$83 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 2/21. 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$304
Santo Domingo
Santo Domingo1 stop$427
Montego Bay
Montego Bay1 stop$296
Oranjestad
Oranjestad1 stop$307
Nassau
Nassau1 stop$400
Kingston
Kingston1 stop$553
Simpson Bay
Simpson Bay1 stop$295
Providenciales
Providenciales1 stop$495
Port of Spain
Port of Spain1 stop$468
Bridgetown
Bridgetown1 stop$479
George Town
George Town1 stop$435
Willemstad
Willemstad1 stop$263
St. John's
St. John's1 stop$607
Puerto Plata
Puerto Plata2 stops$427
Aguadilla
Aguadilla1 stop$294
Punta Cana
Punta Cana1 stop$304
Santo Domingo
Santo Domingo1 stop$427
Montego Bay
Montego Bay1 stop$296
Oranjestad
Oranjestad1 stop$307
Nassau
Nassau1 stop$400
Kingston
Kingston1 stop$553
Simpson Bay
Simpson Bay1 stop$295
Providenciales
Providenciales1 stop$495
Port of Spain
Port of Spain1 stop$468
Bridgetown
Bridgetown1 stop$479
George Town
George Town1 stop$435
Willemstad
Willemstad1 stop$263
St. John's
St. John's1 stop$607
Puerto Plata
Puerto Plata2 stops$427
Aguadilla
Aguadilla1 stop$294

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

Sat, Feb 21 - Thu, Feb 26
American Airlines Logo
9:43 am - 9:34 pm
JAX
-
SJU
10h 51m
1 stop
American Airlines Logo
12:30 pm - 11:59 pm
SJU
-
JAX
12h 29m
1 stop
$208American Airlines
Sat, Apr 18 - Fri, Apr 24
JetBlue Logo
4:55 pm - 7:53 pm
JAX
-
SJU
2h 58mnonstop
JetBlue Logo
12:30 pm - 3:58 pm
SJU
-
JAX
3h 28mnonstop
$212JetBlue
Tue, Apr 14 - Wed, Apr 22
Delta Logo
5:30 am - 11:46 am
JAX
-
SJU
6h 16m
1 stop
Delta Logo
2:34 pm - 11:59 pm
SJU
-
JAX
9h 25m
1 stop
$216Delta
Mon, Feb 23 - Thu, Feb 26
Frontier Logo
10:51 pm - 12:45 pm
JAX
-
SJU
12h 54m
1 stop
Frontier Logo
2:54 am - 9:56 pm
SJU
-
JAX
20h 02m
1 stop
$217Frontier
Thu, Jun 18 - Wed, Jun 24
JetBlue Logo
4:38 pm - 1:59 am
JAX
-
SJU
9h 21m
1 stop
JetBlue Logo
12:30 pm - 3:45 pm
SJU
-
JAX
3h 15mnonstop
$221JetBlue
Sat, Feb 14 - Sat, Feb 21
Frontier Logo
8:01 pm - 9:17 am
JAX
-
MBJ
13h 16m
1 stop
Frontier Logo
10:40 am - 6:41 pm
MBJ
-
JAX
8h 01m
1 stop
$296Frontier
Wed, Feb 4 - Thu, Feb 5
Delta Logo
7:30 am - 11:50 am
JAX
-
NAS
4h 20m
1 stop
Delta Logo
1:15 pm - 12:01 am
NAS
-
JAX
10h 46m
1 stop
$400Delta
Wed, May 6 - Sun, May 10
Southwest Logo
6:30 am - 1:15 pm
JAX
-
NAS
6h 45m
2 stops
Southwest Logo
2:15 pm - 11:15 pm
NAS
-
JAX
9h 00m
2 stops
$443Southwest
Thu, Mar 12 - Wed, Mar 18
United Airlines Logo
6:00 am - 3:18 pm
JAX
-
STT
9h 18m
1 stop
United Airlines Logo
2:05 pm - 11:30 pm
STT
-
JAX
9h 25m
1 stop
$480United Airlines
Thu, May 14 - Mon, May 18
United Airlines Logo
6:30 am - 2:10 pm
JAX
-
SDQ
7h 40m
1 stop
United Airlines Logo
1:10 pm - 10:45 pm
SDQ
-
JAX
9h 35m
1 stop
$489United Airlines
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 $169 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 $169.

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 February, when the average cost of round-trip tickets is $388 and $353 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 Sundays.

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 16% 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$83
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 11% 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 $295.

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 $176 one-way - $240 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.
8.0
SouthwestOverall score based on 4266 reviews
7.5Entertainment
8.1Boarding
7.0Food
8.6Crew
8.0Comfort
Airline reviews

Great flight but super high price. Glad it was a business trip and not personal

10.0 ExcellentPieter, Jan 2026
LGB - DAL
Read more Southwest reviews

Great flight but super high price. Glad it was a business trip and not personal

Departure was delayed more than 1/2 hour while we waited for luggage (only) transfer from another flight/plane. Once approved for takeoff, the flight was excellent.

Flight was on time. Wi-fi was a little spotty/slow. Boarding and exit were efficient.

Near 4 hour flight with only 1 service. Had to use call button to request water. Internet and power not working until into flight. Internet would stop working during flight.

My flight was delayed 50 minutes and we were rushed to board to then sit for 15 minutes until the pilot arrived. Unacceptable since we could have waited to board. Also the delayed flight was updated AFTER we boarded to more than the 10 minutes as originally stated.

If we are going to have to pay for luggage, make it easier to do. Put something on the app during check-in so I don't need to do it at the kiosk. I've done it twice recently and I ended up having to pay at the desk because something went wrong at the kiosk in Tampa.

Everything was on time. I was disappointed by the front section female, African American flight attendant. I did not see her name tag or would have identified by name not race. As passengers moved to the bathroom early in flight, she would say with a disdainful tone “I have to say the seat belt light is on” then go back to her book. Better trained flight attendants say something like be careful the seat belt light is on.

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.

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!!!!

Getting to the flight was arduous and lengthy. The flight itself was good but the food option wasn’t a good selection. I need to do a Kosher option on my return. Flight crew were nice

We had a lot of really rough weather but that was not Delta's fault. Pilot was amazing.

This flight was straightforward and without difficulty. Service was OK, but I continue to be underwhelmed by level of attention given to Sky Priority passengers.

The ticket agents in West Palm Beach on Friday afternoon Nov. 7th were incredible in getting us on an earlier plane to Atlanta during the government shutdown. Had the taken our original flight we would have missed our connection. She did this on her own, We didn't even have to ask, and she did it all with a smile and showing genuine concern that we would be taken care of. We are very grateful and thankful. We fly often, and now we will be sure to fly Delta.

Non stop on long haul is the way to go. Great experience

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.

My last flight on 25 Dec, it’s Christmas Day, everyone happy and very good mood. I really enjoy traveling with Americans Airlines from Miami to Minneapolis my home town after long flight from lhe to Doha then Miami. Thank you again to make my travels comfortable and relaxed. Best regards

I don’t know who decides what food to serve on these flights but I would be so embarrassed if I served this to anyone and call it food…

For whatever reason, the flight was not catered -we were told it would be a 45 minute delay waiting for catering - so no food. There were opened candy and peanuts in the seatback pocket. Flight landed early in DFW but due to the assigned gate not being available, we sat on the ground for 30 minutes waiting for the gate to open - making the flight actually arrive at the gate late.

Experience was good, however I had a delay due to weather happening and had to re purchase a seat on a new plane for a higher price (could be my own issue and misunderstanding) but other than that situation. First time flyer (by myself) was terrific!! The last from ORD to ALO didn't have wifi, but it was only 45 minutes so I'm sure that was part of the reason. Overall my experience was great! Next time I will remember to buy tickets with longer layovers. The delays really saved my overall anxiety. :)

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.

Spend hours delayed with no food, water anything sitting on the aieplane with no ability to eat or use the restroom. My entire experience was the absolute worst. I will never fly jet Blue again.

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