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Caribbean Islands

$88+ 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 7/7. Fares are subject to change and may not be available on all flights or dates of travel.
JAX — SJU
Jul 1 — Jul 81
Tue 7/1
Tue 7/8
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 June 26, 2025.

Round-trip from

$195
(FlightHub)

One-way from

$88
(Southwest)

Popular in

December

Cheapest in

August

Average price

$274
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 ($36 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($9 potential savings vs. average RT price).
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Average for round-trip flights in June 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 June 26, 2025.

This FlightHub deal was found by Cheapflights users on 6/26. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/2011:15 amJAX - SJU
Nonstop3h 12mFrontier
Fri 7/257:00 amSJU - JAX
Nonstop3h 20mFrontier
Deal found 6/26$195
This Delta deal was found by Cheapflights users on 6/25. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/131:20 pmJAX - SJU
1 stop8h 48mDelta
Thu 9/182:28 pmSJU - JAX
1 stop7h 10mDelta
Deal found 6/25$200
This American Airlines deal was found by Cheapflights users on 6/24. 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 8/118:20 amJAX - SJU
2 stops15h 39mAmerican Airlines
Fri 8/156:00 amSJU - JAX
1 stop10h 52mAmerican Airlines
Deal found 6/24$215
This Southwest deal was found by Cheapflights users on 6/24. 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 9/1610:55 amJAX - SJU
2 stops11h 50mSouthwest
Tue 9/307:20 amSJU - JAX
1 stop10h 40mSouthwest
Deal found 6/24$270
This Priceline deal was found by Cheapflights users on 6/25. 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 8/911:21 amJAX - SXM
1 stop6h 00mFrontier
Sat 8/166:26 pmSXM - JAX
1 stop15h 54mFrontier
Deal found 6/25$275
This JetBlue deal was found by Cheapflights users on 6/25. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/242:24 pmJAX - SJU
1 stop9h 17mJetBlue
Sun 7/273:05 amSJU - JAX
1 stop10h 24mJetBlue
Deal found 6/25$302
This Priceline deal was found by Cheapflights users on 6/25. 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 8/911:21 amJAX - PUJ
1 stop6h 10mFrontier
Sat 8/161:19 pmPUJ - JAX
1 stop21h 01mFrontier
Deal found 6/25$319
This American Airlines deal was found by Cheapflights users on 6/24. 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 8/136:00 amJAX - PUJ
1 stop9h 15mAmerican Airlines
Tue 8/1911:55 amPUJ - JAX
1 stop11h 54mAmerican Airlines
Deal found 6/24$345
This Mytrip deal was found by Cheapflights users on 6/26. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/149:45 pmJAX - SJU
2 stops17h 45mMultiple Airlines
Thu 7/1710:14 pmSJU - JAX
2 stops16h 15mMultiple Airlines
Deal found 6/26$356
This American Airlines deal was found by Cheapflights users on 6/24. 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.
Sun 7/277:35 pmJAX - MBJ
1 stop14h 55mAmerican Airlines
Wed 7/3010:20 amMBJ - JAX
1 stop12h 39mAmerican Airlines
Deal found 6/24$361
This Booking.com deal was found by Cheapflights users on 6/24. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/254:33 pmJAX - MBJ
1 stop19h 16mFrontier
Sat 8/23:53 pmMBJ - JAX
1 stop26h 01mFrontier
Deal found 6/24$392
This Delta deal was found by Cheapflights users on 6/24. 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.
Thu 9/45:20 amJAX - PUJ
1 stop7h 55mDelta
Mon 9/82:40 pmPUJ - JAX
1 stop8h 08mDelta
Deal found 6/24$395

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 June 26, 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

Sun 7/20

11:15 am-2:27 pm

Nonstop3h 12m

San Juan Luis Munoz Marin Intl

Fri 7/25

7:00 am-10:20 am

Nonstop3h 20m

$195

JacksonvilleSan Juan

JAX - SJU

JAXSJU

Jacksonville

Sat 9/13

1:20 pm-10:08 pm

1 stop8h 48m

San Juan Luis Munoz Marin Intl

Thu 9/18

2:28 pm-9:38 pm

1 stop7h 10m

$200

JacksonvilleSan Juan

JAX - SJU

JAXSJU

Jacksonville

Mon 8/11

8:20 am-11:59 pm

2 stops15h 39m

San Juan Luis Munoz Marin Intl

Wed 8/13

6:00 am-6:58 pm

1 stop12h 58m

$215

JacksonvilleSan Juan

JAX - SJU

JAXSJU

Jacksonville

Tue 9/16

10:55 am-10:45 pm

2 stops11h 50m

San Juan Luis Munoz Marin Intl

Tue 9/30

7:20 am-6:00 pm

1 stop10h 40m

$270

JacksonvilleSimpson Bay

JAX - SXM

JAXSXM

Jacksonville

Sat 8/9

11:21 am-5:21 pm

1 stop6h 00m

Simpson Bay Princess Juliana

Sat 8/16

6:26 pm-10:20 am

1 stop15h 54m

$275

JacksonvilleSan Juan

JAX - SJU

JAXSJU

Jacksonville

Thu 7/24

2:24 pm-11:41 pm

1 stop9h 17m

San Juan Luis Munoz Marin Intl

Mon 7/28

10:35 am-8:51 pm

1 stop10h 16m

$302

JacksonvillePunta Cana

JAX - PUJ

JAXPUJ

Jacksonville

Sat 8/9

11:21 am-5:31 pm

1 stop6h 10m

Punta Cana

Sat 8/16

1:19 pm-10:20 am

1 stop21h 01m

$319

JacksonvillePunta Cana

JAX - PUJ

JAXPUJ

Jacksonville

Wed 8/13

6:00 am-3:15 pm

1 stop9h 15m

Punta Cana

Tue 8/19

11:55 am-11:49 pm

1 stop11h 54m

$345

JacksonvilleSan Juan

JAX - SJU

JAXSJU

Jacksonville

Mon 7/14

9:45 pm-3:30 pm

2 stops17h 45m

San Juan Luis Munoz Marin Intl

Thu 7/17

10:14 pm-2:29 pm

2 stops16h 15m

$356

JacksonvilleMontego Bay

JAX - MBJ

JAXMBJ

Jacksonville

Sun 7/27

7:35 pm-9:30 am

1 stop14h 55m

Montego Bay Sangster Intl

Wed 7/30

10:20 am-11:59 pm

1 stop12h 39m

$361

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/24

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 June 26, 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 June 26, 2025.
Peruse reviews from past customers who have flown with Southwest, Delta, and LATAM 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.
Southwest
8.0
Very good
4,276 reviews

Comfort

8.0

Overall

8.0

Crew

8.6

Entertainment

7.6

Food

7.0

Boarding

8.2

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Southwest
8.0
Very good
4,276 reviews
Southwest
8.0
Very good
4,276 reviews

Comfort

8.0

Overall

8.0

Crew

8.6

Entertainment

7.6

Food

7.0

Boarding

8.2

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Delta
8.0
Very good
7,964 reviews
Southwest
8.0
Very good
4,276 reviews

Comfort

8.0

Overall

8.0

Crew

8.6

Entertainment

7.6

Food

7.0

Boarding

8.2

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
LATAM Airlines
7.5
Good
1,797 reviews
Southwest
8.0
Very good
4,276 reviews

Comfort

8.0

Overall

8.0

Crew

8.6

Entertainment

7.6

Food

7.0

Boarding

8.2

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
United Airlines
7.4
Good
8,838 reviews
Southwest
8.0
Very good
4,276 reviews

Comfort

8.0

Overall

8.0

Crew

8.6

Entertainment

7.6

Food

7.0

Boarding

8.2

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
JetBlue
7.3
Good
2,922 reviews
Southwest
8.0
Very good
4,276 reviews

Comfort

8.0

Overall

8.0

Crew

8.6

Entertainment

7.6

Food

7.0

Boarding

8.2

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

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.

  • 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 $88 on Southwest. Other airlines that offer cheap prices include Frontier from $89 and Delta from $113 one-way.

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

    While some choose either Jacksonville - Montego Bay Sangster Intl 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 $205 for a flight from Jacksonville to Caribbean Islands. The cheapest flight overall is $95 while the most popular route, (Jacksonville - San Juan Luis Munoz Marin Intl) is currently priced at $175.

  • 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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See prices for flight routes from nearby airports that may be better suited for you.
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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 June 26, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$114Average$317FlexibilityNo cancel feeOn-time62%
DeltaCheapest$130Average$501FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$237Average$444FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$253Average$540FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$306Average$399FlexibilityNo cancel feeOn-time63%

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