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Cheap flights from Jacksonville to Simpson Bay from $113

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 8/17. 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

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Find the cheapest flights from Jacksonville to Simpson Bay

Cheap round-trip flights

Enter your travel dates to find the best prices.
American Airlines Logo
6:00 am - 1:16 pm
JAX
-
SXM
7h 16m
1 stop
American Airlines Logo
3:01 pm - 8:51 am
SXM
-
JAX
17h 50m
1 stop
$315American Airlines
Mon, Mar 23 - Tue, Mar 31
American Airlines Logo
8:07 pm - 1:21 pm
JAX
-
SXM
17h 14m
2 stops
American Airlines Logo
2:17 pm - 8:51 am
SXM
-
JAX
18h 34m
2 stops
$320American Airlines
Mon, Mar 23 - Tue, Mar 31
American Airlines Logo
6:00 am - 3:09 pm
JAX
-
SXM
9h 09m
1 stop
American Airlines Logo
2:22 pm - 5:12 pm
SXM
-
JAX
26h 50m
1 stop
$321American Airlines
Sun, Aug 16 - Fri, Aug 21
American Airlines Logo
6:30 am - 1:50 pm
JAX
-
SXM
7h 20m
1 stop
American Airlines Logo
1:45 pm - 11:20 am
SXM
-
JAX
21h 35m
1 stop
$322American Airlines
Tue, Jun 2 - Mon, Jun 8
American Airlines Logo
6:12 pm - 1:20 pm
JAX
-
SXM
19h 08m
2 stops
American Airlines Logo
2:21 pm - 9:03 am
SXM
-
JAX
18h 42m
2 stops
$325American Airlines
Thu, May 7 - Sun, May 10
American Airlines Logo
7:38 pm - 3:09 pm
JAX
-
SXM
19h 31m
1 stop
American Airlines Logo
2:22 pm - 9:30 am
SXM
-
JAX
19h 08m
2 stops
$326American Airlines
Thu, Aug 6 - Tue, Aug 11
American Airlines Logo
7:59 pm - 3:42 pm
JAX
-
SXM
19h 43m
2 stops
American Airlines Logo
1:45 pm - 11:20 am
SXM
-
JAX
21h 35m
1 stop
$327American Airlines
Tue, Jun 2 - Tue, Jun 9
American Airlines Logo
5:50 pm - 12:40 pm
JAX
-
SXM
18h 50m
1 stop
American Airlines Logo
1:40 pm - 11:20 am
SXM
-
JAX
21h 40m
1 stop
$329American Airlines
Tue, Jun 2 - Mon, Jun 8
American Airlines Logo
7:59 pm - 3:42 pm
JAX
-
SXM
19h 43m
2 stops
American Airlines Logo
1:45 pm - 11:20 am
SXM
-
JAX
21h 35m
1 stop
$332American Airlines
Sun, Jun 21 - Sun, Jun 28
American Airlines Logo
8:05 pm - 11:29 am
JAX
-
SXM
15h 24m
1 stop
American Airlines Logo
4:28 pm - 9:03 am
SXM
-
JAX
16h 35m
1 stop
$343American Airlines
Sun, Mar 15 - Thu, Mar 19

JetBlue flights from Jacksonville to Simpson Bay

Our best JetBlue deals on Jacksonville to Simpson Bay flight tickets
JetBlue
Jun 9
JAX7:30 amJacksonville
6h 30m
1 stop
SXM2:00 pmSimpson Bay Princess Juliana
Jun 15
SXM3:25 pmSimpson Bay Princess Juliana
9h 43m
1 stop
JAX1:08 amJacksonville
$456
JetBlue
Jun 13
JAX6:05 amJacksonville
7h 37m
1 stop
SXM1:42 pmSimpson Bay Princess Juliana
Jun 19
SXM3:02 pmSimpson Bay Princess Juliana
8h 57m
1 stop
JAX11:59 pmJacksonville
$474
JetBlue
Jun 13
JAX6:05 amJacksonville
7h 37m
1 stop
SXM1:42 pmSimpson Bay Princess Juliana
Jun 19
SXM11:10 amSimpson Bay Princess Juliana
12h 49m
1 stop
JAX11:59 pmJacksonville
$475

American Airlines flights from Jacksonville to Simpson Bay

Our best American Airlines deals on Jacksonville to Simpson Bay flight tickets
American Airlines
Mar 23
JAX6:00 amJacksonville
7h 16m
1 stop
SXM1:16 pmSimpson Bay Princess Juliana
Mar 31
SXM3:01 pmSimpson Bay Princess Juliana
17h 50m
1 stop
JAX8:51 amJacksonville
$315
American Airlines
Mar 23
JAX8:07 pmJacksonville
17h 14m
2 stops
SXM1:21 pmSimpson Bay Princess Juliana
Mar 31
SXM2:17 pmSimpson Bay Princess Juliana
18h 34m
2 stops
JAX8:51 amJacksonville
$320
American Airlines
Aug 16
JAX6:00 amJacksonville
9h 09m
1 stop
SXM3:09 pmSimpson Bay Princess Juliana
Aug 21
SXM2:22 pmSimpson Bay Princess Juliana
26h 50m
1 stop
JAX5:12 pmJacksonville
$321

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 March 1, 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

JacksonvilleSimpson Bay

JAX - SXM

JAXSXM

Jacksonville

Mon 3/23

6:00 am-1:16 pm

1 stop7h 16m

Simpson Bay Princess Juliana

Tue 3/31

3:01 pm-8:51 am

1 stop17h 50m

$315

JacksonvilleSimpson Bay

JAX - SXM

JAXSXM

Jacksonville

Mon 3/23

8:07 pm-1:21 pm

2 stops17h 14m

Simpson Bay Princess Juliana

Tue 3/31

2:17 pm-8:51 am

2 stops18h 34m

$320

JacksonvilleSimpson Bay

JAX - SXM

JAXSXM

Jacksonville

Sun 8/16

6:00 am-3:09 pm

1 stop9h 09m

Simpson Bay Princess Juliana

Fri 8/21

2:22 pm-5:12 pm

1 stop26h 50m

$321

JacksonvilleSimpson Bay

JAX - SXM

JAXSXM

Jacksonville

Tue 6/2

6:30 am-1:50 pm

1 stop7h 20m

Simpson Bay Princess Juliana

Mon 6/8

1:45 pm-11:20 am

1 stop21h 35m

$322

JacksonvilleSimpson Bay

JAX - SXM

JAXSXM

Jacksonville

Thu 5/7

6:12 pm-1:20 pm

2 stops19h 08m

Simpson Bay Princess Juliana

Sun 5/10

2:21 pm-9:03 am

2 stops18h 42m

$325

JacksonvilleSimpson Bay

JAX - SXM

JAXSXM

Jacksonville

Thu 8/6

7:38 pm-3:09 pm

1 stop19h 31m

Simpson Bay Princess Juliana

Tue 8/11

2:22 pm-9:30 am

2 stops19h 08m

$326

JacksonvilleSimpson Bay

JAX - SXM

JAXSXM

Jacksonville

Tue 6/2

7:59 pm-3:42 pm

2 stops19h 43m

Simpson Bay Princess Juliana

Tue 6/9

1:45 pm-11:20 am

1 stop21h 35m

$327

JacksonvilleSimpson Bay

JAX - SXM

JAXSXM

Jacksonville

Tue 6/2

5:50 pm-12:40 pm

1 stop18h 50m

Simpson Bay Princess Juliana

Mon 6/8

1:40 pm-11:20 am

1 stop21h 40m

$329

JacksonvilleSimpson Bay

JAX - SXM

JAXSXM

Jacksonville

Sun 6/21

7:59 pm-3:42 pm

2 stops19h 43m

Simpson Bay Princess Juliana

Sun 6/28

1:45 pm-11:20 am

1 stop21h 35m

$332

JacksonvilleSimpson Bay

JAX - SXM

JAXSXM

Jacksonville

Sun 3/15

8:05 pm-11:29 am

1 stop15h 24m

Simpson Bay Princess Juliana

Thu 3/19

4:28 pm-9:03 am

1 stop16h 35m

$343

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 16 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 cheapest airline that flies from Jacksonville to Simpson Bay Princess Juliana?

Delta and American Airlines are the most popular carriers operating from Jacksonville to Simpson Bay Princess Juliana

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

6h 19m

Direct flights

None
The fastest flight from Jacksonville to Simpson Bay takes 6h 19m
There are no direct flights from Jacksonville to Simpson Bay. There are no popular flight routes from Jacksonville to Simpson Bay.
Search flight deals

  • 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. 6h 19m 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 $409Free CancellationRating
7.1
11,370 reviews
Search American Airlines flights
DeltaPriceFrom $500Free CancellationRating
7.9
8,244 reviews
Search Delta 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.

An easier way to manage your Simpson Bay trip

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American Airlines
Delta