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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 6/21. Fares are subject to change and may not be available on all flights or dates of travel.
JAX — SJU
Apr 29 — May 61
Tue 4/29
Tue 5/6
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 April 24, 2025.

Round-trip from

$179
(CheapOair)

One-way from

$88
(American Airlines)

Popular in

December

Cheapest in

May

Average price

$245
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. 13% potential increase in price ($43 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($10 potential savings vs. average RT price).
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Average for round-trip flights in April 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 April 24, 2025.

This CheapOair deal was found by Cheapflights users on 4/23. 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 7/411:21 amJAX - STT
1 stop5h 06mFrontier
Fri 7/115:14 pmSTT - JAX
1 stop17h 06mFrontier
Deal found 4/23$179
This CheapOair deal was found by Cheapflights users on 4/23. 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.
Mon 6/1611:21 amJAX - SJU
Nonstop3h 06mFrontier
Sat 6/217:00 amSJU - JAX
Nonstop3h 26mFrontier
Deal found 4/23$190
This American Airlines deal was found by Cheapflights users on 4/23. 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 5/55:00 amJAX - SJU
1 stop6h 10mAmerican Airlines
Sat 5/107:15 amSJU - JAX
1 stop6h 06mAmerican Airlines
Deal found 4/23$200
This Mytrip deal was found by Cheapflights users on 4/22. 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.
Sat 5/2412:25 pmJAX - SDQ
1 stop22h 47mFrontier
Mon 5/269:18 amSDQ - JAX
1 stop10h 45mFrontier
Deal found 4/22$252
This Delta deal was found by Cheapflights users on 4/23. 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 7/12:35 pmJAX - SJU
1 stop8h 13mDelta
Tue 7/155:55 pmSJU - JAX
1 stop6h 52mDelta
Deal found 4/23$255
This Vliegwinkel deal was found by Cheapflights users on 4/23. 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 Vliegwinkel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/96:17 pmJAX - SJU
2 stops16h 42mAlaska Airlines
Sun 5/116:30 amSJU - JAX
1 stop12h 25mAlaska Airlines
Deal found 4/23$262
This Booking.com deal was found by Cheapflights users on 4/23. 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.
Thu 6/59:00 pmJAX - PUJ
1 stop10h 29mFrontier
Fri 6/612:20 pmPUJ - JAX
1 stop23h 09mFrontier
Deal found 4/23$272
This JetBlue deal was found by Cheapflights users on 4/23. 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 10/302:45 pmJAX - SJU
1 stop8h 52mJetBlue
Sun 11/21:59 amSJU - JAX
1 stop8h 28mJetBlue
Deal found 4/23$312
This CheapOair deal was found by Cheapflights users on 4/23. 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 5/239:00 pmJAX - SJU
Nonstop3h 03mMultiple Airlines
Sun 5/254:15 pmSJU - JAX
1 stop19h 40mMultiple Airlines
Deal found 4/23$341
This Southwest deal was found by Cheapflights users on 4/22. 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 5/2210:40 amJAX - SJU
2 stops10h 25mSouthwest
Thu 5/296:05 amSJU - JAX
1 stop11h 25mSouthwest
Deal found 4/22$352
This United Airlines deal was found by Cheapflights users on 4/23. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/911:51 amJAX - SJU
1 stop8h 47mUnited Airlines
Sun 5/111:05 amSJU - JAX
1 stop8h 26mUnited Airlines
Deal found 4/23$366
This Delta deal was found by Cheapflights users on 4/23. 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 9/75:30 amJAX - STT
1 stop8h 25mDelta
Tue 9/162:49 pmSTT - JAX
1 stop9h 13mDelta
Deal found 4/23$386

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 April 24, 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

JacksonvilleSaint Thomas Island

JAX - STT

JAXSTT

Jacksonville

Fri 7/4

11:21 am-4:27 pm

1 stop5h 06m

Saint Thomas Island Cyril E King

Fri 7/11

5:14 pm-10:20 am

1 stop17h 06m

$179

JacksonvilleSan Juan

JAX - SJU

JAXSJU

Jacksonville

Mon 6/16

11:21 am-2:27 pm

Nonstop3h 06m

San Juan Luis Munoz Marin Intl

Sat 6/21

7:00 am-10:26 am

Nonstop3h 26m

$190

JacksonvilleSan Juan

JAX - SJU

JAXSJU

Jacksonville

Fri 5/9

5:00 am-11:10 am

1 stop6h 10m

San Juan Luis Munoz Marin Intl

Sun 5/11

6:30 am-8:09 pm

1 stop13h 39m

$205

JacksonvilleSanto Domingo

JAX - SDQ

JAXSDQ

Jacksonville

Sat 5/24

12:25 pm-11:12 am

1 stop22h 47m

Santo Domingo Las Americas

Mon 5/26

9:18 am-8:03 pm

1 stop10h 45m

$252

JacksonvilleSan Juan

JAX - SJU

JAXSJU

Jacksonville

Tue 7/1

2:35 pm-10:48 pm

1 stop8h 13m

San Juan Luis Munoz Marin Intl

Tue 7/15

5:55 pm-12:47 am

1 stop6h 52m

$255

JacksonvilleSan Juan

JAX - SJU

JAXSJU

Jacksonville

Fri 5/9

6:17 pm-10:59 am

2 stops16h 42m

San Juan Luis Munoz Marin Intl

Sun 5/11

6:30 am-6:55 pm

1 stop12h 25m

$262

JacksonvillePunta Cana

JAX - PUJ

JAXPUJ

Jacksonville

Thu 6/5

9:00 pm-7:29 am

1 stop10h 29m

Punta Cana

Fri 6/6

12:20 pm-11:29 am

1 stop23h 09m

$272

JacksonvilleSan Juan

JAX - SJU

JAXSJU

Jacksonville

Wed 5/28

6:15 am-4:15 pm

1 stop10h 00m

San Juan Luis Munoz Marin Intl

Sat 5/31

1:57 pm-11:38 pm

1 stop9h 41m

$339

JacksonvilleSan Juan

JAX - SJU

JAXSJU

Jacksonville

Fri 5/23

9:00 pm-12:03 am

Nonstop3h 03m

San Juan Luis Munoz Marin Intl

Sun 5/25

4:15 pm-11:55 am

1 stop19h 40m

$341

JacksonvilleSan Juan

JAX - SJU

JAXSJU

Jacksonville

Thu 5/22

10:40 am-9:05 pm

2 stops10h 25m

San Juan Luis Munoz Marin Intl

Thu 5/29

6:05 am-5:30 pm

1 stop11h 25m

$352

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/23

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 December is currently the most expensive (average of $336). 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 April 24, 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.

Rainfall in Caribbean Islands by month

Plan your trip to Caribbean Islands by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Caribbean Islands ranges from 2.2 - 6.1 inches per month. November is typically the wettest month, when rainfall can reach 6.1 in. February is typically the driest time to visit Caribbean Islands when rainfall is around 2.2 in.

Temperature in Caribbean Islands by month

Plan your trip to Caribbean Islands by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Caribbean Islands, use this chart to help with planning. For those seeking warmer temperatures, June is the ideal time of year to visit, when temperatures reach an average of 82.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 77.0 F).

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 April 24, 2025.
See what other customers who have flown with Alaska Airlines, Southwest and Delta from Jacksonville to Caribbean Islands have to say. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
9,918 reviews

Food

7.1

Crew

8.5

Comfort

7.9

Boarding

8.2

Entertainment

7.1

Overall

8.0

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
Alaska Airlines
8.0
Very good
9,918 reviews
Alaska Airlines
8.0
Very good
9,918 reviews

Food

7.1

Crew

8.5

Comfort

7.9

Boarding

8.2

Entertainment

7.1

Overall

8.0

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
Southwest
8.0
Very good
4,287 reviews
Alaska Airlines
8.0
Very good
9,918 reviews

Food

7.1

Crew

8.5

Comfort

7.9

Boarding

8.2

Entertainment

7.1

Overall

8.0

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
Delta
8.0
Very good
7,920 reviews
Alaska Airlines
8.0
Very good
9,918 reviews

Food

7.1

Crew

8.5

Comfort

7.9

Boarding

8.2

Entertainment

7.1

Overall

8.0

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
LATAM Airlines
7.5
Good
1,767 reviews
Alaska Airlines
8.0
Very good
9,918 reviews

Food

7.1

Crew

8.5

Comfort

7.9

Boarding

8.2

Entertainment

7.1

Overall

8.0

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
United Airlines
7.4
Good
8,685 reviews
Alaska Airlines
8.0
Very good
9,918 reviews

Food

7.1

Crew

8.5

Comfort

7.9

Boarding

8.2

Entertainment

7.1

Overall

8.0

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >

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 American Airlines. Other airlines that offer cheap prices include Frontier from $89 and Delta from $123 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 $200 for a flight from Jacksonville to Caribbean Islands. The cheapest flight overall is $105 while the most popular route, (Jacksonville - San Juan Luis Munoz Marin Intl) is currently priced at $219.

  • 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 December is currently the most expensive (average of $336). 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 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 April 24, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$114Average$296FlexibilityNo cancel feeOn-time62%
DeltaCheapest$130Average$502FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$217Average$445FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$255Average$537FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$306Average$371FlexibilityNo cancel feeOn-time63%

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