$94 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 2/23. 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
Punta Cana
Punta Cana1 stop$318
Santo Domingo
Santo Domingo1 stop$333
Montego Bay
Montego Bay1 stop$387
Oranjestad
Oranjestad1 stop$407
Nassau
Nassau1 stop$401
Kingston
Kingston2 stops$379
Simpson Bay
Simpson Bay2 stops$358
Providenciales
Providenciales1 stop$475
Port of Spain
Port of Spain1 stop$504
Bridgetown
Bridgetown1 stop$587
George Town
George Town1 stop$520
Willemstad
Willemstad2 stops$430
St. John's
St. John's1 stop$590
Puerto Plata
Puerto Plata1 stop$529
Aguadilla
Aguadilla1 stop$580
Punta Cana
Punta Cana1 stop$318
Santo Domingo
Santo Domingo1 stop$333
Montego Bay
Montego Bay1 stop$387
Oranjestad
Oranjestad1 stop$407
Nassau
Nassau1 stop$401
Kingston
Kingston2 stops$379
Simpson Bay
Simpson Bay2 stops$358
Providenciales
Providenciales1 stop$475
Port of Spain
Port of Spain1 stop$504
Bridgetown
Bridgetown1 stop$587
George Town
George Town1 stop$520
Willemstad
Willemstad2 stops$430
St. John's
St. John's1 stop$590
Puerto Plata
Puerto Plata1 stop$529
Aguadilla
Aguadilla1 stop$580

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

Mon, Feb 23 - Thu, Feb 26
Multiple Airlines Logo
7:24 pm - 2:22 pm
JAX
-
SJU
17h 58m
1 stop
Multiple Airlines Logo
4:11 pm - 7:17 pm
SJU
-
JAX
28h 06m
1 stop
$209Multiple Airlines
Mon, Feb 23 - Thu, Feb 26
Multiple Airlines Logo
7:24 pm - 3:31 pm
JAX
-
SJU
19h 07m
2 stops
Multiple Airlines Logo
4:11 pm - 7:17 pm
SJU
-
JAX
28h 06m
1 stop
$210Multiple Airlines
Mon, Apr 27 - Wed, Apr 29
Frontier Logo
10:12 pm - 12:20 pm
JAX
-
SJU
14h 08m
1 stop
Frontier Logo
1:59 am - 2:32 pm
SJU
-
JAX
12h 33m
1 stop
$213Frontier
Fri, May 1 - Fri, May 8
Frontier Logo
10:12 pm - 9:50 am
JAX
-
SJU
11h 38m
1 stop
Frontier Logo
10:55 am - 9:17 pm
SJU
-
JAX
10h 22m
1 stop
$214Frontier
Tue, Mar 31 - Tue, Apr 7
American Airlines Logo
6:00 am - 8:50 pm
JAX
-
SJU
14h 50m
1 stop
American Airlines Logo
7:00 pm - 10:10 am
SJU
-
JAX
15h 10m
1 stop
$218American Airlines
Wed, Apr 8 - Wed, Apr 22
JetBlue Logo
4:45 pm - 7:35 pm
JAX
-
SJU
2h 50mnonstop
JetBlue Logo
12:30 pm - 3:58 pm
SJU
-
JAX
3h 28mnonstop
$219JetBlue
Wed, Mar 11 - Wed, Mar 18
American Airlines Logo
6:09 pm - 2:58 pm
JAX
-
UVF
20h 49m
2 stops
American Airlines Logo
3:58 pm - 9:03 am
UVF
-
JAX
17h 05m
1 stop
$329American Airlines
Wed, Feb 25 - Wed, Mar 4
Delta Logo
3:06 pm - 12:32 am
JAX
-
SDQ
8h 26m
1 stop
Delta Logo
3:42 pm - 10:58 pm
SDQ
-
JAX
8h 16m
1 stop
$334Delta
Wed, Feb 25 - Wed, Mar 4
Delta Logo
6:30 am - 7:14 pm
JAX
-
SDQ
11h 44m
2 stops
Delta Logo
3:42 pm - 12:01 am
SDQ
-
JAX
9h 19m
1 stop
$338Delta
Fri, May 1 - Tue, May 12
JetBlue Logo
4:55 pm - 12:26 pm
JAX
-
STT
19h 31m
1 stop
JetBlue Logo
2:45 pm - 3:58 pm
STT
-
JAX
25h 13m
1 stop
$361JetBlue
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.

What is the cheapest Jacksonville to Caribbean flight route?

Data is based on round-trip flight searches on KAYAK over the past month.

The cheapest ticket to Caribbean from Jacksonville found in the last 72 hours was to San Juan, at $211 round-trip. The most popular route is from Jacksonville (JAX) to San Juan Luis Munoz Marin Intl Airport (SJU), and the cheapest round-trip airline ticket found on this route in the last 72 hours was $211.

Can I save money by flying with a layover from Jacksonville to Caribbean?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

No, with an average price for the route of $358, prices are generally cheapest when you fly direct.

What is the cheapest month to fly from Jacksonville to Caribbean?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Jacksonville to Caribbean, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Jacksonville to Caribbean is August, when tickets cost $235 (return) on average. On the other hand, the most expensive months are December and November, when the average cost of round-trip tickets is $388 and $347 respectively.

What’s the cheapest day of the week to fly from Jacksonville to Caribbean?

The average price of all round-trip flights from Jacksonville to Caribbean clicked on KAYAK for each day over the last 12 months.

When flying from Jacksonville to Caribbean, you should consider leaving on a Sunday and avoid Tuesdays if you are looking for the best rates. For your return to Jacksonville, you’ll find the best rates on Wednesdays and the most expensive ones on Mondays.

How far in advance should I book a flight from Jacksonville to Caribbean?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Jacksonville to Caribbean, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Jacksonville to Caribbean, you should book around 2 weeks before departure, which saves you about 17% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 5 weeks before departure.

Good to know

Low seasonSeptember
Cheapest flight$94
Best time to beat the crowds with an average 7% drop in price.
Most popular time to fly with an average 2% increase in price.
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 in the afternoon, when round-trip flights cost $238 on average. Morning departures are around 13% cheaper than evening flights, on average. The most expensive time of day to fly to Caribbean is generally in the evening, which is peak travel time and where the average cost of a ticket is $300.

  • How many flights are there between Jacksonville and Caribbean per day?

    There is a maximum of 1 nonstop flight a day that takes off from Jacksonville and lands in Caribbean, with an average flight time of 2h 58m. The most common departure time is 4:00 pm and most flights take off in the afternoon. Each week, there are 4 flights.

Reviews of the top 5 airlines serving 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 8180 reviews
7.8Entertainment
7.9Comfort
7.2Food
8.1Boarding
8.5Crew
Airline reviews

The flight was great as well as the airline staff

10.0 ExcellentPatty, Feb 2026
TPA - ATL
Read more Delta reviews

The flight was great as well as the airline staff

Comfort seating was on the tight side. Maybe it was a smaller plane(?)

Excellent flight and got us around tough weather. Only issue was seat TV did not work and crew tried to reboot.

Connection through Atlanta was difficult. Mechanical issue on plane caused a two hour delay. New gate was a mile away.

No WiFi. Comfort plus should have alcohol provided, crew only offered water or tea. Who the heck wants tea?

I have diamond medallion status and usually we are in comfort plus . We were in main this time ( which was fine ) and my husband wanted wine . I have at least 10 vouchers for drinks that are good for this year and next! The attendant would not take the picture of the voucher as proof and never came back to check as She asked me to pull it up on delta Wi-Fi. Instead my husband just used his Amex to buy the wine . Disappointing!!!

Food is basically Sun Chips, cookies or Cheezits. I had an exit row seat so I had plenty of room. The crew was very nice and efficient. Pilot kept us informed. Pretty good flight.

The only thing nice I can say is the flight crew was really nice and apologetic about the situation. They shared as much information as they had and advised us on what we could do about missing connecting flights. The boarding process was so slow. The gate agent was working by herself and should have had someone working with her. It took almost an hour to board because she was trying to board a full flight of people and provide customer service to everyone who was flying standby and/or had questions. It was really chaotic. This didn't help the fact that we were delayed and folks were missing connections the longer it took.

The food is terrible. The staff is wonderful. Comfort is good.

I fly Delta all the time, have Platinum Medallion status. But this route seems to have major problems with delays and seems to never leave on time! Have only taken it twice in the last two weeks, and each time it had delays of more than 1 hour... very disappointed!!!!

Short flight, but no drink/snack service. The flights both going and coming were delayed.

Much better than Spirit. I was please by the easy fast check in and boarding

Check-in and in-flight staff were better than average. The seat was a fair size but too hard and not enough padding. The cushion/pillow provided is poor (thin and seems to be disposable ,it provides no effective cushioning or support). Food was OK-ish but no choice of inflight snacks and no easy place to get drinks other than water (I could ask for juice by intruding into the staff area at the back of the plane) Entertainment was very good actually. Overall better than I expected from a US-based airline (sorry!) but compared to ANA or Singapore it was so-so. (I live in Japan so they are my comparative airlines)

Everything was on time Will use united again for sure

Plane outlets in my row not working to charge phone. Staff response was, well it should be. Plug into seed for volume not working well. Had to find the sweet spot for plug in or it would shut off and on.

Wifi took a while to kick in and we had a maintenance issue that took over 40 mins at the gate in Washington before pulling back

Everything was absolutely wonderful from check in to baggage claim. Staff was very professional and sweet. Will definitely recommend United to family and friends.

Very turbulent trip made it pretty bearable, plus the lack of refreshments served and the lack of any air conditioning before takeoff which took an hour or more.

It was nice to have gotten up upgraded to first class with a meal on a three hour flight

They charged a fee for 1st bag checked. Others in same party were free.

Awful. Original flight was delayed 5 hours. Had to to take a connecting flight instead of direct. Had a 4 hour layover. I missed all of my morning meetings getting in 5 hours later than I was supposed to and had to change to take a later flight the next day to get them back in which cia time another $150.

On time on a day with lots of weather cancellations on other flights. Thank you for getting me home during a winter storm!

Don't change gate multiple times make people run across the airport. Announce delays in a timely manner. Have maintenance crew ready. Don't delay and keep passengers on the plane for 3 hrs. on tarmac.

The attendants were kind and helpful. A sugar-free drink would have been very welcome.

Little warm on the plane and delayed for an hour

UGH I HAD TO MISS MY FIRST FLIGHT TO TAMPA CAUSE OF THE 10 MINUTE DELAY OF THE ORLANDO TO MIAMI ONE SO THEY HAD ME GET ANOTHER TICKET. I AM NOT HAPPY AT ALL BECAUSE IT MADE ME MISS MY CONNECTING FLIGHT FROM TAMPA TO LONDON AND FORCED ME TO MISS A DAY AT MY ROOM IN THE UK.

Wish they didnt delay off-boarding for 10 minutes so i could connect to my flight from miami to tampa

It was fine. My connection in Charlotte to go to WPB was too late and I had to spend the night in the Charlotte Airport in the mini suites.

Boarding was organized and timely. Food was mediocre, especially for first class travel.

We were 4+ hours delayed. AA is absolutely obnoxious. They just kept pushing back the time to the point where we did not get into Vegas until after midnight when we were supposed to arrive like 845pm.

Friendly crew, efficient boarding and flight arrived early. Couldn’t ask for a better experience

Horribly rude check in at airport, worst in 25 years of flying. All over a simple issue they could have googled to resolve.

1) No pilot available for 1 hour 2) no room for most passengers careyon in overhead—-> stowed below 3) when we landed we had to wait 45 min. Before docking at gate as gate was not ready

Good. No issues except a slight delay. Crew came in late.

The flight was two hours late due to a computer fault and resulting maintenance. Nothing was offered as compensation beyond bottles of water during the time we were deplaned and waiting in the terminal.

There was a fowl odour coming from the lavatory the entire flight

very difficult boarding process - aggressive passengers not the friendliest crew

WiFi was not eorkig (again) And the plane was from 1990 with the screens which were.not touch and most didn’t even work and if lucky could tune in tv

It was great. I had never flown on JetBlue before, but would be very happy to fly with them in the future.

The captain gave good announcements and the flight attendants were friendly. The WiFi was pretty good. The plane itself looked very old inside and the seats were very uncomfortable. The screens in the seat backs were the smallest I’ve ever seen. There were so many loud and obnoxious kids on this flight and the parents didn’t do much to try to quiet them down. Some had videos and games on tablets with higher than necessary volume going the whole time.

It didn’t happen. I booked it and then was told it wasn’t available and then forced to pay far higher prices for a worse option

This company socks. It's fraud. They canceled our flight yesterday, and today we were late because of a really long line at the check in bag. At the rebook station, there was ton of people. The workers were all rude. I am gonna make a report to FTC.

Flight got delayed for 5 hours no good explanation was offered ;(

There was no one at the counter to assist with our check in. The app didn’t work, so I arrived at the airport with time to check in and I couldn’t because no employees were there. When I finally got someone on the phone, it was inside the 60min rule and they said I could no longer check in and they could sell me another ticket. We had to scramble and pay an additional $800 for tickets and THEN AFTER (about 60 min from my original convo with customer service and 10min after original departure time) I had boarded my new flight, there was email saying my original flight from Frontier was delayed and leaving 2hr 50min later, but I STILL wouldn’t have been able to check in. Which means customer service should have been able to see it and let me check in because I was well within my check in time. When I call Frontier, they hang up on me. So their app didn’t work and they employees left and they take zero responsibility or assistance with their “customer service”

Everyone seemed to be in zone 1 for boarding. Maybe break it up a little. Otherwise, smooth flight.

The experience was good. No frills but I got there safe and sound and on time.

After boarding and un-boarding twice over 6+hours, the flight was canceled.

Severe turbulence. Captain never came on to reassure passengers after things settled down.

Boarding in Orlando was not good. Giant mob at the gate, should have been lines.

My flight was delayed by two hours which made it so that I would miss my layover flight. I stood in line for customer service for over an hour and when I reached the agent she told me to scan a QR code and it'll give me options. I wasn't offered any help, guidance or compensation, only told that I have options but that I had to figure it all out myself. I was refunded part of the trip and had to buy an expensive same day ticket from another airline in order to get home. I will never fly Frontier again.

Everything you need to know for your flight to Caribbean

Information on your arrival and departure airports