What is the cheapest airline that flies from Jacksonville to Simpson Bay Princess Juliana?

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

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?

There are 2 operators available for flights from Jacksonville Airport to Simpson Bay Princess Juliana Airport as of September 2026.

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.

$156 Cheap Flights from Jacksonville to Simpson Bay in 2026

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Jacksonville to Simpson Bay

Round-trip

One-way

Cheap round-trip flights

Enter your travel dates to find the best prices.

7:10 am - 3:39 pmJAX Jacksonville-SXM Simpson Bay Princess Juliana

8h 29m1 stop Miami

4:39 pm - 11:59 pmSXM Simpson Bay Princess Juliana-JAX Jacksonville

7h 20m1 stop Miami

$375American Airlines

Tue, Oct 6 - Fri, Oct 9

8:15 pm - 1:23 pmJAX Jacksonville-SXM Simpson Bay Princess Juliana

17h 08m2 stops Charlotte Douglas Miami

2:23 pm - 10:52 amSXM Simpson Bay Princess Juliana-JAX Jacksonville

20h 29m2 stops Miami Philadelphia

$380American Airlines

Mon, Oct 12 - Thu, Oct 15

8:15 pm - 1:23 pmJAX Jacksonville-SXM Simpson Bay Princess Juliana

17h 08m2 stops Charlotte Douglas Miami

2:23 pm - 11:59 pmSXM Simpson Bay Princess Juliana-JAX Jacksonville

9h 36m1 stop Miami

$380American Airlines

Mon, Oct 12 - Thu, Oct 15

8:15 pm - 1:23 pmJAX Jacksonville-SXM Simpson Bay Princess Juliana

17h 08m2 stops Charlotte Douglas Miami

4:39 pm - 11:59 pmSXM Simpson Bay Princess Juliana-JAX Jacksonville

7h 20m1 stop Miami

$380American Airlines

Mon, Oct 26 - Fri, Oct 30

7:05 am - 1:30 pmJAX Jacksonville-SXM Simpson Bay Princess Juliana

6h 25m1 stop Fort Lauderdale

1:10 pm - 7:57 pmSXM Simpson Bay Princess Juliana-JAX Jacksonville

6h 47m1 stop Fort Lauderdale

$391JetBlue

Mon, Oct 26 - Fri, Oct 30

6:00 am - 2:40 pmJAX Jacksonville-SXM Simpson Bay Princess Juliana

7h 40m1 stop Atlanta Hartsfield-Jackson

4:05 pm - 12:10 amSXM Simpson Bay Princess Juliana-JAX Jacksonville

9h 05m1 stop Atlanta Hartsfield-Jackson

$391Delta

Mon, Dec 7 - Fri, Dec 11

7:10 am - 2:01 pmJAX Jacksonville-SXM Simpson Bay Princess Juliana

5h 51m1 stop Fort Lauderdale

2:20 pm - 7:48 pmSXM Simpson Bay Princess Juliana-JAX Jacksonville

6h 28m1 stop Fort Lauderdale

$500JetBlue

Fri, Dec 18 - Wed, Dec 23

6:00 am - 2:40 pmJAX Jacksonville-SXM Simpson Bay Princess Juliana

7h 40m1 stop Atlanta Hartsfield-Jackson

3:36 pm - 9:55 pmSXM Simpson Bay Princess Juliana-JAX Jacksonville

7h 19m1 stop Atlanta Hartsfield-Jackson

$509Delta

Tue, Dec 1 - Sat, Dec 5

7:00 am - 12:43 pmJAX Jacksonville-SXM Simpson Bay Princess Juliana

5h 43m1 stop Fort Lauderdale

1:48 pm - 7:54 pmSXM Simpson Bay Princess Juliana-JAX Jacksonville

6h 06m1 stop Fort Lauderdale

$557JetBlue

Thu, Oct 15 - Sun, Oct 18

4:53 pm - 3:57 pmJAX Jacksonville-SXM Simpson Bay Princess Juliana

22h 04m1 stop Chicago O'Hare Intl

2:52 pm - 11:59 pmSXM Simpson Bay Princess Juliana-JAX Jacksonville

10h 07m1 stop Newark

$575United Airlines

Sun, Dec 20 - Fri, Dec 25

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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

Oct 6

JAX7:10 amJacksonville

8h 29m

1 stop

SXM3:39 pmSimpson Bay Princess Juliana

Oct 9

SXM4:39 pmSimpson Bay Princess Juliana

7h 20m

1 stop

JAX11:59 pmJacksonville

$375

American Airlines

Oct 6

JAX7:10 amJacksonville

6h 13m

1 stop

SXM1:23 pmSimpson Bay Princess Juliana

Oct 9

SXM4:39 pmSimpson Bay Princess Juliana

18h 13m

2 stops

JAX10:52 amJacksonville

$380

American Airlines

Oct 12

JAX8:41 pmJacksonville

16h 42m

1 stop

SXM1:23 pmSimpson Bay Princess Juliana

Oct 15

SXM2:23 pmSimpson Bay Princess Juliana

9h 36m

1 stop

JAX11:59 pmJacksonville

$382

JetBlue flights from Jacksonville to Simpson Bay

Our best JetBlue deals on Jacksonville to Simpson Bay flight tickets

JetBlue

Oct 26

JAX7:05 amJacksonville

6h 25m

1 stop

SXM1:30 pmSimpson Bay Princess Juliana

Oct 30

SXM1:10 pmSimpson Bay Princess Juliana

6h 47m

1 stop

JAX7:57 pmJacksonville

$391

JetBlue

Dec 18

JAX7:10 amJacksonville

5h 51m

1 stop

SXM2:01 pmSimpson Bay Princess Juliana

Dec 23

SXM2:20 pmSimpson Bay Princess Juliana

6h 28m

1 stop

JAX7:48 pmJacksonville

$500

JetBlue

Oct 15

JAX7:00 amJacksonville

5h 43m

1 stop

SXM12:43 pmSimpson Bay Princess Juliana

Oct 18

SXM1:48 pmSimpson Bay Princess Juliana

6h 06m

1 stop

JAX7:54 pmJacksonville

$557

momondo Fare Finder

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 Jacksonville - SXM Simpson Bay Princess Juliana

JAXSXM

Jacksonville

Tue 10/6

7:10 am-3:39 pm

1 stop8h 29m

Simpson Bay Princess Juliana

Fri 10/9

4:39 pm-11:59 pm

1 stop7h 20m

$375

JacksonvilleSimpson Bay

JAX Jacksonville - SXM Simpson Bay Princess Juliana

JAXSXM

Jacksonville

Mon 10/12

8:15 pm-1:23 pm

2 stops17h 08m

Simpson Bay Princess Juliana

Thu 10/15

2:23 pm-10:52 am

2 stops20h 29m

$380

JacksonvilleSimpson Bay

JAX Jacksonville - SXM Simpson Bay Princess Juliana

JAXSXM

Jacksonville

Mon 10/12

8:15 pm-1:23 pm

2 stops17h 08m

Simpson Bay Princess Juliana

Thu 10/15

2:23 pm-11:59 pm

1 stop9h 36m

$380

JacksonvilleSimpson Bay

JAX Jacksonville - SXM Simpson Bay Princess Juliana

JAXSXM

Jacksonville

Mon 10/26

8:15 pm-1:23 pm

2 stops17h 08m

Simpson Bay Princess Juliana

Fri 10/30

4:39 pm-11:59 pm

1 stop7h 20m

$380

JacksonvilleSimpson Bay

JAX Jacksonville - SXM Simpson Bay Princess Juliana

JAXSXM

Jacksonville

Mon 10/26

7:05 am-1:30 pm

1 stop6h 25m

Simpson Bay Princess Juliana

Fri 10/30

1:10 pm-7:57 pm

1 stop6h 47m

$391

JacksonvilleSimpson Bay

JAX Jacksonville - SXM Simpson Bay Princess Juliana

JAXSXM

Jacksonville

Mon 12/7

6:00 am-2:40 pm

1 stop7h 40m

Simpson Bay Princess Juliana

Fri 12/11

4:05 pm-12:10 am

1 stop9h 05m

$391

JacksonvilleSimpson Bay

JAX Jacksonville - SXM Simpson Bay Princess Juliana

JAXSXM

Jacksonville

Fri 12/18

7:10 am-2:01 pm

1 stop5h 51m

Simpson Bay Princess Juliana

Wed 12/23

2:20 pm-7:48 pm

1 stop6h 28m

$500

JacksonvilleSimpson Bay

JAX Jacksonville - SXM Simpson Bay Princess Juliana

JAXSXM

Jacksonville

Tue 12/1

6:00 am-2:40 pm

1 stop7h 40m

Simpson Bay Princess Juliana

Sat 12/5

3:36 pm-9:55 pm

1 stop7h 19m

$509

Quickest round-trip

JacksonvilleSimpson Bay

JAX Jacksonville - SXM Simpson Bay Princess Juliana

JAXSXM

Jacksonville

Thu 10/15

7:00 am-12:43 pm

1 stop5h 43m

Simpson Bay Princess Juliana

Sun 10/18

1:48 pm-7:54 pm

1 stop6h 06m

$557

JacksonvilleSimpson Bay

JAX Jacksonville - SXM Simpson Bay Princess Juliana

JAXSXM

Jacksonville

Sun 12/20

4:53 pm-3:57 pm

1 stop22h 04m

Simpson Bay Princess Juliana

Fri 12/25

2:52 pm-11:59 pm

1 stop10h 07m

$575

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 18 resultsSorted by cheapest first

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

Prices

Airlines

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 $397 to $541.
The lowest price recently found on this route was $375.

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

Best Price Found	$156
Fastest flight time	5h 32m
Direct flights	None

The best one-way flight to Simpson Bay from Jacksonville in the past 72 hours is $156. The best round-trip flight deal from Jacksonville to Simpson Bay found on momondo in the last 72 hours is $375.

The fastest flight from Jacksonville to Simpson Bay takes 5h 32m

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 32m 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?
There are 2 operators available for flights from Jacksonville Airport to Simpson Bay Princess Juliana Airport as of September 2026.
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?
Based on momondo bookings for flights between Jacksonville and Simpson Bay, the leading airline is American Airlines, making up 58% of the total bookings. Other popular airlines include JetBlue with 42%.

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 Airlines	PriceFrom $295	Free Cancellation	Rating 7.1 12,049 reviews		Search American Airlines flights
JetBlue	PriceFrom $309	Free Cancellation	Rating 7.1 3,040 reviews		Search JetBlue flights

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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Cheap flights from Jacksonville to Simpson Bay from $156

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 12/5. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

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American Airlines flights from Jacksonville to Simpson Bay

Our best American Airlines deals on Jacksonville to Simpson Bay flight tickets

JetBlue flights from Jacksonville to Simpson Bay

Our best JetBlue deals on Jacksonville to Simpson Bay flight tickets

momondo Fare Finder

Use the filters below to find and compare flights from Jacksonville to Simpson Bay that are best for you.

See travel insights to Simpson Bay from

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

What is the typical price of a round-trip flight between Jacksonville and Simpson Bay?

What is the cheapest month to fly to Simpson Bay?

What is the cheapest airline that flies from Jacksonville to Simpson Bay Princess Juliana?

When to book flights from Jacksonville to Simpson Bay

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

Best Price Found

Fastest flight time

Direct flights

Frequently asked questions about flying 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

Traveling to a place near Simpson Bay?

Why use momondo?

An easier way to manage your Simpson Bay trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

Find better results for your trip to St. Maarten

Fly your favorite airline to Simpson Bay

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

Cabin classes currently available on flights to Simpson Bay

List of cabin classes available on flights landing in Simpson Bay. Availability may vary depending on flight origin and airline.

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