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Cayman Islands

$295+ 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 11/4. Fares are subject to change and may not be available on all flights or dates of travel.
JAX — GCM
Nov 21 — Nov 281
Fri 11/21
Fri 11/28
1 adult, Economy
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Find flight deals from Jacksonville to Cayman Islands

Cheapest flights from Jacksonville to Cayman Islands
Explore the most affordable flight options available from Jacksonville to Cayman Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 22, 2025.

This Priceline deal was found by Cheapflights users on 10/20. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/1310:24 amJAX - GCM
1 stop28h 07mJetBlue
Sun 11/163:40 pmGCM - JAX
1 stop17h 52mJetBlue
Deal found 10/20$441
This United Airlines deal was found by Cheapflights users on 10/20. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/229:20 amJAX - GCM
1 stop7h 15mUnited Airlines
Sun 12/285:45 pmGCM - JAX
1 stop21h 58mUnited Airlines
Deal found 10/20$557
This American Airlines deal was found by Cheapflights users on 10/20. 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 12/227:25 pmJAX - GCM
2 stops16h 22mAmerican Airlines
Sun 12/2812:50 pmGCM - JAX
1 stop11h 09mAmerican Airlines
Deal found 10/20$564
This American Airlines deal was found by Cheapflights users on 10/19. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/226:00 amJAX - GCM
1 stop8h 21mAmerican Airlines
Wed 12/247:30 amGCM - JAX
1 stop13h 59mAmerican Airlines
Deal found 10/19$568
This American Airlines deal was found by Cheapflights users on 10/21. 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 11/136:00 amJAX - GCM
1 stop14h 28mAmerican Airlines
Sun 11/169:00 amGCM - JAX
1 stop8h 10mAmerican Airlines
Deal found 10/21$591
This American Airlines deal was found by Cheapflights users on 10/20. 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 11/27:00 amJAX - GCM
1 stop7h 46mAmerican Airlines
Fri 11/73:10 pmGCM - JAX
1 stop7h 49mAmerican Airlines
Deal found 10/20$631
This American Airlines deal was found by Cheapflights users on 10/21. 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 10/276:00 amJAX - GCM
1 stop8h 10mAmerican Airlines
Fri 10/312:00 pmGCM - JAX
1 stop6h 44mAmerican Airlines
Deal found 10/21$695

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 October 22, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$441
(Priceline)

One-way from

$295
(United Airlines)

Popular in

May

Cheapest in

January

Average price

$534
Provider with most accurate pricing for Jacksonville-George Town Owen Roberts Intl flight deals.
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Provider most trusted by Cheapflights users for Jacksonville-George Town Owen Roberts Intl flights.
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From Jacksonville to Cayman Islands
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One-way flight from Jacksonville to Cayman Islands
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Highest demand for flights based on searches. 16% potential increase in price ($118 potential increase over avg. RT price).
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Cheapest flight prices on average. 5% potential price decrease ($31 potential savings vs. average RT price).
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Average for round-trip flights in October 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 October 22, 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

Thu 11/13

10:24 am-2:31 pm

1 stop28h 07m

George Town Owen Roberts Intl

Sun 11/16

3:40 pm-9:32 am

1 stop17h 52m

$441

JacksonvilleGeorge Town

JAX - GCM

JAXGCM

Jacksonville

Tue 2/17

6:30 am-12:35 pm

1 stop6h 05m

George Town Owen Roberts Intl

Thu 2/26

2:00 pm-10:45 pm

1 stop8h 45m

$473

JacksonvilleGeorge Town

JAX - GCM

JAXGCM

Jacksonville

Tue 3/3

5:30 am-12:35 pm

1 stop7h 05m

George Town Owen Roberts Intl

Tue 3/10

1:00 pm-8:38 pm

1 stop6h 38m

$473

JacksonvilleGeorge Town

JAX - GCM

JAXGCM

Jacksonville

Tue 3/3

10:04 am-1:55 pm

1 stop3h 51m

George Town Owen Roberts Intl

Tue 3/10

8:30 am-7:21 pm

2 stops9h 51m

$478

JacksonvilleGeorge Town

JAX - GCM

JAXGCM

Jacksonville

Tue 2/17

6:55 am-1:55 pm

2 stops7h 00m

George Town Owen Roberts Intl

Thu 2/26

2:20 pm-12:15 am

1 stop9h 55m

$478

JacksonvilleGeorge Town

JAX - GCM

JAXGCM

Jacksonville

Tue 3/10

6:00 am-1:02 pm

1 stop8h 02m

George Town Owen Roberts Intl

Wed 3/11

2:10 pm-11:32 pm

1 stop8h 22m

$507

JacksonvilleGeorge Town

JAX - GCM

JAXGCM

Jacksonville

Wed 1/14

6:00 am-11:49 am

1 stop5h 49m

George Town Owen Roberts Intl

Tue 1/20

3:40 pm-11:57 pm

1 stop8h 17m

$514

JacksonvilleGeorge Town

JAX - GCM

JAXGCM

Jacksonville

Tue 11/4

6:00 am-11:56 am

1 stop5h 56m

$295

JacksonvilleGeorge Town

JAX - GCM

JAXGCM

Jacksonville

Tue 11/4

7:00 am-4:30 pm

1 stop9h 30m

$295

JacksonvilleGeorge Town

JAX - GCM

JAXGCM

Jacksonville

Tue 11/4

7:10 pm-1:44 pm

3 stops42h 34m

$717

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/21

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 October 22, 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
7,981 reviews

Boarding

8.2

Crew

8.5

Entertainment

7.9

Overall

7.9

Food

7.3

Comfort

7.9

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
7,981 reviews
Delta
7.9
Good
7,981 reviews

Boarding

8.2

Crew

8.5

Entertainment

7.9

Overall

7.9

Food

7.3

Comfort

7.9

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
11,029 reviews
Delta
7.9
Good
7,981 reviews

Boarding

8.2

Crew

8.5

Entertainment

7.9

Overall

7.9

Food

7.3

Comfort

7.9

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 3h 51m. JetBlue provides one of the quickest options available for as low as $478. 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 American Airlines. According to our data, you can fly for as low as $295. Users have also found prices from $295 and $717 on United Airlines and WestJet, 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.

See more FAQs

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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 October 22, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$431Average$590FlexibilityNo cancel feeOn-time71%
DeltaCheapest$437Average$534FlexibilityNo cancel feeOn-timeN/A

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