$290 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 7/22. 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$587
Nassau
Nassau2 stops$1,404
Kingston
Kingston2 stops$610
Simpson Bay
Simpson Bay1 stop$567
Montego Bay
Montego Bay2 stops$587
Nassau
Nassau2 stops$1,404
Kingston
Kingston2 stops$610
Simpson Bay
Simpson Bay1 stop$567

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, Apr 16 - Mon, Apr 20
American Airlines Logo
7:55 pm - 10:53 am
OAJ
-
SJU
14h 58m
2 stops
American Airlines Logo
3:44 pm - 9:49 am
SJU
-
OAJ
18h 05m
2 stops
$463American Airlines
Sun, Feb 22 - Fri, Feb 27
Delta Logo
2:15 pm - 11:58 pm
OAJ
-
SJU
8h 43m
1 stop
Delta Logo
6:15 am - 1:34 pm
SJU
-
OAJ
8h 19m
1 stop
$466Delta
Thu, Apr 16 - Mon, Apr 20
Delta Logo
2:20 pm - 11:12 pm
OAJ
-
SJU
8h 52m
1 stop
Delta Logo
6:15 am - 1:40 pm
SJU
-
OAJ
7h 25m
1 stop
$476Delta
Mon, Mar 16 - Fri, Mar 20
Delta Logo
2:21 pm - 8:18 pm
OAJ
-
SJU
5h 57m
1 stop
Delta Logo
6:15 am - 1:40 pm
SJU
-
OAJ
7h 25m
1 stop
$486Delta
Sun, Feb 22 - Fri, Feb 27
American Airlines Logo
7:55 pm - 1:33 pm
OAJ
-
SJU
16h 38m
2 stops
American Airlines Logo
8:40 am - 7:26 pm
SJU
-
OAJ
11h 46m
1 stop
$546American Airlines
Mon, May 4 - Thu, May 7
American Airlines Logo
5:10 am - 1:21 pm
OAJ
-
SXM
8h 11m
1 stop
American Airlines Logo
2:24 pm - 11:57 pm
SXM
-
OAJ
9h 33m
1 stop
$567American Airlines
Sat, May 16 - Tue, May 26
American Airlines Logo
7:55 pm - 11:35 am
OAJ
-
STT
15h 40m
2 stops
American Airlines Logo
4:48 pm - 12:38 pm
STT
-
OAJ
19h 50m
2 stops
$570American Airlines
Thu, Apr 16 - Sun, Apr 19
WestJet Logo
6:49 pm - 5:17 pm
OAJ
-
NAS
46h 28m
2 stops
WestJet Logo
4:50 pm - 6:09 pm
NAS
-
OAJ
25h 19m
2 stops
$1,404WestJet
Sat, Apr 4 - Sat, Apr 11
WestJet Logo
4:40 pm - 3:40 pm
OAJ
-
NAS
23h 00m
2 stops
WestJet Logo
4:40 pm - 6:08 pm
NAS
-
OAJ
25h 28m
2 stops
$1,736WestJet
Sat, Apr 4 - Sat, Apr 11
WestJet Logo
4:40 pm - 3:40 pm
OAJ
-
NAS
23h 00m
2 stops
WestJet Logo
4:40 pm - 6:08 pm
NAS
-
OAJ
25h 28m
2 stops
$1,746WestJet
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 ($463) and Delta ($466).

Good to know

Cheapest flight$290
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.
7.2
American AirlinesOverall score based on 11206 reviews
6.4Food
7.5Boarding
8.0Crew
6.9Entertainment
7.2Comfort
Airline reviews

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

10.0 Excellentreed, Jan 2026
CLT - BNA
Read more American Airlines reviews

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.

Bags took over and hour to come out. Delays due to wind caused rebooking.

Lower WiFi prices; allow us to see our flight on a map; more variety of drink choices.

Flight was on time is the only good thing. Person loading the plane called 1-6 to board at the same time, made it chaotic. Plane was too small for even putting backpacks in overhead. Seat for normal sized people were too small. The WIFI didn't work. When we landed had to wait because not enough ground crew.

Did not understand a single word the attendant said on the pa system. I was glad it was not an emergency.

Awful. They won’t help me with anything. I booked on American but they abdicated to Iberia. The ticket was overpriced. Everything negative

Waaay too small plane. They also need to up the size of the overhead bins. I would love to keep me 3k with of camera equipment in my hard case baggahe instead of it being thrown into the belly of the plane

After arriving in Dallas, the aircraft taxied for an unusually long time and was unable to park at the gate, which caused a significant delay and made me miss my connecting flight. I then had to wait in a very long line to be rebooked, and I was told that no hotel or meal accommodations would be provided. What is even more unacceptable is that my luggage was mishandled and has still not been located. My suitcase contains important medications that I urgently need, and I have been unable to access them due to the airline’s mishandling. This situation has caused me considerable stress and inconvenience, and I need this issue to be resolved immediately.

Everything you need to know for your flight to Caribbean

Information on your arrival and departure airports