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Cheap flights from Jacksonville to Simpson Bay from $188

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Jacksonville to Simpson Bay departing on 8/21. 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
1 adult, Economy, 0 bags

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Jacksonville to Simpson Bay

Cheap round-trip flights

Enter your travel dates to find the best prices.
JetBlue Logo
7:05 am - 12:43 pm
JAX
-
SXM
5h 38m
1 stop
JetBlue Logo
1:35 pm - 7:52 pm
SXM
-
JAX
6h 17m
1 stop
$372JetBlue
Sun, Oct 18 - Sun, Oct 25
JetBlue Logo
7:10 am - 12:37 pm
JAX
-
SXM
5h 27m
1 stop
JetBlue Logo
1:42 pm - 7:57 pm
SXM
-
JAX
6h 15m
1 stop
$375JetBlue
Sun, Aug 30 - Thu, Sep 3
JetBlue Logo
7:10 am - 12:37 pm
JAX
-
SXM
5h 27m
1 stop
JetBlue Logo
1:42 pm - 7:57 pm
SXM
-
JAX
6h 15m
1 stop
$385JetBlue
Sun, Aug 30 - Thu, Sep 3
American Airlines Logo
6:00 am - 3:39 pm
JAX
-
SXM
9h 39m
1 stop
American Airlines Logo
4:39 pm - 12:34 am
SXM
-
JAX
7h 55m
1 stop
$408American Airlines
Wed, Aug 19 - Wed, Aug 26
American Airlines Logo
6:00 am - 3:39 pm
JAX
-
SXM
9h 39m
1 stop
American Airlines Logo
2:22 pm - 9:57 am
SXM
-
JAX
19h 35m
2 stops
$413American Airlines
Wed, Aug 19 - Wed, Aug 26
JetBlue Logo
7:10 am - 12:37 pm
JAX
-
SXM
5h 27m
1 stop
JetBlue Logo
1:42 pm - 7:57 pm
SXM
-
JAX
6h 15m
1 stop
$417JetBlue
Sun, Aug 30 - Thu, Sep 3
JetBlue Logo
7:19 am - 2:00 pm
JAX
-
SXM
6h 41m
1 stop
JetBlue Logo
3:05 pm - 10:29 pm
SXM
-
JAX
7h 24m
1 stop
$419JetBlue
Thu, Sep 10 - Thu, Sep 17
American Airlines Logo
8:00 am - 3:39 pm
JAX
-
SXM
7h 39m
1 stop
American Airlines Logo
2:22 pm - 11:39 pm
SXM
-
JAX
9h 17m
1 stop
$427American Airlines
Sun, Aug 30 - Thu, Sep 3
JetBlue Logo
7:19 am - 2:00 pm
JAX
-
SXM
6h 41m
1 stop
JetBlue Logo
3:05 pm - 10:29 pm
SXM
-
JAX
7h 24m
1 stop
$429JetBlue
Thu, Sep 10 - Thu, Sep 17
American Airlines Logo
6:12 pm - 1:22 pm
JAX
-
SXM
19h 10m
2 stops
American Airlines Logo
4:39 pm - 11:56 am
SXM
-
JAX
19h 17m
2 stops
$432American Airlines
Sun, Aug 30 - Thu, Sep 3

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American Airlines flights from Jacksonville to Simpson Bay

Our best American Airlines deals on Jacksonville to Simpson Bay flight tickets
American Airlines
Aug 19
JAX6:00 amJacksonville
9h 39m
1 stop
SXM3:39 pmSimpson Bay Princess Juliana
Aug 26
SXM4:39 pmSimpson Bay Princess Juliana
7h 55m
1 stop
JAX12:34 amJacksonville
$408
American Airlines
Aug 19
JAX6:00 amJacksonville
9h 39m
1 stop
SXM3:39 pmSimpson Bay Princess Juliana
Aug 26
SXM2:22 pmSimpson Bay Princess Juliana
19h 35m
2 stops
JAX9:57 amJacksonville
$413
American Airlines
Aug 30
JAX8:00 amJacksonville
7h 39m
1 stop
SXM3:39 pmSimpson Bay Princess Juliana
Sep 3
SXM2:22 pmSimpson Bay Princess Juliana
9h 17m
1 stop
JAX11:39 pmJacksonville
$427

JetBlue flights from Jacksonville to Simpson Bay

Our best JetBlue deals on Jacksonville to Simpson Bay flight tickets
JetBlue
Oct 18
JAX7:05 amJacksonville
5h 38m
1 stop
SXM12:43 pmSimpson Bay Princess Juliana
Oct 25
SXM1:35 pmSimpson Bay Princess Juliana
6h 17m
1 stop
JAX7:52 pmJacksonville
$372
JetBlue
Aug 30
JAX7:10 amJacksonville
5h 27m
1 stop
SXM12:37 pmSimpson Bay Princess Juliana
Sep 3
SXM1:42 pmSimpson Bay Princess Juliana
6h 15m
1 stop
JAX7:57 pmJacksonville
$375
JetBlue
Aug 30
JAX7:10 amJacksonville
5h 27m
1 stop
SXM12:37 pmSimpson Bay Princess Juliana
Sep 3
SXM1:42 pmSimpson Bay Princess Juliana
6h 15m
1 stop
JAX7:57 pmJacksonville
$385

momondo Fare Finder

 
Customize your flight search to find flights from Jacksonville 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 July 25, 2026.
Use the filters below to find and compare flights from Jacksonville to Simpson Bay that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

JacksonvilleSimpson Bay

JAX - SXM

JAXSXM

Jacksonville

Sun 10/18

7:05 am-12:43 pm

1 stop5h 38m

Simpson Bay Princess Juliana

Sun 10/25

1:35 pm-7:52 pm

1 stop6h 17m

$372
Quickest round-trip

JacksonvilleSimpson Bay

JAX - SXM

JAXSXM

Jacksonville

Sun 8/30

7:10 am-12:37 pm

1 stop5h 27m

Simpson Bay Princess Juliana

Thu 9/3

1:42 pm-7:57 pm

1 stop6h 15m

$375

JacksonvilleSimpson Bay

JAX - SXM

JAXSXM

Jacksonville

Sun 8/30

7:10 am-12:37 pm

1 stop5h 27m

Simpson Bay Princess Juliana

Thu 9/3

1:42 pm-7:57 pm

1 stop6h 15m

$385

JacksonvilleSimpson Bay

JAX - SXM

JAXSXM

Jacksonville

Wed 8/19

6:00 am-3:39 pm

1 stop9h 39m

Simpson Bay Princess Juliana

Wed 8/26

4:39 pm-12:34 am

1 stop7h 55m

$408

JacksonvilleSimpson Bay

JAX - SXM

JAXSXM

Jacksonville

Wed 8/19

6:00 am-3:39 pm

1 stop9h 39m

Simpson Bay Princess Juliana

Wed 8/26

2:22 pm-9:57 am

2 stops19h 35m

$413

JacksonvilleSimpson Bay

JAX - SXM

JAXSXM

Jacksonville

Sun 8/30

7:10 am-12:37 pm

1 stop5h 27m

Simpson Bay Princess Juliana

Thu 9/3

1:42 pm-7:57 pm

1 stop6h 15m

$417

JacksonvilleSimpson Bay

JAX - SXM

JAXSXM

Jacksonville

Thu 9/10

7:19 am-2:00 pm

1 stop6h 41m

Simpson Bay Princess Juliana

Thu 9/17

3:05 pm-10:29 pm

1 stop7h 24m

$419

JacksonvilleSimpson Bay

JAX - SXM

JAXSXM

Jacksonville

Sun 8/30

8:00 am-3:39 pm

1 stop7h 39m

Simpson Bay Princess Juliana

Thu 9/3

2:22 pm-11:39 pm

1 stop9h 17m

$427

JacksonvilleSimpson Bay

JAX - SXM

JAXSXM

Jacksonville

Thu 9/10

7:19 am-2:00 pm

1 stop6h 41m

Simpson Bay Princess Juliana

Thu 9/17

3:05 pm-10:29 pm

1 stop7h 24m

$429

JacksonvilleSimpson Bay

JAX - SXM

JAXSXM

Jacksonville

Sun 8/30

6:12 pm-1:22 pm

2 stops19h 10m

Simpson Bay Princess Juliana

Thu 9/3

4:39 pm-11:56 am

2 stops19h 17m

$432

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Simpson Bay from

How to get the cheapest flight ticket from Jacksonville 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 Jacksonville and Simpson Bay?

Prices are currently low for flights on this route.

Typical prices usually range from $385 to $659.
The lowest price recently found on this route was $372.

What is the cheapest month to fly to Simpson Bay?

In general, May is the cheapest month to fly from Jacksonville to Simpson Bay. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $437. If you aren’t able to travel to Simpson Bay during the month of May, then flying in June is also cheap. Prices for this month can be found on momondo for an average of $478.

When to book flights from Jacksonville to Simpson Bay

Are you open to changing your travel dates? Check out the ideal times to fly from Jacksonville to Simpson Bay according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Jacksonville to Simpson Bay (JAX to SXM) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Jacksonville to Simpson Bay

Fastest flight time

5h 27m

Direct flights

None
The fastest flight from Jacksonville to Simpson Bay takes 5h 27m
There are no direct flights from Jacksonville to Simpson Bay. There are no popular flight routes from Jacksonville to Simpson Bay.
Search flight deals

Frequently asked questions about flying from Jacksonville to Simpson Bay

  • How far is Jacksonville to Simpson Bay Princess Juliana by plane?

    The distance between Jacksonville and Simpson Bay Princess Juliana is about 1440.0 mi. 5h 27m is a normal flight duration for this route.

  • When did momondo last update prices for flights from Jacksonville Airport to Simpson Bay Princess Juliana Airport?

    Prices for flights from Jacksonville Airport to Simpson Bay Princess Juliana Airport are refreshed on a daily basis.

  • How many operators does momondo search for flights from Jacksonville Airport to Simpson Bay Princess Juliana Airport?

  • How old do you have to be to fly from Jacksonville Airport to Simpson Bay Princess Juliana Airport?

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Jacksonville 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 Jacksonville to Simpson Bay?

Best airlines flying from Jacksonville to Simpson Bay

Compare and see reviews for airlines that fly from Jacksonville to Simpson Bay with momondo
Airline
Rating
Free Cancellation
Price
American AirlinesPriceFrom $295Free CancellationRating
7.1
11,847 reviews
Search American Airlines flights
JetBluePriceFrom $309Free CancellationRating
7.1
3,024 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 Jacksonville to Simpson Bay?

It is quick and easy to find Jacksonville to Simpson Bay flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Simpson Bay that suits you.

Can I find flights from Jacksonville to Simpson Bay with flexible booking policies on momondo?

Yes. All flights to Simpson Bay from Jacksonville on momondo can be compared and filtered by various policies on offer, including flexible booking.

How can momondo help me find flights from Jacksonville to Simpson Bay?

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Simpson Bay from Jacksonville.

I’m not ready to book a flight from Jacksonville to Simpson Bay right now. Can momondo alert me if prices change?

If you are not ready to book a flight from Jacksonville to Simpson Bay now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Simpson Bay and let you know when they change.

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Airlines are sorted and displayed according to clicks in the past 7 days on momondo
American Airlines
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