$56 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 1/22. 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 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 22 - Thu, Jan 29
Spirit Airlines Logo
6:00 am - 1:53 pm
MCO
-
GCM
7h 53m1 stop
Spirit Airlines Logo
2:49 pm - 11:59 pm
GCM
-
MCO
9h 10m1 stop
$233Spirit Airlines
Thu, Jan 22 - Thu, Jan 29
Spirit Airlines Logo
6:00 am - 1:53 pm
MCO
-
GCM
7h 53m1 stop
Spirit Airlines Logo
2:49 pm - 11:59 pm
GCM
-
MCO
9h 10m1 stop
$234Spirit Airlines
Sat, Jan 17 - Sun, Jan 18
Spirit Airlines Logo
9:01 am - 1:38 pm
MCO
-
GCM
4h 37m1 stop
Spirit Airlines Logo
2:49 pm - 11:59 pm
GCM
-
MCO
9h 10m1 stop
$248Spirit Airlines
Fri, Jan 23 - Sun, Jan 25
Spirit Airlines Logo
8:45 pm - 1:38 pm
MCO
-
GCM
16h 53m2 stops
Spirit Airlines Logo
2:49 pm - 11:59 pm
GCM
-
MCO
9h 10m1 stop
$288Spirit Airlines
Sun, Feb 1 - Sun, Feb 8
Multiple Airlines Logo
6:00 am - 1:53 pm
MCO
-
GCM
7h 53m1 stop
Multiple Airlines Logo
2:49 pm - 10:07 am
GCM
-
MCO
19h 18m2 stops
$316Multiple Airlines
Sun, Feb 15 - Sun, Feb 22
Spirit Airlines Logo
6:00 am - 1:43 pm
MCO
-
GCM
7h 43m1 stop
Spirit Airlines Logo
2:49 pm - 11:54 pm
GCM
-
MCO
9h 05m1 stop
$321Spirit Airlines
Sat, Feb 7 - Sun, Feb 15
Spirit Airlines Logo
6:59 pm - 1:53 pm
MCO
-
GCM
18h 54m1 stop
Spirit Airlines Logo
2:49 pm - 11:54 pm
GCM
-
MCO
9h 05m1 stop
$322Spirit Airlines
Fri, Jan 23 - Sun, Jan 25
Spirit Airlines Logo
10:22 am - 1:38 pm
MCO
-
GCM
27h 16m3 stops
Spirit Airlines Logo
2:49 pm - 11:59 pm
GCM
-
MCO
9h 10m1 stop
$326Spirit Airlines
Thu, Feb 19 - Sun, Feb 22
Multiple Airlines Logo
6:00 am - 1:43 pm
MCO
-
GCM
7h 43m1 stop
Multiple Airlines Logo
2:49 pm - 1:49 pm
GCM
-
MCO
23h 00m2 stops
$333Multiple Airlines
Sat, Feb 7 - Sun, Feb 15
Multiple Airlines Logo
7:48 pm - 1:53 pm
MCO
-
GCM
18h 05m2 stops
Multiple Airlines Logo
2:49 pm - 11:54 pm
GCM
-
MCO
9h 05m1 stop
$345Multiple Airlines
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 $441 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 $441.

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 $231 (return) on average. On the other hand, the most expensive months are March and December, when the average cost of round-trip tickets is $701 and $643 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 Tuesday, 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 Wednesday and avoiding Saturdays for the best deals.

Good to know

Low seasonAugust
Cheapest flight$56
Best time to beat the crowds with an average 60% drop in price.
Most popular time to fly and prices are also 5% 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 $610 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 $610.

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 4257 reviews
8.6Crew
7.0Food
8.0Comfort
7.5Entertainment
8.1Boarding
Airline reviews

Pretty seamless, just a tad bit late in taking off and landing.

8.0 ExcellentSudhir, Jan 2026
MCI - LGA
Read more Southwest reviews

Pretty seamless, just a tad bit late in taking off and landing.

Flight was fine other than there was a gate change that I was not notified of. By chance I happened to check my phone and saw the change, otherwise, we would have missed our connecting flight.

Flight was on time. Wi-fi was a little spotty/slow. Boarding and exit were efficient.

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.

Boarding was organized and timely. Food was mediocre, especially for first class travel.

We were 4+ hours delayed. AA is absolutely obnoxious. They just kept pushing back the time to the point where we did not get into Vegas until after midnight when we were supposed to arrive like 845pm.

My last flight on 25 Dec, it’s Christmas Day, everyone happy and very good mood. I really enjoy traveling with Americans Airlines from Miami to Minneapolis my home town after long flight from lhe to Doha then Miami. Thank you again to make my travels comfortable and relaxed. Best regards

I don’t know who decides what food to serve on these flights but I would be so embarrassed if I served this to anyone and call it food…

For whatever reason, the flight was not catered -we were told it would be a 45 minute delay waiting for catering - so no food. There were opened candy and peanuts in the seatback pocket. Flight landed early in DFW but due to the assigned gate not being available, we sat on the ground for 30 minutes waiting for the gate to open - making the flight actually arrive at the gate late.

Experience was good, however I had a delay due to weather happening and had to re purchase a seat on a new plane for a higher price (could be my own issue and misunderstanding) but other than that situation. First time flyer (by myself) was terrific!! The last from ORD to ALO didn't have wifi, but it was only 45 minutes so I'm sure that was part of the reason. Overall my experience was great! Next time I will remember to buy tickets with longer layovers. The delays really saved my overall anxiety. :)

Flight was delayed 17 hours due to aircraft issues. American did provide hotel, transportation and meals, 3 hours past boarding time, but it took us another hour to get the vouchers.

I appreciated that it was on time, safe and professional. I didn’t like that I wasn’t in a place where I had a window at my window seat. It would have been nice to know that in advance. If it was mentioned in the ticketing, I didn’t notice it.

I like that the crew kept us informed but we moved back and forth from gate to gate before the aircraft arrived.

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.

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

Information on your arrival and departure airports