HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Caribbean

$105+ 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 1/29. Fares are subject to change and may not be available on all flights or dates of travel.
JAX — SJU
Jan 22 — Jan 291
Wed 1/22
Wed 1/29
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Jacksonville to Caribbean with Cheapflights

1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”
2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.
3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap flight deals from Jacksonville to Caribbean

Discover tips and strategies to find the most affordable flight options for your journey from Jacksonville (JAX) to Caribbean (0CB). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated January 17, 2025.

Round-trip from

$198
(Frontier)

One-way from

$105
(American Airlines)
From Jacksonville to Caribbean
Search Deals
One-way flight from Jacksonville to Caribbean
Search Deals

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 January 17, 2025.

This Frontier deal was found by Cheapflights users on 1/16. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/266:38 pmJAX - SJU
Nonstop3h 01mFrontier
Mon 3/36:15 amSJU - JAX
1 stop10h 15mFrontier
Deal found 1/16$198
This American Airlines deal was found by Cheapflights users on 1/16. 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 1/276:15 amJAX - SJU
1 stop8h 35mAmerican Airlines
Thu 1/307:45 amSJU - JAX
1 stop9h 11mAmerican Airlines
Deal found 1/16$209
This Booking.com deal was found by Cheapflights users on 1/16. 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.
Mon 3/310:34 pmJAX - PUJ
1 stop13h 40mFrontier
Sat 3/812:38 pmPUJ - JAX
1 stop19h 05mFrontier
Deal found 1/16$210
This Booking.com deal was found by Cheapflights users on 1/16. 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 2/208:33 amJAX - SDQ
1 stop26h 01mFrontier
Mon 2/242:36 pmSDQ - JAX
1 stop7h 58mFrontier
Deal found 1/16$249
This Delta deal was found by Cheapflights users on 1/15. 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 2/35:35 amJAX - SJU
1 stop6h 15mDelta
Thu 2/66:24 pmSJU - JAX
1 stop6h 33mDelta
Deal found 1/15$255
This JetBlue deal was found by Cheapflights users on 1/16. 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 3/114:37 pmJAX - SJU
1 stop9h 49mJetBlue
Mon 3/179:19 amSJU - JAX
1 stop8h 51mJetBlue
Deal found 1/16$309
This United Airlines deal was found by Cheapflights users on 1/16. 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 2/52:10 pmJAX - SJU
1 stop7h 12mUnited Airlines
Tue 2/112:05 amSJU - JAX
1 stop9h 11mUnited Airlines
Deal found 1/16$335
This eDestinos deal was found by Cheapflights users on 1/16. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 1/319:28 amJAX - SJU
2 stops22h 53mMultiple Airlines
Tue 2/411:54 amSJU - JAX
1 stop21h 52mMultiple Airlines
Deal found 1/16$343
This American Airlines deal was found by Cheapflights users on 1/15. 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 9/75:14 amJAX - STT
2 stops11h 16mAmerican Airlines
Tue 9/165:20 pmSTT - JAX
2 stops17h 05mAmerican Airlines
Deal found 1/15$377
This American Airlines deal was found by Cheapflights users on 1/16. 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.
Thu 3/2712:04 pmJAX - NAS
1 stop5h 36mAmerican Airlines
Mon 3/314:08 pmNAS - JAX
1 stop7h 25mAmerican Airlines
Deal found 1/16$388
This Southwest deal was found by Cheapflights users on 1/15. 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.
Fri 5/26:30 amJAX - SJU
1 stop6h 50mSouthwest
Fri 5/910:45 amSJU - JAX
2 stops11h 40mSouthwest
Deal found 1/15$398
This American Airlines deal was found by Cheapflights users on 1/15. 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 2/129:53 amJAX - SDQ
1 stop12h 56mAmerican Airlines
Wed 2/194:58 pmSDQ - JAX
1 stop8h 00mAmerican Airlines
Deal found 1/15$413

Find flights from Jacksonville to Caribbean within your budget

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 January 17, 2025.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

JacksonvilleSan Juan

JAX - SJU

JAXSJU

Jacksonville

Wed 2/26

6:38 pm-10:39 pm

Nonstop3h 01m

San Juan Luis Munoz Marin Intl

Mon 3/3

6:15 am-3:30 pm

1 stop10h 15m

$198

JacksonvilleSan Juan

JAX - SJU

JAXSJU

Jacksonville

Mon 1/27

6:15 am-3:50 pm

1 stop8h 35m

San Juan Luis Munoz Marin Intl

Thu 1/30

7:45 am-3:56 pm

1 stop9h 11m

$209

JacksonvillePunta Cana

JAX - PUJ

JAXPUJ

Jacksonville

Mon 3/3

10:34 pm-1:14 pm

1 stop13h 40m

Punta Cana

Sat 3/8

12:38 pm-6:43 am

1 stop19h 05m

$210

JacksonvilleSanto Domingo

JAX - SDQ

JAXSDQ

Jacksonville

Thu 2/20

8:33 am-11:34 am

1 stop26h 01m

Santo Domingo Las Americas

Mon 2/24

2:36 pm-9:34 pm

1 stop7h 58m

$249

JacksonvilleSan Juan

JAX - SJU

JAXSJU

Jacksonville

Mon 2/3

5:35 am-12:50 pm

1 stop6h 15m

San Juan Luis Munoz Marin Intl

Thu 2/6

6:24 pm-11:57 pm

1 stop6h 33m

$255

JacksonvilleSan Juan

JAX - SJU

JAXSJU

Jacksonville

Tue 3/11

4:37 pm-2:26 am

1 stop9h 49m

San Juan Luis Munoz Marin Intl

Mon 3/17

9:19 am-6:10 pm

1 stop8h 51m

$309

JacksonvilleSan Juan

JAX - SJU

JAXSJU

Jacksonville

Wed 2/5

2:10 pm-10:22 pm

1 stop7h 12m

San Juan Luis Munoz Marin Intl

Tue 2/11

2:05 am-10:16 am

1 stop9h 11m

$335

JacksonvilleSan Juan

JAX - SJU

JAXSJU

Jacksonville

Fri 1/31

9:28 am-9:21 am

2 stops22h 53m

San Juan Luis Munoz Marin Intl

Tue 2/4

11:54 am-8:46 am

1 stop21h 52m

$343

JacksonvilleNassau

JAX - NAS

JAXNAS

Jacksonville

Thu 3/27

12:04 pm-5:40 pm

1 stop5h 36m

Nassau Intl

Mon 3/31

4:08 pm-11:33 pm

1 stop7h 25m

$388

JacksonvilleSan Juan

JAX - SJU

JAXSJU

Jacksonville

Fri 5/2

6:30 am-1:20 pm

1 stop6h 50m

San Juan Luis Munoz Marin Intl

Fri 5/9

10:45 am-10:25 pm

2 stops11h 40m

$398

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/16

Showing 1-10 of 60 results
1
2
3
...
6

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.

Travel insights for flights from Jacksonville to Caribbean

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

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 March is currently the most expensive (average of $378). 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 January 17, 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.

Rainfall in Caribbean by month

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

In terms of precipitation, rainfall in Caribbean 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 when rainfall is around 2.2 in.

Temperature in Caribbean by month

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

If weather is an important factor for your trip to Caribbean, 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

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 January 17, 2025.
Southwest
8.1
Very good
4,659 reviews

Crew

8.7

Comfort

8.1

Food

7.2

Overall

8.1

Boarding

8.2

Entertainment

7.7

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Southwest
8.1
Very good
4,659 reviews
Southwest
8.1
Very good
4,659 reviews

Crew

8.7

Comfort

8.1

Food

7.2

Overall

8.1

Boarding

8.2

Entertainment

7.7

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Delta
8.0
Very good
8,511 reviews
Southwest
8.1
Very good
4,659 reviews

Crew

8.7

Comfort

8.1

Food

7.2

Overall

8.1

Boarding

8.2

Entertainment

7.7

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

LATAM Airlines
7.5
Good
1,849 reviews
Southwest
8.1
Very good
4,659 reviews

Crew

8.7

Comfort

8.1

Food

7.2

Overall

8.1

Boarding

8.2

Entertainment

7.7

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

JetBlue
7.4
Good
3,199 reviews
Southwest
8.1
Very good
4,659 reviews

Crew

8.7

Comfort

8.1

Food

7.2

Overall

8.1

Boarding

8.2

Entertainment

7.7

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

United Airlines
7.4
Good
8,965 reviews
Southwest
8.1
Very good
4,659 reviews

Crew

8.7

Comfort

8.1

Food

7.2

Overall

8.1

Boarding

8.2

Entertainment

7.7

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

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 American Airlines ($105), Delta ($128), and Frontier ($139).

  • 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 - Punta Cana or Jacksonville - Montego Bay Sangster 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 $293, our data shows the cheapest flight currently is $103. When looking at the most popular route, (Jacksonville - San Juan Luis Munoz Marin Intl), you can expect to pay $180 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 March is currently the most expensive (average of $378). 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Jacksonville to Caribbean

See prices for flight routes from nearby airports that may be better suited for you.
Miami to LaGuardia flights
Orlando to John F Kennedy Intl flights
Orlando to LaGuardia flights
Fort Lauderdale to LaGuardia flights
Fort Lauderdale to Newark flights
Fort Lauderdale to John F Kennedy Intl flights
Orlando to Luis Munoz Marin Intl flights
Miami to John F Kennedy Intl flights
Miami to Newark flights
Orlando to Newark flights
Miami to Jose Maria Cordova Intl flights
Miami to Denver flights
Orlando to Las Vegas flights
Orlando to Dallas/Fort Worth flights
Fort Lauderdale to Las Vegas flights
Orlando to Denver flights
Tampa to LaGuardia flights
Miami to Atlanta flights
Miami to Reagan-National flights
Tampa to Newark flights
Miami to Cancún flights
Miami to Madrid flights
Miami to Los Angeles flights
Miami to Luis Munoz Marin Intl flights
Orlando to Hobby flights
Tampa to John F Kennedy Intl flights
Fort Lauderdale to Jose Maria Cordova Intl flights
Tampa to Luis Munoz Marin Intl flights
Miami to Mexico City flights
Miami to Las Vegas flights
Fort Lauderdale to Luis Munoz Marin Intl flights
Miami to Lima flights
Orlando to Los Angeles flights
Miami to Bogotá flights
West Palm Beach to John F Kennedy Intl flights
Tampa to Denver flights
Fort Lauderdale to Denver flights
Fort Lauderdale to Atlanta flights
Fort Lauderdale to Baltimore flights
Fort Lauderdale to Boston flights
Fort Lauderdale to Cancún flights
Orlando to Dulles Intl flights
Fort Lauderdale to Dallas/Fort Worth flights
Orlando to Cancún flights
Miami to Charles de Gaulle flights
Tampa to Las Vegas flights
Fort Lauderdale to Los Angeles flights
Miami to Boston flights
Orlando to Seattle flights
Orlando to O'Hare Intl flights

Top 4 airlines flying from Jacksonville to Caribbean

Discover the top 4 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 January 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$138Average$283FlexibilityNo cancel feeOn-time62%
JetBlueCheapest$214Average$450FlexibilityNo cancel feeOn-time62%
DeltaCheapest$244Average$498FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$258Average$516FlexibilityNo cancel feeOn-time71%
100% Free
Cheapflights is completely free to use, so you can start saving the moment you arrive.
Book with Flexibility
Our users can plan ahead with confidence and find flights with no change fees
Travel Smart
Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.