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 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 2025.

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.

$267 Cheap Flights from Jacksonville to Simpson Bay in 2025/26

1 adult

0 bags

Discover deals from 900+ travel sites with momondo.

Save money when you book flights with momondo

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Not ready to book? to track prices.

Search flight deals

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.

7:08 am - 4:38 pmJAX-SXM

8h 30m1 stop

3:22 pm - 12:18 amSXM-JAX

9h 56m1 stop

$412JetBlue

Find Deal

Mon, Nov 17 - Sat, Nov 22

7:15 pm - 4:38 pmJAX-SXM

20h 23m1 stop

4:25 pm - 12:18 amSXM-JAX

8h 53m1 stop

$421JetBlue

Find Deal

Sat, Nov 15 - Sat, Nov 22

7:08 am - 4:38 pmJAX-SXM

8h 30m1 stop

4:25 pm - 12:18 amSXM-JAX

8h 53m1 stop

$430JetBlue

Find Deal

Sun, Nov 16 - Sat, Nov 22

7:08 am - 4:38 pmJAX-SXM

8h 30m1 stop

4:19 pm - 12:13 amSXM-JAX

8h 54m1 stop

$450JetBlue

Find Deal

Mon, Nov 17 - Thu, Nov 20

7:08 am - 4:38 pmJAX-SXM

8h 30m1 stop

4:15 pm - 12:13 amSXM-JAX

8h 58m1 stop

$468JetBlue

Find Deal

Sun, Nov 16 - Sun, Nov 23

9:56 am - 4:28 pmJAX-SXM

5h 32m1 stop

3:31 pm - 11:57 pmSXM-JAX

9h 26m1 stop

$539American Airlines

Find Deal

Tue, Jan 20 - Tue, Jan 27

9:56 am - 4:28 pmJAX-SXM

5h 32m1 stop

5:33 pm - 12:29 pmSXM-JAX

19h 56m2 stops

$544American Airlines

Find Deal

Tue, Jan 20 - Tue, Jan 27

7:10 am - 2:55 pmJAX-SXM

6h 45m1 stop

4:20 pm - 8:36 amSXM-JAX

17h 16m1 stop

$599Delta

Find Deal

Tue, Nov 18 - Wed, Nov 19

5:00 am - 2:55 pmJAX-SXM

8h 55m1 stop

4:20 pm - 12:07 amSXM-JAX

8h 47m1 stop

$607Delta

Find Deal

Sun, Nov 16 - Tue, Nov 25

6:49 pm - 3:21 pmJAX-SXM

19h 32m2 stops

4:28 pm - 5:12 pmSXM-JAX

25h 44m3 stops

$895Multiple Airlines

Find Deal

Mon, Dec 1 - Wed, Dec 10

JetBlue flights from Jacksonville to Simpson Bay

Our best JetBlue deals on Jacksonville to Simpson Bay flight tickets

JetBlue

Nov 17

JAX7:08 amJacksonville

8h 30m

1 stop

SXM4:38 pmSimpson Bay Princess Juliana

Nov 22

SXM3:22 pmSimpson Bay Princess Juliana

9h 56m

1 stop

JAX12:18 amJacksonville

$412

Find similar

JetBlue

Nov 15

JAX7:15 pmJacksonville

20h 23m

1 stop

SXM4:38 pmSimpson Bay Princess Juliana

Nov 22

SXM4:25 pmSimpson Bay Princess Juliana

8h 53m

1 stop

JAX12:18 amJacksonville

$421

Find similar

JetBlue

Nov 16

JAX7:08 amJacksonville

8h 30m

1 stop

SXM4:38 pmSimpson Bay Princess Juliana

Nov 22

SXM4:25 pmSimpson Bay Princess Juliana

8h 53m

1 stop

JAX12:18 amJacksonville

$430

Find similar

American Airlines flights from Jacksonville to Simpson Bay

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

American Airlines

Jan 20

JAX9:56 amJacksonville

5h 32m

1 stop

SXM4:28 pmSimpson Bay Princess Juliana

Jan 27

SXM3:31 pmSimpson Bay Princess Juliana

9h 26m

1 stop

JAX11:57 pmJacksonville

$539

Find similar

American Airlines

Jan 20

JAX9:56 amJacksonville

5h 32m

1 stop

SXM4:28 pmSimpson Bay Princess Juliana

Jan 27

SXM5:33 pmSimpson Bay Princess Juliana

19h 56m

2 stops

JAX12:29 pmJacksonville

$544

Find similar

American Airlines

Nov 18

JAX7:25 pmJacksonville

17h 25m

1 stop

SXM1:50 pmSimpson Bay Princess Juliana

Nov 25

SXM5:24 pmSimpson Bay Princess Juliana

7h 50m

1 stop

JAX12:14 amJacksonville

$569

Find similar

Fly from

Fly to

Route

Depart

Return

Price

JacksonvilleSimpson Bay

JAX - SXM

JAXSXM

Jacksonville

Mon 11/17

7:08 am-4:38 pm

1 stop8h 30m

Simpson Bay Princess Juliana

Sat 11/22

3:22 pm-12:18 am

1 stop9h 56m

$412

JacksonvilleSimpson Bay

JAX - SXM

JAXSXM

Jacksonville

Sat 11/15

7:15 pm-4:38 pm

1 stop20h 23m

Simpson Bay Princess Juliana

Sat 11/22

4:25 pm-12:18 am

1 stop8h 53m

$421

JacksonvilleSimpson Bay

JAX - SXM

JAXSXM

Jacksonville

Sun 11/16

7:08 am-4:38 pm

1 stop8h 30m

Simpson Bay Princess Juliana

Sat 11/22

4:25 pm-12:18 am

1 stop8h 53m

$430

JacksonvilleSimpson Bay

JAX - SXM

JAXSXM

Jacksonville

Mon 11/17

7:08 am-4:38 pm

1 stop8h 30m

Simpson Bay Princess Juliana

Thu 11/20

4:19 pm-12:13 am

1 stop8h 54m

$450

JacksonvilleSimpson Bay

JAX - SXM

JAXSXM

Jacksonville

Sun 11/16

7:08 am-4:38 pm

1 stop8h 30m

Simpson Bay Princess Juliana

Sun 11/23

4:15 pm-12:13 am

1 stop8h 58m

$468

JacksonvilleSimpson Bay

JAX - SXM

JAXSXM

Jacksonville

Tue 1/20

9:56 am-4:28 pm

1 stop5h 32m

Simpson Bay Princess Juliana

Tue 1/27

3:31 pm-11:57 pm

1 stop9h 26m

$539

JacksonvilleSimpson Bay

JAX - SXM

JAXSXM

Jacksonville

Tue 1/20

9:56 am-4:28 pm

1 stop5h 32m

Simpson Bay Princess Juliana

Tue 1/27

5:33 pm-12:29 pm

2 stops19h 56m

$544

JacksonvilleSimpson Bay

JAX - SXM

JAXSXM

Jacksonville

Tue 11/18

7:10 am-2:55 pm

1 stop6h 45m

Simpson Bay Princess Juliana

Wed 11/19

4:20 pm-8:36 am

1 stop17h 16m

$599

JacksonvilleSimpson Bay

JAX - SXM

JAXSXM

Jacksonville

Sun 11/16

5:00 am-2:55 pm

1 stop8h 55m

Simpson Bay Princess Juliana

Tue 11/25

4:20 pm-12:07 am

1 stop8h 47m

$607

JacksonvilleSimpson Bay

JAX - SXM

JAXSXM

Jacksonville

Mon 12/1

6:49 pm-3:21 pm

2 stops19h 32m

Simpson Bay Princess Juliana

Wed 12/10

4:28 pm-5:12 pm

3 stops25h 44m

$895

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 12 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, August 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 $524. If you aren’t able to travel to Simpson Bay during the month of August, then flying in September is also cheap. Prices for this month can be found on momondo for an average of $524.

What is the cheapest day to depart on your flight to Simpson Bay?

Our data shows that Sunday is the least expensive day to fly to Simpson Bay. Tickets to fly out on this day can be as low as $519. Flights from Jacksonville to Simpson Bay on a Thursday will generally be more expensive and average around $821. Keep in mind that these prices on both days could fluctuate depending on the season and the demand.

What is the cheapest time of day to depart on your flight to Simpson Bay?

According to our data, the cheapest time of day to fly to Simpson Bay is in the morning. momondo users have found flights departing from Jacksonville to Simpson Bay in the morning for as low as $623. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. In contrast, the most expensive time of day to depart to Simpson Bay is in the evening when prices are around $748.

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

Direct flights	None

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. 5h 23m 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 2025.
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 84% of the total bookings. Other popular airlines include Delta with 16%.

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 $499	Free Cancellation	Rating 7.2 10,000 reviews		Search American Airlines flights
Delta	PriceFrom $524	Free Cancellation	Rating 7.9 7,969 reviews		Search Delta 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.

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.

Start using Trips

Find my bookings

Get notified when prices go down

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

1 adult

Wed 11/5

Wed 11/12

Email me momondo's favorite deals

By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to St. Maarten

Fly your favorite airline to Simpson Bay

Cheap flights from Jacksonville to Simpson Bay from $267

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 1/20. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

Big names and deals

Big names and deals

Filter for what you want

Filter for what you want

Trusted and free

Trusted and free

Price Alerts

Price Alerts

Find the cheapest flights from Jacksonville to Simpson Bay

Cheap round-trip flights

Cheap one-way flights

JetBlue flights from Jacksonville to Simpson Bay

Our best JetBlue deals on Jacksonville to Simpson Bay flight tickets

American Airlines flights from Jacksonville to Simpson Bay

Our best American Airlines 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

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 month to fly to Simpson Bay?

What is the cheapest day to depart on your flight to Simpson Bay?

What is the cheapest time of day to depart on your flight to Simpson Bay?

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

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

Direct flights

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

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

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?

What documentation or ID do you need to fly to Simpson Bay Princess Juliana Airport?

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

Traveling to a place near Simpson Bay?

Why use momondo?

Why should I use momondo to find a flight deal from Jacksonville to Simpson Bay?

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

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

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

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