410JetBlue

Mon, Oct 19 - Fri, Oct 23

5:50 am - 1:53 pm

PIT

SXM

8h 03m

1 stop

3:14 pm - 12:36 am

SXM

PIT

9h 22m

1 stop

$412Delta

Fri, Oct 2 - Wed, Oct 7

7:39 pm - 1:22 pm

PIT

SXM

17h 43m

2 stops

2:22 pm - 8:43 am

SXM

PIT

18h 21m

2 stops

$416American Airlines

Mon, Aug 24 - Fri, Aug 28

6:00 am - 12:43 pm

PIT

SXM

6h 43m

1 stop

1:35 pm - 9:22 pm

SXM

PIT

7h 47m

1 stop

$422JetBlue

Sun, Oct 18 - Tue, Oct 27

6:10 am - 1:22 pm

PIT

SXM

7h 12m

1 stop

2:42 pm - 11:25 pm

SXM

PIT

8h 43m

1 stop

$457American Airlines

Sun, Aug 16 - Fri, Aug 21

6:00 am - 5:00 pm

PIT

SXM

11h 00m

1 stop

6:00 pm - 11:32 am

SXM

PIT

17h 32m

1 stop

$458Air Canada

Sat, Oct 10 - Sat, Oct 17

6:20 am - 3:39 pm

PIT

SXM

9h 19m

1 stop

4:39 pm - 12:35 pm

SXM

PIT

19h 56m

2 stops

$462American Airlines

Mon, Oct 19 - Fri, Oct 23

7:20 pm - 3:45 pm

PIT

SXM

19h 25m

1 stop

2:30 pm - 9:24 pm

SXM

PIT

7h 54m

1 stop

$467Multiple Airlines

Thu, Nov 26 - Thu, Dec 3

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Delta flights from Pittsburgh to Simpson Bay

Our best Delta deals on Pittsburgh to Simpson Bay flight tickets

Delta

Aug 24

PIT7:05 amPittsburgh

6h 48m

1 stop

SXM1:53 pmSimpson Bay Princess Juliana

Aug 28

SXM3:18 pmSimpson Bay Princess Juliana

9h 18m

1 stop

PIT12:36 amPittsburgh

$375

Delta

Oct 2

PIT5:50 amPittsburgh

8h 03m

1 stop

SXM1:53 pmSimpson Bay Princess Juliana

Oct 7

SXM3:14 pmSimpson Bay Princess Juliana

9h 22m

1 stop

PIT12:36 amPittsburgh

$412

Delta

Nov 23

PIT7:55 pmPittsburgh

17h 50m

1 stop

SXM2:45 pmSimpson Bay Princess Juliana

Dec 4

SXM4:10 pmSimpson Bay Princess Juliana

9h 09m

1 stop

PIT12:19 amPittsburgh

$526

American Airlines flights from Pittsburgh to Simpson Bay

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

American Airlines

Aug 16

PIT6:53 amPittsburgh

6h 49m

1 stop

SXM1:42 pmSimpson Bay Princess Juliana

Aug 21

SXM2:42 pmSimpson Bay Princess Juliana

18h 01m

2 stops

PIT8:43 amPittsburgh

$404

American Airlines

Aug 24

PIT7:39 pmPittsburgh

17h 43m

2 stops

SXM1:22 pmSimpson Bay Princess Juliana

Aug 28

SXM2:22 pmSimpson Bay Princess Juliana

18h 21m

2 stops

PIT8:43 amPittsburgh

$416

American Airlines

Aug 16

PIT6:10 amPittsburgh

7h 12m

1 stop

SXM1:22 pmSimpson Bay Princess Juliana

Aug 21

SXM2:42 pmSimpson Bay Princess Juliana

8h 43m

1 stop

PIT11:25 pmPittsburgh

$457

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

PittsburghSimpson Bay

PIT - SXM

PITSXM

Pittsburgh

Mon 8/24

7:05 am-1:53 pm

1 stop6h 48m

Simpson Bay Princess Juliana

Fri 8/28

3:18 pm-12:36 am

1 stop9h 18m

$375

PittsburghSimpson Bay

PIT - SXM

PITSXM

Pittsburgh

Sun 8/16

8:13 pm-1:22 pm

2 stops17h 09m

Simpson Bay Princess Juliana

Fri 8/21

2:22 pm-9:44 am

2 stops19h 22m

$404

Quickest round-trip

PittsburghSimpson Bay

PIT - SXM

PITSXM

Pittsburgh

Mon 10/19

6:00 am-12:38 pm

1 stop6h 38m

Simpson Bay Princess Juliana

Fri 10/23

1:45 pm-9:33 pm

1 stop7h 48m

$410

PittsburghSimpson Bay

PIT - SXM

PITSXM

Pittsburgh

Fri 10/2

5:50 am-1:53 pm

1 stop8h 03m

Simpson Bay Princess Juliana

Wed 10/7

3:14 pm-12:36 am

1 stop9h 22m

$412

PittsburghSimpson Bay

PIT - SXM

PITSXM

Pittsburgh

Mon 8/24

7:39 pm-1:22 pm

2 stops17h 43m

Simpson Bay Princess Juliana

Fri 8/28

2:22 pm-8:43 am

2 stops18h 21m

$416

PittsburghSimpson Bay

PIT - SXM

PITSXM

Pittsburgh

Sun 10/18

6:00 am-12:43 pm

1 stop6h 43m

Simpson Bay Princess Juliana

Tue 10/27

1:35 pm-9:22 pm

1 stop7h 47m

$422

PittsburghSimpson Bay

PIT - SXM

PITSXM

Pittsburgh

Sun 8/16

6:10 am-1:22 pm

1 stop7h 12m

Simpson Bay Princess Juliana

Fri 8/21

2:42 pm-11:25 pm

1 stop8h 43m

$457

PittsburghSimpson Bay

PIT - SXM

PITSXM

Pittsburgh

Sat 10/10

6:00 am-5:00 pm

1 stop11h 00m

Simpson Bay Princess Juliana

Sat 10/17

6:00 pm-11:32 am

1 stop17h 32m

$458

PittsburghSimpson Bay

PIT - SXM

PITSXM

Pittsburgh

Mon 10/19

6:20 am-3:39 pm

1 stop9h 19m

Simpson Bay Princess Juliana

Fri 10/23

4:39 pm-12:35 pm

2 stops19h 56m

$462

PittsburghSimpson Bay

PIT - SXM

PITSXM

Pittsburgh

Thu 11/26

7:20 pm-3:45 pm

1 stop19h 25m

Simpson Bay Princess Juliana

Thu 12/3

2:30 pm-9:24 pm

1 stop7h 54m

$467

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 15 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 September is also cheap. Prices for this month can be found on momondo for an average of $398.

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 35m
Direct flights	None

The fastest flight from Pittsburgh to Simpson Bay takes 6h 35m

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

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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 35m.
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 July 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 28%, United Airlines with 23%, 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
American Airlines	PriceFrom $342	Free Cancellation	Rating 7.1 11,832 reviews	Search American Airlines flights
JetBlue	PriceFrom $360	Free Cancellation	Rating 7.1 3,020 reviews	Search JetBlue flights
United Airlines	PriceFrom $363	Free Cancellation	Rating 7.4 10,024 reviews	Search United Airlines flights
Southwest	PriceFrom $476	Free Cancellation	Rating 8.0 4,238 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 $190

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 9/3. 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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Delta flights from Pittsburgh to Simpson Bay

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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

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

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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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