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$385+ 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 5/29. Fares are subject to change and may not be available on all flights or dates of travel.
OAJ — SJU
May 6 — May 131
Tue 5/6
Tue 5/13
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 May 1, 2025.

Round-trip from

$385
(American Airlines)

Popular in

December

Cheapest in

August

Average price

$411
From Jacksonville Albert J Ellis to Caribbean
Search Deals
Highest demand for flights based on searches. 35% potential increase in price ($308 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 14% potential price decrease ($71 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in May 2025
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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 May 1, 2025.

This American Airlines deal was found by Cheapflights users on 4/30. 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.
Thu 5/295:00 amOAJ - SJU
1 stop15h 33mAmerican Airlines
Thu 6/58:00 amSJU - OAJ
1 stop15h 58mAmerican Airlines
Deal found 4/30$385
This Delta deal was found by Cheapflights users on 4/30. 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.
Tue 8/195:40 amOAJ - STT
1 stop8h 15mDelta
Tue 8/263:00 pmSTT - OAJ
1 stop7h 19mDelta
Deal found 4/30$454
This American Airlines deal was found by Cheapflights users on 4/30. 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 11/48:24 pmOAJ - MBJ
1 stop13h 46mAmerican Airlines
Tue 11/114:05 pmMBJ - OAJ
2 stops16h 18mAmerican Airlines
Deal found 4/30$509
This American Airlines deal was found by Cheapflights users on 4/29. 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.
Fri 6/136:01 pmOAJ - SXM
2 stops21h 04mAmerican Airlines
Fri 6/202:34 pmSXM - OAJ
2 stops22h 17mAmerican Airlines
Deal found 4/29$563
This American Airlines deal was found by Cheapflights users on 4/30. 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 8/197:14 pmOAJ - STT
2 stops17h 38mAmerican Airlines
Tue 8/261:52 pmSTT - OAJ
2 stops19h 40mAmerican Airlines
Deal found 4/30$592
This WestJet deal was found by Cheapflights users on 4/30. 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.
Mon 12/12:25 pmOAJ - MBJ
2 stops23h 28mWestJet
Mon 12/86:55 pmMBJ - OAJ
2 stops27h 21mWestJet
Deal found 4/30$1,929
This WestJet deal was found by Cheapflights users on 4/30. 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.
Fri 5/163:17 pmOAJ - NAS
2 stops43h 06mWestJet
Fri 5/2311:15 amNAS - OAJ
2 stops34h 55mWestJet
Deal found 4/30$3,485

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 May 1, 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

Thu 5/29

5:00 am-8:33 pm

1 stop15h 33m

San Juan Luis Munoz Marin Intl

Thu 6/5

8:00 am-11:58 pm

1 stop15h 58m

$385

JacksonvilleSaint Thomas Island

OAJ - STT

OAJSTT

Jacksonville Albert J Ellis

Tue 8/19

5:40 am-1:55 pm

1 stop8h 15m

Saint Thomas Island Cyril E King

Tue 8/26

3:00 pm-10:19 pm

1 stop7h 19m

$454

JacksonvilleSimpson Bay

OAJ - SXM

OAJSXM

Jacksonville Albert J Ellis

Fri 6/13

6:01 pm-3:05 pm

2 stops21h 04m

Simpson Bay Princess Juliana

Fri 6/20

2:34 pm-12:51 pm

2 stops22h 17m

$563

JacksonvilleSaint Thomas Island

OAJ - STT

OAJSTT

Jacksonville Albert J Ellis

Tue 8/19

7:14 pm-12:52 pm

2 stops17h 38m

Saint Thomas Island Cyril E King

Tue 8/26

1:52 pm-9:32 am

2 stops19h 40m

$592

JacksonvilleMontego Bay

OAJ - MBJ

OAJMBJ

Jacksonville Albert J Ellis

Thu 6/19

11:54 am-9:27 am

2 stops22h 33m

Montego Bay Sangster Intl

Mon 6/23

2:55 pm-11:14 am

2 stops43h 19m

$3,292

JacksonvilleNassau

OAJ - NAS

OAJNAS

Jacksonville Albert J Ellis

Fri 5/16

3:17 pm-10:23 am

2 stops43h 06m

Nassau Intl

Fri 5/23

11:15 am-10:10 pm

2 stops34h 55m

$3,485

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/30

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 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 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 May 1, 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.

Rainfall in Caribbean by month

Plan your trip to Caribbean by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Caribbean 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 when rainfall is around 2.2 in.

Temperature in Caribbean by month

Plan your trip to Caribbean by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Caribbean, 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

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 May 1, 2025.
Delta
8.0
Very good
7,934 reviews

Boarding

8.2

Comfort

7.9

Food

7.3

Entertainment

7.9

Crew

8.5

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
Delta
8.0
Very good
7,934 reviews
Delta
8.0
Very good
7,934 reviews

Boarding

8.2

Comfort

7.9

Food

7.3

Entertainment

7.9

Crew

8.5

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,934 reviews

Boarding

8.2

Comfort

7.9

Food

7.3

Entertainment

7.9

Crew

8.5

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
WestJet
7.2
Good
2,826 reviews
Delta
8.0
Very good
7,934 reviews

Boarding

8.2

Comfort

7.9

Food

7.3

Entertainment

7.9

Crew

8.5

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

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 - San Juan Luis Munoz Marin Intl or Jacksonville Albert J Ellis - Saint Thomas Island Cyril E King 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 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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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 May 1, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$252Average$705FlexibilityNo cancel feeOn-time71%
DeltaCheapest$284Average$372FlexibilityNo cancel feeOn-timeN/A

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