$97 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 6/4. 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

Sun, Apr 26 - Thu, Apr 30
American Airlines Logo
10:00 am - 1:10 pm
MCO
-
GCM
4h 10m
1 stop
American Airlines Logo
2:10 pm - 10:43 am
GCM
-
MCO
19h 33m
2 stops
$324American Airlines
Tue, Jun 2 - Sat, Jun 6
JetBlue Logo
8:30 am - 1:55 pm
MCO
-
GCM
6h 25m
1 stop
JetBlue Logo
2:55 pm - 9:24 pm
GCM
-
MCO
5h 29m
1 stop
$325JetBlue
Thu, Mar 12 - Sun, Mar 15
Spirit Airlines Logo
10:25 am - 12:57 pm
MCO
-
GCM
3h 32m
1 stop
Spirit Airlines Logo
1:52 pm - 11:50 pm
GCM
-
MCO
8h 58m
1 stop
$326Spirit Airlines
Sun, Apr 26 - Thu, Apr 30
Delta Logo
5:30 am - 12:00 pm
MCO
-
GCM
7h 30m
1 stop
Delta Logo
1:25 pm - 1:18 am
GCM
-
MCO
10h 53m
1 stop
$339Delta
Sun, Apr 26 - Thu, Apr 30
American Airlines Logo
5:00 am - 11:33 am
MCO
-
GCM
7h 33m
1 stop
American Airlines Logo
2:10 pm - 10:43 am
GCM
-
MCO
19h 33m
2 stops
$344American Airlines
Thu, Mar 19 - Sun, Mar 22
Spirit Airlines Logo
6:00 am - 12:57 pm
MCO
-
GCM
7h 57m
1 stop
Spirit Airlines Logo
1:52 pm - 7:21 pm
GCM
-
MCO
4h 29m
1 stop
$376Spirit Airlines
Wed, Jun 3 - Sat, Jun 6
JetBlue Logo
6:20 pm - 1:55 pm
MCO
-
GCM
20h 35m
1 stop
JetBlue Logo
2:55 pm - 9:24 pm
GCM
-
MCO
5h 29m
1 stop
$378JetBlue
Mon, Jun 1 - Sat, Jun 6
JetBlue Logo
6:20 pm - 1:55 pm
MCO
-
GCM
20h 35m
1 stop
JetBlue Logo
2:55 pm - 9:24 pm
GCM
-
MCO
5h 29m
1 stop
$383JetBlue
Thu, Mar 19 - Sun, Mar 22
Spirit Airlines Logo
6:00 am - 12:57 pm
MCO
-
GCM
7h 57m
1 stop
Spirit Airlines Logo
1:52 pm - 7:54 am
GCM
-
MCO
17h 02m
1 stop
$387Spirit Airlines
Sun, Apr 5 - Sun, Apr 12
Spirit Airlines Logo
6:00 am - 12:57 pm
MCO
-
GCM
7h 57m
1 stop
Spirit Airlines Logo
1:52 pm - 7:21 pm
GCM
-
MCO
4h 29m
1 stop
$396Spirit 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 $452 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 $452.

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 $573 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 $751 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 Sundays for the best deals.

Good to know

Low seasonAugust
Cheapest flight$97
Best time to beat the crowds with an average 58% drop in price.
Most popular time to fly with an average 8% increase in price.
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 $620 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 $620.

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 4299 reviews
7.5Entertainment
8.6Crew
8.1Boarding
8.0Comfort
7.0Food
Airline reviews

I have not flown Southwest in awhile and had a very pleasant experience. From ticketing to boarding to the flight. The flight left on time and landed ahead of schedule. It won't be so long next time!!

10.0 ExcellentTy&Steph, Feb 2026
CLT - STL
Read more Southwest reviews

I have not flown Southwest in awhile and had a very pleasant experience. From ticketing to boarding to the flight. The flight left on time and landed ahead of schedule. It won't be so long next time!!

An entire day of delays. Cost lots of money. Meals and a hotel.

I appreciate the staff who allowed me to board though I arrived a little late! Regarding the assigned seating, I had booked my flight before this change and wasn't aware of the change at the time, and so I didn't select a seat at booking as I didn't realize it was relevant. Better communication about the change would have been helpful for preparing.

Departure was delayed more than 1/2 hour while we waited for luggage (only) transfer from another flight/plane. Once approved for takeoff, the flight was excellent.

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.

Everything was good. Flight was very full so crew was busy. After we boarded and plane pulled away from the gate, we were delayed about 40 minutes- sitting on the runway - due to weather en route or at the destination. While weather is not the fault of the airline- it’s terrible to sit on a plane and not moving.

The smell from the bathroom kept wafting through the cabin. It made people sick.

Waited for oxygen tanks for 30 minutes after boarding was complete.

Awful. Original flight was delayed 5 hours. Had to to take a connecting flight instead of direct. Had a 4 hour layover. I missed all of my morning meetings getting in 5 hours later than I was supposed to and had to change to take a later flight the next day to get them back in which cia time another $150.

On time on a day with lots of weather cancellations on other flights. Thank you for getting me home during a winter storm!

Don't change gate multiple times make people run across the airport. Announce delays in a timely manner. Have maintenance crew ready. Don't delay and keep passengers on the plane for 3 hrs. on tarmac.

The attendants were kind and helpful. A sugar-free drink would have been very welcome.

Little warm on the plane and delayed for an hour

UGH I HAD TO MISS MY FIRST FLIGHT TO TAMPA CAUSE OF THE 10 MINUTE DELAY OF THE ORLANDO TO MIAMI ONE SO THEY HAD ME GET ANOTHER TICKET. I AM NOT HAPPY AT ALL BECAUSE IT MADE ME MISS MY CONNECTING FLIGHT FROM TAMPA TO LONDON AND FORCED ME TO MISS A DAY AT MY ROOM IN THE UK.

Wish they didnt delay off-boarding for 10 minutes so i could connect to my flight from miami to tampa

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

Information on your arrival and departure airports