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$425+ Cheap flights from Jacksonville, NC (OAJ) to Caribbean

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 10/6. Fares are subject to change and may not be available on all flights or dates of travel.
OAJ — SJU
Oct 11 — Oct 181
Sat 10/11
Sat 10/18
1 adult, Economy
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Cheap flight deals from Jacksonville to Caribbean

Keep the following information in mind while searching for Jacksonville to Caribbean flight deals. Data was last updated September 11, 2025.

Round-trip from

$425
(American Airlines)

Popular in

December

Cheapest in

February

Average price

$464
From Jacksonville Albert J Ellis to Caribbean
Search Deals
Highest demand for flights based on searches. 28% potential increase in price ($249 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 13% potential price decrease ($72 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in September 2025
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 September 11, 2025.

This American Airlines deal was found by Cheapflights users on 9/10. 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 10/62:48 pmOAJ - SJU
1 stop9h 06mAmerican Airlines
Fri 10/105:00 pmSJU - OAJ
2 stops15h 35mAmerican Airlines
Deal found 9/10$425
This American Airlines deal was found by Cheapflights users on 9/10. 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 11/2212:12 pmELH - OAJ
2 stops22h 21mAmerican Airlines
Deal found 9/10$432
This American Airlines deal was found by Cheapflights users on 9/11. 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 9/166:10 amOAJ - SJU
1 stop9h 42mAmerican Airlines
Thu 10/167:10 amSJU - OAJ
1 stop12h 13mAmerican Airlines
Deal found 9/11$525
This American Airlines deal was found by Cheapflights users on 9/10. 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 12/87:02 pmOAJ - CUR
2 stops20h 32mAmerican Airlines
Thu 12/113:38 pmCUR - OAJ
1 stop9h 32mAmerican Airlines
Deal found 9/10$528
This American Airlines deal was found by Cheapflights users on 9/10. 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 9/10$535
This American Airlines deal was found by Cheapflights users on 9/9. 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 - ELH
2 stops15h 59mAmerican Airlines
Fri 10/3112:05 pmELH - OAJ
2 stops47h 28mAmerican Airlines
Deal found 9/9$550
This Delta deal was found by Cheapflights users on 9/9. 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 10/711:53 amOAJ - KIN
1 stop9h 07mDelta
Fri 10/109:00 amKIN - OAJ
1 stop8h 13mDelta
Deal found 9/9$611
This American Airlines deal was found by Cheapflights users on 9/11. 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 9/268:00 amOAJ - SJU
1 stop7h 52mAmerican Airlines
Sun 9/283:50 pmSJU - OAJ
1 stop8h 09mAmerican Airlines
Deal found 9/11$645
This American Airlines deal was found by Cheapflights users on 9/9. 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 10/78:10 amOAJ - KIN
2 stops12h 40mAmerican Airlines
Fri 10/1011:54 amKIN - OAJ
2 stops9h 55mAmerican Airlines
Deal found 9/9$726
This Delta deal was found by Cheapflights users on 9/10. 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.
Thu 9/115:52 amOAJ - NAS
1 stop7h 57mDelta
Sun 9/143:14 pmNAS - OAJ
1 stop6h 47mDelta
Deal found 9/10$730
This Delta deal was found by Cheapflights users on 9/11. 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 9/222:59 pmOAJ - KIN
1 stop6h 01mDelta
Fri 9/269:00 amKIN - OAJ
1 stop12h 01mDelta
Deal found 9/11$731
This American Airlines deal was found by Cheapflights users on 9/10. 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 9/227:10 pmOAJ - KIN
2 stops17h 42mAmerican Airlines
Fri 9/261:00 pmKIN - OAJ
2 stops21h 06mAmerican Airlines
Deal found 9/10$736

Cheapflights Fare Finder

 
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 September 11, 2025.
Use the filters below to find and compare flights from Jacksonville to Caribbean that are best for you.

Fly from

Jacksonville

Fly to

Caribbean

Route

Depart

Return

Price

JacksonvilleSan Juan

OAJ - SJU

OAJSJU

Jacksonville Albert J Ellis

Mon 10/6

2:48 pm-11:54 pm

1 stop9h 06m

San Juan Luis Munoz Marin Intl

Fri 10/10

5:00 pm-8:35 am

2 stops15h 35m

$425

JacksonvilleGregory Town

OAJ - ELH

OAJELH

Jacksonville Albert J Ellis

Sat 11/15

8:04 pm-1:16 pm

2 stops17h 12m

Gregory Town North Eleuthera

Sat 11/22

12:12 pm-10:33 am

2 stops22h 21m

$432

JacksonvilleSan Juan

OAJ - SJU

OAJSJU

Jacksonville Albert J Ellis

Fri 9/26

6:10 am-6:15 pm

2 stops12h 05m

San Juan Luis Munoz Marin Intl

Sun 9/28

3:55 pm-9:52 am

2 stops17h 57m

$525

JacksonvilleWillemstad

OAJ - CUR

OAJCUR

Jacksonville Albert J Ellis

Mon 12/8

7:02 pm-4:34 pm

2 stops20h 32m

Willemstad Hato Int.

Thu 12/11

5:34 pm-6:32 pm

2 stops25h 58m

$528

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

$535

JacksonvilleGregory Town

OAJ - ELH

OAJELH

Jacksonville Albert J Ellis

Tue 10/28

7:24 pm-11:23 am

2 stops15h 59m

Gregory Town North Eleuthera

Fri 10/31

12:05 pm-11:33 am

2 stops47h 28m

$550

JacksonvilleBridgetown

OAJ - BGI

OAJBGI

Jacksonville Albert J Ellis

Mon 1/12

5:13 am-2:30 pm

1 stop8h 17m

Bridgetown Grantley Adams Intl

Mon 1/26

4:50 pm-8:25 am

1 stop16h 35m

$566

JacksonvilleKingston

OAJ - KIN

OAJKIN

Jacksonville Albert J Ellis

Tue 10/7

11:53 am-8:00 pm

1 stop9h 07m

Kingston Norman Manley

Fri 10/10

9:00 am-6:13 pm

1 stop8h 13m

$611

JacksonvilleKingston

OAJ - KIN

OAJKIN

Jacksonville Albert J Ellis

Tue 10/7

8:10 am-7:50 pm

2 stops12h 40m

Kingston Norman Manley

Fri 10/10

11:54 am-10:49 pm

2 stops9h 55m

$726

JacksonvilleKingston

OAJ - KIN

OAJKIN

Jacksonville Albert J Ellis

Mon 9/22

2:59 pm-8:00 pm

1 stop6h 01m

Kingston Norman Manley

Fri 9/26

9:00 am-10:01 pm

1 stop12h 01m

$731

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/10

Showing 1-10 of 16 results
1
2

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.

Cheapflights Insights

Everything you need to know about your flight from Jacksonville to Caribbean

What is the cheapest month to book a flight from Jacksonville, North Carolina to Caribbean?

Currently, September is the cheapest month in which you can book a flight from Jacksonville, North Carolina to Caribbean (average of $254). Flying from Jacksonville, North Carolina to Caribbean in June is currently the most expensive (average of $339). 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 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 September 11, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Jacksonville, North Carolina to Caribbean as you normally would.

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 September 11, 2025.
Peruse reviews from past customers who have flown with Delta and American Airlines from Jacksonville to Caribbean to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,960 reviews

Comfort

7.9

Entertainment

7.9

Overall

8.0

Food

7.3

Crew

8.5

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Delta
8.0
Very good
7,960 reviews
Delta
8.0
Very good
7,960 reviews

Comfort

7.9

Entertainment

7.9

Overall

8.0

Food

7.3

Crew

8.5

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,960 reviews

Comfort

7.9

Entertainment

7.9

Overall

8.0

Food

7.3

Crew

8.5

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

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 Albert J Ellis (OAJ), located 11.3 mi from the city center, is the airport you fly out of when you book flights from Jacksonville to Caribbean.

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

    Departing from Jacksonville, North Carolina to Caribbean will take you 9h 06m. The distance from Jacksonville, North Carolina to Caribbean is about 1337 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

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

    Most travelers choose Jacksonville Albert J Ellis - Varadero Juan Gualberto Gomez, Jacksonville Albert J Ellis - Kingston Norman Manley or Jacksonville Albert J Ellis - Montego Bay Sangster Intl when deciding on the best route from Jacksonville, North Carolina to Caribbean.

  • 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, North Carolina to Caribbean?

    Currently, September is the cheapest month in which you can book a flight from Jacksonville, North Carolina to Caribbean (average of $254). Flying from Jacksonville, North Carolina to Caribbean in June is currently the most expensive (average of $339). 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 2 airlines flying from Jacksonville to Caribbean

Discover the top 2 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 September 11, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$323Average$685FlexibilityNo cancel feeOn-time71%
DeltaCheapest$399Average$515FlexibilityNo cancel feeOn-timeN/A

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