$74 Find Cheap Flights from Jacksonville to Caribbean - Compare and Save

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 9/4. 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 Flights from Jacksonville to Caribbean

Cheapest round-trip prices found by our users on KAYAK in the last 5 days
Punta Cana
Punta Cana2 stops$384
Santo Domingo
Santo Domingo1 stop$436
Montego Bay
Montego Bay1 stop$408
Oranjestad
Oranjestad1 stop$407
Nassau
Nassau1 stop$352
Kingston
Kingston1 stop$458
Simpson Bay
Simpson Bay2 stops$382
Providenciales
Providenciales1 stop$560
Port of Spain
Port of Spain1 stop$527
Bridgetown
Bridgetown1 stop$492
George Town
George Town1 stop$609
Willemstad
Willemstad1 stop$609
Aguadilla
Aguadilla1 stop$280
St. John's
St. John's1 stop$815
Puerto Plata
Puerto Plata1 stop$627
Punta Cana
Punta Cana2 stops$384
Santo Domingo
Santo Domingo1 stop$436
Montego Bay
Montego Bay1 stop$408
Oranjestad
Oranjestad1 stop$407
Nassau
Nassau1 stop$352
Kingston
Kingston1 stop$458
Simpson Bay
Simpson Bay2 stops$382
Providenciales
Providenciales1 stop$560
Port of Spain
Port of Spain1 stop$527
Bridgetown
Bridgetown1 stop$492
George Town
George Town1 stop$609
Willemstad
Willemstad1 stop$609
Aguadilla
Aguadilla1 stop$280
St. John's
St. John's1 stop$815
Puerto Plata
Puerto Plata1 stop$627
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 5 days was to San Juan, at $168 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 5 days was $168.

What is the cheapest time of day to fly to Caribbean?

The average price for all round-trip flights from Jacksonville to Caribbean depending on the time of departure, clicked by users on KAYAK in the last 2 weeks.

The cheapest time of day to fly to Caribbean is generally in the morning, when round-trip flights cost $252 on average. Morning departures are around 23% 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 $329.

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 $276, 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 May, when tickets cost $343 (return) on average. On the other hand, the most expensive months are October and March, when the average cost of round-trip tickets is $519 and $503 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 Monday and avoid Thursdays if you are looking for the best rates. For your return to Jacksonville, you’ll find the best rates on Tuesdays and the most expensive ones on Wednesdays.

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 24% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 7 weeks before departure.

Good to know

Low season

February

Cheapest flight

$74
Best time to beat the crowds with an average 7% drop in price.
Most popular time to fly with an average 1% 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.

Top tips for finding cheap flights to Caribbean

  • Looking for a cheap flight? 25% of our users found tickets from Jacksonville to the following destinations at these prices or less: San Juan $86 one-way - $229 round-trip

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.
7.8
DeltaOverall score based on 8502 reviews
7.8Comfort
8.1Boarding
7.2Food
8.5Crew
7.8Entertainment
Airline reviews

Pushing back flight and ultimately cancelling it after multiple changes and hours of delays. Comm were terrible as to what was going on and what options were available.

2.0 MediocreEugene, Aug 2026
Read more Delta reviews

Pushing back flight and ultimately cancelling it after multiple changes and hours of delays. Comm were terrible as to what was going on and what options were available.

Some of the passengers are coming on board with luggage so overstuffed and/or too large that have no business going into the overhead bins.

Boarding was quick and i made my connection early due to early arrival time

Aside from a completely packed plane, I really have no complaints.

The flight was very good and the staff was very friendly and helpful!

We landed and sat on the tarmac for 45 minutes because they only have one gate at the airport and there was another plane running late so we had to wait

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

Excellent check-in. Crew was good. Excellent communication from flight deck.

Amazing flight! I have never noticed the uniforms of the attendants before in twenty years of flying except today when one female had the most amazing dress on. It was beautifully designed and showed she was in charge. I never dreamed I would google who designed Delta uniforms . The ultimate compliment is when another woman admires your outfit. . I hope your designer puts it on the market

Flight was on time, the staff was personable & professional, & the plane arrived on time.

Wonderful flight! The crew was good, check-in was good and orderly and the flight was uneventful and good.

There was a piece of plastic baked into my buttermilk biscuit! I have a pictures. The flight attendants in first class were really apologetic, and tried to rectify the situation. I I am very appreciative that they were able to give me some packets of pretzels and gummy bears. I understand they don't personally handle the food until warming it up so I know it wasn't their fault. I don't know whether it was a newer aircraft, or different food packaging, but I was happy that when the food was being warmed up - it didn't smell like plastic. Jokes on me with finding plastic in my food.

Horrible experience. They delayed our flight 7 hours!! We had to seat at the airport with kids on 4th July all day!

Horrible I am at almost 2,000,000 miles on United. This was probably the worst flight ever. An hour and a half before takeoff I get a message that they’re changing the plane and I no longer have a seat in Polaris business Supposedly, there was a problem with the plane, but then there was no other plane Finally, they decided to bring a plane from Newark to Washington Dulles Of course the original flight was at 10:45 PM so by the time the plane got there it was 12:30 AM. It had not been cleaned. It had not been catered. They don’t really have people available to do those things when it’s not pre-programmed at 1 o’clock in the morning. The crew had to be changed And the new plane held 28 fewer people than the scheduled plane There is no way you can hate United Airlines enough The people at the gate were actually just fine, but it was management who was completely useless And did they send extra help to the people at the gate? Did they send supervisors? Of course not. Just don’t take United find somebody else or buy a boat

We used Kayak to reserve our tickets and specifically checked the luggage option which was a more expensive option. When we arrived at the terminal we had to pay an extra $90 per suitcase for the three passengers. This has been a pattern for the past 3 years. Why charge for a more expensive luggage option, and the ticket price not include luggage?

This is for UA2274 from Houston to Sacramento. The flight was delayed arriving due to mechanical issues so we left about 3 hours later than scheduled. When boarding the plane the temperature inside was excessive - likely close to 100. Pilot apologized and said it was going to improve at altitude, which it did. But before that I honestly thought there might have been more delays removing passengers made ill from the heat. We were delayed leaving due to another mechanical issue. There was not water on the plane due to a panel that was not secured. They did that quickly, but the combination of mechanical issues was rather disturbing and did not reflect well on United.

Flight was delayed in the gate by 5 hours and ultimately cancelled- rebooking service by United agents was terrible

United domestic flight was better than international flight. There was no switch to control Ac In international united flight. Food was also average, Air canada food was much better than united.

They cancelled our flight at the last minute due to mechanical issues. Rather, they “delayed” it till the next morning. A pain in the neck when traveling with two young children. Crew was really nice, which made up for it somewhat. This is the second flight from delta that was cancelled this year. Definitely going to fly another airline when possible

Noticing spectacular about the flight. It got me fro m point a to b. High priced

There was a 6 hours delay in our departure. And yet, no compensation was offered. A company should be responsible for such a delay.

My flight was delayed several hours, which is to be expected (American never fails to disappoint me!), but the parts that really bothered me are as follows: 1) I was unable to add myself to the standby list for another flight in the app, nor could the gate agents figure out how to help me do so (the app is difficult to work with and simply did not allow me to perform the action of adding myself to the list) 2) When I asked the gate agents to add me to the standby list, the agent said that he had added me, but I was not able to confirm that I was on the list in the app; as it turns out, I had NOT been added to the list after all. He had lied to me and/or failed to add me to the list. 3) I figured out I had not been added to the standby list when I spoke to the (rather rude, snippy, and dismissive) other gate agent, who finally did add me to the list after giving me some pretty unnecessary attitude. I understand that gate agents experience the worst of stressed travelers every day, so I appreciate that I was eventually able to make it onto the standby flight with their help. However, the app needs some SERIOUS attention!

Nice ! I am gold member at United Airlnes probably I will shift at American Airlines and JAL ! Thank you ! Kindly maintain quality service I fly often! ❤️

The flight was delayed 4 hours, and when we finally boarded, they told us that the fuel was only just then checked. So, we waited even longer to take off.

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.

It was very difficult to stretch my knee out and I am very short. I also had a torn tendon in my knee which made it extra uncomfortable anyways. My husband is 6'2" and I can't imagine him flying in that plane.

I was late from Jacksonville, FL but the limited interaction I had with the Philly crew was great.

Delayed 4 hours from Charlotte to Nashville. Could have driven there faster. Information provided by AA was sparse.

Gate change was a little tough but it was a good flight otherwise

Great flight, great service but most of all- our luggage made the trip with us.,

They cancelled the flight after 5 hours at the airport and the only flight they offered was for the next day with a 7.5 layover in fll. This was not going to work for me as this was only a weekend trip and getting into providence at 10 pm a day later caused me to lose Mo ey on hotels money on airport parking a dog sitter etc. they wouldn’t offer any type of a voucher or anything else. All they did was refund the flight which didn’t help me with all the money in time I lost. I was going to see my very sick father

My checked in luggage cost was $59, almost ticket price. The first 13 rows were empty, but fly attendant did not alow women with little boy change her middle sit, sweet boy was crying, I am so sorry for mother and passengers. At the end of the flight the cabin became impossible cold. Only good was timing of departure and early landing, but it suppose to be normal.

I tried to book a flight with Jet Blue. Your third party company hijacked my attempt with a website that looked like I was booking with Jet Blue. I realized it when I paid. I tried to cancel and was told by a man in India that there were no refunds. $735 stolen, Thanks Kayak!

The flight out was delayed from 3:40pm to 5pm and again to 8pm. We boarded after 5pm, had to disembark because they could not get the Engine started, then we switched gates and got a new plane and did not board until after 8pm.

Boarding was easy. Provided drinks and snacks. Good aircraft and staff

Flight was quick, less time than expected, and the attendants all friendly and helpful. We had paid extra for more leg room and were very comfortable. Haven't flown JetBlue in quite a while. Glad to be back!

JetBlue not only has the most comfortable planes, but also used to have the best customer service. Lorie Wright, the lady at the gate was very rude not only to me, but to other passengers as well. Her colleague, the gentleman was also not very friendly. They both were acting like they were doing passengers a favor. The crew on board was very nice.

Direct tv did not work on flight Short flight so no good service offered Arrived early to destination and had to wait for gate to open. Deplaned LATER than if we arrived on time!! Poor planning Jet blue has had something go wrong on every flight I’ve taken with them in last five years. Terribly run airline

My experience with JetBlue was fine BUT I am very upset with Kayak! JetBlue had delayed our scheduled departure by an hour and you NEVER notified me of the change. I did not hear directly from JetBlue because the trip was booked through Kayak, a mistake I will not repeat. Your reminder of the our trip last week still had the WRONG departure time. Our return trip has also changed, and again no notice from you.

Not having an assigned seat until boarding and then having to check my bag.

Frontier feels like a family I Worked for Eastern Airlines back in the day and I felt the family vibe that I had then. Thank you

It was an early flight and most people napped/slept and the crew let us which was nice.

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.

Frontier notifying me earlier of flight delay of over 2 hours.

Good for the price. My only complaint is that the pilot should keep the air flowing while passengers are waiting to getting out of airplane.

Everything you need to know for your flight to Caribbean

Information on your arrival and departure airports