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Caribbean Islands

$80+ Cheap flights from Jacksonville (JAX) to Caribbean Islands

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 1/11. Fares are subject to change and may not be available on all flights or dates of travel.
JAX — SJU
Jan 16 — Jan 231
Fri 1/16
Fri 1/23
1 adult, Economy
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Cheap flight deals from Jacksonville to Caribbean Islands

Cheapest flights from Jacksonville to Caribbean Islands
Explore the most affordable flight options available from Jacksonville to Caribbean Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 17, 2025.

This Frontier deal was found by Cheapflights users on 12/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/249:00 pmJAX - SJU
Nonstop2h 58mFrontier
Fri 1/94:54 pmSJU - JAX
Nonstop3h 39mFrontier
Deal found 12/16$217
This Priceline deal was found by Cheapflights users on 12/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/249:00 pmJAX - SJU
Nonstop2h 58mFrontier
Mon 12/291:59 amSJU - JAX
1 stop20h 21mFrontier
Deal found 12/16$222
This Kiwi.com deal was found by Cheapflights users on 12/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/249:00 pmJAX - SJU
Nonstop2h 58mFrontier
Sat 12/275:23 pmSJU - JAX
Nonstop3h 42mFrontier
Deal found 12/16$237
This Frontier deal was found by Cheapflights users on 12/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/249:00 pmJAX - SJU
Nonstop2h 58mFrontier
Thu 12/255:23 pmSJU - JAX
Nonstop3h 42mFrontier
Deal found 12/15$240
This CheapOair deal was found by Cheapflights users on 12/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/3010:15 pmJAX - SJU
1 stop11h 32mFrontier
Fri 1/94:54 pmSJU - JAX
Nonstop3h 39mFrontier
Deal found 12/15$241
This Kiwi.com deal was found by Cheapflights users on 12/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/259:00 pmJAX - SJU
Nonstop2h 58mFrontier
Mon 12/299:06 pmSJU - JAX
1 stop25h 14mFrontier
Deal found 12/15$247
This Super.com deal was found by Cheapflights users on 12/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/249:00 pmJAX - SJU
Nonstop2h 58mFrontier
Sun 12/285:23 pmSJU - JAX
Nonstop3h 42mFrontier
Deal found 12/15$249
This Super.com deal was found by Cheapflights users on 12/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/279:00 pmJAX - SJU
Nonstop2h 58mFrontier
Wed 12/315:23 pmSJU - JAX
Nonstop3h 42mFrontier
Deal found 12/16$251
This Frontier deal was found by Cheapflights users on 12/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/269:00 pmJAX - SJU
Nonstop2h 58mFrontier
Wed 12/315:23 pmSJU - JAX
Nonstop3h 42mFrontier
Deal found 12/16$252
This deal was found by Cheapflights users on 12/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/299:00 pmJAX - SJU
Nonstop2h 58mFrontier
Wed 12/315:23 pmSJU - JAX
Nonstop3h 42mFrontier
Deal found 12/15$257
This Kiwi.com deal was found by Cheapflights users on 12/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/269:00 pmJAX - SJU
Nonstop2h 58mFrontier
Mon 12/2911:57 amSJU - JAX
1 stop10h 23mFrontier
Deal found 12/16$260
This Priceline deal was found by Cheapflights users on 12/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/209:00 pmJAX - PUJ
1 stop16h 29mFrontier
Mon 12/221:28 pmPUJ - JAX
1 stop8h 52mFrontier
Deal found 12/16$381

Find flight deals from Jacksonville to Caribbean Islands

Keep the following information in mind while searching for Jacksonville to Caribbean Islands flight deals. Data was last updated December 17, 2025.

Round-trip from

$203
(Kiwi.com)

One-way from

$80
(Frontier)

Popular in

December

Cheapest in

August

Average price

$387
From Jacksonville to Caribbean Islands
Search Deals
One-way flight from Jacksonville to Caribbean Islands
Search Deals
Highest demand for flights based on searches. 11% potential increase in price ($39 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($8 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Jacksonville to Caribbean Islands that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated December 17, 2025.
Use the filters below to find and compare flights from Jacksonville to Caribbean Islands that are best for you.

Fly from

Jacksonville

Fly to

Caribbean Islands

Route

Depart

Return

Price

JacksonvilleSan Juan

JAX - SJU

JAXSJU

Jacksonville

Fri 1/2

9:00 pm-12:58 am

Nonstop2h 58m

San Juan Luis Munoz Marin Intl

Sat 1/10

4:12 pm-6:51 pm

Nonstop3h 39m

$213

JacksonvilleSan Juan

JAX - SJU

JAXSJU

Jacksonville

Mon 2/2

7:30 am-5:17 pm

1 stop8h 47m

San Juan Luis Munoz Marin Intl

Wed 2/11

6:27 pm-11:58 pm

1 stop6h 31m

$215

JacksonvilleSan Juan

JAX - SJU

JAXSJU

Jacksonville

Sat 1/3

9:00 pm-12:58 am

Nonstop2h 58m

San Juan Luis Munoz Marin Intl

Sat 1/10

4:12 pm-6:51 pm

Nonstop3h 39m

$215

JacksonvilleSan Juan

JAX - SJU

JAXSJU

Jacksonville

Sat 5/2

5:05 pm-10:54 pm

1 stop5h 49m

San Juan Luis Munoz Marin Intl

Thu 5/7

6:15 am-2:48 pm

1 stop8h 33m

$215

JacksonvilleSan Juan

JAX - SJU

JAXSJU

Jacksonville

Sun 1/11

9:43 pm-10:47 am

1 stop12h 04m

San Juan Luis Munoz Marin Intl

Thu 1/15

8:15 pm-7:59 am

1 stop12h 44m

$215

JacksonvilleSan Juan

JAX - SJU

JAXSJU

Jacksonville

Sat 5/2

4:45 pm-7:35 pm

Nonstop2h 50m

San Juan Luis Munoz Marin Intl

Mon 5/4

8:10 am-3:43 pm

1 stop7h 33m

$220

JacksonvilleSan Juan

JAX - SJU

JAXSJU

Jacksonville

Tue 1/20

6:30 am-1:06 pm

1 stop5h 36m

San Juan Luis Munoz Marin Intl

Wed 1/28

3:55 pm-9:08 pm

1 stop6h 13m

$237

JacksonvilleSan Juan

JAX - SJU

JAXSJU

Jacksonville

Wed 5/6

6:10 am-1:47 pm

1 stop7h 37m

San Juan Luis Munoz Marin Intl

Wed 5/13

12:30 pm-3:45 pm

Nonstop3h 15m

$239

JacksonvilleSan Juan

JAX - SJU

JAXSJU

Jacksonville

Wed 4/29

4:45 pm-7:35 pm

Nonstop2h 50m

San Juan Luis Munoz Marin Intl

Tue 5/5

8:10 am-3:43 pm

1 stop7h 33m

$239

JacksonvilleSan Juan

JAX - SJU

JAXSJU

Jacksonville

Wed 4/29

4:45 pm-7:35 pm

Nonstop2h 50m

San Juan Luis Munoz Marin Intl

Fri 5/8

1:50 pm-10:52 pm

1 stop9h 02m

$239

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/15

Showing 1-10 of 60 results
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Best time to book a flight from Jacksonville to Caribbean Islands

Have a flexible travel schedule? Discover the best time to fly to Caribbean Islands from Jacksonville with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Jacksonville to Caribbean Islands

What is the cheapest month to book a flight from Jacksonville to Caribbean Islands?

Currently, March is the cheapest month in which you can book a flight from Jacksonville to Caribbean Islands (average of $78). Flying from Jacksonville to Caribbean Islands in October is currently the most expensive (average of $259). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from JAX to EPX?

Find hourly flight availability from Jacksonville to Caribbean Islands. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated December 17, 2025.

Unlike in the afternoon, when flights are generally more expensive, you can save up to 49% on flights from Jacksonville to Caribbean Islands by exploring options for tickets at noon.

What is the cheapest day to fly from Jacksonville to Caribbean Islands?

Use this chart to determine the cheapest time to fly round-trip from Jacksonville to Caribbean Islands. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their Jacksonville to Caribbean Islands flight should consider departing on Tuesday afternoons when fares are most often at their lowest. Friday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.

Reviews of airlines servicing Caribbean Islands

Get insights into the airlines that provide service to Caribbean Islands. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Caribbean Islands. Reviews last updated December 17, 2025.
Peruse reviews from past customers who have flown with Delta, United Airlines, and American Airlines from Jacksonville to Caribbean Islands to help guide your decision. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.9
Good
8,008 reviews

Food

7.3

Overall

7.9

Boarding

8.1

Comfort

7.9

Crew

8.5

Entertainment

7.9

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.
Delta
7.9
Good
8,008 reviews
Delta
7.9
Good
8,008 reviews

Food

7.3

Overall

7.9

Boarding

8.1

Comfort

7.9

Crew

8.5

Entertainment

7.9

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.
United Airlines
7.4
Good
9,092 reviews
Delta
7.9
Good
8,008 reviews

Food

7.3

Overall

7.9

Boarding

8.1

Comfort

7.9

Crew

8.5

Entertainment

7.9

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.
American Airlines
7.2
Good
11,049 reviews
Delta
7.9
Good
8,008 reviews

Food

7.3

Overall

7.9

Boarding

8.1

Comfort

7.9

Crew

8.5

Entertainment

7.9

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.
JetBlue
7.2
Good
2,895 reviews
Delta
7.9
Good
8,008 reviews

Food

7.3

Overall

7.9

Boarding

8.1

Comfort

7.9

Crew

8.5

Entertainment

7.9

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.
Frontier
5.8
Fair
3,082 reviews
Delta
7.9
Good
8,008 reviews

Food

7.3

Overall

7.9

Boarding

8.1

Comfort

7.9

Crew

8.5

Entertainment

7.9

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.

Related info for your journey

Find useful and relevant information for your journey from Jacksonville to Caribbean Islands. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Jacksonville to Caribbean Islands?

    Jacksonville (JAX) is the airport you will fly out of if you book a flight from Jacksonville to Caribbean Islands. It is only a 11.2 mi journey to Jacksonville (JAX) from Jacksonville’s city center.

  • How long is the flight from Jacksonville to Caribbean Islands?

    There are many flights that can get you from Jacksonville to Caribbean Islands in 2h 58m. Fly via Frontier, Delta, or JetBlue to get the fastest option. Jacksonville and Caribbean Islands are separated by a distance of 1287 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • What are the cheapest airlines to fly from Jacksonville to Caribbean Islands one-way?

    One-way options have recently been found by users for as low as $57 on Frontier. Other airlines that offer cheap prices include Southwest from $88 and Delta from $98 one-way.

  • What are the most popular routes from Jacksonville to Caribbean Islands?

    While some choose either Jacksonville - Punta Cana or Jacksonville - Saint Thomas Island Cyril E King, Jacksonville - San Juan Luis Munoz Marin Intl is the most popular route from Jacksonville to Caribbean Islands.

  • What are the cheapest flights from Jacksonville to Caribbean Islands?

    On average you can expect to pay $219 for a flight from Jacksonville to Caribbean Islands. The cheapest flight overall is $97 while the most popular route, (Jacksonville - San Juan Luis Munoz Marin Intl) is currently priced at $184.

  • Can I find deals for flights from Jacksonville to Caribbean Islands that include hotel bookings?

    Yes. In addition to deals on Jacksonville to Caribbean Islands flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Jacksonville to Caribbean Islands?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Jacksonville to Caribbean Islands.

  • Can I find deals for business class flights from Jacksonville to Caribbean Islands?

    Yes. Cheapflights offers flight deals from Jacksonville to Caribbean Islands by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Jacksonville to Caribbean Islands?

    Currently, March is the cheapest month in which you can book a flight from Jacksonville to Caribbean Islands (average of $78). Flying from Jacksonville to Caribbean Islands in October is currently the most expensive (average of $259). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

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Top 6 airlines flying from Jacksonville to Caribbean Islands

Discover the top 6 airlines that operate flights from Jacksonville to Caribbean Islands. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated December 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$110Average$513FlexibilityNo cancel feeOn-timeN/A
FrontierCheapest$114Average$317FlexibilityNo cancel feeOn-time62%
JetBlueCheapest$169Average$315FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$208Average$507FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$233Average$553FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$273Average$371FlexibilityNo cancel feeOn-time63%

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