$325 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 6/17. 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, 0 bags

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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$1,596
Nassau
Nassau2 stops$2,471
Saint Thomas Island
Saint Thomas Island2 stops$625
Kingston
Kingston2 stops$670
Simpson Bay
Simpson Bay1 stop$642
Bridgetown
Bridgetown1 stop$672
Montego Bay
Montego Bay2 stops$1,596
Nassau
Nassau2 stops$2,471
Saint Thomas Island
Saint Thomas Island2 stops$625
Kingston
Kingston2 stops$670
Simpson Bay
Simpson Bay1 stop$642
Bridgetown
Bridgetown1 stop$672

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

Thu, Jul 30 - Wed, Aug 5
American Airlines Logo
6:11 pm - 11:04 am
OAJ
-
SJU
16h 53m
2 stops
American Airlines Logo
10:32 am - 10:07 pm
SJU
-
OAJ
11h 35m
2 stops
$456American Airlines
Thu, Jul 30 - Wed, Aug 5
American Airlines Logo
6:11 pm - 11:04 am
OAJ
-
SJU
16h 53m
2 stops
American Airlines Logo
8:00 am - 10:07 pm
SJU
-
OAJ
14h 07m
1 stop
$476American Airlines
Sat, Sep 5 - Sun, Sep 13
American Airlines Logo
6:56 am - 10:56 pm
OAJ
-
SJU
16h 00m
1 stop
American Airlines Logo
2:05 pm - 8:21 am
SJU
-
OAJ
18h 16m
2 stops
$511American Airlines
Thu, Jul 30 - Wed, Aug 5
American Airlines Logo
6:41 am - 10:59 pm
OAJ
-
SJU
16h 18m
1 stop
American Airlines Logo
8:00 am - 10:07 pm
SJU
-
OAJ
14h 07m
1 stop
$546American Airlines
Mon, Mar 30 - Fri, Apr 3
Delta Logo
5:43 am - 1:47 pm
OAJ
-
STT
8h 04m
1 stop
Delta Logo
3:00 pm - 10:33 pm
STT
-
OAJ
7h 33m
1 stop
$732Delta
Wed, Jul 22 - Wed, Aug 12
Delta Logo
2:25 pm - 8:00 pm
OAJ
-
KIN
6h 35m
1 stop
Delta Logo
9:00 am - 10:18 pm
KIN
-
OAJ
12h 18m
1 stop
$760Delta
Wed, Jul 22 - Wed, Aug 12
Delta Logo
2:25 pm - 8:00 pm
OAJ
-
KIN
6h 35m
1 stop
Delta Logo
9:00 am - 5:52 pm
KIN
-
OAJ
7h 52m
1 stop
$815Delta
Thu, Apr 30 - Thu, May 7
WestJet Logo
6:49 pm - 5:20 pm
OAJ
-
MBJ
47h 31m
2 stops
WestJet Logo
12:45 pm - 6:05 pm
MBJ
-
OAJ
28h 20m
2 stops
$1,596WestJet
Tue, Sep 1 - Thu, Sep 3
WestJet Logo
5:40 am - 11:45 am
OAJ
-
MBJ
31h 05m
2 stops
WestJet Logo
12:45 pm - 10:18 pm
MBJ
-
OAJ
32h 33m
2 stops
$3,602WestJet
Tue, Sep 1 - Thu, Sep 3
WestJet Logo
5:40 am - 11:45 am
OAJ
-
MBJ
31h 05m
2 stops
WestJet Logo
12:45 pm - 1:42 pm
MBJ
-
OAJ
23h 57m
2 stops
$3,622WestJet
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 ($456) and Delta ($732).

Find deals

Good to know

Cheapest flight$325
Flight from Jacksonville to Kingston

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.

Reviews of the top airline 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.
7.1
American AirlinesOverall score based on 11468 reviews
7.5Boarding
7.2Comfort
6.9Entertainment
6.4Food
7.9Crew
Airline reviews

American Airlines did everything they could with the high Spring Break crowd. I was frustrated to be changed from 1st class to a middle seat at the back of the plane. This has happened before, not sure booking 1st class and paying the extra actually works.

2.0 MediocreLisa, Mar 2026
CLT - PHL
Read more American Airlines reviews

American Airlines did everything they could with the high Spring Break crowd. I was frustrated to be changed from 1st class to a middle seat at the back of the plane. This has happened before, not sure booking 1st class and paying the extra actually works.

Plane from partner PSA was filthy. Plastic needs to be thoroughly cleaned. Really disgusting to look at and wonder about cleanliness of parts less visible.

Arrived early picked up my bag in a few minutes- great trip - thank you

I like that the flight attendant was very attentive and helpful. The meal menu could have more of an variety of food choices.

We missed our flight and got stranded in Miami where we had to rent a hotel we could not afford. they would not work with us because they said it was weather related even though the gate attendant said it was not. I could go on but trying to get satisfaction has wore me down, which I believe is the intent. My only solution is to never fly AA again.

Overall it was a good flight. Because we traveled on a Saturday we were upgraded to FC since my wife and I are both Executive Platinum. The only areas for improvement we noted are better snack assortment and perhaps a little nicer plane as American is flying some older planes now. Everything else on this flight was excellent, which is frankly not the norm for American since we have had multiple issues on prior AA flights.

Didn't get a seat assignment until the last minute even though i picked a seat.

Flight was smooth, quick and felt safe. The 2 delays not happening would have been better but I guess that happens in the airline industry

2 hour delay due to equipment failure. No updates via the app and airport screens (which continued to show a departure time in the past). AA eventually switched planes and the new plane was not catered or cleaned correctly.

Could we please end the loud announcements about credit card offers on your flights? We are trying to sleep, work, watch videos, etc. and if we need a credit card, we will ask for one. Flying is already not what it used to be.

Everything you need to know for your flight to Caribbean

Information on your arrival and departure airports

Jacksonville (OAJ)