JAX - SXM

$149 Find Cheap Flights from Jacksonville 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
$375
Typical prices: $416-$641
American Airlines
Fri 10/19Sat 10/27
JAX - SXM • 1 stop
Cheapest one-way
$149
Typical prices: $195-$256
JetBlue
Thu 11/15
JAX - SXM • 1 stop
Nonstop flights
Not available
There are currently no direct flights between Jacksonville and Simpson Bay. You'll need to take a connecting flight to reach the destination.
Insights
Insights
When to travel
May
Cheapest • 12% price drop
June
Most popular
Good to know
+1
Good to know
+1
Top layover airports
Fort Lauderdale (FLL)
Cheapest • Avg $498 (round-trip)
Miami (MIA)
Shortest trip • 7h 09m (one-way)
Insights
Insights
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We hope you love your trip to Simpson Bay!
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Booking Insights
Flight Deals

Cheap Flights from Jacksonville to Simpson Bay (JAX-SXM)

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

Recent round-trip flight deals from Jacksonville to Simpson Bay

Mon, Oct 19 - Tue, Oct 27
American Airlines Logo
7:10 am - 1:23 pmJAX  Jacksonville-SXM Simpson Bay Princess Juliana
6h 13m1 stop Miami
American Airlines Logo
4:39 pm - 11:59 pmSXM  Simpson Bay Princess Juliana-JAX Jacksonville
7h 20m1 stop Miami
$375American Airlines
Mon, Oct 19 - Tue, Oct 27
American Airlines Logo
6:12 pm - 1:23 pmJAX  Jacksonville-SXM Simpson Bay Princess Juliana
19h 11m2 stops Charlotte Douglas Miami
American Airlines Logo
4:39 pm - 3:23 pmSXM  Simpson Bay Princess Juliana-JAX Jacksonville
22h 44m2 stops Miami Philadelphia
$380American Airlines
Mon, Oct 19 - Tue, Oct 27
American Airlines Logo
8:15 pm - 3:39 pmJAX  Jacksonville-SXM Simpson Bay Princess Juliana
19h 24m2 stops Charlotte Douglas Miami
American Airlines Logo
4:39 pm - 11:59 pmSXM  Simpson Bay Princess Juliana-JAX Jacksonville
7h 20m1 stop Miami
$380American Airlines
Sun, Oct 11 - Wed, Oct 14
American Airlines Logo
8:15 pm - 1:23 pmJAX  Jacksonville-SXM Simpson Bay Princess Juliana
17h 08m2 stops Charlotte Douglas Miami
American Airlines Logo
4:39 pm - 10:52 amSXM  Simpson Bay Princess Juliana-JAX Jacksonville
18h 13m2 stops Miami Philadelphia
$380American Airlines
Wed, Oct 28 - Wed, Nov 4
JetBlue Logo
7:05 am - 1:30 pmJAX  Jacksonville-SXM Simpson Bay Princess Juliana
6h 25m1 stop Fort Lauderdale
JetBlue Logo
2:09 pm - 7:57 pmSXM  Simpson Bay Princess Juliana-JAX Jacksonville
6h 48m1 stop Fort Lauderdale
$382JetBlue
Mon, Oct 26 - Fri, Oct 30
JetBlue Logo
7:05 am - 1:30 pmJAX  Jacksonville-SXM Simpson Bay Princess Juliana
6h 25m1 stop Fort Lauderdale
JetBlue Logo
1:10 pm - 7:57 pmSXM  Simpson Bay Princess Juliana-JAX Jacksonville
6h 47m1 stop Fort Lauderdale
$391JetBlue
Fri, Oct 30 - Fri, Nov 6
JetBlue Logo
7:05 am - 1:30 pmJAX  Jacksonville-SXM Simpson Bay Princess Juliana
6h 25m1 stop Fort Lauderdale
JetBlue Logo
2:09 pm - 7:57 pmSXM  Simpson Bay Princess Juliana-JAX Jacksonville
6h 48m1 stop Fort Lauderdale
$431JetBlue
Sat, Oct 3 - Sat, Oct 10
Multiple Airlines Logo
7:19 am - 2:00 pmJAX  Jacksonville-SXM Simpson Bay Princess Juliana
6h 41m1 stop Fort Lauderdale
Multiple Airlines Logo
6:00 pm - 10:06 pmSXM  Simpson Bay Princess Juliana-JAX Jacksonville
28h 06m1 stop Toronto Pearson Intl
$487Multiple Airlines
Mon, Oct 12 - Fri, Oct 16
Delta Logo
5:10 am - 1:40 pmJAX  Jacksonville-SXM Simpson Bay Princess Juliana
8h 30m1 stop Atlanta Hartsfield-Jackson
Delta Logo
3:05 pm - 11:56 pmSXM  Simpson Bay Princess Juliana-JAX Jacksonville
8h 51m1 stop Atlanta Hartsfield-Jackson
$509Delta
Fri, Oct 2 - Mon, Oct 5
Multiple Airlines Logo
10:40 am - 5:00 pmJAX  Jacksonville-SXM Simpson Bay Princess Juliana
30h 20m1 stop Toronto Pearson Intl
Multiple Airlines Logo
3:05 pm - 10:29 pmSXM  Simpson Bay Princess Juliana-JAX Jacksonville
7h 24m1 stop Fort Lauderdale
$521Multiple Airlines
Booking Insights

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

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

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

Round-trip flights from Jacksonville to Simpson Bay start at $375. Prices are below average for this route right now, with typical round-trip fares ranging from $416 to $641. The lowest price found in the past 5 days was $375 on American Airlines.

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

Wednesday is the cheapest day of the week to fly from Jacksonville to Simpson Bay, it is 14% cheaper than the average day. Friday is the most expensive day with flight prices 24% higher than average. Based on deals found by KAYAK users in the last 12 months.

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

•May is the cheapest month to fly from Jacksonville to Simpson Bay at $437 round-trip.
•December ($1,036) and November ($850) are the most expensive months.
•The price difference between flying in the cheapest and most expensive months is 137% on average.
This is based on KAYAK aggregated and averaged internal data over the past 12 months.

Find deals

Key details for Jacksonville to Simpson Bay flights

Low season

January

Cheapest flight

$149
Best time to beat the crowds but there is an average 23% increase in price.
Most popular time to fly and prices are also 4% lower on average.
Flight from Jacksonville to Simpson Bay

When to book flights from Jacksonville to Simpson Bay

Are your dates flexible? Find out the best times to travel from Jacksonville 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 Jacksonville 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 Jacksonville to Simpson Bay?

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

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

    Only Economy Class is available on flights from Jacksonville to Simpson Bay.

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

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

    • Miami (MIA) - 51% of one-stop connections
    • Fort Lauderdale (FLL) - 31% of one-stop connections
    • New York John F Kennedy Intl (JFK) - 8% of one-stop connections
    • Charlotte Douglas (CLT) - 7% of one-stop connections

    Miami (MIA) handles the largest share of one-stop connections on this route.

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

    Yes. Being flexible with your travel dates can save you up to 31% on the Jacksonville to Simpson Bay route. Wednesday is the cheapest departure day at $430 round-trip on average, while Friday is the most expensive at $618, a difference of $188. 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 Jacksonville to Simpson Bay?

    A nonstop flight from Jacksonville to Simpson Bay takes 0h 00m, covering 1,448 miles.

  • Do I need a passport to fly from Jacksonville 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 Jacksonville 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 $375 to $2,751. That means the highest observed fare was about 7x higher than the lowest one.

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

    One-way fares from Jacksonville to Simpson Bay are currently higher than usual. Average one-way flight prices are about $287, which is 29% above the typical average for this route.

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

    Flying via Fort Lauderdale (FLL) gives the shortest average 1-stop total travel time at 5h 54m, compared with 7h 09m via Miami (MIA) and 7h 47m via Atlanta Hartsfield-Jackson (ATL).

  • 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 Jacksonville to Simpson Bay flight?

    Round-trip flights from Jacksonville to Simpson Bay range from $416 to $641, with an average of $498 over the past 12 months. Anything below $416 counts as a good deal.

Your guide to booking Jacksonville to Simpson Bay flights

Get tips on when to book, when to fly and what to know before your trip.

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