$440 Find Cheap Flights from Jacksonville to the Cayman Islands

This is the cheapest round-trip flight price found by a KAYAK user in the last 72 hours by searching for a flight from Jacksonville to the Cayman Islands departing on 11/2. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy

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Best Cayman Islands Flight Deals from Jacksonville

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
George Town
George Town1 stop$440
George Town
George Town1 stop$440

Cheap Flights from Jacksonville to the Cayman Islands

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Jacksonville to the Cayman Islands that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Jacksonville to the Cayman Islands

Sun, Nov 2 - Fri, Nov 7
American Airlines Logo
7:01 am - 3:55 pmJAX-GCM
8h 54m1 stop
American Airlines Logo
8:30 am - 6:51 pmGCM-JAX
10h 21m1 stop
$440American Airlines
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Fri, Oct 24 - Fri, Oct 31
American Airlines Logo
11:43 am - 7:05 pmJAX-GCM
8h 22m1 stop
American Airlines Logo
8:30 am - 11:54 pmGCM-JAX
14h 24m1 stop
$465American Airlines
Find Deal
Fri, Oct 24 - Fri, Oct 31
American Airlines Logo
11:43 am - 7:05 pmJAX-GCM
8h 22m1 stop
American Airlines Logo
8:30 am - 5:35 pmGCM-JAX
8h 05m2 stops
$469American Airlines
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Sun, Sep 28 - Sun, Oct 5
Delta Logo
7:30 am - 11:31 amJAX-GCM
5h 01m1 stop
Delta Logo
12:53 pm - 8:39 pmGCM-JAX
6h 46m1 stop
$470Delta
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Sun, Sep 28 - Sun, Oct 5
American Airlines Logo
6:34 pm - 11:10 amJAX-GCM
17h 36m2 stops
American Airlines Logo
12:30 pm - 9:57 amGCM-JAX
20h 27m2 stops
$474American Airlines
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Sun, Sep 28 - Sun, Oct 5
American Airlines Logo
6:34 pm - 11:10 amJAX-GCM
17h 36m2 stops
American Airlines Logo
12:30 pm - 2:30 pmGCM-JAX
25h 00m1 stop
$482American Airlines
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Sat, Jul 19 - Sat, Jul 26
American Airlines Logo
8:30 pm - 11:22 amJAX-GCM
15h 52m1 stop
American Airlines Logo
12:10 pm - 10:14 pmGCM-JAX
9h 04m1 stop
$541American Airlines
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Sat, Jul 19 - Sat, Jul 26
 Logo
9:50 am - 5:20 pmJAX-GCM
32h 30m2 stops
 Logo
8:50 am - 3:33 pmGCM-JAX
29h 43m3 stops
$1,084
Find Deal
Sat, Jul 19 - Sat, Jul 26
 Logo
11:20 am - 5:20 pmJAX-GCM
31h 00m3 stops
 Logo
8:50 am - 3:33 pmGCM-JAX
29h 43m3 stops
$1,192
Find Deal
Sun, Nov 2 - Fri, Nov 7
Air Canada Logo
7:36 pm - 12:20 pmJAX-GCM
40h 44m2 stops
Air Canada Logo
1:35 pm - 9:18 amGCM-JAX
19h 43m2 stops
$1,383Air Canada
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KAYAK's insights & trends for Jacksonville to the Cayman Islands flights

Get data-powered insights and trends into flights from Jacksonville to the Cayman Islands to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest month to fly from Jacksonville to the Cayman Islands?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Jacksonville to the Cayman Islands, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Jacksonville to the Cayman Islands is August, when tickets cost $469 (return) on average. On the other hand, the most expensive months are May and February, when the average cost of round-trip tickets is $659 and $644 respectively.

What’s the cheapest day of the week to fly from Jacksonville to Cayman Islands?

The average price of all round-trip flights from Jacksonville to the Cayman Islands clicked on KAYAK for each day over the last 12 months.

Your flight ticket price will generally be cheaper if you fly to Cayman Islands on a Tuesday and more expensive on a Saturday. On your return trip to Jacksonville, you should consider flying back on a Wednesday, and avoid Tuesdays for better deals.


Good to know

Low seasonMay
High seasonApril
Cheapest flight$440
Best time to beat the crowds but there is an average 18% increase in price.
Most popular time to fly with an average 14% increase in price.
Flight from Jacksonville to George Town

FAQs - booking Cayman Islands flights

  • How does KAYAK find such low prices on flights from Jacksonville to the Cayman Islands?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Jacksonville to the Cayman Islands.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Jacksonville to the Cayman Islands?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Jacksonville to the Cayman Islands is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Jacksonville to the Cayman Islands?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly from Jacksonville to the Cayman Islands with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Jacksonville to the Cayman Islands?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying from Jacksonville to the Cayman Islands up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • What is the cheapest time of day to fly to the Cayman Islands?

    The cheapest time of day to fly to the Cayman Islands is generally in the morning, when round-trip flights cost $501 on average. The most expensive time of day to fly to the Cayman Islands is generally in the morning, which is peak travel time and where the average cost of a ticket is $501.

Top airlines flying from Jacksonville to the Cayman Islands

 
Need help choosing which airline to fly with from Jacksonville to the Cayman Islands? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
DeltaOverall score based on 7963 reviews
8.5Crew
7.9Entertainment
8.2Boarding
7.3Food
7.9Comfort
Airline reviews

Excellent check-in. Crew was good. Excellent communication from flight deck.

8.0 ExcellentPatrick, Jun 2025JAX - BOS
Read more Delta reviews

Excellent check-in. Crew was good. Excellent communication from flight deck.

Amazing flight! I have never noticed the uniforms of the attendants before in twenty years of flying except today when one female had the most amazing dress on. It was beautifully designed and showed she was in charge. I never dreamed I would google who designed Delta uniforms . The ultimate compliment is when another woman admires your outfit. . I hope your designer puts it on the market

This had nothing to do with Delta… The flights were on time and flawless. The service was excellent. We purchased seats in (aisle/middle) comfort plus since this was a cross country flight. Unfortunately, the woman seated at the window was 300+ pounds and, as might be expected, covered up about a third of the middle seat also. there was absolutely nothing that Delta could have done about that… I just don’t know what the answer should be. If you purchase a seat, you should should be able to use the entire seat and not just the portion that someone else is not sitting/oozing in. Disappointing…there should be something that could be done….I'm just not sure what solution could be.

The worst part was I was NOT allowed in the lounge even though I was holding a first class ticket and have a premium American Express card. I have flown Business or First Class with many airlines. Delta is the ONLY one who does not extend this courtesy to anyone except people who hold the very expensive American Express card. As a result, I won’t fly Delta if I have any other choice.

The Dekta Rep that checked us in was great. She's very personable, pleasant, and can tell she enjoys her job.

Friendly flight attendants, smooth 8-9 hours flight. Economy seats are small and uncomfortable as usual.

The young man who was our flight attendant in first class was lazy and did not do his job well at all. Never offered drinks upon boarding - actually I take that back... said "are you okay with water" as if I do not want to get you anything else, only passed the snacks around once, got my drink order wrong and then never offered a second round of drinks. He was the worst I have ever seen on Delta and we fly a lot.

Flight left early and arrived early. the whole trip was excellent.

Newer plane, relatively easy boarding, not a full flight and was told that we could not be moved up because of weight and balance issues. Otherwise, a very good experience.

Everything was great. Great service, excellent communication, and early arrival

Food was terrible, all served at once, poor quality . Wine and bread offered only once.

It was one of my worst flight ever. First they were changing the gate for at least 4 times, changing from gate D7 to D12 to D44. Considering the size of the Miami Airport, we are talking about long distance and the train at the airport was not working. Then the flight was delayed around one hour. Then finally we boarded into the plane and when everybody was seated, there was an announcement that there is an issue with one of the tire of the plane, so we all had to get out of the plane with our belongings, to replace the tire. So we had around 2.5-hour delay

No entertainment yatem in flight at seat 51H. Would not shut down either leaving a self moving and openin and changing menus with changes in colors,images brightness levels sort of the type when you get sleep deprivation and image overload when being tortured during an interrogation. 8 hours worth of it. Unable to place backpack underneath seat on that chair. One female stewardess was excellent as she gave up her carryon's space for my backpack but the rest of the iberia crew were very sharp an chtting during the whole flight. The plane did not have hot water so nobody had coffee nor tea. The plane was not up to par to be flying.

I was late from Jacksonville, FL but the limited interaction I had with the Philly crew was great.

The delays and cancellations kept me stuck in Miami for an additional 24 hours, and the whole thing seemed extremely disorganized

The chicken adobo was a little too spicy but good otherwise. My personal opinion. Movie selection could be improved, too many horror movies. Could add a few more chick flicks! The flight was bumpy at times. We arrived a little early too! Flight attendants friendly.

really bad they refused to check in luggages that I had purchased, even showing them the transaction receipt from british airways app the staff in miami was MEDIOCRE

The flight to Tokyo AA61 took off about two hours late, but then had to turn back. By that time the crew had to be replaced. Then they kept promising to take off in an hour, then in 3, then switch to the next day.

Uncomfortable seats and flight attendant was rude as she insisted on waking up my husband to ask him if he wanted a drink. When he said that he was sleeping, she replied “without an attitude “. He was seated at 8c

No food/snack served during the flight. Crew wasn’t interested at all. Flew American First but flying low cost with Ryanair is even better

Everything you need to know for your flight from Jacksonville to the Cayman Islands

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