$432 Find Cheap Flights from Jacksonville to Caribbean

This is the cheapest round-trip flight price found by a KAYAK user in the last 72 hours by searching for a flight from Jacksonville to Caribbean departing on 11/15. 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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Cheap Flights from Jacksonville to Caribbean

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Montego Bay
Montego Bay2 stops$535
Nassau
Nassau1 stop$574
Kingston
Kingston1 stop$611
Port of Spain
Port of Spain2 stops$673
Bridgetown
Bridgetown1 stop$566
Montego Bay
Montego Bay2 stops$535
Nassau
Nassau1 stop$574
Kingston
Kingston1 stop$611
Port of Spain
Port of Spain2 stops$673
Bridgetown
Bridgetown1 stop$566

Book Cheap Jacksonville to Caribbean Plane Tickets

 
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

Sat, Nov 15 - Sat, Nov 22
American Airlines Logo
10:59 am - 11:27 amOAJ-ELH
24h 28m2 stops
American Airlines Logo
12:08 pm - 12:11 amELH-OAJ
12h 03m1 stop
$432American Airlines
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Sat, Nov 15 - Sat, Nov 22
American Airlines Logo
5:00 am - 12:16 pmOAJ-ELH
7h 16m1 stop
American Airlines Logo
12:08 pm - 12:11 amELH-OAJ
12h 03m1 stop
$453American Airlines
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Mon, Oct 6 - Fri, Oct 10
American Airlines Logo
2:48 pm - 11:54 pmOAJ-SJU
9h 06m1 stop
American Airlines Logo
3:50 pm - 8:35 amSJU-OAJ
16h 45m1 stop
$495American Airlines
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Mon, Oct 6 - Fri, Oct 10
American Airlines Logo
5:00 am - 6:10 pmOAJ-SJU
13h 10m2 stops
American Airlines Logo
7:00 pm - 1:16 pmSJU-OAJ
18h 16m2 stops
$535American Airlines
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Tue, Nov 11 - Wed, Nov 19
Delta Logo
2:26 pm - 8:00 pmOAJ-KIN
5h 34m1 stop
Delta Logo
9:00 am - 9:58 pmKIN-OAJ
12h 58m1 stop
$611Delta
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Wed, Nov 19 - Tue, Dec 2
Delta Logo
11:50 am - 8:00 pmOAJ-KIN
8h 10m1 stop
Delta Logo
9:00 am - 9:56 pmKIN-OAJ
12h 56m1 stop
$624Delta
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Fri, Mar 13 - Wed, Mar 18
Delta Logo
2:25 pm - 7:25 pmOAJ-MBJ
6h 00m1 stop
Delta Logo
1:05 pm - 10:14 pmMBJ-OAJ
8h 09m1 stop
$632Delta
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Thu, Oct 30 - Thu, Nov 6
WestJet Logo
11:53 am - 5:24 pmOAJ-MBJ
54h 31m2 stops
WestJet Logo
2:55 pm - 10:43 pmMBJ-OAJ
31h 48m2 stops
$1,541WestJet
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Wed, Oct 29 - Wed, Nov 5
WestJet Logo
11:53 am - 12:54 pmOAJ-MBJ
26h 01m2 stops
WestJet Logo
2:55 pm - 3:40 pmMBJ-OAJ
24h 45m2 stops
$3,616WestJet
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Fri, Jan 16 - Thu, Jan 22
WestJet Logo
11:06 am - 3:17 pmOAJ-CUR
51h 11m2 stops
WestJet Logo
4:10 pm - 5:43 pmCUR-OAJ
26h 33m2 stops
$3,705WestJet
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Booking Insights

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 ($432) and Delta ($611).

Good to know

Low seasonFebruary
Best time to beat the crowds with an average 12% drop in price.
Most popular time to fly and prices are also 12% lower on average.

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.
7.9
DeltaOverall score based on 7954 reviews
7.9Comfort
7.9Entertainment
8.2Boarding
7.3Food
8.5Crew
Airline reviews

Passengers need to check in big baggage instead of bringing on the plane. That cause inconvenience for everyone. Otherwise flight was good.

8.0 ExcellentTarun, Sep 2025MCO - LHR
Read more Delta reviews

Passengers need to check in big baggage instead of bringing on the plane. That cause inconvenience for everyone. Otherwise flight was good.

Perfect flight both ways. On time, courteous staff, plane comfortable and cool. Best domestic flights I’ve had in awhile.

The food was terrible especially for a 15 hour international flight. The crew was unpleasant as well.

Really low quality food especially for an international flight. The crew also was surprisingly unpleasant except couple of ladies. I know we were not in first class but that’s no reason to treat customers as less.

Flight delayed for two and half hours and then canceled altogether due to mechanical issues. No mechanic onsite to fix so had to send one from LAX.

Quick check in. Everything went smooth. I don't know what can be done about airline food.

Crew was good. The reservation got mixed up and they didn't have my TSA number. I am also a Silver Medallion and wasn't able to use Sky Priority.

Delta made it easy, comfortable and timely. The crew was fantastic.

This route with Delta always has delays or is cancelled. Aircrafts seem smaller and older. I fly Delta quite a bit - haven’t had issues with the international flights. But this route has always been the troublesome one

Nothing special. The crew never went out of their way for anything.

Boarding: Boarding was a bit of a mess. Our tickets indicated "BC" for Business Class, but we and many others were confused as that was not indicated anywhere in the airport, so we didn't know when we're supposed to board. The airplane: The airplane was nice. However, we sat near the back of the business class cabin and the flight attendants and passengers from other cabins would constantly move the curtain (which was very loud), preventing me from fallling asleep on my 8 hour flight. The flight crew: Amazing, generally. However, they nearly forgot to serve breakfast to me. The flight food: I was able to select my meal for dinner, which was really good. Breakfast was a bit of a mess, however. The crew forgot to serve me breakfast until the last minute. Very little was available by the time they remembered. The entertainment: Paltry, underwhelming, and dated. Not one new movie was available. Bottom line: For the money, you might want to consider other options for your international business class flights.

Sat on the ground in Cincinnati for 50 minutes before deplaning

Flight was delayed. Staff at the gate effectively and proactively communicated about the delay.

Overall fine, but the delay was annoying and the reasons for the delay were not communicated. The crew on board were phenomenal!

This flight never occurred because AA couldn’t get their act together.

Boarding was very efficient. Everyone got on board and we got on our way very quickly. It was frustrating that the entertainment app was not functioning properly. I was not able to activate some of the movies offered. The crew on this flight appears to be pretty grumpy. They had no smile on their faces. I felt like they were doing us a favor for being there.

Delayed because of weather in Nashville. I think God or some higher power generally has cursed me when it comes to flying out of Charlotte on American. I'm delayed pretty much everytime. We need Team Cobra Kai types to come in and "sweep the leg(s)" of the Charlotte ops people on principle. Don't let the sweet southern rocking chairs fool you, Charlotte is a sinkhole

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.

Everything you need to know for your flight to Caribbean

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