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Cheap flights from Jacksonville, North Carolina to Simpson Bay from $544

This is the cheapest round-trip flight price found by a momondo user in the last 72 hours by searching for a flight from Jacksonville, North Carolina to Simpson Bay departing on 1/5. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Find the cheapest flights from Jacksonville, North Carolina to Simpson Bay

Cheap round-trip flights

Enter your travel dates to find the best prices.
American Airlines Logo
7:55 pm - 1:45 pmOAJ-SXM
16h 50m1 stop
American Airlines Logo
5:33 pm - 3:04 pmSXM-OAJ
22h 31m2 stops
$544American Airlines
Find Deal
Mon, Jan 5 - Thu, Jan 8
American Airlines Logo
7:55 pm - 1:45 pmOAJ-SXM
16h 50m1 stop
American Airlines Logo
2:50 pm - 1:32 pmSXM-OAJ
23h 42m1 stop
$546American Airlines
Find Deal
Mon, Jan 5 - Thu, Jan 8
Delta Logo
6:25 pm - 11:15 amOAJ-SXM
16h 50m2 stops
Delta Logo
12:45 pm - 10:14 pmSXM-OAJ
9h 29m1 stop
$574Delta
Find Deal
Mon, Apr 6 - Wed, Apr 8
American Airlines Logo
6:17 pm - 1:10 pmOAJ-SXM
18h 53m2 stops
American Airlines Logo
3:55 pm - 12:21 pmSXM-OAJ
20h 26m2 stops
$654American Airlines
Find Deal
Mon, Apr 6 - Wed, Apr 8
American Airlines Logo
5:00 am - 12:50 pmOAJ-SXM
7h 50m1 stop
American Airlines Logo
2:35 pm - 8:21 amSXM-OAJ
17h 46m1 stop
$657American Airlines
Find Deal
Mon, Apr 6 - Wed, Apr 8

American Airlines flights from Jacksonville, North Carolina to Simpson Bay

Our best American Airlines deals on Jacksonville, North Carolina to Simpson Bay flight tickets
American Airlines
Jan 5
OAJ7:55 pmJacksonville Albert J Ellis
16h 50m
1 stop
SXM1:45 pmSimpson Bay Princess Juliana
Jan 8
SXM5:33 pmSimpson Bay Princess Juliana
22h 31m
2 stops
OAJ3:04 pmJacksonville Albert J Ellis
$544
Find similar
American Airlines
Jan 5
OAJ7:55 pmJacksonville Albert J Ellis
16h 50m
1 stop
SXM1:45 pmSimpson Bay Princess Juliana
Jan 8
SXM2:50 pmSimpson Bay Princess Juliana
23h 42m
1 stop
OAJ1:32 pmJacksonville Albert J Ellis
$546
Find similar
American Airlines
Apr 6
OAJ6:17 pmJacksonville Albert J Ellis
18h 53m
2 stops
SXM1:10 pmSimpson Bay Princess Juliana
Apr 8
SXM3:55 pmSimpson Bay Princess Juliana
20h 26m
2 stops
OAJ12:21 pmJacksonville Albert J Ellis
$654
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Jacksonville, North Carolina 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 October 8, 2025.
Use the filters below to find and compare flights from Jacksonville, North Carolina to Simpson Bay that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

JacksonvilleSimpson Bay

OAJ - SXM

OAJSXM

Jacksonville Albert J Ellis

Mon 1/5

7:55 pm-1:45 pm

1 stop16h 50m

Simpson Bay Princess Juliana

Thu 1/8

5:33 pm-3:04 pm

2 stops22h 31m

$544

JacksonvilleSimpson Bay

OAJ - SXM

OAJSXM

Jacksonville Albert J Ellis

Mon 1/5

7:55 pm-1:45 pm

1 stop16h 50m

Simpson Bay Princess Juliana

Thu 1/8

2:50 pm-1:32 pm

1 stop23h 42m

$546

JacksonvilleSimpson Bay

OAJ - SXM

OAJSXM

Jacksonville Albert J Ellis

Mon 4/6

6:25 pm-11:15 am

2 stops16h 50m

Simpson Bay Princess Juliana

Wed 4/8

12:45 pm-10:14 pm

1 stop9h 29m

$574

JacksonvilleSimpson Bay

OAJ - SXM

OAJSXM

Jacksonville Albert J Ellis

Mon 4/6

6:17 pm-1:10 pm

2 stops18h 53m

Simpson Bay Princess Juliana

Wed 4/8

3:55 pm-12:21 pm

2 stops20h 26m

$654

JacksonvilleSimpson Bay

OAJ - SXM

OAJSXM

Jacksonville Albert J Ellis

Mon 4/6

5:00 am-12:50 pm

1 stop7h 50m

Simpson Bay Princess Juliana

Wed 4/8

2:35 pm-8:21 am

1 stop17h 46m

$657

Flights are sorted by cheapest round-trip flights first.

Sorted by cheapest first

When to book flights from Jacksonville, North Carolina to Simpson Bay

Are you open to changing your travel dates? Check out the ideal times to fly from Jacksonville, North Carolina to Simpson Bay according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Jacksonville, North Carolina to Simpson Bay (OAJ to SXM) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Jacksonville, North Carolina to Simpson Bay

Direct flights

None
There are no direct flights from Jacksonville, North Carolina to Simpson Bay. There are no popular flight routes from Jacksonville, North Carolina to Simpson Bay.
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  • How far is Jacksonville Albert J Ellis to Simpson Bay Princess Juliana by plane?

    Jacksonville Albert J Ellis and Simpson Bay Princess Juliana are 1450.9 mi apart from one another. 7h 50m is a normal flight duration for this route.

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

    Prices for flights from Jacksonville Albert J Ellis Airport to Simpson Bay Princess Juliana Airport are refreshed on a daily basis.

  • How old do you have to be to fly from Jacksonville Albert J Ellis 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 Albert J Ellis Airport to Simpson Bay Princess Juliana Airport.

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

    The required travel and health documents for your Simpson Bay Princess Juliana Airport trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Simpson Bay Princess Juliana Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

  • How do I get Price Alerts for flights from Jacksonville, North Carolina to Simpson Bay?

    Search flight deals from Jacksonville, North Carolina to Simpson Bay. While viewing offers you’ll have the option to create a Price Alert.

  • How can I save money on flights from Jacksonville, North Carolina to Simpson Bay with momondo?

    Plan your trips smart with the “Price Forecast” feature, which uses flight data to help you pick the best days to fly for the lowest fares. Our “Price Calendar” helps you get the most for your money by showing you when it’s most advantageous to fly. Curate your own travel experiences for less with “Explore”. Expert travel hacks to fuel your next adventure are a click away with “Discover” by momondo. Set up our “Price Alerts” to track fare changes and book when prices are at their lowest point.

  • How does momondo find its flight prices?

    We show prices from over 700+ competitors with a single click. With options from airlines and OTAs from across our 30 international markets, we are able to show you a diverse range of deals to create your adventure.

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?

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Simpson Bay from Jacksonville.

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

Flights from Jacksonville to Simpson Bay with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

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

momondo provides multiple filters to help you find the best flight to Simpson Bay from Jacksonville. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

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 simply researching potential flights to Simpson Bay, momondo offers a useful price alert feature which will track prices for flights to Simpson Bay from Jacksonville and alert you when they change.

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