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$303+ 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 7/1. Fares are subject to change and may not be available on all flights or dates of travel.
OAJ — SJU
Jun 23 — Jun 301
Mon 6/23
Mon 6/30
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 June 18, 2025.

Round-trip from

$365
(American Airlines)

One-way from

$303
(American Airlines)

Popular in

December

Cheapest in

August

Average price

$685
From Jacksonville Albert J Ellis to Caribbean
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One-way flight from Jacksonville Albert J Ellis to Caribbean
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Highest demand for flights based on searches. 32% potential increase in price ($283 potential increase over avg. RT price).
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Cheapest flight prices on average. 14% potential price decrease ($76 potential savings vs. average RT price).
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Average for round-trip flights in June 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 June 18, 2025.

This American Airlines deal was found by Cheapflights users on 6/16. 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
Wed 10/112:01 pmSJU - OAJ
2 stops20h 29mAmerican Airlines
Deal found 6/16$365
This American Airlines deal was found by Cheapflights users on 6/16. 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 11/45:01 amOAJ - MBJ
1 stop6h 59mAmerican Airlines
Tue 11/112:05 pmMBJ - OAJ
2 stops18h 18mAmerican Airlines
Deal found 6/16$519
This American Airlines deal was found by Cheapflights users on 6/18. 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 9/266:00 amKIN - OAJ
2 stops16h 08mAmerican Airlines
Deal found 6/18$616
This Delta deal was found by Cheapflights users on 6/18. 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 9/2211:06 amOAJ - KIN
1 stop9h 54mDelta
Fri 9/269:00 amKIN - OAJ
1 stop7h 46mDelta
Deal found 6/18$637
This Delta deal was found by Cheapflights users on 6/17. 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 11/45:40 amOAJ - MBJ
1 stop8h 14mDelta
Tue 11/113:32 pmMBJ - OAJ
1 stop6h 44mDelta
Deal found 6/17$662
This American Airlines deal was found by Cheapflights users on 6/17. 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 8/16:59 amOAJ - CUR
2 stops8h 16mAmerican Airlines
Fri 8/84:35 pmCUR - OAJ
2 stops20h 21mAmerican Airlines
Deal found 6/17$1,012
This WestJet deal was found by Cheapflights users on 6/16. 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 12/16:25 pmOAJ - MBJ
2 stops19h 28mWestJet
Mon 12/86:55 pmMBJ - OAJ
2 stops27h 21mWestJet
Deal found 6/16$2,381
This WestJet deal was found by Cheapflights users on 6/18. 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 10/1111:06 amOAJ - SXM
2 stops26h 08mWestJet
Thu 10/163:10 pmSXM - OAJ
2 stops26h 36mWestJet
Deal found 6/18$3,894
This WestJet deal was found by Cheapflights users on 6/17. 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.
Sun 11/306:25 pmOAJ - BGI
2 stops19h 32mWestJet
Fri 12/53:50 pmBGI - OAJ
2 stops31h 26mWestJet
Deal found 6/17$4,206
This WestJet deal was found by Cheapflights users on 6/17. 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 8/15:50 amOAJ - KIN
2 stops33h 40mWestJet
Fri 8/83:30 pmKIN - OAJ
2 stops29h 46mWestJet
Deal found 6/17$4,364

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 June 18, 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

Fri 9/26

8:00 am-3:52 pm

1 stop7h 52m

San Juan Luis Munoz Marin Intl

Wed 10/1

12:01 pm-8:30 am

2 stops20h 29m

$365

JacksonvilleMontego Bay

OAJ - MBJ

OAJMBJ

Jacksonville Albert J Ellis

Tue 11/4

5:01 am-12:00 pm

1 stop6h 59m

Montego Bay Sangster Intl

Tue 11/11

2:05 pm-8:23 am

2 stops18h 18m

$519

JacksonvilleKingston

OAJ - KIN

OAJKIN

Jacksonville Albert J Ellis

Mon 9/22

7:10 pm-11:52 am

2 stops17h 42m

Kingston Norman Manley

Fri 9/26

6:00 am-11:08 pm

2 stops16h 08m

$616

JacksonvilleKingston

OAJ - KIN

OAJKIN

Jacksonville Albert J Ellis

Mon 9/22

11:06 am-8:00 pm

1 stop9h 54m

Kingston Norman Manley

Fri 9/26

9:00 am-5:46 pm

1 stop7h 46m

$637

JacksonvilleMontego Bay

OAJ - MBJ

OAJMBJ

Jacksonville Albert J Ellis

Tue 11/4

5:40 am-1:54 pm

1 stop8h 14m

Montego Bay Sangster Intl

Tue 11/11

3:32 pm-10:16 pm

1 stop6h 44m

$662

JacksonvilleWillemstad

OAJ - CUR

OAJCUR

Jacksonville Albert J Ellis

Fri 8/1

6:59 am-3:15 pm

2 stops8h 16m

Willemstad Hato Int.

Fri 8/8

4:35 pm-12:56 pm

2 stops20h 21m

$1,012

JacksonvilleMontego Bay

OAJ - MBJ

OAJMBJ

Jacksonville Albert J Ellis

Mon 12/1

6:25 pm-1:53 pm

2 stops19h 28m

Montego Bay Sangster Intl

Mon 12/8

6:55 pm-10:16 pm

2 stops27h 21m

$2,381

JacksonvilleSimpson Bay

OAJ - SXM

OAJSXM

Jacksonville Albert J Ellis

Sat 10/11

11:06 am-1:14 pm

2 stops26h 08m

Simpson Bay Princess Juliana

Thu 10/16

3:10 pm-5:46 pm

2 stops26h 36m

$3,894

JacksonvilleBridgetown

OAJ - BGI

OAJBGI

Jacksonville Albert J Ellis

Sun 11/30

6:25 pm-2:57 pm

2 stops19h 32m

Bridgetown Grantley Adams Intl

Fri 12/5

3:50 pm-10:16 pm

2 stops31h 26m

$4,206

JacksonvilleKingston

OAJ - KIN

OAJKIN

Jacksonville Albert J Ellis

Fri 8/1

5:50 am-2:30 pm

2 stops33h 40m

Kingston Norman Manley

Fri 8/8

3:30 pm-10:16 pm

2 stops29h 46m

$4,364

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/15

Showing 1-10 of 11 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 June 18, 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 June 18, 2025.
Delta
8.0
Very good
7,964 reviews

Comfort

7.9

Crew

8.5

Entertainment

7.9

Overall

8.0

Food

7.3

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
7,964 reviews
Delta
8.0
Very good
7,964 reviews

Comfort

7.9

Crew

8.5

Entertainment

7.9

Overall

8.0

Food

7.3

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
7,964 reviews

Comfort

7.9

Crew

8.5

Entertainment

7.9

Overall

8.0

Food

7.3

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!
WestJet
7.2
Good
2,876 reviews
Delta
8.0
Very good
7,964 reviews

Comfort

7.9

Crew

8.5

Entertainment

7.9

Overall

8.0

Food

7.3

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.

  • 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 - 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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Alternative routes for Jacksonville to Caribbean

See prices for flight routes from nearby airports that may be better suited for you.
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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 June 18, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$284Average$394FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$323Average$704FlexibilityNo cancel feeOn-time71%

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