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Caribbean Islands

$93+ 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 4/27. Fares are subject to change and may not be available on all flights or dates of travel.
JAX — SJU
Apr 9 — Apr 161
Wed 4/9
Wed 4/16
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 4, 2025.

Round-trip from

$178
(CheapOair)

One-way from

$93
(CheapOair)

Popular in

December

Cheapest in

April

Average price

$199
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 ($46 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 4, 2025.

This CheapOair deal was found by Cheapflights users on 4/3. 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.
Thu 6/59:00 pmJAX - STT
1 stop14h 35mFrontier
Mon 6/912:40 pmSTT - JAX
1 stop7h 20mFrontier
Deal found 4/3$178
This Cheapflightsfares deal was found by Cheapflights users on 4/3. 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.
Tue 6/39:00 pmJAX - SJU
Nonstop3h 08mFrontier
Tue 7/14:30 pmSJU - JAX
Nonstop3h 30mFrontier
Deal found 4/3$232
This Delta deal was found by Cheapflights users on 4/3. 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 9/95:30 amJAX - SJU
1 stop10h 38mDelta
Fri 9/1212:55 pmSJU - JAX
1 stop8h 43mDelta
Deal found 4/3$239
This American Airlines deal was found by Cheapflights users on 4/3. 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 5/67:46 pmJAX - SJU
1 stop9h 26mAmerican Airlines
Thu 5/156:10 amSJU - JAX
2 stops16h 50mAmerican Airlines
Deal found 4/3$259
This Southwest deal was found by Cheapflights users on 4/3. 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 5/68:00 amJAX - SJU
2 stops9h 30mSouthwest
Fri 5/96:05 amSJU - JAX
1 stop11h 25mSouthwest
Deal found 4/3$307
This Booking.com deal was found by Cheapflights users on 4/3. 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 8/29:00 pmJAX - PUJ
1 stop22h 21mFrontier
Sat 8/911:20 amPUJ - JAX
1 stop26h 34mFrontier
Deal found 4/3$308
This Frontier deal was found by Cheapflights users on 4/3. 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.
Tue 7/89:00 pmJAX - SDQ
1 stop11h 42mFrontier
Fri 7/1810:00 amSDQ - JAX
1 stop9h 51mFrontier
Deal found 4/3$317
This United Airlines deal was found by Cheapflights users on 4/3. 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.
Sat 5/37:00 amJAX - SJU
1 stop8h 40mUnited Airlines
Fri 5/91:05 amSJU - JAX
1 stop8h 30mUnited Airlines
Deal found 4/3$325
This JetBlue Airways deal was found by Cheapflights users on 4/4. 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 Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/76:15 amJAX - SJU
1 stop10h 00mJetBlue
Sat 5/103:33 amSJU - JAX
1 stop7h 33mJetBlue
Deal found 4/4$339
This Mytrip deal was found by Cheapflights users on 4/3. 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 5/51:20 pmJAX - SJU
2 stops34h 32mMultiple Airlines
Thu 5/86:21 pmSJU - JAX
2 stops23h 08mMultiple Airlines
Deal found 4/3$342
This Delta deal was found by Cheapflights users on 4/3. 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 9/77:30 amJAX - STT
1 stop6h 25mDelta
Tue 9/162:49 pmSTT - JAX
1 stop6h 49mDelta
Deal found 4/3$386
This American Airlines deal was found by Cheapflights users on 4/3. 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 9/161:50 pmSTT - JAX
2 stops18h 43mAmerican Airlines
Deal found 4/3$387

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 4, 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

Thu 6/5

9:00 pm-11:35 am

1 stop14h 35m

Saint Thomas Island Cyril E King

Mon 6/9

12:40 pm-8:00 pm

1 stop7h 20m

$178

JacksonvilleSan Juan

JAX - SJU

JAXSJU

Jacksonville

Tue 6/3

9:00 pm-12:08 am

Nonstop3h 08m

San Juan Luis Munoz Marin Intl

Tue 7/1

4:30 pm-8:00 pm

Nonstop3h 30m

$232

JacksonvilleSan Juan

JAX - SJU

JAXSJU

Jacksonville

Tue 5/6

7:46 pm-5:12 am

1 stop9h 26m

San Juan Luis Munoz Marin Intl

Thu 5/15

6:10 am-11:00 pm

2 stops16h 50m

$259

JacksonvilleSan Juan

JAX - SJU

JAXSJU

Jacksonville

Tue 5/6

8:00 am-5:30 pm

2 stops9h 30m

San Juan Luis Munoz Marin Intl

Fri 5/9

6:05 am-5:30 pm

1 stop11h 25m

$307

JacksonvillePunta Cana

JAX - PUJ

JAXPUJ

Jacksonville

Sat 8/2

9:00 pm-7:21 pm

1 stop22h 21m

Punta Cana

Sat 8/9

11:20 am-1:54 pm

1 stop26h 34m

$308

JacksonvilleSan Juan

JAX - SJU

JAXSJU

Jacksonville

Sat 5/10

2:57 pm-10:49 pm

1 stop7h 52m

San Juan Luis Munoz Marin Intl

Sat 5/17

2:31 pm-11:07 pm

1 stop8h 36m

$317

JacksonvilleSanto Domingo

JAX - SDQ

JAXSDQ

Jacksonville

Tue 7/8

9:00 pm-8:42 am

1 stop11h 42m

Santo Domingo Las Americas

Fri 7/18

10:00 am-7:51 pm

1 stop9h 51m

$317

JacksonvilleSan Juan

JAX - SJU

JAXSJU

Jacksonville

Sat 5/3

7:00 am-3:40 pm

1 stop8h 40m

San Juan Luis Munoz Marin Intl

Fri 5/9

1:05 am-9:35 am

1 stop8h 30m

$325

JacksonvilleSan Juan

JAX - SJU

JAXSJU

Jacksonville

Wed 5/7

6:15 am-4:15 pm

1 stop10h 00m

San Juan Luis Munoz Marin Intl

Sun 5/11

7:01 am-6:00 pm

1 stop10h 59m

$339

JacksonvilleSan Juan

JAX - SJU

JAXSJU

Jacksonville

Mon 5/5

1:20 pm-11:52 pm

2 stops34h 32m

San Juan Luis Munoz Marin Intl

Thu 5/8

6:21 pm-5:29 pm

2 stops23h 08m

$342

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/4

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 4, 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 4, 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
8.0
Very good
4,276 reviews

Crew

8.6

Food

7.1

Overall

8.0

Comfort

8.0

Boarding

8.2

Entertainment

7.6

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Southwest
8.0
Very good
4,276 reviews
Southwest
8.0
Very good
4,276 reviews

Crew

8.6

Food

7.1

Overall

8.0

Comfort

8.0

Boarding

8.2

Entertainment

7.6

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Delta
8.0
Very good
7,899 reviews
Southwest
8.0
Very good
4,276 reviews

Crew

8.6

Food

7.1

Overall

8.0

Comfort

8.0

Boarding

8.2

Entertainment

7.6

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
LATAM Airlines
7.5
Good
1,753 reviews
Southwest
8.0
Very good
4,276 reviews

Crew

8.6

Food

7.1

Overall

8.0

Comfort

8.0

Boarding

8.2

Entertainment

7.6

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Avelo Airlines
7.5
Good
Southwest
8.0
Very good
4,276 reviews

Crew

8.6

Food

7.1

Overall

8.0

Comfort

8.0

Boarding

8.2

Entertainment

7.6

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
United Airlines
7.4
Good
8,618 reviews
Southwest
8.0
Very good
4,276 reviews

Crew

8.6

Food

7.1

Overall

8.0

Comfort

8.0

Boarding

8.2

Entertainment

7.6

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

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 $93 on Frontier. Other airlines that offer cheap prices include Delta from $110 and American Airlines from $130 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 $188 for a flight from Jacksonville to Caribbean Islands. The cheapest flight overall is $66 while the most popular route, (Jacksonville - San Juan Luis Munoz Marin Intl) is currently priced at $239.

  • 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 4, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$114Average$263FlexibilityNo cancel feeOn-time62%
DeltaCheapest$130Average$516FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$217Average$444FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$254Average$541FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$273Average$399FlexibilityNo cancel feeOn-time63%

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