JAX - SXM

$127 Find Cheap Flights from Jacksonville to Simpson Bay

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Jacksonville to Simpson Bay departing on 6/20. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy

KAYAK searches hundreds of travel sites at once for deals on flights to Simpson Bay

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Jacksonville to Simpson Bay, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Jacksonville to Simpson Bay, as well as popular online travel agencies
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Cheap Flights from Jacksonville to Simpson Bay (JAX-SXM)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Jacksonville to Simpson Bay that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Jacksonville to Simpson Bay

Fri, Jul 25 - Fri, Aug 1
Frontier Logo
11:21 am - 5:21 pmJAX-SXM
6h 00m1 stop
Frontier Logo
6:26 pm - 10:20 amSXM-JAX
15h 54m1 stop
$283Frontier
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Fri, Jul 25 - Fri, Aug 1
 Logo
11:47 am - 2:00 pmJAX-SXM
26h 13m2 stops
 Logo
3:05 pm - 7:09 pmSXM-JAX
28h 04m2 stops
Fri, Jul 25 - Fri, Aug 1
 Logo
11:47 am - 2:00 pmJAX-SXM
26h 13m2 stops
 Logo
3:05 pm - 7:09 pmSXM-JAX
28h 04m2 stops
Sun, Nov 16 - Thu, Nov 20
American Airlines Logo
6:25 am - 4:10 pmJAX-SXM
8h 45m1 stop
American Airlines Logo
5:00 pm - 11:56 pmSXM-JAX
7h 56m1 stop
$509American Airlines
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Sun, Nov 16 - Thu, Nov 20
American Airlines Logo
8:30 pm - 4:10 pmJAX-SXM
18h 40m2 stops
American Airlines Logo
5:00 pm - 10:24 amSXM-JAX
18h 24m2 stops
$514American Airlines
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Fri, Sep 12 - Wed, Sep 17
Delta Logo
5:30 am - 1:50 pmJAX-SXM
8h 20m1 stop
Delta Logo
3:15 pm - 10:23 pmSXM-JAX
7h 08m1 stop
$534Delta
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Fri, Sep 12 - Wed, Sep 17
American Airlines Logo
6:50 pm - 1:19 pmJAX-SXM
18h 29m2 stops
American Airlines Logo
2:45 pm - 11:12 pmSXM-JAX
8h 27m1 stop
$539American Airlines
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Sat, Oct 18 - Sat, Oct 25
American Airlines Logo
6:59 pm - 3:10 pmJAX-SXM
20h 11m1 stop
American Airlines Logo
2:40 pm - 11:54 pmSXM-JAX
9h 14m1 stop
$542American Airlines
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Mon, Sep 29 - Sun, Oct 5
American Airlines Logo
6:50 pm - 1:19 pmJAX-SXM
18h 29m2 stops
American Airlines Logo
2:45 pm - 12:36 pmSXM-JAX
21h 51m2 stops
$544American Airlines
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Fri, Sep 19 - Sun, Sep 21
Delta Logo
5:30 am - 1:50 pmJAX-SXM
8h 20m1 stop
Delta Logo
3:15 pm - 12:02 amSXM-JAX
8h 47m1 stop
$559Delta
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KAYAK's insights & trends for Jacksonville to Simpson Bay flights

Get data-powered insights and trends into flights from Jacksonville to Simpson Bay to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest month to fly from Jacksonville to Simpson Bay?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Jacksonville to Simpson Bay, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Jacksonville to Simpson Bay is August, where tickets cost $443 (return) on average. On the other hand, the most expensive months are November and January, where the average cost of round-trip tickets is $821 and $716 respectively.

How far in advance should I book a flight from Jacksonville to Simpson Bay?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Jacksonville to Simpson Bay, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Jacksonville to Simpson Bay, you should book around 4 weeks before departure. For the absolute cheapest price, our data suggests you should book 11 weeks before departure.

Good to know

Low seasonDecember
High seasonNovember
Cheapest flight$127
Best time to beat the crowds with an average 12% drop in price.
Most popular time to fly with an average 28% increase in price.
Flight from Jacksonville to Simpson Bay

When to book flights from Jacksonville to Simpson Bay

Are your dates flexible? Find out the best times to travel from Jacksonville to Simpson Bay based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking flights from Jacksonville to Simpson Bay

  • What is the cheapest flight from Jacksonville to Simpson Bay?

    In the last 3 days, the lowest price for a flight from Jacksonville to Simpson Bay was $127 for a one-way ticket and $283 for a round-trip.

  • Do I need a passport to fly between Jacksonville and Simpson Bay?

    A passport is required to fly from Jacksonville to Simpson Bay.

  • Which airports will I be using when flying from Jacksonville to Simpson Bay?

    Jacksonville airport is called Jacksonville and the only airport in Simpson Bay is Simpson Bay Princess Juliana.

  • Which aircraft models fly most regularly from Jacksonville to Simpson Bay?

    We unfortunately don’t have that data for this specific route.

  • Which airline alliances offer flights from Jacksonville to Simpson Bay?

    SkyTeam, oneworld, and Star Alliance are the airline alliances operating flights between Jacksonville and Simpson Bay, with Star Alliance being the most commonly used for this route.

  • Which is the best airline for flights from Jacksonville to Simpson Bay, Delta or American Airlines?

    The two airlines most popular with KAYAK users for flights from Jacksonville to Simpson Bay are Delta and American Airlines. With an average price for the route of $631 and an overall rating of 8.0, Delta is the most popular choice. American Airlines is also a great choice for the route, with an average price of $626 and an overall rating of 7.2.

  • How does KAYAK find such low prices on flights from Jacksonville to Simpson Bay?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Jacksonville to Simpson Bay.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Jacksonville to Simpson Bay?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Simpson Bay from Jacksonville is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Jacksonville to Simpson Bay?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Simpson Bay with an airline and back to Jacksonville with another airline. Booking your flights between Jacksonville and SXM can sometimes prove cheaper using this method.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Jacksonville to Simpson Bay?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Simpson Bay from Jacksonville up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Top airlines flying from Jacksonville to Simpson Bay

 
See real verified KAYAK customer reviews for airlines flying from Jacksonville to Simpson Bay. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Jacksonville to Simpson Bay? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
DeltaOverall score based on 7950 reviews
7.3Food
8.2Boarding
7.9Comfort
7.9Entertainment
8.5Crew
Airline reviews

Amazing flight! I have never noticed the uniforms of the attendants before in twenty years of flying except today when one female had the most amazing dress on. It was beautifully designed and showed she was in charge. I never dreamed I would google who designed Delta uniforms . The ultimate compliment is when another woman admires your outfit. . I hope your designer puts it on the market

10.0 ExcellentDebbie A, Jun 2025JAX - BOS
Read more Delta reviews

Amazing flight! I have never noticed the uniforms of the attendants before in twenty years of flying except today when one female had the most amazing dress on. It was beautifully designed and showed she was in charge. I never dreamed I would google who designed Delta uniforms . The ultimate compliment is when another woman admires your outfit. . I hope your designer puts it on the market

This had nothing to do with Delta… The flights were on time and flawless. The service was excellent. We purchased seats in (aisle/middle) comfort plus since this was a cross country flight. Unfortunately, the woman seated at the window was 300+ pounds and, as might be expected, covered up about a third of the middle seat also. there was absolutely nothing that Delta could have done about that… I just don’t know what the answer should be. If you purchase a seat, you should should be able to use the entire seat and not just the portion that someone else is not sitting/oozing in. Disappointing…there should be something that could be done….I'm just not sure what solution could be.

The worst part was I was NOT allowed in the lounge even though I was holding a first class ticket and have a premium American Express card. I have flown Business or First Class with many airlines. Delta is the ONLY one who does not extend this courtesy to anyone except people who hold the very expensive American Express card. As a result, I won’t fly Delta if I have any other choice.

The Dekta Rep that checked us in was great. She's very personable, pleasant, and can tell she enjoys her job.

Friendly flight attendants, smooth 8-9 hours flight. Economy seats are small and uncomfortable as usual.

The young man who was our flight attendant in first class was lazy and did not do his job well at all. Never offered drinks upon boarding - actually I take that back... said "are you okay with water" as if I do not want to get you anything else, only passed the snacks around once, got my drink order wrong and then never offered a second round of drinks. He was the worst I have ever seen on Delta and we fly a lot.

Flight left early and arrived early. the whole trip was excellent.

Newer plane, relatively easy boarding, not a full flight and was told that we could not be moved up because of weight and balance issues. Otherwise, a very good experience.

Everything was great. Great service, excellent communication, and early arrival

I sat in comfort plus. It was fine. Seats were comfortable. I got drinks and snacks.

It was one of my worst flight ever. First they were changing the gate for at least 4 times, changing from gate D7 to D12 to D44. Considering the size of the Miami Airport, we are talking about long distance and the train at the airport was not working. Then the flight was delayed around one hour. Then finally we boarded into the plane and when everybody was seated, there was an announcement that there is an issue with one of the tire of the plane, so we all had to get out of the plane with our belongings, to replace the tire. So we had around 2.5-hour delay

No entertainment yatem in flight at seat 51H. Would not shut down either leaving a self moving and openin and changing menus with changes in colors,images brightness levels sort of the type when you get sleep deprivation and image overload when being tortured during an interrogation. 8 hours worth of it. Unable to place backpack underneath seat on that chair. One female stewardess was excellent as she gave up her carryon's space for my backpack but the rest of the iberia crew were very sharp an chtting during the whole flight. The plane did not have hot water so nobody had coffee nor tea. The plane was not up to par to be flying.

I was late from Jacksonville, FL but the limited interaction I had with the Philly crew was great.

The delays and cancellations kept me stuck in Miami for an additional 24 hours, and the whole thing seemed extremely disorganized

The chicken adobo was a little too spicy but good otherwise. My personal opinion. Movie selection could be improved, too many horror movies. Could add a few more chick flicks! The flight was bumpy at times. We arrived a little early too! Flight attendants friendly.

really bad they refused to check in luggages that I had purchased, even showing them the transaction receipt from british airways app the staff in miami was MEDIOCRE

The flight to Tokyo AA61 took off about two hours late, but then had to turn back. By that time the crew had to be replaced. Then they kept promising to take off in an hour, then in 3, then switch to the next day.

Uncomfortable seats and flight attendant was rude as she insisted on waking up my husband to ask him if he wanted a drink. When he said that he was sleeping, she replied “without an attitude “. He was seated at 8c

No food/snack served during the flight. Crew wasn’t interested at all. Flew American First but flying low cost with Ryanair is even better

Crew professional. Easy bag drop off. On time. Good entertainment.

Everything you need to know for your flight from Jacksonville to Simpson Bay

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