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$403+ 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 11/15. Fares are subject to change and may not be available on all flights or dates of travel.
OAJ — SJU
Aug 4 — Aug 111
Mon 8/4
Mon 8/11
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 July 30, 2025.

Round-trip from

$403
(American Airlines)

Popular in

December

Cheapest in

August
From Jacksonville Albert J Ellis to Caribbean
Search Deals
Highest demand for flights based on searches. 31% potential increase in price ($277 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 14% potential price decrease ($75 potential savings vs. average RT price).
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 July 30, 2025.

This American Airlines deal was found by Cheapflights users on 7/30. 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 stops22h 08mAmerican Airlines
Sat 11/2212:06 pmELH - OAJ
2 stops22h 27mAmerican Airlines
Deal found 7/30$403
This American Airlines deal was found by Cheapflights users on 7/30. 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 11/47:02 pmOAJ - MBJ
2 stops19h 12mAmerican Airlines
Tue 11/114:02 pmMBJ - OAJ
2 stops19h 06mAmerican Airlines
Deal found 7/30$519
This Delta deal was found by Cheapflights users on 7/29. 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 12/85:40 amOAJ - MBJ
1 stop10h 53mDelta
Fri 12/122:06 pmMBJ - OAJ
1 stop8h 10mDelta
Deal found 7/29$589
This Delta deal was found by Cheapflights users on 7/30. 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 9/2211:51 amOAJ - KIN
1 stop9h 09mDelta
Fri 9/269:00 amKIN - OAJ
1 stop12h 01mDelta
Deal found 7/30$611
This American Airlines deal was found by Cheapflights users on 7/29. 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 9/228:00 amOAJ - KIN
2 stops12h 38mAmerican Airlines
Fri 9/266:00 amKIN - OAJ
2 stops14h 06mAmerican Airlines
Deal found 7/29$616
This American Airlines deal was found by Cheapflights users on 7/28. 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.
Mon 9/225:22 pmOAJ - CUR
2 stops20h 27mAmerican Airlines
Thu 9/252:57 pmCUR - OAJ
2 stops18h 55mAmerican Airlines
Deal found 7/28$661
This WestJet deal was found by Cheapflights users on 7/30. 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 WestJet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/1311:51 amOAJ - MBJ
2 stops50h 52mWestJet
Sat 9/2012:45 pmMBJ - OAJ
2 stops21h 23mWestJet
Deal found 7/30$3,426
This WestJet deal was found by Cheapflights users on 7/28. 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 WestJet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/217:11 pmOAJ - NAS
2 stops39h 12mWestJet
Sun 8/2411:15 amNAS - OAJ
2 stops23h 55mWestJet
Deal found 7/28$3,612

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 July 30, 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

JacksonvilleGregory Town

OAJ - ELH

OAJELH

Jacksonville Albert J Ellis

Sat 11/15

1:18 pm-11:26 am

2 stops22h 08m

Gregory Town North Eleuthera

Sat 11/22

12:06 pm-10:33 am

2 stops22h 27m

$403

JacksonvilleMontego Bay

OAJ - MBJ

OAJMBJ

Jacksonville Albert J Ellis

Tue 11/4

7:02 pm-2:14 pm

2 stops19h 12m

Montego Bay Sangster Intl

Tue 11/11

4:02 pm-11:08 am

2 stops19h 06m

$519

JacksonvilleMontego Bay

OAJ - MBJ

OAJMBJ

Jacksonville Albert J Ellis

Mon 12/8

5:40 am-4:33 pm

1 stop10h 53m

Montego Bay Sangster Intl

Fri 12/12

2:06 pm-10:16 pm

1 stop8h 10m

$589

JacksonvilleKingston

OAJ - KIN

OAJKIN

Jacksonville Albert J Ellis

Mon 9/22

11:51 am-8:00 pm

1 stop9h 09m

Kingston Norman Manley

Fri 9/26

9:00 am-10:01 pm

1 stop12h 01m

$611

JacksonvilleKingston

OAJ - KIN

OAJKIN

Jacksonville Albert J Ellis

Mon 9/22

6:10 am-7:38 pm

2 stops14h 28m

Kingston Norman Manley

Fri 9/26

6:00 am-9:06 pm

2 stops14h 06m

$616

JacksonvilleWillemstad

OAJ - CUR

OAJCUR

Jacksonville Albert J Ellis

Mon 9/22

5:22 pm-1:49 pm

2 stops20h 27m

Willemstad Hato Int.

Thu 9/25

2:57 pm-9:52 am

2 stops18h 55m

$661

JacksonvilleMontego Bay

OAJ - MBJ

OAJMBJ

Jacksonville Albert J Ellis

Sat 9/13

11:51 am-1:43 pm

2 stops50h 52m

Montego Bay Sangster Intl

Sat 9/20

12:45 pm-11:08 am

2 stops21h 23m

$3,426

JacksonvilleNassau

OAJ - NAS

OAJNAS

Jacksonville Albert J Ellis

Thu 8/21

7:11 pm-10:23 am

2 stops39h 12m

Nassau Intl

Sun 8/24

11:15 am-11:10 am

2 stops23h 55m

$3,612

JacksonvilleWillemstad

OAJ - CUR

OAJCUR

Jacksonville Albert J Ellis

Fri 1/16

11:06 am-3:17 pm

2 stops51h 11m

Willemstad Hato Int.

Thu 1/22

4:10 pm-5:43 pm

2 stops26h 33m

$3,944

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/30

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 July 30, 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 July 30, 2025.
Peruse reviews from past customers who have flown with Delta, American Airlines, and WestJet 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
7,980 reviews

Boarding

8.2

Comfort

7.9

Crew

8.5

Overall

8.0

Food

7.3

Entertainment

7.9

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
7,980 reviews
Delta
8.0
Very good
7,980 reviews

Boarding

8.2

Comfort

7.9

Crew

8.5

Overall

8.0

Food

7.3

Entertainment

7.9

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
7,980 reviews

Boarding

8.2

Comfort

7.9

Crew

8.5

Overall

8.0

Food

7.3

Entertainment

7.9

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!
WestJet
7.2
Good
2,975 reviews
Delta
8.0
Very good
7,980 reviews

Boarding

8.2

Comfort

7.9

Crew

8.5

Overall

8.0

Food

7.3

Entertainment

7.9

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.

  • 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 July 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$323Average$687FlexibilityNo cancel feeOn-time71%
DeltaCheapest$335Average$514FlexibilityNo cancel feeOn-timeN/A

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