PIT - SXM

$134 Find Cheap Flights from Pittsburgh to Simpson Bay - Compare and Save

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1 adult, Economy, 0 bags

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Everything you should know

Cheapest round-trip
$361
Typical prices: $405-$640
Air Canada
Mon 10/29Fri 11/2
PIT - SXM • 1 stop
Cheapest one-way
$134
Typical prices: $137-$292
American Airlines
Thu 11/1
PIT - SXM • 1 stop
Nonstop flights
Not available
There are currently no direct flights between Pittsburgh and Simpson Bay. You'll need to take a connecting flight to reach the destination.
Insights
Insights
When to travel
January
Cheapest • 21% price drop
June
Most popular
Good to know
+1
Good to know
+1
Top layover airports
Chicago O'Hare Intl (ORD)
Cheapest • Avg $370 (round-trip)
Washington, D.C. Dulles Intl (IAD)
Shortest trip • 7h 00m (one-way)
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Insights
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We hope you love your trip to Simpson Bay!
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Flight Deals

Cheap Flights from Pittsburgh to Simpson Bay (PIT-SXM)

 
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Pittsburgh to Simpson Bay

Thu, Oct 29 - Mon, Nov 2
Air Canada Logo
7:20 pm - 2:45 pmPIT  Pittsburgh-SXM Simpson Bay Princess Juliana
19h 25m1 stop Toronto Pearson Intl
Air Canada Logo
4:45 pm - 6:36 pmSXM  Simpson Bay Princess Juliana-PIT Pittsburgh
26h 51m1 stop Toronto Pearson Intl
$361Air Canada
Thu, Oct 29 - Mon, Nov 2
Air Canada Logo
7:20 pm - 2:45 pmPIT  Pittsburgh-SXM Simpson Bay Princess Juliana
19h 25m1 stop Toronto Pearson Intl
Air Canada Logo
4:45 pm - 6:36 pmSXM  Simpson Bay Princess Juliana-PIT Pittsburgh
26h 51m1 stop Toronto Pearson Intl
$361Air Canada
Wed, Oct 21 - Wed, Oct 28
American Airlines Logo
6:00 am - 1:23 pmPIT  Pittsburgh-SXM Simpson Bay Princess Juliana
7h 23m1 stop Miami
American Airlines Logo
2:23 pm - 11:35 pmSXM  Simpson Bay Princess Juliana-PIT Pittsburgh
9h 12m1 stop Miami
$362American Airlines
Sat, Nov 14 - Wed, Nov 18
American Airlines Logo
7:24 pm - 4:31 pmPIT  Pittsburgh-SXM Simpson Bay Princess Juliana
20h 07m2 stops Charlotte Douglas Miami
American Airlines Logo
3:26 pm - 10:20 amSXM  Simpson Bay Princess Juliana-PIT Pittsburgh
19h 54m2 stops Miami Charlotte Douglas
$362American Airlines
Mon, Oct 26 - Fri, Oct 30
JetBlue Logo
6:00 am - 1:30 pmPIT  Pittsburgh-SXM Simpson Bay Princess Juliana
7h 30m1 stop Fort Lauderdale
JetBlue Logo
1:10 pm - 9:28 pmSXM  Simpson Bay Princess Juliana-PIT Pittsburgh
8h 18m1 stop Fort Lauderdale
$391JetBlue
Tue, Oct 20 - Tue, Oct 27
JetBlue Logo
6:00 am - 12:43 pmPIT  Pittsburgh-SXM Simpson Bay Princess Juliana
6h 43m1 stop Fort Lauderdale
JetBlue Logo
1:10 pm - 9:28 pmSXM  Simpson Bay Princess Juliana-PIT Pittsburgh
8h 18m1 stop Fort Lauderdale
$391JetBlue
Sat, Oct 24 - Sat, Oct 31
United Airlines Logo
7:46 pm - 12:50 pmPIT  Pittsburgh-SXM Simpson Bay Princess Juliana
17h 04m2 stops Chicago O'Hare Intl Newark
United Airlines Logo
4:00 pm - 10:30 amSXM  Simpson Bay Princess Juliana-PIT Pittsburgh
18h 30m2 stops Washington, D.C. Dulles Intl Chicago O'Hare Intl
$410United Airlines
Fri, Jan 8 - Fri, Jan 15
United Airlines Logo
6:20 am - 1:50 pmPIT  Pittsburgh-SXM Simpson Bay Princess Juliana
6h 30m1 stop Washington, D.C. Dulles Intl
United Airlines Logo
2:52 pm - 9:37 amSXM  Simpson Bay Princess Juliana-PIT Pittsburgh
19h 45m2 stops Newark Chicago O'Hare Intl
$416United Airlines
Sun, Nov 15 - Sun, Nov 22
Southwest Logo
5:50 am - 2:15 pmPIT  Pittsburgh-SXM Simpson Bay Princess Juliana
7h 25m1 stop Baltimore/Washington
Southwest Logo
3:15 pm - 12:25 amSXM  Simpson Bay Princess Juliana-PIT Pittsburgh
10h 10m1 stop Orlando
$463Southwest
Mon, Nov 16 - Mon, Nov 23
Southwest Logo
6:05 am - 2:20 pmPIT  Pittsburgh-SXM Simpson Bay Princess Juliana
7h 15m1 stop Orlando
Southwest Logo
3:15 pm - 11:55 pmSXM  Simpson Bay Princess Juliana-PIT Pittsburgh
9h 40m2 stops Orlando Baltimore/Washington
$507Southwest
Booking Insights

Price, demand and travel trends for Pittsburgh to Simpson Bay flights

Use KAYAK data on prices, travel dates, airlines and seasonal trends to compare options and book flights from Pittsburgh to Simpson Bay with more confidence.

How much is a round-trip flight from Pittsburgh to Simpson Bay?

Round-trip flights from Pittsburgh to Simpson Bay start at $361. Prices are below average for this route right now, with typical round-trip fares ranging from $405 to $640. The lowest price found in the past 5 days was $361 on Air Canada.

What's the cheapest day of the week to fly from Pittsburgh to Simpson Bay?

Monday is the cheapest day of the week to fly from Pittsburgh to Simpson Bay, it is 20% cheaper than the average day. Friday is the most expensive day with flight prices 37% higher than average. Based on deals found by KAYAK users in the last 12 months.

What is the cheapest month to fly from Pittsburgh to Simpson Bay?

  • January is the cheapest month to fly from Pittsburgh to Simpson Bay at $393 round-trip.
  • December ($896) and February ($838) are the most expensive months.
  • The price difference between flying in the cheapest and most expensive months is 127% on average.
This is based on KAYAK aggregated and averaged internal data over the past 12 months.

Find deals

Key details for Pittsburgh to Simpson Bay flights

Low season

August

Cheapest flight

$134
Best time to beat the crowds but there is an average 46% increase in price.
Most popular time to fly and prices are also 6% lower on average.
Flight from Pittsburgh to Simpson Bay

When to book flights from Pittsburgh to Simpson Bay

Are your dates flexible? Find out the best times to travel from Pittsburgh to Simpson Bay based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price

Your Pittsburgh to Simpson Bay flight questions, answered

Find helpful route details based on KAYAK data, including flight times, airports, airlines and booking questions.

  • Which airports can I use when flying from Pittsburgh to Simpson Bay?

    Flights from Pittsburgh to Simpson Bay usually depart from Pittsburgh (PIT) and arrive at Simpson Bay Princess Juliana (SXM).

  • What cabin classes can I book on flights from Pittsburgh to Simpson Bay?

    Two cabin classes are available on flights from Pittsburgh to Simpson Bay:

    • Economy Class
    • First Class

  • Which airports do connecting flights from Pittsburgh to Simpson Bay pass through?

    One-stop flights from Pittsburgh to Simpson Bay most commonly connect through:

    • Fort Lauderdale (FLL) - 24% of one-stop connections
    • Washington, D.C. Dulles Intl (IAD) - 15% of one-stop connections
    • New York John F Kennedy Intl (JFK) - 14% of one-stop connections
    • Miami (MIA) - 12% of one-stop connections

    Fort Lauderdale (FLL) handles the largest share of one-stop connections on this route.

  • Can I save money by using flexible dates for flights from Pittsburgh to Simpson Bay?

    Yes. Being flexible with your travel dates can save you up to 42% on the Pittsburgh to Simpson Bay route. Monday is the cheapest departure day at $403 round-trip on average, while Friday is the most expensive at $687, a difference of $284. KAYAK's flexible dates feature shows options up to 3 days before and after your selected dates, making it easier to compare nearby fares.

  • How long is a flight from Pittsburgh to Simpson Bay?

    A nonstop flight from Pittsburgh to Simpson Bay takes 0h 00m, covering 1,855 miles.

  • Do I need a passport to fly from Pittsburgh to Simpson Bay?

    Yes, a valid passport is required for this international route. Many destinations require at least six months of validity beyond your travel dates. Check your passport expiry well before booking.

  • Have flight prices from Pittsburgh to Simpson Bay changed much recently?

    Yes. Based on fares seen in the past 5 days, round-trip prices on this route showed a wide range, from about $361 to $3,234. That means the highest observed fare was about 9x higher than the lowest one.

  • How are flight prices from Pittsburgh to Simpson Bay looking right now?

    One-way fares from Pittsburgh to Simpson Bay are currently higher than usual. Average one-way flight prices are about $276, which is 20% above the typical average for this route.

  • How much time can I save by choosing a different layover airport from Pittsburgh to Simpson Bay?

    Flying via Washington, D.C. Dulles Intl (IAD) gives the shortest average 1-stop total travel time at 7h 00m, compared with 7h 35m via Charlotte Douglas (CLT) and 7h 42m via Orlando (MCO).

  • What car rental options are available at Simpson Bay Princess Juliana Airport (SXM)?

    Simpson Bay Princess Juliana Airport (SXM) hosts 5 major car rental companies, with daily rates starting from around $2 for economy cars. Top options include:
    · Ace
    · Right Cars
    · Europcar
    · Budget
    · Alamo

  • How much should I expect to pay for a Pittsburgh to Simpson Bay flight?

    Round-trip flights from Pittsburgh to Simpson Bay range from $405 to $640, with an average of $498 over the past 12 months. Anything below $405 counts as a good deal.

Your guide to booking Pittsburgh to Simpson Bay flights

Get tips on when to book, when to fly and what to know before your trip.
  • If your dates can be flexible, aim for a Monday departure instead of Friday. On this route, Monday flights average $403 - about $284 less than Friday (41% savings) based on the last 12 months.
  • If you can choose when to travel, plan your Pittsburgh to Simpson Bay trip for January. Fares historically average $393 round-trip in that month - typically $503 less than the most expensive month, which is December (based on the last 12 months).
  • If you're arriving late at night and need somewhere to stay, check out these hotels close to Simpson Bay Princess Juliana Airport.
    - Hilton Vacation Club Flamingo Beach St. Maarten
    - Simpson Bay Resort Marina & Spa
    - The Villas at Simpson Bay Resort

More options for your flight from Pittsburgh to Simpson Bay

Complete your trip to Simpson Bay with a hotel stay or car rental

Car rentals in Simpson Bay
Hotels in Simpson Bay
Vacations in Simpson Bay