$89 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 8/3. 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

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Best Caribbean Flight Deals from Jacksonville

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Punta Cana
Punta Cana1 stop$327
Santo Domingo
Santo Domingo1 stop$332
Montego Bay
Montego Bay1 stop$361
Oranjestad
Oranjestad1 stop$479
Nassau
Nassau1 stop$407
Kingston
Kingston2 stops$453
Simpson Bay
Simpson Bay1 stop$283
Providenciales
Providenciales1 stop$454
Port of Spain
Port of Spain2 stops$529
Bridgetown
Bridgetown1 stop$521
George Town
George Town1 stop$440
Willemstad
Willemstad1 stop$530
St. John's
St. John's1 stop$668
Puerto Plata
Puerto Plata1 stop$403
Aguadilla
Aguadilla2 stops$341
Punta Cana
Punta Cana1 stop$327
Santo Domingo
Santo Domingo1 stop$332
Montego Bay
Montego Bay1 stop$361
Oranjestad
Oranjestad1 stop$479
Nassau
Nassau1 stop$407
Kingston
Kingston2 stops$453
Simpson Bay
Simpson Bay1 stop$283
Providenciales
Providenciales1 stop$454
Port of Spain
Port of Spain2 stops$529
Bridgetown
Bridgetown1 stop$521
George Town
George Town1 stop$440
Willemstad
Willemstad1 stop$530
St. John's
St. John's1 stop$668
Puerto Plata
Puerto Plata1 stop$403
Aguadilla
Aguadilla2 stops$341

Cheap Flights from Jacksonville to Caribbean

 
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, Aug 25 - Fri, Aug 29
Frontier Logo
4:36 pm - 11:54 pmJAX-SJU
7h 18m1 stop
Frontier Logo
6:25 am - 3:41 pmSJU-JAX
9h 16m1 stop
$163Frontier
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Sat, Aug 23 - Fri, Aug 29
Frontier Logo
4:31 pm - 11:54 pmJAX-SJU
7h 23m1 stop
Frontier Logo
12:59 am - 3:45 pmSJU-JAX
14h 46m1 stop
$169Frontier
Find Deal
Sat, Aug 2 - Wed, Aug 6
Delta Logo
12:59 pm - 8:39 pmJAX-SJU
7h 40m1 stop
Delta Logo
5:45 pm - 11:54 pmSJU-JAX
6h 09m1 stop
$242Delta
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Sun, Sep 7 - Sat, Sep 13
American Airlines Logo
6:00 am - 6:15 pmJAX-SJU
12h 15m1 stop
American Airlines Logo
7:05 pm - 9:31 amSJU-JAX
14h 26m1 stop
$284American Airlines
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Fri, Sep 5 - Fri, Sep 19
American Airlines Logo
3:06 pm - 11:37 pmJAX-SJU
8h 31m2 stops
American Airlines Logo
7:05 pm - 9:20 amSJU-JAX
14h 15m1 stop
$312American Airlines
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Tue, Sep 9 - Sun, Sep 14
Delta Logo
12:38 pm - 10:07 pmJAX-SJU
9h 29m1 stop
Delta Logo
7:30 am - 5:27 pmSJU-JAX
9h 57m1 stop
$313Delta
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Tue, Jul 29 - Fri, Aug 1
Southwest Logo
11:50 am - 10:10 pmJAX-SJU
10h 20m2 stops
Southwest Logo
5:30 am - 3:20 pmSJU-JAX
9h 50m1 stop
$326Southwest
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Sun, Sep 7 - Sat, Sep 13
JetBlue Logo
5:12 pm - 12:57 amJAX-SJU
7h 45m1 stop
JetBlue Logo
2:05 pm - 11:05 pmSJU-JAX
9h 00m1 stop
$332JetBlue
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Thu, Oct 30 - Mon, Nov 3
JetBlue Logo
6:52 pm - 2:55 amJAX-SJU
8h 03m1 stop
JetBlue Logo
5:01 am - 1:50 pmSJU-JAX
9h 49m1 stop
$347JetBlue
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Wed, Jul 9 - Sat, Jul 12
Southwest Logo
7:25 am - 2:45 pmJAX-PUJ
7h 20m1 stop
Southwest Logo
11:50 am - 9:35 pmPUJ-JAX
9h 45m1 stop
$465Southwest
Find Deal
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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?

The cheapest price for flight routes found by users searching on KAYAK in the last 2 weeks for round-trip flights from Jacksonville to Caribbean.

The cheapest ticket to Caribbean from Jacksonville found in the last 72 hours was to San Juan, at $145 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 $145.

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 $262, 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 $262 (return) on average. On the other hand, the most expensive months are December and October, when the average cost of round-trip tickets is $387 and $364 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 Saturday and avoid Wednesdays 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 Saturdays.

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. For the absolute cheapest price, our data suggests you should book 5 weeks before departure.


Good to know

Low seasonApril
High seasonJuly
Cheapest flight$89
Best time to beat the crowds with an average 2% 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 evening, when round-trip flights cost $204 on average. Morning departures are around 19% more expensive than evening flights, on average. The most expensive time of day to fly to Caribbean is generally in the afternoon, which is peak travel time and where the average cost of a ticket is $322.

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 $115 one-way - $231 round-trip

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.
8.0
SouthwestOverall score based on 4287 reviews
7.6Entertainment
8.0Comfort
7.1Food
8.2Boarding
8.6Crew
Airline reviews

Southwest is typically delayed, and it gets wearisome. It is no longer a discount airline and you get way less than you pay for when it comes to comfort and Ce.

6.0 GoodDavid, Jun 2025BWI - COS
Read more Southwest reviews

Southwest is typically delayed, and it gets wearisome. It is no longer a discount airline and you get way less than you pay for when it comes to comfort and Ce.

The price of the tickets isn't matching the flight experience. No matter how long the flight is, you're only getting pretzels. The flight attendants looked unkept and over it.

WiFi on the flight was not working. Thus, entertainment options were limited.

Flight was awfully bumpy and landing was a bit jolting. I was in the restroom when snacks and drinks were served and was not asked if i wanted any. I had to ask for water finally.

Crew was great flight was great baggage claim was a failure. It took over 1 hour for bags to arrive. Poor communication poor effort when I spoke to the supervisor about the delay

Planes are aged. The wifi is unreliable and on many fights, no-existent. The flight attendants were very good.

I had a wonderful flight, but the only thing that annoyed me was how crowded TSA was. I still believe airports and all planes work together to bunch everyone together to drive up cost.

Easy to book and to get check in and get on and off.

Everything worked well. Crew was as entertaining as is possible on a plane flight. Southwest still has good legroom:

Glad flight made it out. So many delays due to hurricane. everyone did a great job.

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

This had nothing to do with Delta… The flights were on time and flawless. The service was excellent. We purchased seats in (aisle/middle) comfort plus since this was a cross country flight. Unfortunately, the woman seated at the window was 300+ pounds and, as might be expected, covered up about a third of the middle seat also. there was absolutely nothing that Delta could have done about that… I just don’t know what the answer should be. If you purchase a seat, you should should be able to use the entire seat and not just the portion that someone else is not sitting/oozing in. Disappointing…there should be something that could be done….I'm just not sure what solution could be.

The worst part was I was NOT allowed in the lounge even though I was holding a first class ticket and have a premium American Express card. I have flown Business or First Class with many airlines. Delta is the ONLY one who does not extend this courtesy to anyone except people who hold the very expensive American Express card. As a result, I won’t fly Delta if I have any other choice.

The Dekta Rep that checked us in was great. She's very personable, pleasant, and can tell she enjoys her job.

Friendly flight attendants, smooth 8-9 hours flight. Economy seats are small and uncomfortable as usual.

The young man who was our flight attendant in first class was lazy and did not do his job well at all. Never offered drinks upon boarding - actually I take that back... said "are you okay with water" as if I do not want to get you anything else, only passed the snacks around once, got my drink order wrong and then never offered a second round of drinks. He was the worst I have ever seen on Delta and we fly a lot.

Flight left early and arrived early. the whole trip was excellent.

Newer plane, relatively easy boarding, not a full flight and was told that we could not be moved up because of weight and balance issues. Otherwise, a very good experience.

Everything was great. Great service, excellent communication, and early arrival

I sat in comfort plus. It was fine. Seats were comfortable. I got drinks and snacks.

Flight was delayed several 3 hours - no reason was given and no communication what so ever.

No overhead baggage room even though I was seated in row 2. Consequently had to check in my carry on bag. Baggage carousel was jammed. Took 45 min to get my bag.

Cancelled flight with no specific instructions to get a boarding pass for another flight. The whole flight of people were in line for an hour because there was only 1 person to help at the desk. This was unusual for JetBlue.

Except for the 28 minute delay leaving and the earlier reschedule to a later takeoff time the flight was good.

Loved the leg room and tvs screens on the seats and free WiFi. Wish the price was lower and could save by rebooking

The flight was delayed for 4 hours. Once onboard the crew was wonderful.

Very well organized both boarding and deplaning. Very satisfied with the service I received.

I rate it is good we had a 4-hour travel delay at one point but JetBlue gave out food vouchers and travel points credits for another flight so they try to make up for it

Flight was on time arrived at the destination 10min early they kept in touch via email

My encounter with the entertainment services provided on board was moderate; the functionality of the Wi-Fi connection was either sluggish or nonoperational, while the display screens were antiquated and suffered from poor visibility. On the positive side, the cabin exuded a sense of expansiveness, and the crew exhibited amiable and accommodating behavior throughout the journey.

It was one of my worst flight ever. First they were changing the gate for at least 4 times, changing from gate D7 to D12 to D44. Considering the size of the Miami Airport, we are talking about long distance and the train at the airport was not working. Then the flight was delayed around one hour. Then finally we boarded into the plane and when everybody was seated, there was an announcement that there is an issue with one of the tire of the plane, so we all had to get out of the plane with our belongings, to replace the tire. So we had around 2.5-hour delay

No entertainment yatem in flight at seat 51H. Would not shut down either leaving a self moving and openin and changing menus with changes in colors,images brightness levels sort of the type when you get sleep deprivation and image overload when being tortured during an interrogation. 8 hours worth of it. Unable to place backpack underneath seat on that chair. One female stewardess was excellent as she gave up her carryon's space for my backpack but the rest of the iberia crew were very sharp an chtting during the whole flight. The plane did not have hot water so nobody had coffee nor tea. The plane was not up to par to be flying.

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

The delays and cancellations kept me stuck in Miami for an additional 24 hours, and the whole thing seemed extremely disorganized

The chicken adobo was a little too spicy but good otherwise. My personal opinion. Movie selection could be improved, too many horror movies. Could add a few more chick flicks! The flight was bumpy at times. We arrived a little early too! Flight attendants friendly.

really bad they refused to check in luggages that I had purchased, even showing them the transaction receipt from british airways app the staff in miami was MEDIOCRE

The flight to Tokyo AA61 took off about two hours late, but then had to turn back. By that time the crew had to be replaced. Then they kept promising to take off in an hour, then in 3, then switch to the next day.

Uncomfortable seats and flight attendant was rude as she insisted on waking up my husband to ask him if he wanted a drink. When he said that he was sleeping, she replied “without an attitude “. He was seated at 8c

No food/snack served during the flight. Crew wasn’t interested at all. Flew American First but flying low cost with Ryanair is even better

Crew professional. Easy bag drop off. On time. Good entertainment.

Although an hour and a half early was told by staff at check in they had overbooked and could not check us in for the flight.

The crew was delayed because they came on another flight that was delayed due to weather 10pm flight left at 1.30 am The airline made no effort to align alternate crew

Worst airline experience. They were rude and kept changing our seats and/or giving our seats away so our family didn’t get to sit with each other. Almost everyone we dealt with at both airports with this airline was rude. The app kept giving us wrong information making things take longer. Dealing with them before TSA can take close to an hour…longer than I’ve ever had to deal with before. Never using this airline again.

Seats are uncomfortable but price is good. Guess I can put up with misery for four hours.

Cancelled and declined to find alternatives Earlier flight is 2 days later Sent the cancellation notification very late, wish I knew earlier would have stayed to watch the Miami open final game Very disappointing service

They switched my flight to Spirit, Never using Kayak again,

The flight itself was ok and the pilot was very communicative. However, our flight was delayed for almost 3 hours, the gate was changed 3 times and there was no communication as we were waiting. The flight staff was overall a little crabby...I understand as they probably had a long day but we all did.

Asked for a seat change to be w my wife at the gate they were great in sorting it out to make it happen

They cancelled the flight and did nothing. I should be compensated for my uber rides to and from airport. Not a good service by frontier or kayak.

The worst service , the agents from the counter are really bad . Poor customer service . They didnt help me to get in the flight . I was on line when they close the flight without telling and I couldn’t board the plane . I will like to get my money back ey back because it was their fault. Really bad management , bad manners, bad additud

Everything you need to know for your flight to Caribbean

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