$74 Find Cheap Flights from Orlando to Cayman Islands

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Orlando to the Cayman Islands departing on 1/17. 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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Flight Deals

Book Cheap Orlando 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 Orlando 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 Orlando to the Cayman Islands

Thu, Jan 1 - Thu, Jan 8
Spirit Airlines Logo
6:45 am - 1:45 pmMCO-GCM
7h 00m1 stop
Spirit Airlines Logo
2:49 pm - 11:54 pmGCM-MCO
9h 05m1 stop
$251Spirit Airlines
Find Deal
Sat, Jan 10 - Sat, Jan 24
Spirit Airlines Logo
8:26 am - 1:38 pmMCO-GCM
5h 12m1 stop
Spirit Airlines Logo
2:34 pm - 11:54 pmGCM-MCO
9h 20m1 stop
$266Spirit Airlines
Find Deal
Thu, Jan 1 - Thu, Jan 8
Spirit Airlines Logo
6:45 am - 1:45 pmMCO-GCM
7h 00m1 stop
Spirit Airlines Logo
2:49 pm - 7:31 amGCM-MCO
16h 42m2 stops
$296Spirit Airlines
Find Deal
Sat, Jan 10 - Sat, Jan 24
American Airlines Logo
9:03 am - 2:26 pmMCO-GCM
5h 23m1 stop
American Airlines Logo
3:45 pm - 11:59 pmGCM-MCO
8h 14m1 stop
$310American Airlines
Find Deal
Sat, Jan 10 - Sat, Jan 24
Multiple Airlines Logo
6:59 pm - 1:53 pmMCO-GCM
18h 54m1 stop
Multiple Airlines Logo
2:34 pm - 12:36 amGCM-MCO
10h 02m2 stops
$319Multiple Airlines
Find Deal
Fri, Jan 9 - Sun, Jan 11
Spirit Airlines Logo
9:31 pm - 1:38 pmMCO-GCM
16h 07m2 stops
Spirit Airlines Logo
2:49 pm - 11:54 pmGCM-MCO
9h 05m1 stop
$322Spirit Airlines
Find Deal
Sat, Jan 10 - Sat, Jan 24
Spirit Airlines Logo
9:31 pm - 1:53 pmMCO-GCM
16h 22m2 stops
Spirit Airlines Logo
2:34 pm - 7:31 amGCM-MCO
16h 57m2 stops
$324Spirit Airlines
Find Deal
Fri, Jan 9 - Sun, Jan 11
Spirit Airlines Logo
9:01 am - 1:38 pmMCO-GCM
28h 37m3 stops
Spirit Airlines Logo
2:49 pm - 11:54 pmGCM-MCO
9h 05m1 stop
$347Spirit Airlines
Find Deal
Thu, Dec 25 - Sun, Dec 28
Spirit Airlines Logo
6:45 am - 1:45 pmMCO-GCM
7h 00m1 stop
Spirit Airlines Logo
2:40 pm - 5:29 pmGCM-MCO
26h 49m1 stop
$356Spirit Airlines
Find Deal
Thu, Dec 25 - Sun, Dec 28
Spirit Airlines Logo
6:45 am - 1:45 pmMCO-GCM
7h 00m1 stop
Spirit Airlines Logo
2:40 pm - 1:10 pmGCM-MCO
22h 30m1 stop
$357Spirit Airlines
Find Deal
Booking Insights

KAYAK's insights & trends for Orlando to the Cayman Islands flights

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

What is the cheapest Orlando Airport to the Cayman Islands flight route?

Data is based on round-trip flight searches on KAYAK over the past month.

The cheapest ticket to the Cayman Islands from Orlando Airport found in the last 72 hours was to George Town, at $511 round-trip. The most popular route is from Orlando Airport (MCO) to George Town (GCM), and the cheapest round-trip airline ticket found on this route in the last 72 hours was $511.

Can I save money by flying with a layover from Orlando Airport to the Cayman Islands?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

Yes, flying with a layover may cost you more time, but you can also save money on the route, with a 1 stop layover the cheapest option at $528 on average.

What is the cheapest month to fly from Orlando Airport 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 Orlando Airport 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 Orlando Airport to the Cayman Islands is August, when tickets cost $336 (return) on average. On the other hand, the most expensive months are July and September, when the average cost of round-trip tickets is $631 and $630 respectively.

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

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

If your flying dates are flexible, you should consider flying to Cayman Islands on a Monday, as we generally find the cheapest rates on that day for this route. On the other hand, Saturday is the most expensive day to fly from Orlando to Cayman Islands. For your return ticket, we recommend flying on a Thursday and avoiding Sundays for the best deals.

Good to know

Low seasonAugust
Cheapest flight$74
Best time to beat the crowds with an average 40% drop in price.
Most popular time to fly and prices are also 3% lower on average.
Flight from Orlando to George Town

FAQs - booking Cayman Islands flights

  • How does KAYAK find such low prices on flights from Orlando to 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 Orlando to Cayman Islands.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Orlando to 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 Orlando to 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 Orlando to 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 Orlando to 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 Orlando to 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 $593 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 $593.

Reviews of the top airlines flying from Orlando to the Cayman Islands

 
Need help choosing which airline to fly with from Orlando 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
SouthwestOverall score based on 4248 reviews
8.1Boarding
7.0Food
7.5Entertainment
8.6Crew
8.0Comfort
Airline reviews

No delays and arrived to destination 30 min early. Staff was super friendly.

10.0 ExcellentIlevba, Nov 2025DCA - DAL
Read more Southwest reviews

No delays and arrived to destination 30 min early. Staff was super friendly.

Near 4 hour flight with only 1 service. Had to use call button to request water. Internet and power not working until into flight. Internet would stop working during flight.

My flight was delayed 50 minutes and we were rushed to board to then sit for 15 minutes until the pilot arrived. Unacceptable since we could have waited to board. Also the delayed flight was updated AFTER we boarded to more than the 10 minutes as originally stated.

If we are going to have to pay for luggage, make it easier to do. Put something on the app during check-in so I don't need to do it at the kiosk. I've done it twice recently and I ended up having to pay at the desk because something went wrong at the kiosk in Tampa.

Everything was on time. I was disappointed by the front section female, African American flight attendant. I did not see her name tag or would have identified by name not race. As passengers moved to the bathroom early in flight, she would say with a disdainful tone “I have to say the seat belt light is on” then go back to her book. Better trained flight attendants say something like be careful the seat belt light is on.

The price of the tickets isn't matching the flight experience. No matter how long the flight is, you're only getting pretzels. The flight attendants looked unkept and over it.

WiFi on the flight was not working. Thus, entertainment options were limited.

Flight was awfully bumpy and landing was a bit jolting. I was in the restroom when snacks and drinks were served and was not asked if i wanted any. I had to ask for water finally.

Crew was great flight was great baggage claim was a failure. It took over 1 hour for bags to arrive. Poor communication poor effort when I spoke to the supervisor about the delay

Planes are aged. The wifi is unreliable and on many fights, no-existent. The flight attendants were very good.

The experience with American Airlines was good, although the Philippines Airlines flight was much better (better seats, better food, better entertainment options, overall better). Again, the MIA to LAX flight was fine, but nothing in comparison to the comfort and accommodations of the Philippines Airlines flight from LAX to MNL.

I have a gluten allergy so didn't have any food

I enjoyed the extra leg room compared to other airlines. The first stewards made my daughter’s birthday special by giving her an extra snack. Then the last one coming home from Chicago to Appleton made our night really enjoyable Thanks for making our trip enjoyable

My flight was delayed for 17hs because the pilot forgot his passport!!! What a joke. AA used to be a great airline, now I have to think twice before flying with them again.

We had 3 flights. 1 & 2 were on the same plane but we had to de-board just to re-board 30 mins later. That may have been due to a crew change though. Our 3rd flight had a couple “maintenance” issues that held us up. They were quickly resolved but it took forever for someone to bring the paperwork needed so we could leave. Apparently there was a computer glitch so a driver had to bring a physical copy. It delayed us about 1 1/2 hrs. The flights themselves were smooth & no problems. For boarding, I don’t know why they don’t start with the back of the plane & move forward. It would eliminate the back up from people trying to find their seats & put their bags in the overhead bins. Unless you’re on an overseas flight, there is no food, you get a beverage & either a small bag of pretzels or a biscuit cookie. Take your own food or snacks of you want something more.

Lost bag and 2 days no word leaving for cruise no clothes or stuff

We will be writing a long, detailed letter to corporate about our awful experience with American airlines.

Internet was a bit expensive and did not work ask that week otherwise a good flight

Food was ok, but not as good as I have had before on AA.

Pretty good. The food was just mediocre, the boarding and crew were good.

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

Information on your arrival and departure airports