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$62+ Cheap flights from Jacksonville (JAX) to Caribbean

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 8/18. Fares are subject to change and may not be available on all flights or dates of travel.
JAX — SJU
Jul 5 — Jul 121
Sat 7/5
Sat 7/12
1 adult, Economy
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Cheap flight deals from Jacksonville to Caribbean

Keep the following information in mind while searching for Jacksonville to Caribbean flight deals. Data was last updated June 30, 2025.

Round-trip from

$132
(Priceline)

One-way from

$62
(Priceline)

Popular in

December

Cheapest in

August

Average price

$274

Good round-trip deal

$237 or less

Good one-way deal

$119 or less
From Jacksonville to Caribbean
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One-way flight from Jacksonville to Caribbean
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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 ($8 potential savings vs. average RT price).
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Average for round-trip flights in June 2025
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Price to beat on a round-trip flight from Jacksonville to Caribbean.
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Price to beat on a one-way flight from Jacksonville to Caribbean.
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Find flight deals from Jacksonville to Caribbean

Cheapest flights from Jacksonville to Caribbean
Explore the most affordable flight options available from Jacksonville to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 30, 2025.

This Priceline deal was found by Cheapflights users on 6/29. 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 7/1411:21 amJAX - STT
1 stop5h 08mFrontier
Fri 7/185:14 pmSTT - JAX
1 stop17h 06mFrontier
Deal found 6/29$132
This FlightHub deal was found by Cheapflights users on 6/28. 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
Thu 7/317:00 amSJU - JAX
Nonstop3h 20mFrontier
Deal found 6/28$195
This American Airlines deal was found by Cheapflights users on 6/29. 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 9/78:44 amJAX - SJU
1 stop6h 15mAmerican Airlines
Sat 9/134:45 pmSJU - JAX
1 stop16h 25mAmerican Airlines
Deal found 6/29$200
This Southwest deal was found by Cheapflights users on 6/28. 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.
Thu 7/104:15 pmJAX - SJU
1 stop8h 15mSouthwest
Mon 7/145:30 amSJU - JAX
1 stop14h 15mSouthwest
Deal found 6/28$250
This Delta deal was found by Cheapflights users on 6/30. 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 10/301:20 pmJAX - SJU
1 stop9h 01mDelta
Mon 11/36:30 pmSJU - JAX
1 stop6h 32mDelta
Deal found 6/30$267
This Trip.com deal was found by Cheapflights users on 6/29. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/111:21 amJAX - SJU
Nonstop3h 12mMultiple Airlines
Thu 8/212:42 amSJU - JAX
1 stop10h 11mMultiple Airlines
Deal found 6/29$277
This Priceline deal was found by Cheapflights users on 6/28. 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.
Fri 7/1811:21 amJAX - PUJ
1 stop5h 54mFrontier
Thu 7/241:19 pmPUJ - JAX
1 stop21h 01mFrontier
Deal found 6/28$327
This American Airlines deal was found by Cheapflights users on 6/29. 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 9/137:20 pmJAX - PUJ
1 stop15h 48mAmerican Airlines
Thu 9/184:33 pmPUJ - JAX
1 stop7h 45mAmerican Airlines
Deal found 6/29$345
This American Airlines deal was found by Cheapflights users on 6/30. 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.
Fri 9/198:21 amJAX - MBJ
1 stop7h 33mAmerican Airlines
Wed 9/242:38 pmMBJ - JAX
1 stop7h 36mAmerican Airlines
Deal found 6/30$386
This Delta deal was found by Cheapflights users on 6/28. 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 12/158:30 amJAX - NAS
1 stop4h 41mDelta
Fri 12/268:15 amNAS - JAX
1 stop14h 16mDelta
Deal found 6/28$407
This American Airlines deal was found by Cheapflights users on 6/29. 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 10/138:26 pmJAX - NAS
1 stop14h 13mAmerican Airlines
Thu 10/162:00 pmNAS - JAX
2 stops10h 30mAmerican Airlines
Deal found 6/29$411
This FlightHub deal was found by Cheapflights users on 6/28. 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.
Thu 7/247:49 pmJAX - MBJ
1 stop19h 56mFrontier
Wed 7/303:53 pmMBJ - JAX
1 stop26h 01mFrontier
Deal found 6/28$421

Cheapflights Fare Finder

Customize your flight search to find flights from Jacksonville to Caribbean 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 30, 2025.
Use the filters below to find and compare flights from Jacksonville to Caribbean that are best for you.

Fly from

Jacksonville

Fly to

Caribbean

Route

Depart

Return

Price

JacksonvilleSaint Thomas Island

JAX - STT

JAXSTT

Jacksonville

Mon 7/14

11:21 am-4:29 pm

1 stop5h 08m

Saint Thomas Island Cyril E King

Fri 7/18

5:14 pm-10:20 am

1 stop17h 06m

$132

JacksonvilleSan Juan

JAX - SJU

JAXSJU

Jacksonville

Sun 7/20

11:15 am-2:27 pm

Nonstop3h 12m

San Juan Luis Munoz Marin Intl

Thu 7/31

7:00 am-10:20 am

Nonstop3h 20m

$195

JacksonvilleSan Juan

JAX - SJU

JAXSJU

Jacksonville

Sun 9/7

8:44 am-2:59 pm

1 stop6h 15m

San Juan Luis Munoz Marin Intl

Sat 9/13

4:45 pm-9:10 am

1 stop16h 25m

$200

JacksonvilleSan Juan

JAX - SJU

JAXSJU

Jacksonville

Thu 7/10

4:15 pm-12:30 am

1 stop8h 15m

San Juan Luis Munoz Marin Intl

Mon 7/14

5:30 am-7:45 pm

1 stop14h 15m

$250

JacksonvilleSan Juan

JAX - SJU

JAXSJU

Jacksonville

Thu 10/30

1:20 pm-10:21 pm

1 stop9h 01m

San Juan Luis Munoz Marin Intl

Mon 11/3

6:30 pm-12:02 am

1 stop6h 32m

$267

JacksonvilleSan Juan

JAX - SJU

JAXSJU

Jacksonville

Fri 8/1

11:21 am-2:33 pm

Nonstop3h 12m

San Juan Luis Munoz Marin Intl

Thu 8/21

2:42 am-12:53 pm

1 stop10h 11m

$277

JacksonvillePunta Cana

JAX - PUJ

JAXPUJ

Jacksonville

Fri 7/18

11:21 am-5:15 pm

1 stop5h 54m

Punta Cana

Thu 7/24

1:19 pm-10:20 am

1 stop21h 01m

$327

JacksonvillePunta Cana

JAX - PUJ

JAXPUJ

Jacksonville

Sat 9/13

7:20 pm-11:08 am

1 stop15h 48m

Punta Cana

Thu 9/18

4:33 pm-12:18 am

1 stop7h 45m

$345

JacksonvilleMontego Bay

JAX - MBJ

JAXMBJ

Jacksonville

Fri 9/19

8:21 am-2:54 pm

1 stop7h 33m

Montego Bay Sangster Intl

Wed 9/24

2:38 pm-11:14 pm

1 stop7h 36m

$386

JacksonvillePunta Cana

JAX - PUJ

JAXPUJ

Jacksonville

Sat 7/26

7:59 pm-2:30 pm

2 stops18h 31m

Punta Cana

Sat 8/2

5:00 pm-8:54 am

2 stops15h 54m

$403

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/29

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

Have a flexible travel schedule? Discover the best time to fly to Caribbean 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

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

Currently, September is the cheapest month in which you can book a flight from Jacksonville to Caribbean (average of $254). Flying from Jacksonville to Caribbean 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 CB?

Find hourly flight availability from Jacksonville to Caribbean. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated June 30, 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 as you normally would.

Reviews of airlines servicing Caribbean

Get insights into the airlines that provide service to Caribbean. 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. Reviews last updated June 30, 2025.
Get a feel of what it's like to fly with Southwest, Delta, and Avelo Airlines from Jacksonville to Caribbean by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,278 reviews

Entertainment

7.6

Overall

8.0

Crew

8.6

Comfort

8.0

Boarding

8.2

Food

7.0

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
4,278 reviews
Southwest
8.0
Very good
4,278 reviews

Entertainment

7.6

Overall

8.0

Crew

8.6

Comfort

8.0

Boarding

8.2

Food

7.0

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
7,973 reviews
Southwest
8.0
Very good
4,278 reviews

Entertainment

7.6

Overall

8.0

Crew

8.6

Comfort

8.0

Boarding

8.2

Food

7.0

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.
Avelo Airlines
7.4
Good
Southwest
8.0
Very good
4,278 reviews

Entertainment

7.6

Overall

8.0

Crew

8.6

Comfort

8.0

Boarding

8.2

Food

7.0

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
8,852 reviews
Southwest
8.0
Very good
4,278 reviews

Entertainment

7.6

Overall

8.0

Crew

8.6

Comfort

8.0

Boarding

8.2

Food

7.0

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
2,920 reviews
Southwest
8.0
Very good
4,278 reviews

Entertainment

7.6

Overall

8.0

Crew

8.6

Comfort

8.0

Boarding

8.2

Food

7.0

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. 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?

    Jacksonville (JAX) is the airport you will fly out of if you book a flight from Jacksonville to Caribbean. 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 one-way?

    The cheapest airlines for a one-way flight from Jacksonville to Caribbean are Frontier ($62), American Airlines ($108), and Delta ($113).

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

    When deciding which route to take from Jacksonville to Caribbean consider Jacksonville - San Juan Luis Munoz Marin Intl, Jacksonville - Montego Bay Sangster Intl or Jacksonville - Nassau Intl as they are the most popular.

  • What are the cheapest flights from Jacksonville to Caribbean?

    While on average a flight from Jacksonville to Caribbean is generally $200, our data shows the cheapest flight currently is $95. When looking at the most popular route, (Jacksonville - San Juan Luis Munoz Marin Intl), you can expect to pay $175 for that flight.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Jacksonville to Caribbean 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?

    Currently, September is the cheapest month in which you can book a flight from Jacksonville to Caribbean (average of $254). Flying from Jacksonville to Caribbean 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.

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Alternative routes for Jacksonville to Caribbean

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

Discover the top 5 airlines that operate flights from Jacksonville to Caribbean. 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 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$114Average$317FlexibilityNo cancel feeOn-time62%
DeltaCheapest$130Average$501FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$236Average$457FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$252Average$538FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$306Average$399FlexibilityNo cancel feeOn-time63%

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