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Caribbean Islands

$102+ 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 1/18. Fares are subject to change and may not be available on all flights or dates of travel.
JAX — SJU
Nov 19 — Nov 261
Wed 11/19
Wed 11/26
1 adult, Economy
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Cheap 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 October 20, 2025.

Round-trip from

$214
(Kiwi.com)

One-way from

$102
(Frontier)

Popular in

December

Cheapest in

August

Average price

$376
From Jacksonville to Caribbean Islands
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One-way flight from Jacksonville to Caribbean Islands
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Highest demand for flights based on searches. 9% potential increase in price ($30 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($8 potential savings vs. average RT price).
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Average for round-trip flights in October 2025
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Find 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 October 20, 2025.

This Kiwi.com deal was found by Cheapflights users on 10/18. 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.
Mon 11/247:51 pmJAX - SJU
Nonstop3h 03mFrontier
Thu 12/412:00 pmSJU - JAX
Nonstop3h 36mFrontier
Deal found 10/18$214
This Priceline deal was found by Cheapflights users on 10/18. 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.
Mon 11/247:51 pmJAX - SJU
Nonstop3h 03mFrontier
Fri 11/284:35 pmSJU - JAX
Nonstop3h 31mFrontier
Deal found 10/18$230
This Priceline deal was found by Cheapflights users on 10/19. 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.
Thu 12/43:34 pmJAX - SJU
Nonstop3h 01mFrontier
Thu 12/1112:00 pmSJU - JAX
Nonstop3h 36mFrontier
Deal found 10/19$239
This Frontier deal was found by Cheapflights users on 10/18. 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 12/59:34 amJAX - SJU
Nonstop3h 02mFrontier
Mon 12/810:42 amSJU - JAX
2 stops11h 23mFrontier
Deal found 10/18$243
This Frontier deal was found by Cheapflights users on 10/18. 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 12/129:34 amJAX - SJU
Nonstop3h 02mFrontier
Thu 12/255:23 pmSJU - JAX
Nonstop3h 42mFrontier
Deal found 10/18$245
This Frontier deal was found by Cheapflights users on 10/18. 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 12/129:34 amJAX - SJU
Nonstop3h 02mFrontier
Wed 12/245:23 pmSJU - JAX
Nonstop3h 42mFrontier
Deal found 10/18$252
This Frontier deal was found by Cheapflights users on 10/18. 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.
Sun 12/148:16 pmJAX - SJU
Nonstop2h 57mFrontier
Thu 12/255:23 pmSJU - JAX
Nonstop3h 42mFrontier
Deal found 10/18$260
This Priceline deal was found by Cheapflights users on 10/19. 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 11/228:06 pmJAX - SJU
Nonstop3h 03mFrontier
Fri 11/284:35 pmSJU - JAX
Nonstop3h 31mFrontier
Deal found 10/19$265
This Frontier deal was found by Cheapflights users on 10/18. 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.
Sun 12/148:16 pmJAX - SJU
Nonstop2h 57mFrontier
Wed 12/245:23 pmSJU - JAX
Nonstop3h 42mFrontier
Deal found 10/18$267
This American Airlines deal was found by Cheapflights users on 10/20. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/86:14 pmJAX - SJU
1 stop14h 55mAmerican Airlines
Sat 12/136:54 amSJU - JAX
1 stop12h 39mAmerican Airlines
Deal found 10/20$273
This Frontier deal was found by Cheapflights users on 10/18. 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.
Thu 12/43:34 pmJAX - SJU
Nonstop3h 01mFrontier
Sun 12/74:42 pmSJU - JAX
Nonstop3h 39mFrontier
Deal found 10/18$274
This American Airlines deal was found by Cheapflights users on 10/18. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/26:00 amJAX - MHH
1 stop7h 23mAmerican Airlines
Tue 12/912:06 pmMHH - JAX
1 stop10h 19mAmerican Airlines
Deal found 10/18$312

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 October 20, 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

Tue 1/27

5:30 am-1:00 pm

1 stop6h 30m

San Juan Luis Munoz Marin Intl

Fri 1/30

6:20 pm-12:01 am

1 stop6h 41m

$273

JacksonvilleSan Juan

JAX - SJU

JAXSJU

Jacksonville

Fri 12/5

6:05 am-12:45 pm

1 stop5h 40m

San Juan Luis Munoz Marin Intl

Wed 12/10

1:57 pm-12:05 am

1 stop11h 08m

$273

JacksonvilleSan Juan

JAX - SJU

JAXSJU

Jacksonville

Tue 2/24

10:12 am-9:35 pm

1 stop10h 23m

San Juan Luis Munoz Marin Intl

Fri 2/27

1:59 am-9:27 am

1 stop8h 28m

$274

JacksonvilleSan Juan

JAX - SJU

JAXSJU

Jacksonville

Thu 10/30

6:00 am-9:14 pm

1 stop15h 14m

San Juan Luis Munoz Marin Intl

Mon 11/3

12:55 pm-12:05 am

1 stop12h 10m

$279

JacksonvilleSan Juan

JAX - SJU

JAXSJU

Jacksonville

Sat 2/28

6:54 pm-3:55 am

1 stop8h 01m

San Juan Luis Munoz Marin Intl

Mon 3/9

12:59 am-9:27 am

1 stop8h 28m

$306

JacksonvilleSan Juan

JAX - SJU

JAXSJU

Jacksonville

Sun 11/2

1:15 pm-1:25 am

1 stop11h 10m

San Juan Luis Munoz Marin Intl

Thu 11/13

5:40 am-4:20 pm

2 stops11h 40m

$312

JacksonvilleMarsh Harbour

JAX - MHH

JAXMHH

Jacksonville

Tue 12/2

6:00 am-1:23 pm

1 stop7h 23m

Marsh Harbour

Tue 12/9

12:06 pm-10:25 pm

1 stop10h 19m

$312

JacksonvilleMarsh Harbour

JAX - MHH

JAXMHH

Jacksonville

Mon 11/3

6:00 am-4:04 pm

1 stop10h 04m

Marsh Harbour

Fri 11/7

4:44 pm-12:05 am

1 stop7h 21m

$314

JacksonvilleSan Juan

JAX - SJU

JAXSJU

Jacksonville

Sun 2/8

1:45 pm-10:22 pm

1 stop7h 37m

San Juan Luis Munoz Marin Intl

Thu 2/12

7:45 am-4:16 pm

1 stop9h 31m

$325

JacksonvilleSan Juan

JAX - SJU

JAXSJU

Jacksonville

Sat 11/15

7:50 am-5:25 pm

1 stop8h 35m

San Juan Luis Munoz Marin Intl

Sat 11/22

1:40 pm-11:15 pm

2 stops10h 35m

$327

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/19

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 $258). 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 October 20, 2025.

Unlike in the afternoon, when flights are generally more expensive, you can save up to 44% 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 October 20, 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
7,978 reviews

Entertainment

7.9

Boarding

8.2

Comfort

7.9

Crew

8.5

Food

7.3

Overall

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
7,978 reviews
Delta
7.9
Good
7,978 reviews

Entertainment

7.9

Boarding

8.2

Comfort

7.9

Crew

8.5

Food

7.3

Overall

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
8,991 reviews
Delta
7.9
Good
7,978 reviews

Entertainment

7.9

Boarding

8.2

Comfort

7.9

Crew

8.5

Food

7.3

Overall

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
11,024 reviews
Delta
7.9
Good
7,978 reviews

Entertainment

7.9

Boarding

8.2

Comfort

7.9

Crew

8.5

Food

7.3

Overall

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
2,908 reviews
Delta
7.9
Good
7,978 reviews

Entertainment

7.9

Boarding

8.2

Comfort

7.9

Crew

8.5

Food

7.3

Overall

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
3,130 reviews
Delta
7.9
Good
7,978 reviews

Entertainment

7.9

Boarding

8.2

Comfort

7.9

Crew

8.5

Food

7.3

Overall

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 6h 30m. Fly via Delta, JetBlue, or American Airlines 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 $115 on Frontier. Other airlines that offer cheap prices include Delta from $137 and American Airlines from $165 one-way.

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

    While some choose either Jacksonville - Montego Bay Sangster Intl or Jacksonville - Nassau Intl, 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 $255 for a flight from Jacksonville to Caribbean Islands. The cheapest flight overall is $92 while the most popular route, (Jacksonville - San Juan Luis Munoz Marin Intl) is currently priced at $239.

  • 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 $258). 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 5 airlines flying from Jacksonville to Caribbean Islands

Discover the top 5 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 October 20, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$114Average$317FlexibilityNo cancel feeOn-time62%
DeltaCheapest$132Average$515FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$169Average$315FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$233Average$556FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$273Average$371FlexibilityNo cancel feeOn-time63%

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