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

United Airlines, American Airlines, and JetBlue 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 October 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.

$148 Cheap Flights from Jacksonville to Simpson Bay in 2026/27

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Jacksonville to Simpson Bay

Round-trip

One-way

Last minute

Cheap round-trip flights

Enter your travel dates to find the best prices.

7:05 am - 4:26 pmJAX Jacksonville-SXM Simpson Bay Princess Juliana

8h 21m1 stop Miami

5:29 pm - 11:19 pmSXM Simpson Bay Princess Juliana-JAX Jacksonville

6h 50m1 stop Miami

$353American Airlines

Sun, Jan 24 - Wed, Jan 27

5:23 am - 4:26 pmJAX Jacksonville-SXM Simpson Bay Princess Juliana

10h 03m1 stop Miami

3:28 pm - 10:18 pmSXM Simpson Bay Princess Juliana-JAX Jacksonville

7h 50m1 stop Miami

$353American Airlines

Sun, Jan 24 - Thu, Jan 28

5:23 am - 12:34 pmJAX Jacksonville-SXM Simpson Bay Princess Juliana

6h 11m1 stop Miami

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

6:26 pm - 2:28 pmJAX Jacksonville-SXM Simpson Bay Princess Juliana

19h 02m2 stops Charlotte Douglas Miami

3:28 pm - 10:41 amSXM Simpson Bay Princess Juliana-JAX Jacksonville

20h 13m2 stops Miami Charlotte Douglas

$357American Airlines

Sun, Jan 24 - Wed, Jan 27

7:09 am - 2:10 pmJAX Jacksonville-SXM Simpson Bay Princess Juliana

6h 01m1 stop Fort Lauderdale

3:28 pm - 11:24 pmSXM Simpson Bay Princess Juliana-JAX Jacksonville

8h 56m1 stop New York John F Kennedy Intl

$428JetBlue

Mon, Dec 14 - Mon, Dec 21

7:10 am - 2:08 pmJAX Jacksonville-SXM Simpson Bay Princess Juliana

5h 58m1 stop Fort Lauderdale

3:28 pm - 11:24 pmSXM Simpson Bay Princess Juliana-JAX Jacksonville

8h 56m1 stop New York John F Kennedy Intl

$430JetBlue

Wed, Dec 23 - Wed, Dec 30

7:35 am - 2:10 pmJAX Jacksonville-SXM Simpson Bay Princess Juliana

5h 35m1 stop Fort Lauderdale

12:53 pm - 11:20 pmSXM Simpson Bay Princess Juliana-JAX Jacksonville

11h 27m1 stop New York John F Kennedy Intl

$437JetBlue

Sat, Nov 28 - Sat, Dec 5

5:30 am - 2:57 pmJAX Jacksonville-SXM Simpson Bay Princess Juliana

8h 27m1 stop Atlanta Hartsfield-Jackson

4:24 pm - 10:21 amSXM Simpson Bay Princess Juliana-JAX Jacksonville

18h 57m1 stop New York John F Kennedy Intl

$569Delta

Fri, Jan 22 - Sat, Feb 6

9:20 am - 1:50 pmJAX Jacksonville-SXM Simpson Bay Princess Juliana

27h 30m1 stop Washington, D.C. Dulles Intl

5:00 pm - 10:28 amSXM Simpson Bay Princess Juliana-JAX Jacksonville

18h 28m1 stop Washington, D.C. Dulles Intl

$769United Airlines

Mon, Dec 28 - Wed, Jan 6

11:43 am - 1:50 pmJAX Jacksonville-SXM Simpson Bay Princess Juliana

25h 07m1 stop Washington, D.C. Dulles Intl

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

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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

Jan 24

JAX7:05 amJacksonville

8h 21m

1 stop

SXM4:26 pmSimpson Bay Princess Juliana

Jan 27

SXM5:29 pmSimpson Bay Princess Juliana

6h 50m

1 stop

JAX11:19 pmJacksonville

$353

American Airlines

Jan 24

JAX5:16 pmJacksonville

18h 18m

2 stops

SXM12:34 pmSimpson Bay Princess Juliana

Jan 28

SXM4:02 pmSimpson Bay Princess Juliana

7h 57m

1 stop

JAX10:59 pmJacksonville

$357

American Airlines

Jan 24

JAX7:05 amJacksonville

8h 21m

1 stop

SXM4:26 pmSimpson Bay Princess Juliana

Jan 27

SXM5:29 pmSimpson Bay Princess Juliana

6h 50m

1 stop

JAX11:19 pmJacksonville

$383

JetBlue flights from Jacksonville to Simpson Bay

Our best JetBlue deals on Jacksonville to Simpson Bay flight tickets

JetBlue

Dec 14

JAX7:09 amJacksonville

6h 01m

1 stop

SXM2:10 pmSimpson Bay Princess Juliana

Dec 21

SXM3:28 pmSimpson Bay Princess Juliana

8h 56m

1 stop

JAX11:24 pmJacksonville

$428

JetBlue

Dec 23

JAX7:10 amJacksonville

5h 58m

1 stop

SXM2:08 pmSimpson Bay Princess Juliana

Dec 30

SXM3:28 pmSimpson Bay Princess Juliana

8h 56m

1 stop

JAX11:24 pmJacksonville

$430

JetBlue

Nov 28

JAX7:35 amJacksonville

5h 35m

1 stop

SXM2:10 pmSimpson Bay Princess Juliana

Dec 5

SXM12:53 pmSimpson Bay Princess Juliana

11h 27m

1 stop

JAX11:20 pmJacksonville

$437

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

Sun 1/24

7:05 am-4:26 pm

1 stop8h 21m

Simpson Bay Princess Juliana

Wed 1/27

5:29 pm-11:19 pm

1 stop6h 50m

$353

JacksonvilleSimpson Bay

JAX Jacksonville - SXM Simpson Bay Princess Juliana

JAXSXM

Jacksonville

Sun 1/24

5:23 am-4:26 pm

1 stop10h 03m

Simpson Bay Princess Juliana

Thu 1/28

3:28 pm-10:18 pm

1 stop7h 50m

$353

JacksonvilleSimpson Bay

JAX Jacksonville - SXM Simpson Bay Princess Juliana

JAXSXM

Jacksonville

Sun 1/24

5:23 am-12:34 pm

1 stop6h 11m

Simpson Bay Princess Juliana

Wed 1/27

5:29 pm-2:03 pm

2 stops21h 34m

$357

JacksonvilleSimpson Bay

JAX Jacksonville - SXM Simpson Bay Princess Juliana

JAXSXM

Jacksonville

Sun 1/24

6:26 pm-2:28 pm

2 stops19h 02m

Simpson Bay Princess Juliana

Wed 1/27

3:28 pm-10:41 am

2 stops20h 13m

$357

JacksonvilleSimpson Bay

JAX Jacksonville - SXM Simpson Bay Princess Juliana

JAXSXM

Jacksonville

Mon 12/14

7:09 am-2:10 pm

1 stop6h 01m

Simpson Bay Princess Juliana

Mon 12/21

3:28 pm-11:24 pm

1 stop8h 56m

$428

Quickest round-trip

JacksonvilleSimpson Bay

JAX Jacksonville - SXM Simpson Bay Princess Juliana

JAXSXM

Jacksonville

Wed 12/23

7:10 am-2:08 pm

1 stop5h 58m

Simpson Bay Princess Juliana

Wed 12/30

3:28 pm-11:24 pm

1 stop8h 56m

$430

JacksonvilleSimpson Bay

JAX Jacksonville - SXM Simpson Bay Princess Juliana

JAXSXM

Jacksonville

Sat 11/28

7:35 am-2:10 pm

1 stop5h 35m

Simpson Bay Princess Juliana

Sat 12/5

12:53 pm-11:20 pm

1 stop11h 27m

$437

JacksonvilleSimpson Bay

JAX Jacksonville - SXM Simpson Bay Princess Juliana

JAXSXM

Jacksonville

Fri 1/22

5:30 am-2:57 pm

1 stop8h 27m

Simpson Bay Princess Juliana

Sat 2/6

4:24 pm-10:21 am

1 stop18h 57m

$569

JacksonvilleSimpson Bay

JAX Jacksonville - SXM Simpson Bay Princess Juliana

JAXSXM

Jacksonville

Mon 12/28

9:20 am-1:50 pm

1 stop27h 30m

Simpson Bay Princess Juliana

Wed 1/6

5:00 pm-10:28 am

1 stop18h 28m

$769

JacksonvilleSimpson Bay

JAX Jacksonville - SXM Simpson Bay Princess Juliana

JAXSXM

Jacksonville

Tue 12/29

11:43 am-1:50 pm

1 stop25h 07m

Simpson Bay Princess Juliana

Wed 1/6

5:00 pm-10:28 am

1 stop18h 28m

$769

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 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 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	$148
Fastest flight time	5h 50m
Direct flights	None

The best one-way flight to Simpson Bay from Jacksonville in the past 72 hours is $148. The best round-trip flight deal from Jacksonville to Simpson Bay found on momondo in the last 72 hours is $353.

The fastest flight from Jacksonville to Simpson Bay takes 5h 50m

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 50m 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 October 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 56% of the total bookings. Other popular airlines include JetBlue with 44%.

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 7.0 12,220 reviews		Search American Airlines flights
JetBlue	PriceFrom $309	Free Cancellation	Rating 7.1 3,074 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 $148

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 1/27. 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 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

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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

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Fly your favorite airline to Simpson Bay

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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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