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Caribbean Islands

$385+ Cheap flights from Jacksonville, NC (OAJ) to Caribbean Islands

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 8/19. Fares are subject to change and may not be available on all flights or dates of travel.
OAJ — SJU
Apr 6 — Apr 131
Sun 4/6
Sun 4/13
1 adult, Economy
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Cheap flight deals from Jacksonville to Caribbean Islands

Keep the following information in mind while searching for Jacksonville to Caribbean Islands flight deals. Data was last updated April 1, 2025.

Round-trip from

$385
(American Airlines)

Popular in

December

Cheapest in

August

Average price

$668
From Jacksonville Albert J Ellis to Caribbean Islands
Search Deals
Highest demand for flights based on searches. 36% potential increase in price ($321 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 15% potential price decrease ($73 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in April 2025
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Find flight deals from Jacksonville to Caribbean Islands

Cheapest flights from Jacksonville to Caribbean Islands
Explore the most affordable flight options available from Jacksonville to Caribbean Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 1, 2025.

This American Airlines deal was found by Cheapflights users on 3/30. 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 8/194:11 pmOAJ - STT
2 stops20h 39mAmerican Airlines
Tue 8/265:25 pmSTT - OAJ
2 stops15h 06mAmerican Airlines
Deal found 3/30$385
This Delta deal was found by Cheapflights users on 3/31. 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.
Sun 5/45:45 amOAJ - STT
1 stop9h 20mDelta
Mon 5/121:17 pmSTT - OAJ
1 stop8h 53mDelta
Deal found 3/31$484
This American Airlines deal was found by Cheapflights users on 3/31. 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 5/17:43 pmOAJ - SJU
1 stop15h 07mAmerican Airlines
Sun 5/117:15 amSJU - OAJ
1 stop16h 50mAmerican Airlines
Deal found 3/31$488
This American Airlines deal was found by Cheapflights users on 3/31. 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 11/49:00 amOAJ - MBJ
1 stop5h 15mAmerican Airlines
Tue 11/114:10 pmMBJ - OAJ
2 stops16h 13mAmerican Airlines
Deal found 3/31$509
This Delta deal was found by Cheapflights users on 3/31. 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 4/152:22 pmOAJ - SJU
1 stop8h 53mDelta
Sat 4/197:15 amSJU - OAJ
1 stop9h 32mDelta
Deal found 3/31$734
This WestJet deal was found by Cheapflights users on 3/31. 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 12/15:40 amOAJ - MBJ
2 stops32h 13mWestJet
Mon 12/86:55 pmMBJ - OAJ
2 stops27h 21mWestJet
Deal found 3/31$1,784
This WestJet deal was found by Cheapflights users on 3/31. 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 4/116:52 pmOAJ - BGI
2 stops19h 01mWestJet
Mon 4/142:50 pmBGI - OAJ
2 stops32h 04mWestJet
Deal found 3/31$3,368

Cheapflights Fare Finder

Customize your flight search to find flights from Jacksonville to Caribbean Islands 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 April 1, 2025.
Use the filters below to find and compare flights from Jacksonville to Caribbean Islands that are best for you.

Fly from

Jacksonville

Fly to

Caribbean Islands

Route

Depart

Return

Price

JacksonvilleSaint Thomas Island

OAJ - STT

OAJSTT

Jacksonville Albert J Ellis

Tue 8/19

4:11 pm-12:50 pm

2 stops20h 39m

Saint Thomas Island Cyril E King

Tue 8/26

5:25 pm-8:31 am

2 stops15h 06m

$385

JacksonvilleSaint Thomas Island

OAJ - STT

OAJSTT

Jacksonville Albert J Ellis

Sun 5/4

5:45 am-3:05 pm

1 stop9h 20m

Saint Thomas Island Cyril E King

Mon 5/12

1:17 pm-10:10 pm

1 stop8h 53m

$484

JacksonvilleSan Juan

OAJ - SJU

OAJSJU

Jacksonville Albert J Ellis

Thu 5/1

7:43 pm-10:50 am

1 stop15h 07m

San Juan Luis Munoz Marin Intl

Sun 5/11

7:15 am-12:05 am

1 stop16h 50m

$488

JacksonvilleSan Juan

OAJ - SJU

OAJSJU

Jacksonville Albert J Ellis

Tue 4/15

2:22 pm-11:15 pm

1 stop8h 53m

San Juan Luis Munoz Marin Intl

Sat 4/19

7:15 am-4:47 pm

1 stop9h 32m

$734

JacksonvilleBridgetown

OAJ - BGI

OAJBGI

Jacksonville Albert J Ellis

Fri 4/11

6:52 pm-1:53 pm

2 stops19h 01m

Bridgetown Grantley Adams Intl

Mon 4/14

2:50 pm-10:54 pm

2 stops32h 04m

$3,368

JacksonvilleMontego Bay

OAJ - MBJ

OAJMBJ

Jacksonville Albert J Ellis

Wed 4/30

6:51 pm-11:42 am

2 stops17h 51m

Montego Bay Sangster Intl

Sun 5/4

12:45 pm-10:54 pm

2 stops33h 09m

$3,819

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/30

Best time to book a flight from Jacksonville to Caribbean Islands

Have a flexible travel schedule? Discover the best time to fly to Caribbean Islands 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 Islands

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

Currently, September is the cheapest month in which you can book a flight from Jacksonville, North Carolina to Caribbean Islands (average of $254). Flying from Jacksonville, North Carolina to Caribbean Islands 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 EPX?

Find hourly flight availability from Jacksonville to Caribbean Islands. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated April 1, 2025.

When flying from Jacksonville, North Carolina to Caribbean Islands, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Rainfall in Caribbean Islands by month

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

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

Temperature in Caribbean Islands by month

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

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

Get insights into the airlines that provide service to Caribbean Islands. 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 Islands. Reviews last updated April 1, 2025.
To help decide which airline to fly from Jacksonville to Caribbean Islands, see what other customers have to say about Delta, American Airlines and WestJet. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,899 reviews

Food

7.3

Entertainment

7.9

Boarding

8.2

Crew

8.5

Overall

8.0

Comfort

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
7,899 reviews
Delta
8.0
Very good
7,899 reviews

Food

7.3

Entertainment

7.9

Boarding

8.2

Crew

8.5

Overall

8.0

Comfort

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
7,899 reviews

Food

7.3

Entertainment

7.9

Boarding

8.2

Crew

8.5

Overall

8.0

Comfort

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
2,789 reviews
Delta
8.0
Very good
7,899 reviews

Food

7.3

Entertainment

7.9

Boarding

8.2

Crew

8.5

Overall

8.0

Comfort

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 Islands. 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 Islands?

    Located just 11.3 mi from the city center, Jacksonville Albert J Ellis (OAJ) is the airport most travelers will use when flying to Caribbean Islands from Jacksonville.

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

    The most popular flight routes from Jacksonville, North Carolina to Caribbean Islands are Jacksonville Albert J Ellis - Varadero Juan Gualberto Gomez, Jacksonville Albert J Ellis - Saint Thomas Island Cyril E King and Jacksonville Albert J Ellis - Montego Bay Sangster Intl.

  • Can I find deals for flights from Jacksonville to Caribbean Islands that include hotel bookings?

    Yes. In addition to deals on Jacksonville to Caribbean Islands flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Jacksonville to Caribbean Islands?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Jacksonville to Caribbean Islands.

  • Can I find deals for business class flights from Jacksonville to Caribbean Islands?

    Yes. Cheapflights offers flight deals from Jacksonville to Caribbean Islands 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 Islands?

    Currently, September is the cheapest month in which you can book a flight from Jacksonville, North Carolina to Caribbean Islands (average of $254). Flying from Jacksonville, North Carolina to Caribbean Islands 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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Alternative routes for Jacksonville to Caribbean Islands

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Top 2 airlines flying from Jacksonville to Caribbean Islands

Discover the top 2 airlines that operate flights from Jacksonville to Caribbean Islands. 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 April 1, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$252Average$702FlexibilityNo cancel feeOn-time71%
DeltaCheapest$284Average$394FlexibilityNo cancel feeOn-timeN/A
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