JAX - SXM

$148 Find Cheap Flights from Jacksonville to Simpson Bay - Compare and Save

1 adult
1 adult, Economy, 0 bags

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Everything you should know

Cheapest round-trip
$383
Typical prices: $409-$622
American Airlines
Wed 1/24Sat 1/27
JAX - SXM • 1 stop
Cheapest one-way
$148
Typical prices: $195-$256
American Airlines
Sat 1/27
JAX - SXM • 1 stop
Nonstop flights
There are currently no direct flights between Jacksonville and Simpson Bay. You'll need to take a connecting flight to reach the destination.
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Insights
When to travel
Cheapest • 9% price drop
Most popular
Good to know
+1
Good to know
+1
Top layover airports
Cheapest • Avg $469 (round-trip)
Shortest trip • 5h 57m (one-way)
Insights
Insights
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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

Sun, Jan 24 - Wed, Jan 27
American Airlines Logo
7:05 am - 4:26 pmJAX  Jacksonville-SXM Simpson Bay Princess Juliana
8h 21m1 stop Miami
American Airlines Logo
5:29 pm - 11:19 pmSXM  Simpson Bay Princess Juliana-JAX Jacksonville
6h 50m1 stop Miami
$353American Airlines
Sun, Jan 24 - Thu, Jan 28
American Airlines Logo
5:23 am - 4:26 pmJAX  Jacksonville-SXM Simpson Bay Princess Juliana
10h 03m1 stop Miami
American Airlines Logo
3:28 pm - 10:18 pmSXM  Simpson Bay Princess Juliana-JAX Jacksonville
7h 50m1 stop Miami
$353American Airlines
Sun, Jan 24 - Wed, Jan 27
American Airlines Logo
5:23 am - 12:34 pmJAX  Jacksonville-SXM Simpson Bay Princess Juliana
6h 11m1 stop Miami
American Airlines Logo
5:29 pm - 2:03 pmSXM  Simpson Bay Princess Juliana-JAX Jacksonville
21h 34m2 stops Miami Charlotte Douglas
$357American Airlines
Sun, Jan 24 - Wed, Jan 27
American Airlines Logo
6:26 pm - 2:28 pmJAX  Jacksonville-SXM Simpson Bay Princess Juliana
19h 02m2 stops Charlotte Douglas Miami
American Airlines Logo
3:28 pm - 10:41 amSXM  Simpson Bay Princess Juliana-JAX Jacksonville
20h 13m2 stops Miami Charlotte Douglas
$357American Airlines
Mon, Dec 14 - Mon, Dec 21
JetBlue Logo
7:09 am - 2:10 pmJAX  Jacksonville-SXM Simpson Bay Princess Juliana
6h 01m1 stop Fort Lauderdale
JetBlue Logo
3:28 pm - 11:24 pmSXM  Simpson Bay Princess Juliana-JAX Jacksonville
8h 56m1 stop New York John F Kennedy Intl
$428JetBlue
Wed, Dec 23 - Wed, Dec 30
JetBlue Logo
7:10 am - 2:08 pmJAX  Jacksonville-SXM Simpson Bay Princess Juliana
5h 58m1 stop Fort Lauderdale
JetBlue Logo
3:28 pm - 11:24 pmSXM  Simpson Bay Princess Juliana-JAX Jacksonville
8h 56m1 stop New York John F Kennedy Intl
$430JetBlue
Sat, Nov 28 - Sat, Dec 5
JetBlue Logo
7:35 am - 2:10 pmJAX  Jacksonville-SXM Simpson Bay Princess Juliana
5h 35m1 stop Fort Lauderdale
JetBlue Logo
12:53 pm - 11:20 pmSXM  Simpson Bay Princess Juliana-JAX Jacksonville
11h 27m1 stop New York John F Kennedy Intl
$437JetBlue
Fri, Jan 22 - Sat, Feb 6
Delta Logo
5:30 am - 2:57 pmJAX  Jacksonville-SXM Simpson Bay Princess Juliana
8h 27m1 stop Atlanta Hartsfield-Jackson
Delta Logo
4:24 pm - 10:21 amSXM  Simpson Bay Princess Juliana-JAX Jacksonville
18h 57m1 stop New York John F Kennedy Intl
$569Delta
Mon, Dec 28 - Wed, Jan 6
United Airlines Logo
9:20 am - 1:50 pmJAX  Jacksonville-SXM Simpson Bay Princess Juliana
27h 30m1 stop Washington, D.C. Dulles Intl
United Airlines Logo
5:00 pm - 10:28 amSXM  Simpson Bay Princess Juliana-JAX Jacksonville
18h 28m1 stop Washington, D.C. Dulles Intl
$769United Airlines
Tue, Dec 29 - Wed, Jan 6
United Airlines Logo
11:43 am - 1:50 pmJAX  Jacksonville-SXM Simpson Bay Princess Juliana
25h 07m1 stop Washington, D.C. Dulles Intl
United Airlines Logo
5:00 pm - 10:28 amSXM  Simpson Bay Princess Juliana-JAX Jacksonville
18h 28m1 stop Washington, D.C. Dulles Intl
$769United 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 with more confidence.

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

Round-trip flights from Jacksonville to Simpson Bay typically range from $409 to $622. The lowest price found in the past 5 days was $383, on American Airlines.

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

Based on deals KAYAK users found in the last 12 months, Wednesday is the cheapest day of the week to fly from Jacksonville to Simpson Bay. It’s 11% cheaper than the average day, while Monday is the most expensive, with prices 30% higher.

What’s 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 ($873) and February ($826) are the most expensive months.
•The price difference between flying in the cheapest and most expensive months is 99% on average.
This is based on KAYAK aggregated and averaged internal data over the past 12 months.

Key details for Jacksonville to Simpson Bay flights

Low season

January

Cheapest flight

$148
Beat the crowds with an average 81% drop in travelers.
The most popular month to fly with an average 78% increase in travelers.
One-way 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 answers about this route, including flight times, airports, airlines and booking tips.

  • 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.

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

    A nonstop flight from Jacksonville to Simpson Bay takes 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.

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

    Round-trip flights from Jacksonville to Simpson Bay range from $409 to $622, with an average of $482 over the past 12 months. Anything below $409 counts as a good deal.

  • 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 $353 to $3,003. That means the highest observed fare was about 9x 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 $260, which is 17% above the typical average for this route.

  • 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 averaging $40 for economy cars. Top options include:

    • Right Cars
    • Ace
    • Budget
    • Europcar
    • Alamo

  • 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).

  • 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) - 48% of one-stop connections
    • Fort Lauderdale (FLL) - 37% of one-stop connections
    • New York John F Kennedy Intl (JFK) - 8% of one-stop connections
    • Charlotte Douglas (CLT) - 5% of one-stop connections

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

    Yes. Flexible dates can save you up to 32% on flights from Jacksonville to Simpson Bay. Wednesday is the cheapest departure day at $430 round-trip on average, while Monday is the most expensive at $628, a difference of $198.

    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 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 57m, compared with 7h 09m via Miami (MIA) and 7h 36m via Atlanta Hartsfield-Jackson (ATL).

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.

More options for your flight from Jacksonville to Simpson Bay

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