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Cheap flights from Pittsburgh to Simpson Bay from $147

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.
1 adult
0 bags

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Pittsburgh to Simpson Bay

Cheap round-trip flights

Enter your travel dates to find the best prices.
Spirit Airlines Logo
6:35 am - 1:37 pm
PIT
-
SXM
7h 02m
1 stop
Spirit Airlines Logo
2:35 pm - 10:07 pm
SXM
-
PIT
7h 32m
1 stop
$269Spirit Airlines
Sun, May 3 - Sat, May 9
Spirit Airlines Logo
6:00 am - 1:30 pm
PIT
-
SXM
7h 30m
1 stop
Spirit Airlines Logo
2:35 pm - 10:07 pm
SXM
-
PIT
7h 32m
1 stop
$277Spirit Airlines
Sat, May 9 - Sat, May 16
Spirit Airlines Logo
6:00 am - 1:30 pm
PIT
-
SXM
7h 30m
1 stop
Spirit Airlines Logo
2:35 pm - 10:07 pm
SXM
-
PIT
7h 32m
1 stop
$330Spirit Airlines
Sat, May 30 - Sat, Jun 6
Multiple Airlines Logo
6:00 am - 1:30 pm
PIT
-
SXM
7h 30m
1 stop
Multiple Airlines Logo
6:00 pm - 2:53 pm
SXM
-
PIT
20h 53m
2 stops
$355Multiple Airlines
Sat, May 30 - Sat, Jun 6
American Airlines Logo
6:03 am - 3:22 pm
PIT
-
SXM
9h 19m
1 stop
American Airlines Logo
4:35 pm - 9:43 am
SXM
-
PIT
17h 08m
2 stops
$359American Airlines
Sun, May 3 - Sat, May 9
American Airlines Logo
6:37 am - 1:50 pm
PIT
-
SXM
7h 13m
1 stop
American Airlines Logo
4:43 pm - 11:12 am
SXM
-
PIT
18h 29m
2 stops
$366American Airlines
Tue, Jun 2 - Tue, Jun 9
United Airlines Logo
7:16 pm - 12:33 pm
PIT
-
SXM
17h 17m
2 stops
United Airlines Logo
3:50 pm - 11:36 pm
SXM
-
PIT
7h 46m
1 stop
$367United Airlines
Sat, May 30 - Fri, Jun 5
American Airlines Logo
7:59 pm - 1:22 pm
PIT
-
SXM
17h 23m
2 stops
American Airlines Logo
2:53 pm - 10:16 pm
SXM
-
PIT
7h 23m
1 stop
$372American Airlines
Sat, May 30 - Fri, Jun 5
American Airlines Logo
7:45 pm - 1:51 pm
PIT
-
SXM
18h 06m
2 stops
American Airlines Logo
1:40 pm - 9:30 am
SXM
-
PIT
19h 50m
2 stops
$377American Airlines
Sat, Jul 11 - Sat, Jul 18
American Airlines Logo
5:35 am - 12:40 pm
PIT
-
SXM
7h 05m
1 stop
American Airlines Logo
2:46 pm - 11:56 pm
SXM
-
PIT
9h 10m
1 stop
$379American Airlines
Mon, Jul 6 - Mon, Jul 13

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JetBlue flights from Pittsburgh to Simpson Bay

Our best JetBlue deals on Pittsburgh to Simpson Bay flight tickets
JetBlue
Jul 4
PIT6:00 amPittsburgh
10h 17m
1 stop
SXM4:17 pmSimpson Bay Princess Juliana
Jul 11
SXM11:20 amSimpson Bay Princess Juliana
12h 01m
1 stop
PIT11:21 pmPittsburgh
$439
JetBlue
May 17
PIT6:00 amPittsburgh
9h 22m
1 stop
SXM3:22 pmSimpson Bay Princess Juliana
May 21
SXM3:14 pmSimpson Bay Princess Juliana
8h 41m
1 stop
PIT11:55 pmPittsburgh
$461
JetBlue
Apr 26
PIT6:00 amPittsburgh
6h 35m
1 stop
SXM12:35 pmSimpson Bay Princess Juliana
Apr 30
SXM2:35 pmSimpson Bay Princess Juliana
9h 24m
1 stop
PIT11:59 pmPittsburgh
$510

Spirit Airlines flights from Pittsburgh to Simpson Bay

Our best Spirit Airlines deals on Pittsburgh to Simpson Bay flight tickets
Spirit Airlines
May 3
PIT6:35 amPittsburgh
7h 02m
1 stop
SXM1:37 pmSimpson Bay Princess Juliana
May 9
SXM2:35 pmSimpson Bay Princess Juliana
7h 32m
1 stop
PIT10:07 pmPittsburgh
$269
Spirit Airlines
May 9
PIT6:00 amPittsburgh
7h 30m
1 stop
SXM1:30 pmSimpson Bay Princess Juliana
May 16
SXM2:35 pmSimpson Bay Princess Juliana
7h 32m
1 stop
PIT10:07 pmPittsburgh
$277
Spirit Airlines
May 30
PIT6:00 amPittsburgh
7h 30m
1 stop
SXM1:30 pmSimpson Bay Princess Juliana
Jun 6
SXM2:35 pmSimpson Bay Princess Juliana
7h 32m
1 stop
PIT10:07 pmPittsburgh
$330

momondo Fare Finder

 
Customize your flight search to find flights from Pittsburgh to Simpson Bay that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated April 20, 2026.
Use the filters below to find and compare flights from Pittsburgh to Simpson Bay that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip
Quickest round-trip

PittsburghSimpson Bay

PIT - SXM

PITSXM

Pittsburgh

Sun 5/3

6:35 am-1:37 pm

1 stop7h 02m

Simpson Bay Princess Juliana

Sat 5/9

2:35 pm-10:07 pm

1 stop7h 32m

$269

PittsburghSimpson Bay

PIT - SXM

PITSXM

Pittsburgh

Sat 5/9

6:00 am-1:30 pm

1 stop7h 30m

Simpson Bay Princess Juliana

Sat 5/16

2:35 pm-10:07 pm

1 stop7h 32m

$277

PittsburghSimpson Bay

PIT - SXM

PITSXM

Pittsburgh

Sat 5/30

6:00 am-1:30 pm

1 stop7h 30m

Simpson Bay Princess Juliana

Sat 6/6

2:35 pm-10:07 pm

1 stop7h 32m

$330

PittsburghSimpson Bay

PIT - SXM

PITSXM

Pittsburgh

Sat 5/30

6:00 am-1:30 pm

1 stop7h 30m

Simpson Bay Princess Juliana

Sat 6/6

6:00 pm-2:53 pm

2 stops20h 53m

$355

PittsburghSimpson Bay

PIT - SXM

PITSXM

Pittsburgh

Sun 5/3

6:03 am-3:22 pm

1 stop9h 19m

Simpson Bay Princess Juliana

Sat 5/9

4:35 pm-9:43 am

2 stops17h 08m

$359

PittsburghSimpson Bay

PIT - SXM

PITSXM

Pittsburgh

Tue 6/2

6:37 am-1:50 pm

1 stop7h 13m

Simpson Bay Princess Juliana

Tue 6/9

4:43 pm-11:12 am

2 stops18h 29m

$366

PittsburghSimpson Bay

PIT - SXM

PITSXM

Pittsburgh

Sat 5/30

7:16 pm-12:33 pm

2 stops17h 17m

Simpson Bay Princess Juliana

Fri 6/5

3:50 pm-11:36 pm

1 stop7h 46m

$367

PittsburghSimpson Bay

PIT - SXM

PITSXM

Pittsburgh

Sat 5/30

7:59 pm-1:22 pm

2 stops17h 23m

Simpson Bay Princess Juliana

Fri 6/5

2:53 pm-10:16 pm

1 stop7h 23m

$372

PittsburghSimpson Bay

PIT - SXM

PITSXM

Pittsburgh

Sat 7/11

7:45 pm-1:51 pm

2 stops18h 06m

Simpson Bay Princess Juliana

Sat 7/18

1:40 pm-9:30 am

2 stops19h 50m

$377

PittsburghSimpson Bay

PIT - SXM

PITSXM

Pittsburgh

Mon 7/6

5:35 am-12:40 pm

1 stop7h 05m

Simpson Bay Princess Juliana

Mon 7/13

2:46 pm-11:56 pm

1 stop9h 10m

$379

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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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 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 $409.

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

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 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?

  • 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?

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
DeltaPriceFrom $147Free CancellationRating
7.9
8,428 reviews
Search Delta flights
Spirit AirlinesPriceFrom $266Free CancellationRating
6.3
8,625 reviews
Search Spirit Airlines flights
American AirlinesPriceFrom $348Free CancellationRating
7.1
11,636 reviews
Search American Airlines flights
United AirlinesPriceFrom $363Free CancellationRating
7.4
9,609 reviews
Search United Airlines flights
JetBluePriceFrom $366Free CancellationRating
7.2
2,947 reviews
Search JetBlue flights

Traveling to a place near Simpson Bay?

Book flights to Simpson Bay if you plan to visit one of these locations
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.

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