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Caribbean Islands

$233+ Cheap flights from Jacksonville, NC (OAJ) 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 11/25. Fares are subject to change and may not be available on all flights or dates of travel.
OAJ — SJU
Nov 13 — Nov 201
Thu 11/13
Thu 11/20
1 adult, Economy
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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 October 14, 2025.

This American Airlines deal was found by Cheapflights users on 10/14. 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 11/158:04 pmOAJ - ELH
2 stops17h 12mAmerican Airlines
Sat 11/222:00 pmELH - OAJ
2 stops22h 53mAmerican Airlines
Deal found 10/14$462
This Delta deal was found by Cheapflights users on 10/14. 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.
Sat 11/155:30 amOAJ - ELH
1 stop7h 39mDelta
Sat 11/222:04 pmELH - OAJ
1 stop7h 54mDelta
Deal found 10/14$482
This American Airlines deal was found by Cheapflights users on 10/14. 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 10/287:24 pmOAJ - SJU
2 stops17h 15mAmerican Airlines
Wed 11/52:47 pmSJU - OAJ
2 stops9h 15mAmerican Airlines
Deal found 10/14$485
This American Airlines deal was found by Cheapflights users on 10/14. 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 11/285:00 amOAJ - NAS
1 stop7h 11mAmerican Airlines
Fri 12/51:13 pmNAS - OAJ
1 stop9h 49mAmerican Airlines
Deal found 10/14$515
This American Airlines deal was found by Cheapflights users on 10/14. 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 11/46:19 amOAJ - MBJ
1 stop8h 31mAmerican Airlines
Tue 11/114:28 pmMBJ - OAJ
2 stops18h 40mAmerican Airlines
Deal found 10/14$613
This American Airlines deal was found by Cheapflights users on 10/13. 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 12/15:00 amOAJ - KIN
2 stops17h 13mAmerican Airlines
Wed 12/107:00 amKIN - OAJ
2 stops11h 32mAmerican Airlines
Deal found 10/13$616
This American Airlines deal was found by Cheapflights users on 10/12. 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 12/86:10 amOAJ - CUR
1 stop8h 22mAmerican Airlines
Thu 12/113:38 pmCUR - OAJ
1 stop9h 32mAmerican Airlines
Deal found 10/12$656
This American Airlines deal was found by Cheapflights users on 10/13. 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 11/95:00 amOAJ - KIN
2 stops9h 16mAmerican Airlines
Mon 11/177:30 amKIN - OAJ
2 stops15h 32mAmerican Airlines
Deal found 10/13$656
This American Airlines deal was found by Cheapflights users on 10/13. 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 12/138:16 pmOAJ - KIN
2 stops17h 50mAmerican Airlines
Wed 12/243:49 pmKIN - OAJ
2 stops18h 34mAmerican Airlines
Deal found 10/13$691
This Delta deal was found by Cheapflights users on 10/13. 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 11/911:56 amOAJ - KIN
1 stop8h 04mDelta
Mon 11/179:00 amKIN - OAJ
1 stop8h 59mDelta
Deal found 10/13$692
This Delta deal was found by Cheapflights users on 10/13. 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 12/12:26 pmOAJ - KIN
1 stop5h 34mDelta
Wed 12/109:00 amKIN - OAJ
1 stop12h 56mDelta
Deal found 10/13$813
This American Airlines deal was found by Cheapflights users on 10/13. 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 12/214:06 pmOAJ - KIN
2 stops18h 06mAmerican Airlines
Wed 12/313:48 pmKIN - OAJ
2 stops18h 35mAmerican Airlines
Deal found 10/13$836

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 October 14, 2025.

Round-trip from

$462
(American Airlines)

One-way from

$233
(American Airlines)

Popular in

December

Cheapest in

January

Average price

$550
From Jacksonville Albert J Ellis to Caribbean Islands
Search Deals
One-way flight from Jacksonville Albert J Ellis to Caribbean Islands
Search Deals
Highest demand for flights based on searches. 26% potential increase in price ($227 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 12% potential price decrease ($71 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 2025
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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 October 14, 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

JacksonvilleGregory Town

OAJ - ELH

OAJELH

Jacksonville Albert J Ellis

Sat 11/15

8:04 pm-11:27 am

2 stops15h 23m

Gregory Town North Eleuthera

Sat 11/22

2:00 pm-12:53 pm

2 stops22h 53m

$462

JacksonvilleNassau

OAJ - NAS

OAJNAS

Jacksonville Albert J Ellis

Tue 4/7

5:40 am-12:00 pm

1 stop6h 20m

Nassau Intl

Wed 4/8

2:55 pm-10:14 pm

1 stop7h 19m

$475

JacksonvilleGregory Town

OAJ - ELH

OAJELH

Jacksonville Albert J Ellis

Sat 11/15

5:30 am-1:09 pm

1 stop7h 39m

Gregory Town North Eleuthera

Sat 11/22

2:04 pm-9:58 pm

1 stop7h 54m

$482

JacksonvilleSan Juan

OAJ - SJU

OAJSJU

Jacksonville Albert J Ellis

Tue 10/28

7:24 pm-12:39 pm

2 stops17h 15m

San Juan Luis Munoz Marin Intl

Wed 11/5

2:47 pm-11:02 pm

2 stops9h 15m

$485

JacksonvilleNassau

OAJ - NAS

OAJNAS

Jacksonville Albert J Ellis

Fri 11/28

5:00 am-12:11 pm

1 stop7h 11m

Nassau Intl

Fri 12/5

1:13 pm-11:02 pm

1 stop9h 49m

$515

JacksonvilleMontego Bay

OAJ - MBJ

OAJMBJ

Jacksonville Albert J Ellis

Mon 4/6

11:06 am-7:25 pm

1 stop9h 19m

Montego Bay Sangster Intl

Wed 4/8

8:00 am-5:43 pm

1 stop8h 43m

$531

JacksonvilleNassau

OAJ - NAS

OAJNAS

Jacksonville Albert J Ellis

Tue 4/7

5:11 am-9:20 am

1 stop4h 09m

Nassau Intl

Wed 4/8

11:39 am-8:21 am

2 stops20h 42m

$589

JacksonvilleMontego Bay

OAJ - MBJ

OAJMBJ

Jacksonville Albert J Ellis

Tue 11/4

6:19 am-2:50 pm

1 stop8h 31m

Montego Bay Sangster Intl

Tue 11/11

4:28 pm-11:08 am

2 stops18h 40m

$613

JacksonvilleKingston

OAJ - KIN

OAJKIN

Jacksonville Albert J Ellis

Mon 12/15

7:02 pm-2:06 pm

2 stops19h 04m

Kingston Norman Manley

Mon 12/22

3:48 pm-10:23 am

2 stops18h 35m

$616

JacksonvilleKingston

OAJ - KIN

OAJKIN

Jacksonville Albert J Ellis

Mon 12/1

7:48 pm-2:16 pm

2 stops18h 28m

Kingston Norman Manley

Wed 12/10

1:42 pm-10:39 am

2 stops20h 57m

$616

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/13

Showing 1-10 of 25 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, North Carolina to Caribbean Islands?

Currently, April is the cheapest month in which you can book a flight from Jacksonville, North Carolina to Caribbean Islands (average of $229). Flying from Jacksonville, North Carolina to Caribbean Islands in October is currently the most expensive (average of $435). 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 OAJ 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 October 14, 2025.

It’s optimal to fly from Jacksonville, North Carolina to Caribbean Islands at noon. By choosing this option you can save up to 43% on the cost of your flight, compared to a flight in the morning.

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 October 14, 2025.
Get a feel of what it's like to fly with American Airlines from Jacksonville to Caribbean Islands by reading reviews from past customers. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
American Airlines
7.2
Good
11,042 reviews

Crew

8.0

Comfort

7.2

Entertainment

6.9

Overall

7.2

Boarding

7.5

Food

6.4

Reviews

1 / 20
2.0
Mediocre

Jeremy,Sep 2025

SAN - PHL

Terrible. Bad customer service and unacceptable delay on the tarmac
American Airlines
7.2
Good
11,042 reviews
American Airlines
7.2
Good
11,042 reviews

Crew

8.0

Comfort

7.2

Entertainment

6.9

Overall

7.2

Boarding

7.5

Food

6.4

Reviews

1 / 20
2.0
Mediocre

Jeremy,Sep 2025

SAN - PHL

Terrible. Bad customer service and unacceptable delay on the tarmac

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?

    Located just 11.3 mi from the city center, Jacksonville Albert J Ellis (OAJ) is the airport most travelers will use when flying to Caribbean Islands from Jacksonville.

  • How long is the flight from Jacksonville, North Carolina to Caribbean Islands?

    A quick flight from Jacksonville, North Carolina to Caribbean Islands can take about 6h 20m. American Airlines provides one of the quickest options available for as low as $475. The distance from Jacksonville, North Carolina to Caribbean Islands is about 676 mi. Both multi-stop and nonstop flights can be found to your destination and back.

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

    The most popular flight routes from Jacksonville, North Carolina to Caribbean Islands are Jacksonville Albert J Ellis - Varadero Juan Gualberto Gomez, Jacksonville Albert J Ellis - Kingston Norman Manley and Jacksonville Albert J Ellis - San Juan Luis Munoz Marin Intl.

  • 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, North Carolina to Caribbean Islands?

    Currently, April is the cheapest month in which you can book a flight from Jacksonville, North Carolina to Caribbean Islands (average of $229). Flying from Jacksonville, North Carolina to Caribbean Islands in October is currently the most expensive (average of $435). 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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Top 2 airlines flying from Jacksonville to Caribbean Islands

Discover the top 2 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 October 14, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$393Average$715FlexibilityNo cancel feeOn-time71%
DeltaCheapest$399Average$515FlexibilityNo cancel feeOn-timeN/A

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