$69 Find Cheap Flights from Orlando to Grand Cayman

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 Grand Cayman departing on 3/12. 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

KAYAK searches hundreds of travel sites at once for deals on flights to Grand Cayman

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Orlando to Grand Cayman, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Orlando to Grand Cayman, as well as popular online travel agencies
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Flight Deals

Book Cheap Orlando to Grand Cayman 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 Grand Cayman 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 Grand Cayman

Sat, Apr 18 - Sat, Apr 25
Spirit Airlines Logo
6:00 am - 12:43 pm
MCO
-
GCM
7h 43m
1 stop
Spirit Airlines Logo
1:40 pm - 11:58 pm
GCM
-
MCO
9h 18m
1 stop
$256Spirit Airlines
Thu, Mar 5 - Thu, Mar 12
Spirit Airlines Logo
6:00 am - 1:43 pm
MCO
-
GCM
7h 43m
1 stop
Spirit Airlines Logo
1:52 pm - 7:21 pm
GCM
-
MCO
4h 29m
1 stop
$260Spirit Airlines
Thu, Feb 26 - Sun, Mar 1
Spirit Airlines Logo
6:00 am - 1:43 pm
MCO
-
GCM
7h 43m
1 stop
Spirit Airlines Logo
2:49 pm - 11:54 pm
GCM
-
MCO
9h 05m
1 stop
$269Spirit Airlines
Thu, Feb 19 - Thu, Feb 26
Spirit Airlines Logo
6:00 am - 1:43 pm
MCO
-
GCM
7h 43m
1 stop
Spirit Airlines Logo
2:49 pm - 11:54 pm
GCM
-
MCO
9h 05m
1 stop
$282Spirit Airlines
Sat, Mar 14 - Thu, Mar 19
Spirit Airlines Logo
6:00 am - 12:20 pm
MCO
-
GCM
7h 20m
1 stop
Spirit Airlines Logo
1:52 pm - 7:21 pm
GCM
-
MCO
4h 29m
1 stop
$284Spirit Airlines
Wed, Apr 8 - Sun, Apr 12
Spirit Airlines Logo
8:34 pm - 12:57 pm
MCO
-
GCM
17h 23m
1 stop
Spirit Airlines Logo
1:52 pm - 7:21 pm
GCM
-
MCO
4h 29m
1 stop
$289Spirit Airlines
Sun, Feb 15 - Sun, Feb 22
Spirit Airlines Logo
6:00 am - 1:43 pm
MCO
-
GCM
7h 43m
1 stop
Spirit Airlines Logo
2:49 pm - 11:54 pm
GCM
-
MCO
9h 05m
1 stop
$291Spirit Airlines
Wed, Feb 18 - Sun, Mar 8
Spirit Airlines Logo
2:50 pm - 1:43 pm
MCO
-
GCM
22h 53m
1 stop
Spirit Airlines Logo
1:49 pm - 11:54 pm
GCM
-
MCO
9h 05m
1 stop
$292Spirit Airlines
Thu, Mar 5 - Sun, Mar 8
Spirit Airlines Logo
6:00 am - 1:43 pm
MCO
-
GCM
7h 43m
1 stop
Spirit Airlines Logo
1:49 pm - 7:39 am
GCM
-
MCO
16h 50m
1 stop
$304Spirit Airlines
Thu, Apr 2 - Thu, Apr 9
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
$306Spirit Airlines
Booking Insights

KAYAK's insights & trends for Orlando to Grand Cayman flights

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

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

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.

No, with an average price for the route of $328, prices are generally cheapest when you fly direct.

What is the cheapest month to fly from Orlando Airport to Grand Cayman?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Orlando Airport to Grand Cayman, 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 Grand Cayman 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 Grand Cayman?

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

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

Good to know

Low seasonAugust
Cheapest flight$69
Best time to beat the crowds with an average 59% drop in price.
Most popular time to fly and prices are also 6% lower on average.
Flight from Orlando to George Town

FAQs - booking Grand Cayman flights

  • How does KAYAK find such low prices on flights from Orlando to Grand Cayman?

    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 Grand Cayman.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Orlando to Grand Cayman 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 Grand Cayman?

    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 Grand Cayman 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 Grand Cayman?

    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 Grand Cayman 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 Grand Cayman?

    The cheapest time of day to fly to Grand Cayman is generally in the morning, when round-trip flights cost $605 on average. The most expensive time of day to fly to Grand Cayman is generally in the morning, which is peak travel time and where the average cost of a ticket is $605.

Reviews of the top airlines flying from Orlando to Grand Cayman

 
See real verified KAYAK customer reviews for airlines flying from Orlando to Grand Cayman. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Orlando to Grand Cayman? 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 4275 reviews
8.0Comfort
8.1Boarding
7.5Entertainment
8.6Crew
7.0Food
Airline reviews

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.

10.0 ExcellentMeghan, Feb 2026
MCO - DEN
Read more Southwest reviews

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.

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.

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

It was fine. My connection in Charlotte to go to WPB was too late and I had to spend the night in the Charlotte Airport in the mini suites.

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.

Everything you need to know for your flight to Grand Cayman

Information on your arrival and departure airports