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Caribbean Islands

$59+ 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 3/17. Fares are subject to change and may not be available on all flights or dates of travel.
JAX — SJU
Feb 25 — Mar 41
Tue 2/25
Tue 3/4
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 February 20, 2025.

Round-trip from

$116
(Cheapflightsfares)

One-way from

$59
(Frontier)

Popular in

December

Cheapest in

April

Average price

$332
From Jacksonville to Caribbean Islands
Search Deals
One-way flight from Jacksonville to Caribbean Islands
Search Deals
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. 2% potential price decrease ($9 potential savings vs. average RT price).
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Average for round-trip flights in February 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 February 20, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 2/20. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/22:40 pmJAX - SJU
Nonstop3h 00mFrontier
Wed 4/910:00 amSJU - JAX
Nonstop3h 40mFrontier
Deal found 2/20$116
This Delta deal was found by Cheapflights users on 2/20. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/23:09 pmJAX - SJU
1 stop7h 58mDelta
Wed 4/97:15 amSJU - JAX
1 stop6h 49mDelta
Deal found 2/20$195
This American Airlines deal was found by Cheapflights users on 2/20. 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.
Sat 3/17:09 pmJAX - SJU
1 stop16h 06mAmerican Airlines
Wed 3/57:45 amSJU - JAX
2 stops8h 07mAmerican Airlines
Deal found 2/20$200
This Mytrip deal was found by Cheapflights users on 2/19. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/2210:34 pmJAX - PUJ
1 stop13h 41mFrontier
Wed 3/261:54 pmPUJ - JAX
1 stop7h 38mFrontier
Deal found 2/19$202
This JetBlue deal was found by Cheapflights users on 2/19. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/47:44 pmJAX - SJU
1 stop27h 35mJetBlue
Mon 4/79:52 pmSJU - JAX
1 stop11h 35mJetBlue
Deal found 2/19$242
This Mytrip deal was found by Cheapflights users on 2/19. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/44:03 pmJAX - SJU
1 stop22h 04mMultiple Airlines
Sun 4/612:59 amSJU - JAX
1 stop19h 44mMultiple Airlines
Deal found 2/19$243
This Booking.com deal was found by Cheapflights users on 2/20. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/110:14 pmJAX - SDQ
1 stop13h 54mFrontier
Mon 3/312:54 pmSDQ - JAX
1 stop21h 52mFrontier
Deal found 2/20$266
This United Airlines deal was found by Cheapflights users on 2/20. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/53:17 pmJAX - SJU
1 stop8h 19mUnited Airlines
Fri 3/72:05 amSJU - JAX
1 stop8h 32mUnited Airlines
Deal found 2/20$325
This American Airlines deal was found by Cheapflights users on 2/18. 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 3/1812:04 pmJAX - NAS
1 stop5h 36mAmerican Airlines
Tue 3/2511:00 amNAS - JAX
1 stop8h 21mAmerican Airlines
Deal found 2/18$355
This Mytrip deal was found by Cheapflights users on 2/20. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/74:48 pmJAX - STT
2 stops17h 13mMultiple Airlines
Tue 3/111:40 pmSTT - JAX
2 stops31h 12mMultiple Airlines
Deal found 2/20$362
This Southwest deal was found by Cheapflights users on 2/20. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/2611:45 amJAX - SJU
1 stop11h 40mSouthwest
Sat 3/16:05 amSJU - JAX
1 stop11h 20mSouthwest
Deal found 2/20$366
This JetBlue deal was found by Cheapflights users on 2/20. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/19:15 pmJAX - MBJ
1 stop15h 28mJetBlue
Wed 4/911:53 amMBJ - JAX
1 stop6h 03mJetBlue
Deal found 2/20$374

Find flights from Jacksonville to Caribbean Islands within your budget

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 February 20, 2025.

Fly from

Jacksonville

Fly to

Caribbean Islands

Route

Depart

Return

Price

JacksonvilleSan Juan

JAX - SJU

JAXSJU

Jacksonville

Wed 4/2

2:40 pm-5:40 pm

Nonstop3h 00m

San Juan Luis Munoz Marin Intl

Wed 4/9

10:00 am-1:40 pm

Nonstop3h 40m

$116

JacksonvilleSan Juan

JAX - SJU

JAXSJU

Jacksonville

Wed 4/2

3:09 pm-11:07 pm

1 stop7h 58m

San Juan Luis Munoz Marin Intl

Wed 4/9

7:15 am-2:04 pm

1 stop6h 49m

$195

JacksonvilleSan Juan

JAX - SJU

JAXSJU

Jacksonville

Sat 3/1

7:09 pm-12:15 pm

1 stop16h 06m

San Juan Luis Munoz Marin Intl

Wed 3/5

7:45 am-2:52 pm

2 stops8h 07m

$200

JacksonvillePunta Cana

JAX - PUJ

JAXPUJ

Jacksonville

Sat 3/22

10:34 pm-12:15 pm

1 stop13h 41m

Punta Cana

Wed 3/26

1:54 pm-9:32 pm

1 stop7h 38m

$202

JacksonvilleSan Juan

JAX - SJU

JAXSJU

Jacksonville

Fri 4/4

7:44 pm-11:19 pm

1 stop27h 35m

San Juan Luis Munoz Marin Intl

Mon 4/7

9:52 pm-9:27 am

1 stop11h 35m

$242

JacksonvilleSan Juan

JAX - SJU

JAXSJU

Jacksonville

Fri 4/4

4:03 pm-2:07 pm

1 stop22h 04m

San Juan Luis Munoz Marin Intl

Sun 4/6

12:59 am-8:43 pm

1 stop19h 44m

$243

JacksonvilleSanto Domingo

JAX - SDQ

JAXSDQ

Jacksonville

Sat 3/1

10:14 pm-1:08 pm

1 stop13h 54m

Santo Domingo Las Americas

Mon 3/3

12:54 pm-9:46 am

1 stop21h 52m

$266

JacksonvilleSan Juan

JAX - SJU

JAXSJU

Jacksonville

Wed 3/5

3:17 pm-12:36 am

1 stop8h 19m

San Juan Luis Munoz Marin Intl

Fri 3/7

2:05 am-9:37 am

1 stop8h 32m

$325

JacksonvilleNassau

JAX - NAS

JAXNAS

Jacksonville

Tue 3/18

12:04 pm-5:40 pm

1 stop5h 36m

Nassau Intl

Tue 3/25

11:00 am-7:21 pm

1 stop8h 21m

$355

JacksonvilleSaint Thomas Island

JAX - STT

JAXSTT

Jacksonville

Fri 3/7

4:48 pm-11:01 am

2 stops17h 13m

Saint Thomas Island Cyril E King

Tue 3/11

1:40 pm-8:52 pm

2 stops31h 12m

$362

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/19

Showing 1-10 of 57 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.

Travel insights for flights from Jacksonville to Caribbean Islands

Get recent, data-driven insights about flights from Jacksonville to Caribbean Islands including ideal travel times, pricing trends, and more.

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 March is currently the most expensive (average of $363). 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 February 20, 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 February 20, 2025.
See what other customers who have flown with Southwest, Delta and LATAM Airlines 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.
Southwest
8.1
Very good
4,411 reviews

Food

7.1

Boarding

8.2

Overall

8.1

Entertainment

7.6

Comfort

8.1

Crew

8.7

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Southwest
8.1
Very good
4,411 reviews
Southwest
8.1
Very good
4,411 reviews

Food

7.1

Boarding

8.2

Overall

8.1

Entertainment

7.6

Comfort

8.1

Crew

8.7

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Delta
8.0
Very good
8,219 reviews
Southwest
8.1
Very good
4,411 reviews

Food

7.1

Boarding

8.2

Overall

8.1

Entertainment

7.6

Comfort

8.1

Crew

8.7

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

LATAM Airlines
7.5
Good
1,795 reviews
Southwest
8.1
Very good
4,411 reviews

Food

7.1

Boarding

8.2

Overall

8.1

Entertainment

7.6

Comfort

8.1

Crew

8.7

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

JetBlue
7.4
Good
3,070 reviews
Southwest
8.1
Very good
4,411 reviews

Food

7.1

Boarding

8.2

Overall

8.1

Entertainment

7.6

Comfort

8.1

Crew

8.7

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

United Airlines
7.4
Good
8,765 reviews
Southwest
8.1
Very good
4,411 reviews

Food

7.1

Boarding

8.2

Overall

8.1

Entertainment

7.6

Comfort

8.1

Crew

8.7

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

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 $59 on Frontier. Other airlines that offer cheap prices include American Airlines from $88 and Delta from $98 one-way.

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

    While some choose either Jacksonville - Saint Thomas Island Cyril E King or Jacksonville - Montego Bay Sangster 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 $203 for a flight from Jacksonville to Caribbean Islands. The cheapest flight overall is $44 while the most popular route, (Jacksonville - San Juan Luis Munoz Marin Intl) is currently priced at $154.

  • 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 March is currently the most expensive (average of $363). 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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Top 4 airlines flying from Jacksonville to Caribbean Islands

Discover the top 4 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 February 20, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$114Average$275FlexibilityNo cancel feeOn-time62%
JetBlueCheapest$217Average$446FlexibilityNo cancel feeOn-time62%
DeltaCheapest$244Average$513FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$255Average$521FlexibilityNo cancel feeOn-time71%
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