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$248 Find Cheap Flights from Caribbean to Jacksonville

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Jacksonville departing on 3/4. 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.
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Cheap Flight Deals from Caribbean to Jacksonville

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

Recent round-trip flight deals from Caribbean to Jacksonville

Recommended round-trip deals departing in the coming months from the most popular airlines that fly from Caribbean to Jacksonville.
Discover the best prices and deals for you by selecting your travel dates.
Choose your dates
6:15 am - 1:41 pmSJU-OAJ
8h 26m1 stop
2:23 pm - 8:10 pmOAJ-SJU
5h 47m1 stop
$445Delta
Find Deal
Tue, Mar 4 - Tue, Apr 1
6:15 am - 1:41 pmSJU-OAJ
8h 26m1 stop
12:35 pm - 8:10 pmOAJ-SJU
7h 35m1 stop
$465Delta
Find Deal
Wed, Mar 5 - Mon, Mar 10
7:45 am - 9:58 pmSJU-OAJ
15h 13m2 stops
5:00 am - 2:40 pmOAJ-SJU
9h 40m2 stops
$481American Airlines
Find Deal
Tue, Mar 4 - Wed, Apr 2
7:45 am - 9:58 pmSJU-OAJ
15h 13m2 stops
9:05 am - 4:34 pmOAJ-SJU
7h 29m2 stops
$515American Airlines
Find Deal
Wed, Mar 5 - Mon, Mar 10

Good to know

Cheapest flight

$248
Flight from San Juan to Jacksonville

FAQs for booking flights from Caribbean to Jacksonville

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

    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 Caribbean to Jacksonville.

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

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

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

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

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

See more FAQs

Top airline flying from Caribbean to Jacksonville

Need help choosing which airline to fly with from Caribbean to Jacksonville? 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.
7.2
American AirlinesOverall score based on 10000 reviews
7.5Boarding
7.3Comfort
6.5Food
7.0Entertainment
8.0Crew
Airline reviews

It was so bad it will be my last. Connecting flight gate agent closed the door in my face when i told her my husband is 30 seconds away (and we were running close/late because the preceding AA flight was slightly delayed. We had to be rebooked on a non-direct flight with an overnight layover in Phoenix. This is the worst experience ever and for no fault of our own. The flight we were trying to get on would not have been late if the gate agent allowed my husband to get there. It was senseless, cruel and very upsetting. I don’t understand why we were subjected to this.

2.0 MediocreSvetlana, Feb 2025EWR - CLT
Read more American Airlines reviews

It was so bad it will be my last. Connecting flight gate agent closed the door in my face when i told her my husband is 30 seconds away (and we were running close/late because the preceding AA flight was slightly delayed. We had to be rebooked on a non-direct flight with an overnight layover in Phoenix. This is the worst experience ever and for no fault of our own. The flight we were trying to get on would not have been late if the gate agent allowed my husband to get there. It was senseless, cruel and very upsetting. I don’t understand why we were subjected to this.

Kayak boarding information contained inaccuracies that would have not existed if booked directly with American. Paid for preferential boarding, was last to board.

The food service is non existent. Crappy cookies and a drink. Plus no entertainment worked in whole row.

Everything was excellent. I loved my flight Thank you so much 😊

Customer service for American Airlines first class is at an all time low.

Terrible. Internet/kiosk glitch prevented baggage checkin. Line at ticket co in Ter was under serviced and did not move. Agents did not call for flight but rather allowed time to pass. Then told each person as they reached the front if line that it was too late to check bags so they’d have to rebook flights. At least 15 people missed the flight as a result of this incompetence.

It would have been better if I could have had my flight on time. It was delayed for 5 hours. Caused me to not be able to fulfill my promise to my granddaughters. Other than that it was a good trip.

Flight attendant walked away once they landed and we were forced to wait another hour after an already 3hr delay.

they should make XXL people buy two seats. sitting next to a person that was half on my seat and could not even buckle the seat belt, so I had to lean in the isle the whole trip.

Promised lounge access, gate agent didn't allow us entry.

Everything you need to know for your flight to Jacksonville

Information on the airport you'll fly into in Jacksonville

Jacksonville (OAJ)

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