$303 Find Cheap Flights from Jacksonville to Caribbean

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 Caribbean departing on 7/1. 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

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Flights Deals

Best Caribbean Flight Deals from Jacksonville

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Montego Bay
Montego Bay1 stop$519
Kingston
Kingston2 stops$616
Bridgetown
Bridgetown2 stops$4,206
Montego Bay
Montego Bay1 stop$519
Kingston
Kingston2 stops$616
Bridgetown
Bridgetown2 stops$4,206

Cheap Flights from Jacksonville to Caribbean

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Jacksonville to Caribbean 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 Caribbean

Fri, Sep 26 - Wed, Oct 1
American Airlines Logo
6:10 am - 3:52 pmOAJ-SJU
9h 42m1 stop
American Airlines Logo
4:42 pm - 8:30 amSJU-OAJ
15h 48m1 stop
$365American Airlines
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Fri, Oct 24 - Mon, Nov 3
American Airlines Logo
8:26 pm - 12:40 pmOAJ-SJU
16h 14m2 stops
American Airlines Logo
4:50 pm - 8:23 amSJU-OAJ
16h 33m1 stop
$430American Airlines
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Tue, Nov 4 - Tue, Nov 11
American Airlines Logo
9:00 am - 2:15 pmOAJ-MBJ
5h 15m1 stop
American Airlines Logo
2:05 pm - 8:23 amMBJ-OAJ
18h 18m2 stops
$519American Airlines
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Fri, Oct 24 - Mon, Nov 3
American Airlines Logo
8:26 pm - 10:50 amOAJ-SJU
14h 24m1 stop
American Airlines Logo
4:50 pm - 8:23 amSJU-OAJ
16h 33m1 stop
$550American Airlines
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Mon, Sep 22 - Fri, Sep 26
Delta Logo
11:06 am - 8:00 pmOAJ-KIN
9h 54m1 stop
Delta Logo
9:00 am - 5:46 pmKIN-OAJ
7h 46m1 stop
$637Delta
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Mon, Sep 22 - Fri, Sep 26
Delta Logo
2:25 pm - 8:00 pmOAJ-KIN
6h 35m1 stop
Delta Logo
9:00 am - 5:46 pmKIN-OAJ
7h 46m1 stop
$647Delta
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Tue, Nov 4 - Tue, Nov 11
Delta Logo
5:40 am - 12:48 pmOAJ-MBJ
7h 08m1 stop
Delta Logo
2:06 pm - 10:16 pmMBJ-OAJ
8h 10m1 stop
$662Delta
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Mon, Dec 1 - Mon, Dec 8
WestJet Logo
6:25 pm - 1:53 pmOAJ-MBJ
19h 28m2 stops
WestJet Logo
6:55 pm - 10:16 pmMBJ-OAJ
27h 21m2 stops
$2,381WestJet
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Sat, Jul 19 - Thu, Jul 24
WestJet Logo
4:48 pm - 12:33 pmOAJ-MBJ
20h 45m2 stops
WestJet Logo
10:30 am - 10:16 pmMBJ-OAJ
34h 46m2 stops
$3,841WestJet
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Thu, Jul 24 - Sun, Jul 27
WestJet Logo
7:14 pm - 9:27 amOAJ-MBJ
39h 13m2 stops
WestJet Logo
1:40 pm - 11:14 amMBJ-OAJ
44h 34m2 stops
$3,870WestJet
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Useful Info

KAYAK's insights & trends for Jacksonville to Caribbean flights

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

Which airlines provide the cheapest flights from Jacksonville to Caribbean?

The cheapest round-trip price for the route for each airline clicked by KAYAK users in the last 72 hours.

In the past 3 days, the cheapest round-trip tickets from Jacksonville to Caribbean were found on American Airlines ($365) and Delta ($637).


Good to know

Low seasonAugust
High seasonAugust
Cheapest flight$303
Best time to beat the crowds with an average 13% drop in price.
Most popular time to fly and prices are also 43% lower on average.
Flight from Jacksonville to San Juan

FAQs - booking Caribbean flights

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

    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 Caribbean.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Jacksonville to Caribbean 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 Caribbean?

    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 from Jacksonville to Caribbean with an airline and back with another airline.

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

    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 from Jacksonville to Caribbean up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • What is the cheapest time of day to fly to Caribbean?

    The cheapest time of day to fly to Caribbean is generally at night, when round-trip flights cost $315 on average. The most expensive time of day to fly to Caribbean is generally in the morning, which is peak travel time and where the average cost of a ticket is $458.

Reviews of the top airlines flying from Jacksonville to Caribbean

 
Need help choosing which airline to fly with from Jacksonville to Caribbean? 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 7965 reviews
7.3Food
7.9Comfort
8.5Crew
8.2Boarding
7.9Entertainment
Airline reviews

I like for how they process during check in. It was very smoothly.

10.0 ExcellentAbdulla, Jun 2025CMH - JFK
Read more Delta reviews

I like for how they process during check in. It was very smoothly.

The flight was scheduled for 2:30 PM. Early in the morning we got a text message saying the flight was delayed and rescheduled for 3:00 PM. We got to the airport with that in mind. Then we got a message during check-in at the flight was rescheduled again for 2:30 PM. We almost missed our flight. In fact, our bags Were told that they would not make it. At the end, everything worked out. But it is very stressful.

Overall, aside from the baggage issue, it was as good as one expects.

Most aspects were good however if they assign boarding zones they ought to enforce them or why bother? My luggage from SAN-JFK-MAD was lost in NY so I without my main bag for two days upon arrival in Spain. They were helpful in tracking it and eventually delivered it to my hotel. The flub was because of a delay upon arrival in NYC. I had booked 2 1/2 hours between flights but we had to hold on the taxiway for an hour after landing while waiting for a clear gate which likely caused the baggage error.

I want to single out flight attendant Mitch who was in the Premium Economy section. When my wife’s hearing aide dropped through the cushion under the seat he was able to locate it and return it to her. Food was a different matter. Dinner was fine. Breakfast was another matter. They had a yogurt dish that the ran out of and the alternative was not very good according to those we talked to.

Excellent check-in. Crew was good. Excellent communication from flight deck.

Great overall. There was a bit of turbulence so they could only serve water because too much turbulence for the carts. Was glad they prioritized safety though

Excellent flight, the planes were newer, they did a nice job with boarding, great service overall.

Flight was delayed long enough that I was misding my connecting flight. The agents could not get me on a comparable flight, nor could they get me s Main Cabin seat I had paid for, nor could they get me on a comparable connecting flight. The gate agent would not issue meal vouchers, even though I was delayed over six hours! I had to spend over an hour and 15 minutes with customer service on the phone to See if they could get me on a better flight and get a meal voucher. Customer service was not helpful enough in trying to find alternate flights and it Ended up taking me 24 hours for a 12 hour trip!! Delta does not provide upgrades NOR will they even give you a pass for a few hours to their lounge. They claim that they do not issue daily passes to their lounge anymore. I call BS since this would be no extra cost to them to provide excellent customer service and give you a few hours to relax in comfort when you’re sitting in a crowded airport and your flight has been screwed up for that many hours.

Great service. Flight was delayed while we sat on the runway for a couple of hours. Weather related. Staff made is very bearable. The steward servicing the first class cabin was exceptional. Thank you! 💗

Long 5 hour and 45 min flight and only one drink service and cookie snack

Newark airport grounded inbound flight and only announced when the flight was about to start taxing.

Was a normal flight but it was delayed, and there wasn't an explanation.

Terrible. The flight was delayed two hours due to weather. Then when we got on the plane, the first pilot ended up timing out and we had to wait for a second pilot. Second pile came on board and we tax it out. Had to return back to the gate because of an unruly passenger. Then the copilot timed out. Had to wait for new copilot. Also had to wait for maintenance to check for fuel. Then found out the second pilot timed out and we had to wait for a third pilot. Was ready to go and then needed maintenance again for another issue. In the end, it was 2 o’clock in the morning when they announced that the flight couldn’t go because the third pilot and the second copilot had timed out.

American Airlines initially postponed the flight. Then they cancelled it an rescheduled us on a flight that would take over 24 hours with multiple stops. They then changed this flight to a reasonable alternative the next day which they later cancelled and replaced with a flight that would take off with an additional 16 hour delay. They blamed weather but I noticed (at 4am) that Delta had direct flights from Charlotte to Detroit. I went on line. Booked it and was in Detroit buy 9am. The interesting thing is they did a similar thing to a family member just 2 days earlier. I don't think I will fly American unless I have to.

I was a little disappointed of not having an android charger. Only one it was for an iPhone. I've flown American in the past and had access to one.

At least it was a short flight. Greyhound with wings.

One of the best flights I’ve had. So smooth.

This flight didn’t happen because AA agents didn’t let us board the flight

Checking in at the counter was very disappointing. The lady had a very bad attitude and smart at me. She had no smile, did not greet me by name, or acknowledge me as a valued customer. Poor reflection of the airline.

Everything you need to know for your flight to Caribbean

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