Latest deals
Insights
When to book
FAQs
Reviews
Price Alerts

Cheap flights from Jacksonville to Simpson Bay from $277

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 6/20. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
1 adult, Economy, 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
$461JetBlue
Sun, Aug 23 - Thu, Aug 27
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
$465JetBlue
Fri, Aug 28 - Thu, Sep 3
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
$470JetBlue
Sun, Aug 23 - Thu, Aug 27
JetBlue Logo
3:18 pm - 12:37 pm
JAX
-
SXM
21h 19m
1 stop
JetBlue Logo
1:42 pm - 7:55 pm
SXM
-
JAX
6h 13m
1 stop
$519JetBlue
Mon, Aug 31 - Fri, Sep 4
JetBlue Logo
3:18 pm - 12:37 pm
JAX
-
SXM
21h 19m
1 stop
JetBlue Logo
1:42 pm - 7:55 pm
SXM
-
JAX
6h 13m
1 stop
$544JetBlue
Thu, Aug 27 - Mon, Aug 31
JetBlue Logo
6:00 am - 4:17 pm
JAX
-
SXM
10h 17m
1 stop
JetBlue Logo
1:42 pm - 8:01 pm
SXM
-
JAX
6h 19m
1 stop
$566JetBlue
Sat, Jul 4 - Fri, Jul 10
JetBlue Logo
5:38 pm - 10:00 am
JAX
-
SXM
16h 22m
1 stop
JetBlue Logo
3:05 pm - 8:48 am
SXM
-
JAX
17h 43m
1 stop
$588JetBlue
Sat, Jun 13 - Fri, Jun 19
JetBlue Logo
7:10 am - 12:37 pm
JAX
-
SXM
5h 27m
1 stop
JetBlue Logo
11:20 am - 12:18 am
SXM
-
JAX
12h 58m
1 stop
$610JetBlue
Tue, Aug 4 - Sat, Aug 8
JetBlue Logo
7:10 am - 12:37 pm
JAX
-
SXM
5h 27m
1 stop
JetBlue Logo
11:20 am - 12:18 am
SXM
-
JAX
12h 58m
1 stop
$615JetBlue
Tue, Aug 4 - Sat, Aug 8
JetBlue Logo
7:12 am - 12:37 pm
JAX
-
SXM
5h 25m
1 stop
JetBlue Logo
11:20 am - 2:18 pm
SXM
-
JAX
26h 58m
2 stops
$627JetBlue
Mon, Aug 31 - Fri, Sep 4

American Airlines flights from Jacksonville to Simpson Bay

Our best American Airlines deals on Jacksonville to Simpson Bay flight tickets
American Airlines
Oct 6
JAX6:30 amJacksonville
8h 35m
1 stop
SXM3:05 pmSimpson Bay Princess Juliana
Oct 27
SXM4:30 pmSimpson Bay Princess Juliana
17h 46m
2 stops
JAX10:16 amJacksonville
$642
American Airlines
Sep 23
JAX7:47 amJacksonville
5h 35m
1 stop
SXM1:22 pmSimpson Bay Princess Juliana
Sep 30
SXM2:22 pmSimpson Bay Princess Juliana
22h 36m
2 stops
JAX12:58 pmJacksonville
$647
American Airlines
Sep 25
JAX7:47 amJacksonville
5h 35m
1 stop
SXM1:22 pmSimpson Bay Princess Juliana
Sep 30
SXM2:22 pmSimpson Bay Princess Juliana
22h 36m
2 stops
JAX12:58 pmJacksonville
$672

Delta flights from Jacksonville to Simpson Bay

Our best Delta deals on Jacksonville to Simpson Bay flight tickets
Delta
Sep 4
JAX6:00 amJacksonville
7h 53m
1 stop
SXM1:53 pmSimpson Bay Princess Juliana
Sep 7
SXM3:18 pmSimpson Bay Princess Juliana
8h 37m
1 stop
JAX11:55 pmJacksonville
$687
Delta
Jun 21
JAX5:30 amJacksonville
8h 23m
1 stop
SXM1:53 pmSimpson Bay Princess Juliana
Jul 2
SXM3:18 pmSimpson Bay Princess Juliana
8h 41m
1 stop
JAX11:59 pmJacksonville
$808
Delta
Jun 21
JAX5:30 amJacksonville
8h 23m
1 stop
SXM1:53 pmSimpson Bay Princess Juliana
Jun 27
SXM3:18 pmSimpson Bay Princess Juliana
17h 17m
1 stop
JAX8:35 amJacksonville
$833

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 June 4, 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

Sun 8/23

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

$461

JacksonvilleSimpson Bay

JAX - SXM

JAXSXM

Jacksonville

Fri 8/28

7:12 am-12:37 pm

1 stop5h 25m

Simpson Bay Princess Juliana

Thu 9/3

1:42 pm-7:55 pm

1 stop6h 13m

$465

JacksonvilleSimpson Bay

JAX - SXM

JAXSXM

Jacksonville

Sun 8/23

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

$470

JacksonvilleSimpson Bay

JAX - SXM

JAXSXM

Jacksonville

Mon 8/31

3:18 pm-12:37 pm

1 stop21h 19m

Simpson Bay Princess Juliana

Fri 9/4

1:42 pm-7:55 pm

1 stop6h 13m

$519

JacksonvilleSimpson Bay

JAX - SXM

JAXSXM

Jacksonville

Thu 8/27

3:18 pm-12:37 pm

1 stop21h 19m

Simpson Bay Princess Juliana

Mon 8/31

1:42 pm-7:55 pm

1 stop6h 13m

$544

JacksonvilleSimpson Bay

JAX - SXM

JAXSXM

Jacksonville

Sat 7/4

6:00 am-4:17 pm

1 stop10h 17m

Simpson Bay Princess Juliana

Fri 7/10

1:42 pm-8:01 pm

1 stop6h 19m

$566

JacksonvilleSimpson Bay

JAX - SXM

JAXSXM

Jacksonville

Sat 6/13

5:38 pm-10:00 am

1 stop16h 22m

Simpson Bay Princess Juliana

Fri 6/19

3:05 pm-8:48 am

1 stop17h 43m

$588

JacksonvilleSimpson Bay

JAX - SXM

JAXSXM

Jacksonville

Tue 8/4

7:10 am-12:37 pm

1 stop5h 27m

Simpson Bay Princess Juliana

Sat 8/8

11:20 am-12:18 am

1 stop12h 58m

$610

JacksonvilleSimpson Bay

JAX - SXM

JAXSXM

Jacksonville

Tue 8/4

7:10 am-12:37 pm

1 stop5h 27m

Simpson Bay Princess Juliana

Sat 8/8

11:20 am-12:18 am

1 stop12h 58m

$615

JacksonvilleSimpson Bay

JAX - SXM

JAXSXM

Jacksonville

Mon 8/31

7:12 am-12:37 pm

1 stop5h 25m

Simpson Bay Princess Juliana

Fri 9/4

11:20 am-2:18 pm

2 stops26h 58m

$627

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 13 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?

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 $445. If you aren’t able to travel to Simpson Bay during the month of May, then flying in April is also cheap. Prices for this month can be found on momondo for an average of $479.

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 $304Free CancellationRating
7.1
2,984 reviews
Search JetBlue flights
American AirlinesPriceFrom $315Free CancellationRating
7.1
11,641 reviews
Search American Airlines 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 7/4
Sat 7/11
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