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Caribbean Islands

$117+ 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 9/27. Fares are subject to change and may not be available on all flights or dates of travel.
JAX — SJU
Sep 2 — Sep 91
Tue 9/2
Tue 9/9
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 August 28, 2025.

Round-trip from

$257
(Priceline)

One-way from

$117
(Trip.com)

Popular in

December

Cheapest in

August

Average price

$252
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. 10% potential increase in price ($35 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($7 potential savings vs. average RT price).
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Average for round-trip flights in August 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 August 28, 2025.

This Priceline deal was found by Cheapflights users on 8/27. 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 12/49:45 amJAX - SJU
Nonstop3h 02mFrontier
Sun 12/76:15 amSJU - JAX
Nonstop3h 35mFrontier
Deal found 8/27$257
This American Airlines deal was found by Cheapflights users on 8/27. 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.
Wed 10/2212:54 pmJAX - SJU
1 stop9h 16mAmerican Airlines
Wed 10/297:45 amSJU - JAX
1 stop7h 24mAmerican Airlines
Deal found 8/27$259
This Delta deal was found by Cheapflights users on 8/27. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/185:10 amJAX - SJU
1 stop8h 07mDelta
Tue 12/97:30 amSJU - JAX
1 stop8h 17mDelta
Deal found 8/27$269
This CheapOair deal was found by Cheapflights users on 8/27. 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.
Fri 10/36:35 amJAX - SJU
1 stop10h 08mJetBlue
Sun 10/53:03 amSJU - JAX
1 stop7h 37mJetBlue
Deal found 8/27$274
This Priceline deal was found by Cheapflights users on 8/25. 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 10/46:25 amJAX - SJU
1 stop14h 34mJetBlue
Mon 10/63:03 amSJU - JAX
1 stop7h 37mJetBlue
Deal found 8/25$275
This Priceline deal was found by Cheapflights users on 8/27. 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.
Tue 9/236:35 amJAX - SJU
1 stop10h 20mJetBlue
Tue 9/301:25 pmSJU - JAX
1 stop26h 52mJetBlue
Deal found 8/27$283
This American Airlines deal was found by Cheapflights users on 8/25. 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.
Sat 10/46:00 amJAX - SJU
1 stop5h 11mAmerican Airlines
Tue 10/74:45 pmSJU - JAX
1 stop6h 26mAmerican Airlines
Deal found 8/25$284
This Southwest deal was found by Cheapflights users on 8/27. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/2311:10 amJAX - SJU
1 stop11h 20mSouthwest
Wed 9/247:20 amSJU - JAX
1 stop10h 40mSouthwest
Deal found 8/27$287
This Delta deal was found by Cheapflights users on 8/26. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/155:30 amJAX - SJU
1 stop6h 10mDelta
Thu 1/152:10 pmSJU - JAX
1 stop10h 51mDelta
Deal found 8/26$288
This American Airlines deal was found by Cheapflights users on 8/27. 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.
Sat 10/187:58 amJAX - SJU
1 stop7h 56mAmerican Airlines
Mon 10/272:35 pmSJU - JAX
1 stop7h 09mAmerican Airlines
Deal found 8/27$289
This Mytrip deal was found by Cheapflights users on 8/27. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/253:23 pmJAX - SJU
1 stop8h 00mFrontier
Sat 9/2712:28 amSJU - JAX
1 stop14h 11mFrontier
Deal found 8/27$292
This Delta deal was found by Cheapflights users on 8/26. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/215:20 amJAX - MBJ
1 stop11h 14mDelta
Fri 10/34:59 pmMBJ - JAX
1 stop16h 06mDelta
Deal found 8/26$379

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 August 28, 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

Wed 11/12

9:53 am-5:52 pm

1 stop6h 59m

San Juan Luis Munoz Marin Intl

Sun 11/23

11:00 am-5:10 pm

1 stop7h 10m

$259

JacksonvilleSan Juan

JAX - SJU

JAXSJU

Jacksonville

Fri 9/26

4:05 pm-11:30 pm

1 stop7h 25m

San Juan Luis Munoz Marin Intl

Fri 10/3

5:50 am-7:30 pm

1 stop13h 40m

$259

JacksonvilleSan Juan

JAX - SJU

JAXSJU

Jacksonville

Tue 1/27

10:00 am-12:05 am

1 stop13h 05m

San Juan Luis Munoz Marin Intl

Fri 1/30

7:15 am-11:25 am

1 stop5h 10m

$259

JacksonvilleSan Juan

JAX - SJU

JAXSJU

Jacksonville

Mon 9/15

4:05 pm-11:30 pm

1 stop7h 25m

San Juan Luis Munoz Marin Intl

Wed 10/15

6:10 am-5:35 pm

1 stop11h 25m

$259

JacksonvilleSan Juan

JAX - SJU

JAXSJU

Jacksonville

Wed 11/19

6:00 pm-10:10 am

1 stop15h 10m

San Juan Luis Munoz Marin Intl

Tue 12/9

6:42 pm-9:11 am

1 stop15h 29m

$259

JacksonvilleSan Juan

JAX - SJU

JAXSJU

Jacksonville

Wed 9/24

6:00 am-11:11 am

1 stop5h 11m

San Juan Luis Munoz Marin Intl

Wed 10/1

3:55 pm-9:10 am

2 stops17h 15m

$259

JacksonvilleSan Juan

JAX - SJU

JAXSJU

Jacksonville

Wed 11/19

6:00 pm-10:10 am

1 stop15h 10m

San Juan Luis Munoz Marin Intl

Sun 11/23

11:00 am-5:10 pm

1 stop7h 10m

$259

JacksonvilleSan Juan

JAX - SJU

JAXSJU

Jacksonville

Mon 10/27

9:45 am-11:54 pm

1 stop14h 09m

San Juan Luis Munoz Marin Intl

Wed 10/29

7:05 am-6:20 pm

1 stop11h 15m

$259

JacksonvilleSan Juan

JAX - SJU

JAXSJU

Jacksonville

Mon 11/24

6:00 pm-10:10 am

1 stop15h 10m

San Juan Luis Munoz Marin Intl

Thu 12/4

3:38 pm-11:57 pm

1 stop9h 19m

$259

JacksonvilleSan Juan

JAX - SJU

JAXSJU

Jacksonville

Thu 10/30

12:54 pm-10:10 pm

1 stop9h 16m

San Juan Luis Munoz Marin Intl

Mon 11/3

5:59 pm-10:59 pm

1 stop6h 00m

$259

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/26

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, September is the cheapest month in which you can book a flight from Jacksonville to Caribbean Islands (average of $254). Flying from Jacksonville to Caribbean Islands in June is currently the most expensive (average of $339). 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 August 28, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Jacksonville to Caribbean Islands as you normally would.

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 August 28, 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
8.0
Very good
7,977 reviews

Crew

8.5

Comfort

7.9

Food

7.3

Overall

8.0

Boarding

8.2

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
8.0
Very good
7,977 reviews
Delta
8.0
Very good
7,977 reviews

Crew

8.5

Comfort

7.9

Food

7.3

Overall

8.0

Boarding

8.2

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
8,946 reviews
Delta
8.0
Very good
7,977 reviews

Crew

8.5

Comfort

7.9

Food

7.3

Overall

8.0

Boarding

8.2

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
10,000 reviews
Delta
8.0
Very good
7,977 reviews

Crew

8.5

Comfort

7.9

Food

7.3

Overall

8.0

Boarding

8.2

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
2,919 reviews
Delta
8.0
Very good
7,977 reviews

Crew

8.5

Comfort

7.9

Food

7.3

Overall

8.0

Boarding

8.2

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
3,202 reviews
Delta
8.0
Very good
7,977 reviews

Crew

8.5

Comfort

7.9

Food

7.3

Overall

8.0

Boarding

8.2

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 5h 11m. Fly via Southwest, American Airlines, or Delta 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 $117 on JetBlue. Other airlines that offer cheap prices include Frontier from $129 and Southwest from $130 one-way.

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

    While some choose either Jacksonville - Montego Bay Sangster Intl or Jacksonville - Santo Domingo Las Americas, 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 $217 for a flight from Jacksonville to Caribbean Islands. The cheapest flight overall is $87 while the most popular route, (Jacksonville - San Juan Luis Munoz Marin Intl) is currently priced at $269.

  • 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, September is the cheapest month in which you can book a flight from Jacksonville to Caribbean Islands (average of $254). Flying from Jacksonville to Caribbean Islands in June is currently the most expensive (average of $339). 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.

See more FAQs

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Alternative routes for Jacksonville to Caribbean Islands

See prices for flight routes from nearby airports that may be better suited for you.
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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 August 28, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$114Average$317FlexibilityNo cancel feeOn-time62%
DeltaCheapest$130Average$524FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$217Average$470FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$259Average$559FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$306Average$399FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$459Average$459FlexibilityNo cancel feeOn-time69%

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