Caribbean

$233+ Cheap flights from Jacksonville, NC (OAJ) 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 1/3. Fares are subject to change and may not be available on all flights or dates of travel.
OAJ — SJU
Nov 28 — Dec 51
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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 October 29, 2025.

Round-trip from

$365
(Delta)

One-way from

$233
(American Airlines)

Popular in

December

Cheapest in

January

Average price

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

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 October 29, 2025.

This American Airlines deal was found by Cheapflights users on 10/27. 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 11/151:18 pmOAJ - ELH
2 stops23h 58mAmerican Airlines
Sat 11/2212:08 pmELH - OAJ
1 stop7h 10mAmerican Airlines
Deal found 10/27$492
This American Airlines deal was found by Cheapflights users on 10/27. 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 11/311:41 amOAJ - SJU
1 stop8h 07mAmerican Airlines
Thu 11/66:00 amSJU - OAJ
2 stops7h 53mAmerican Airlines
Deal found 10/27$565
This American Airlines deal was found by Cheapflights users on 10/27. 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 11/24:13 pmOAJ - SJU
2 stops17h 04mAmerican Airlines
Thu 11/66:00 amSJU - OAJ
2 stops7h 53mAmerican Airlines
Deal found 10/27$605
This American Airlines deal was found by Cheapflights users on 10/26. 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 12/17:48 pmOAJ - KIN
2 stops18h 28mAmerican Airlines
Wed 12/101:42 pmKIN - OAJ
2 stops20h 57mAmerican Airlines
Deal found 10/26$616
This American Airlines deal was found by Cheapflights users on 10/28. 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 stop6h 42mAmerican Airlines
Tue 11/113:50 pmMBJ - OAJ
1 stop7h 12mAmerican Airlines
Deal found 10/28$719
This American Airlines deal was found by Cheapflights users on 10/27. 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 12/277:55 pmOAJ - SJU
2 stops12h 40mAmerican Airlines
Tue 12/3010:03 pmSJU - OAJ
2 stops13h 20mAmerican Airlines
Deal found 10/27$735
This American Airlines deal was found by Cheapflights users on 10/28. 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 - KIN
2 stops15h 54mAmerican Airlines
Tue 11/113:20 pmKIN - OAJ
2 stops19h 48mAmerican Airlines
Deal found 10/28$736
This Delta deal was found by Cheapflights users on 10/28. 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 12/111:56 amOAJ - KIN
1 stop8h 04mDelta
Wed 12/109:00 amKIN - OAJ
1 stop12h 56mDelta
Deal found 10/28$772
This Delta deal was found by Cheapflights users on 10/27. 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 11/45:48 amOAJ - MBJ
1 stop7h 19mDelta
Tue 11/113:36 pmMBJ - OAJ
1 stop6h 22mDelta
Deal found 10/27$984
This Delta deal was found by Cheapflights users on 10/28. 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 11/45:48 amOAJ - KIN
1 stop15h 12mDelta
Tue 11/119:00 amKIN - OAJ
1 stop12h 58mDelta
Deal found 10/28$1,010
This American Airlines deal was found by Cheapflights users on 10/27. 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
Thu 10/3012:05 pmELH - OAJ
2 stops9h 14mAmerican Airlines
Deal found 10/27$1,036
This American Airlines deal was found by Cheapflights users on 10/28. 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 12/237:55 pmOAJ - SJU
2 stops12h 40mAmerican Airlines
Tue 12/3010:03 pmSJU - OAJ
2 stops13h 20mAmerican Airlines
Deal found 10/28$1,064

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 October 29, 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 4/27

11:06 am-8:06 pm

1 stop9h 00m

San Juan Luis Munoz Marin Intl

Wed 4/29

6:15 am-1:40 pm

1 stop7h 25m

$365

JacksonvilleNassau

OAJ - NAS

OAJNAS

Jacksonville Albert J Ellis

Tue 4/7

5:40 am-1:30 pm

1 stop7h 50m

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

8:04 pm-1:16 pm

2 stops17h 12m

Gregory Town North Eleuthera

Sat 11/22

2:00 pm-12:53 pm

2 stops22h 53m

$492

JacksonvilleSan Juan

OAJ - SJU

OAJSJU

Jacksonville Albert J Ellis

Mon 4/27

8:26 pm-2:35 pm

2 stops18h 09m

San Juan Luis Munoz Marin Intl

Wed 4/29

3:45 pm-8:21 am

1 stop16h 36m

$494

JacksonvilleMontego Bay

OAJ - MBJ

OAJMBJ

Jacksonville Albert J Ellis

Mon 4/6

5:40 am-7:25 pm

1 stop14h 45m

Montego Bay Sangster Intl

Wed 4/8

8:00 am-10:14 pm

1 stop13h 14m

$531

JacksonvilleMontego Bay

OAJ - MBJ

OAJMBJ

Jacksonville Albert J Ellis

Sat 3/28

6:17 pm-10:55 am

2 stops17h 38m

Montego Bay Sangster Intl

Fri 4/3

1:00 pm-8:27 am

2 stops18h 27m

$536

JacksonvilleSaint Thomas Island

OAJ - STT

OAJSTT

Jacksonville Albert J Ellis

Mon 4/6

5:40 am-2:51 pm

1 stop9h 11m

Saint Thomas Island Cyril E King

Wed 4/8

1:00 pm-10:14 pm

1 stop9h 14m

$539

JacksonvilleSimpson Bay

OAJ - SXM

OAJSXM

Jacksonville Albert J Ellis

Mon 4/6

11:06 am-11:15 am

2 stops24h 09m

Simpson Bay Princess Juliana

Wed 4/8

12:45 pm-10:14 pm

1 stop9h 29m

$544

JacksonvilleWillemstad

OAJ - CUR

OAJCUR

Jacksonville Albert J Ellis

Fri 1/2

7:55 pm-2:31 pm

2 stops17h 36m

Willemstad Hato Int.

Tue 1/6

3:49 pm-11:11 am

2 stops20h 22m

$550

JacksonvilleMontego Bay

OAJ - MBJ

OAJMBJ

Jacksonville Albert J Ellis

Sat 1/10

11:44 am-8:36 pm

1 stop8h 52m

Montego Bay Sangster Intl

Sat 1/17

2:19 pm-9:42 pm

1 stop7h 23m

$581

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/28

Showing 1-10 of 32 results
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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, April is the cheapest month in which you can book a flight from Jacksonville, North Carolina to Caribbean (average of $229). Flying from Jacksonville, North Carolina to Caribbean 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 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 October 29, 2025.

It’s optimal to fly from Jacksonville, North Carolina to Caribbean 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

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 October 29, 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.

Crew

8.5

Overall

7.9

Food

7.3

Comfort

7.9

Boarding

8.2

Entertainment

7.9

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.

Crew

8.5

Overall

7.9

Food

7.3

Comfort

7.9

Boarding

8.2

Entertainment

7.9

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.

Crew

8.5

Overall

7.9

Food

7.3

Comfort

7.9

Boarding

8.2

Entertainment

7.9

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.

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. 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?

  • 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, April is the cheapest month in which you can book a flight from Jacksonville, North Carolina to Caribbean (average of $229). Flying from Jacksonville, North Carolina to Caribbean 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.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for Jacksonville to Caribbean

See prices for flight routes from nearby airports that may be better suited for you.

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 October 29, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$393Average$686FlexibilityNo cancel feeOn-time71%
DeltaCheapest$399Average$515FlexibilityNo cancel feeOn-timeN/A

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