Latest deals
Insights
When to book
FAQs
Reviews
Price Alerts

Cheap flights from Jacksonville to Simpson Bay from $143

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 5/31. 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

Discover deals from 900+ travel sites with momondo.

Save money when you book flights with momondo

Big names and deals

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Filter for what you want

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

Trusted and free

Trusted and free

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

Price Alerts

Price Alerts

Not ready to book? to track prices.
Search flight deals

Find the cheapest flights from Jacksonville to Simpson Bay

Cheap round-trip flights

Enter your travel dates to find the best prices.
JetBlue Logo
7:12 am - 12:37 pm
JAX
-
SXM
5h 25m
1 stop
JetBlue Logo
1:42 pm - 7:55 pm
SXM
-
JAX
6h 13m
1 stop
$354JetBlue
Mon, Aug 24 - Thu, Aug 27
American Airlines Logo
6:00 am - 11:37 am
JAX
-
SXM
5h 37m
1 stop
American Airlines Logo
12:41 pm - 11:59 pm
SXM
-
JAX
11h 18m
1 stop
$375American Airlines
Sat, May 9 - Sat, May 16
JetBlue Logo
7:12 am - 12:37 pm
JAX
-
SXM
5h 25m
1 stop
JetBlue Logo
1:42 pm - 7:55 pm
SXM
-
JAX
6h 13m
1 stop
$379JetBlue
Mon, Aug 24 - Thu, Aug 27
American Airlines Logo
6:00 am - 3:32 pm
JAX
-
SXM
9h 32m
1 stop
American Airlines Logo
12:41 pm - 9:03 am
SXM
-
JAX
20h 22m
2 stops
$380American Airlines
Sat, May 9 - Tue, May 19
American Airlines Logo
7:02 pm - 3:42 pm
JAX
-
SXM
20h 40m
1 stop
American Airlines Logo
1:40 pm - 10:41 pm
SXM
-
JAX
9h 01m
1 stop
$382American Airlines
Sat, May 30 - Sat, Jun 6
American Airlines Logo
4:20 pm - 1:56 pm
JAX
-
SXM
21h 36m
1 stop
American Airlines Logo
4:35 pm - 11:59 pm
SXM
-
JAX
7h 24m
1 stop
$383American Airlines
Fri, May 1 - Wed, May 6
American Airlines Logo
6:00 am - 3:22 pm
JAX
-
SXM
9h 22m
1 stop
American Airlines Logo
2:21 pm - 9:03 am
SXM
-
JAX
18h 42m
2 stops
$385American Airlines
Wed, Apr 29 - Wed, May 6
American Airlines Logo
9:29 am - 1:42 pm
JAX
-
SXM
28h 13m
1 stop
American Airlines Logo
4:39 pm - 11:56 am
SXM
-
JAX
19h 17m
2 stops
$386American Airlines
Thu, Aug 27 - Mon, Aug 31
American Airlines Logo
6:05 pm - 1:22 pm
JAX
-
SXM
19h 17m
2 stops
American Airlines Logo
1:40 pm - 11:09 am
SXM
-
JAX
21h 29m
1 stop
$387American Airlines
Thu, Jun 11 - Mon, Jun 15
American Airlines Logo
5:50 pm - 12:40 pm
JAX
-
SXM
18h 50m
1 stop
American Airlines Logo
1:40 pm - 11:09 am
SXM
-
JAX
21h 29m
1 stop
$390American Airlines
Thu, Jun 11 - Mon, Jun 15

JetBlue flights from Jacksonville to Simpson Bay

Our best JetBlue deals on Jacksonville to Simpson Bay flight tickets
JetBlue
Aug 24
JAX7:12 amJacksonville
5h 25m
1 stop
SXM12:37 pmSimpson Bay Princess Juliana
Aug 27
SXM1:42 pmSimpson Bay Princess Juliana
6h 13m
1 stop
JAX7:55 pmJacksonville
$354
JetBlue
Aug 24
JAX7:12 amJacksonville
5h 25m
1 stop
SXM12:37 pmSimpson Bay Princess Juliana
Aug 27
SXM1:42 pmSimpson Bay Princess Juliana
6h 13m
1 stop
JAX7:55 pmJacksonville
$379
JetBlue
Jul 27
JAX7:12 amJacksonville
5h 25m
1 stop
SXM12:37 pmSimpson Bay Princess Juliana
Aug 12
SXM1:42 pmSimpson Bay Princess Juliana
6h 13m
1 stop
JAX7:55 pmJacksonville
$395

American Airlines flights from Jacksonville to Simpson Bay

Our best American Airlines deals on Jacksonville to Simpson Bay flight tickets
American Airlines
May 9
JAX6:00 amJacksonville
5h 37m
1 stop
SXM11:37 amSimpson Bay Princess Juliana
May 16
SXM12:41 pmSimpson Bay Princess Juliana
11h 18m
1 stop
JAX11:59 pmJacksonville
$375
American Airlines
May 9
JAX6:00 amJacksonville
9h 32m
1 stop
SXM3:32 pmSimpson Bay Princess Juliana
May 19
SXM12:41 pmSimpson Bay Princess Juliana
20h 22m
2 stops
JAX9:03 amJacksonville
$380
American Airlines
May 30
JAX7:02 pmJacksonville
20h 40m
1 stop
SXM3:42 pmSimpson Bay Princess Juliana
Jun 6
SXM1:40 pmSimpson Bay Princess Juliana
9h 01m
1 stop
JAX10:41 pmJacksonville
$382

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 April 16, 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
Quickest round-trip

JacksonvilleSimpson Bay

JAX - SXM

JAXSXM

Jacksonville

Mon 8/24

7:12 am-12:37 pm

1 stop5h 25m

Simpson Bay Princess Juliana

Thu 8/27

1:42 pm-7:55 pm

1 stop6h 13m

$354

JacksonvilleSimpson Bay

JAX - SXM

JAXSXM

Jacksonville

Sat 5/9

6:00 am-11:37 am

1 stop5h 37m

Simpson Bay Princess Juliana

Sat 5/16

12:41 pm-11:59 pm

1 stop11h 18m

$375

JacksonvilleSimpson Bay

JAX - SXM

JAXSXM

Jacksonville

Mon 8/24

7:12 am-12:37 pm

1 stop5h 25m

Simpson Bay Princess Juliana

Thu 8/27

1:42 pm-7:55 pm

1 stop6h 13m

$379

JacksonvilleSimpson Bay

JAX - SXM

JAXSXM

Jacksonville

Sat 5/9

6:00 am-3:32 pm

1 stop9h 32m

Simpson Bay Princess Juliana

Tue 5/19

12:41 pm-9:03 am

2 stops20h 22m

$380

JacksonvilleSimpson Bay

JAX - SXM

JAXSXM

Jacksonville

Sat 5/30

7:02 pm-3:42 pm

1 stop20h 40m

Simpson Bay Princess Juliana

Sat 6/6

1:40 pm-10:41 pm

1 stop9h 01m

$382

JacksonvilleSimpson Bay

JAX - SXM

JAXSXM

Jacksonville

Fri 5/1

4:20 pm-1:56 pm

1 stop21h 36m

Simpson Bay Princess Juliana

Wed 5/6

4:35 pm-11:59 pm

1 stop7h 24m

$383

JacksonvilleSimpson Bay

JAX - SXM

JAXSXM

Jacksonville

Wed 4/29

6:00 am-3:22 pm

1 stop9h 22m

Simpson Bay Princess Juliana

Wed 5/6

2:21 pm-9:03 am

2 stops18h 42m

$385

JacksonvilleSimpson Bay

JAX - SXM

JAXSXM

Jacksonville

Thu 8/27

9:29 am-1:42 pm

1 stop28h 13m

Simpson Bay Princess Juliana

Mon 8/31

4:39 pm-11:56 am

2 stops19h 17m

$386

JacksonvilleSimpson Bay

JAX - SXM

JAXSXM

Jacksonville

Thu 6/11

6:05 pm-1:22 pm

2 stops19h 17m

Simpson Bay Princess Juliana

Mon 6/15

1:40 pm-11:09 am

1 stop21h 29m

$387

JacksonvilleSimpson Bay

JAX - SXM

JAXSXM

Jacksonville

Thu 6/11

5:50 pm-12:40 pm

1 stop18h 50m

Simpson Bay Princess Juliana

Mon 6/15

1:40 pm-11:09 am

1 stop21h 29m

$390

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

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?

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 25m

Direct flights

None
The fastest flight from Jacksonville to Simpson Bay takes 5h 25m
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 25m 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
JetBluePriceFrom $249Free CancellationRating
7.2
2,938 reviews
Search JetBlue flights
American AirlinesPriceFrom $315Free CancellationRating
7.1
11,585 reviews
Search American Airlines flights
DeltaPriceFrom $500Free CancellationRating
7.9
8,409 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

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
Sat 5/16
Sat 5/23
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

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