$581 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 5/1. 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, 0 bags

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Book Cheap Jacksonville to the Cayman Islands Plane Tickets

 
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

Fri, May 1 - Fri, May 8
Southwest Logo
6:05 am - 12:10 pm
JAX
-
GCM
7h 05m
2 stops
Southwest Logo
1:05 pm - 10:15 am
GCM
-
JAX
20h 10m
2 stops
$581Southwest
Sun, Jul 12 - Sun, Jul 19
American Airlines Logo
8:17 pm - 11:25 am
JAX
-
GCM
16h 08m
1 stop
American Airlines Logo
5:12 pm - 12:08 am
GCM
-
JAX
5h 56m
1 stop
$604American Airlines
Sun, Jul 12 - Sun, Jul 19
American Airlines Logo
8:17 pm - 11:01 am
JAX
-
GCM
15h 44m
2 stops
American Airlines Logo
12:02 pm - 12:08 am
GCM
-
JAX
11h 06m
1 stop
$609American Airlines
Sun, Jul 12 - Sun, Jul 19
American Airlines Logo
6:00 am - 11:01 am
JAX
-
GCM
6h 01m
1 stop
American Airlines Logo
5:12 pm - 12:08 am
GCM
-
JAX
5h 56m
1 stop
$614American Airlines
Sun, Jul 12 - Sun, Jul 19
American Airlines Logo
6:00 am - 11:01 am
JAX
-
GCM
6h 01m
1 stop
American Airlines Logo
5:12 pm - 12:51 pm
GCM
-
JAX
18h 39m
2 stops
$619American Airlines
Wed, Aug 5 - Sun, Aug 9
American Airlines Logo
6:00 am - 1:10 pm
JAX
-
GCM
8h 10m
1 stop
American Airlines Logo
12:10 pm - 11:53 pm
GCM
-
JAX
10h 43m
1 stop
$629American Airlines
Wed, Jun 3 - Mon, Jun 8
Southwest Logo
4:30 pm - 11:50 am
JAX
-
GCM
20h 20m
2 stops
Southwest Logo
12:45 pm - 10:25 am
GCM
-
JAX
20h 40m
2 stops
$632Southwest
Wed, Jun 3 - Mon, Jun 8
American Airlines Logo
6:00 am - 11:01 am
JAX
-
GCM
6h 01m
1 stop
American Airlines Logo
5:12 pm - 11:59 pm
GCM
-
JAX
5h 47m
1 stop
$645American Airlines
Wed, Jun 3 - Mon, Jun 8
American Airlines Logo
6:20 am - 11:30 am
JAX
-
GCM
6h 10m
1 stop
American Airlines Logo
12:01 pm - 12:04 am
GCM
-
JAX
11h 03m
2 stops
$650American Airlines
Thu, Apr 23 - Mon, Apr 27
JetBlue Logo
11:12 am - 1:58 pm
JAX
-
GCM
27h 46m
1 stop
JetBlue Logo
3:05 pm - 10:44 am
GCM
-
JAX
18h 39m
1 stop
$653JetBlue
Booking Insights

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 October, when tickets cost $516 (return) on average. On the other hand, the most expensive months are April and November, when the average cost of round-trip tickets is $714 and $674 respectively.

Good to know

Low seasonMarch
Cheapest flight$581
Best time to beat the crowds with an average 3% drop in price.
Most popular time to fly with an average 18% 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.

Reviews of the 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.
7.9
DeltaOverall score based on 8288 reviews
8.5Crew
7.2Food
7.8Entertainment
8.1Boarding
7.9Comfort
Airline reviews

Perhaps when you’re sitting in 1st class and the crew closes the bathroom for the pilots, there could be a notification other than holding your hands up as a blockade when you get there and you’re told the restrooms are closed please turn around … especially at night when visibility is poor and you’re met by a flight attendants with their arms up

10.0 ExcellentDebra, Mar 2026
PBI - ATL
Read more Delta reviews

Perhaps when you’re sitting in 1st class and the crew closes the bathroom for the pilots, there could be a notification other than holding your hands up as a blockade when you get there and you’re told the restrooms are closed please turn around … especially at night when visibility is poor and you’re met by a flight attendants with their arms up

Loved flying First Class. Very comfortable. The seat was amazing. Enjoyed a movie and was able to relax so much better than in coach.

We landed and sat on the tarmac for 45 minutes because they only have one gate at the airport and there was another plane running late so we had to wait

An awesome flight crew. FC seat cushion just doesn’t cut it for a 3+ hour flight.

Delta continues to set the benchmark for traveler-friendly service with minimal disruption and clear communication within the mainland US (coast to coast). I am consistently pleased to be a Delta customer, and this experience once again met my expectations. There was a brief delay departing from MIA due to a technical issue that required the aircraft to return to the gate. However, the situation was handled professionally and transparently. Fortunately, my planned layover allowed ample buffer time, so the adjustment caused no stress. Overall, another smooth and reassuring experience.

Totally worth the miles to upgrade to Delta Comfort. Plenty of legroom.

This was my first time flying Delta ever and I had a great experience!

The flight was great as well as the airline staff

Comfort seating was on the tight side. Maybe it was a smaller plane(?)

Excellent flight and got us around tough weather. Only issue was seat TV did not work and crew tried to reboot.

After changing the departure gate 5 times making us mo e from one side of the airport to the other and then back the flight was delayed nearly 2 hours. The male flight attendant had a bad attitude with the guest being condescending, disrespectful with people who were already on edge.

There was no beverage service and the only time I saw a crew member walk through the cabin is when we were preparing to land.

Flights were constantly delayed. CRW took 50 minutes to get bags

Appreciate having multiple food options for allergies. Nice to have an extra seat between us for comfort.

Where do I start!! I was delayed with my flight from Dallas to Tampa. On the way back from Tampa to Dallas the flight was delayed over 4 hours+. I was put on another flight that was also delayed but not as long. Traveling on American Airlines is becoming exhausing.

I didn't end up taking this flight. I got up at 4am for a flight that was supposed to board at 6am - at 5:55am you delayed the flight to 10am. The airport is under construction so I switched to a later flight as I wasn't going to sit in the airport for 4 hours. They said the delay was due to the crew needing rest from a flight coming in late the night before - if that was the case then I think you should have delayed the flight much sooner so that passengers wouldn't get up so early and get to the airport to sit and wait.

The flight attendants and the service is getting worse by the day.

Other than nearly three hour delay for maintenance issues, everything went smooth

why would I bother with this airline and pick seats when I am asked to move for a weight imbalance

Overall good. The pilots and flight attendants are excellent! The equipment was the issue on my First flight as they had to wait for a part to be installed. So the take off was at least 30 minutes later.

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

Information on your arrival and departure airports