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Cayman Islands

$142+ Cheap flights from Jacksonville (JAX) to the Cayman Islands

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 12/5. Fares are subject to change and may not be available on all flights or dates of travel.
JAX — GCM
Dec 20 — Dec 271
Sat 12/20
Sat 12/27
1 adult, Economy
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Find flight deals from Jacksonville to Cayman Islands

Best flights from Jacksonville to Cayman Islands
Discover carefully curated flight deals from Jacksonville to Cayman Islands that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated November 20, 2025.

This Delta deal was found by Cheapflights users on 11/19. 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 1/255:30 amJAX - GCM
1 stop7h 10mDelta
Thu 1/292:05 pmGCM - JAX
1 stop7h 52mDelta
Deal found 11/19$504
This American Airlines deal was found by Cheapflights users on 11/18. 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.
Sat 1/38:37 pmJAX - GCM
1 stop15h 13mAmerican Airlines
Sat 1/1012:16 pmGCM - JAX
1 stop11h 10mAmerican Airlines
Deal found 11/18$545
This Delta deal was found by Cheapflights users on 11/18. 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.
Sun 1/255:30 amJAX - GCM
1 stop7h 10mDelta
Mon 1/262:05 pmGCM - JAX
1 stop9h 53mDelta
Deal found 11/18$593
This American Airlines deal was found by Cheapflights users on 11/18. 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.
Sun 1/256:00 amJAX - GCM
1 stop5h 50mAmerican Airlines
Mon 1/2612:50 pmGCM - JAX
2 stops9h 19mAmerican Airlines
Deal found 11/18$598
This American Airlines deal was found by Cheapflights users on 11/17. 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.
Sun 1/257:25 amJAX - GCM
2 stops12h 55mAmerican Airlines
Thu 1/2912:16 pmGCM - JAX
1 stop5h 44mAmerican Airlines
Deal found 11/17$619

Cheap flight deals from Jacksonville to Cayman Islands

Keep the following information in mind while searching for Jacksonville to Cayman Islands flight deals. Data was last updated November 20, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$504
(Delta)

One-way from

$142
(Kiwi.com)

Popular in

May

Cheapest in

January

Average price

$557
Provider with most accurate pricing for Jacksonville-George Town Owen Roberts Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for Jacksonville-George Town Owen Roberts Intl flights.
Search Deals
From Jacksonville to Cayman Islands
Search Deals
One-way flight from Jacksonville to Cayman Islands
Search Deals
Highest demand for flights based on searches. 16% potential increase in price ($118 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 5% potential price decrease ($31 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in November 2025
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Cheapflights Fare Finder

 
Customize your flight search to find flights from Jacksonville to Cayman 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 November 20, 2025.
Use the filters below to find and compare flights from Jacksonville to the Cayman Islands that are best for you.

Fly from

Jacksonville

Fly to

Cayman Islands

Route

Depart

Return

Price

JacksonvilleGeorge Town

JAX - GCM

JAXGCM

Jacksonville

Sun 1/25

5:30 am-12:40 pm

1 stop7h 10m

George Town Owen Roberts Intl

Thu 1/29

2:05 pm-9:57 pm

1 stop7h 52m

$504

JacksonvilleGeorge Town

JAX - GCM

JAXGCM

Jacksonville

Sat 1/3

8:37 pm-11:50 am

1 stop15h 13m

George Town Owen Roberts Intl

Sat 1/10

12:16 pm-11:26 pm

1 stop11h 10m

$545

JacksonvilleGeorge Town

JAX - GCM

JAXGCM

Jacksonville

Sun 1/25

5:30 am-12:40 pm

1 stop7h 10m

George Town Owen Roberts Intl

Mon 1/26

2:05 pm-11:58 pm

1 stop9h 53m

$593

JacksonvilleGeorge Town

JAX - GCM

JAXGCM

Jacksonville

Sun 1/25

6:00 am-11:50 am

1 stop5h 50m

George Town Owen Roberts Intl

Mon 1/26

12:50 pm-10:09 pm

2 stops9h 19m

$598

JacksonvilleGeorge Town

JAX - GCM

JAXGCM

Jacksonville

Sun 1/25

7:25 am-8:20 pm

2 stops12h 55m

George Town Owen Roberts Intl

Thu 1/29

12:16 pm-6:00 pm

1 stop5h 44m

$619

JacksonvilleGeorge Town

JAX - GCM

JAXGCM

Jacksonville

Sun 1/25

8:10 pm-2:35 pm

1 stop18h 25m

$172

JacksonvilleGeorge Town

JAX - GCM

JAXGCM

Jacksonville

Wed 4/8

6:49 pm-1:55 pm

2 stops20h 06m

$205

JacksonvilleGeorge Town

JAX - GCM

JAXGCM

Jacksonville

Fri 12/5

6:36 pm-2:50 pm

3 stops20h 14m

$208

JacksonvilleGeorge Town

JAX - GCM

JAXGCM

Jacksonville

Sun 1/25

4:20 pm-12:55 pm

2 stops20h 35m

$215

JacksonvilleGeorge Town

JAX - GCM

JAXGCM

Jacksonville

Wed 4/8

7:30 am-11:35 am

1 stop5h 05m

$216

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/18

Showing 1-10 of 12 results
1
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Best time to book a flight from Jacksonville to Cayman Islands

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

What is the cheapest month to book a flight from Jacksonville to Cayman Islands?

Currently, March is the cheapest month in which you can book a flight from Jacksonville to Cayman Islands (average of $404). Flying from Jacksonville to Cayman Islands in May is currently the most expensive (average of $686). 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.

Reviews of airlines servicing Cayman Islands

Get insights into the airlines that provide service to Cayman 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 Cayman Islands. Reviews last updated November 20, 2025.
Peruse reviews from past customers who have flown with Delta and American Airlines from Jacksonville to the Cayman Islands 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
7.9
Good
8,002 reviews

Boarding

8.1

Comfort

7.9

Crew

8.5

Entertainment

7.9

Overall

7.9

Food

7.3

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.
Delta
7.9
Good
8,002 reviews
Delta
7.9
Good
8,002 reviews

Boarding

8.1

Comfort

7.9

Crew

8.5

Entertainment

7.9

Overall

7.9

Food

7.3

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.
American Airlines
7.2
Good
11,047 reviews
Delta
7.9
Good
8,002 reviews

Boarding

8.1

Comfort

7.9

Crew

8.5

Entertainment

7.9

Overall

7.9

Food

7.3

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.

Related info for your journey

Find useful and relevant information for your journey from Jacksonville to Cayman 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 Cayman Islands?

    For a flight from Jacksonville to Cayman Islands, you will be flying from Jacksonville. Jacksonville (JAX) is just 11.2 mi from the center of the city.

  • How long is the flight from Jacksonville to Cayman Islands?

    A quick flight from Jacksonville to Cayman Islands can take about 7h 10m. Delta provides one of the quickest options available for as low as $504. Jacksonville and Cayman Islands are separated by a distance of 774 mi. This flight may include one or multiple stops.

  • What are the cheapest airlines to fly from Jacksonville to Cayman Islands one-way?

    For one-way options, check prices for JetBlue. According to our data, you can fly for as low as $172. Users have also found prices from $215 and $216 on Southwest and Delta, respectively.

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

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

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

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

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

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

    Currently, March is the cheapest month in which you can book a flight from Jacksonville to Cayman Islands (average of $404). Flying from Jacksonville to Cayman Islands in May is currently the most expensive (average of $686). 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.

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Top 2 airlines flying from Jacksonville to Cayman Islands

Discover the top 2 airlines that operate flights from Jacksonville to Cayman 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 November 20, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$431Average$591FlexibilityNo cancel feeOn-time71%
DeltaCheapest$437Average$534FlexibilityNo cancel feeOn-timeN/A

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