$198 Find Cheap Flights from Grand Cayman to Orlando

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Orlando departing on 5/23. 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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Cheap Flights from Grand Cayman to Orlando

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Grand Cayman to Orlando 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 Grand Cayman to Orlando

Thu, Apr 9 - Sat, Apr 11
Spirit Airlines Logo
1:52 pm - 11:50 pm
GCM
-
MCO
8h 58m
1 stop
Spirit Airlines Logo
6:00 am - 12:20 pm
MCO
-
GCM
7h 20m
1 stop
$396Spirit Airlines
Thu, Apr 9 - Sat, Apr 11
Spirit Airlines Logo
1:52 pm - 11:50 pm
GCM
-
MCO
8h 58m
1 stop
Spirit Airlines Logo
6:00 am - 12:20 pm
MCO
-
GCM
7h 20m
1 stop
$406Spirit Airlines
Fri, Mar 13 - Sun, Mar 22
Multiple Airlines Logo
8:00 am - 9:18 am
GCM
-
MCO
24h 18m
1 stop
Multiple Airlines Logo
6:00 am - 12:57 pm
MCO
-
GCM
7h 57m
1 stop
$417Multiple Airlines
Fri, Mar 13 - Sun, Mar 22
Multiple Airlines Logo
7:00 am - 9:18 am
GCM
-
MCO
25h 18m
2 stops
Multiple Airlines Logo
6:00 am - 12:57 pm
MCO
-
GCM
7h 57m
1 stop
$432Multiple Airlines
Fri, May 22 - Mon, May 25
American Airlines Logo
5:11 pm - 7:54 am
GCM
-
MCO
13h 43m
1 stop
American Airlines Logo
6:15 am - 11:28 am
MCO
-
GCM
6h 13m
1 stop
$433American Airlines
Fri, May 22 - Mon, May 25
American Airlines Logo
5:11 pm - 11:58 am
GCM
-
MCO
17h 47m
2 stops
American Airlines Logo
7:34 am - 4:11 pm
MCO
-
GCM
9h 37m
1 stop
$438American Airlines
Thu, Apr 9 - Mon, Apr 13
United Airlines Logo
1:35 pm - 10:46 am
GCM
-
MCO
20h 11m
1 stop
United Airlines Logo
7:30 pm - 12:45 pm
MCO
-
GCM
18h 15m
1 stop
$442United Airlines
Fri, Mar 13 - Sun, Mar 22
Multiple Airlines Logo
5:05 pm - 11:50 pm
GCM
-
MCO
29h 45m
3 stops
Multiple Airlines Logo
10:25 am - 12:57 pm
MCO
-
GCM
3h 32m
1 stop
$451Multiple Airlines
Thu, Apr 9 - Sun, Apr 12
United Airlines Logo
1:35 pm - 9:59 pm
GCM
-
MCO
7h 24m
1 stop
United Airlines Logo
7:00 am - 12:30 pm
MCO
-
GCM
6h 30m
1 stop
$456United Airlines
Thu, Apr 9 - Sun, Apr 12
Multiple Airlines Logo
1:52 pm - 12:19 am
GCM
-
MCO
9h 27m
2 stops
Multiple Airlines Logo
6:00 am - 12:57 pm
MCO
-
GCM
7h 57m
1 stop
$482Multiple Airlines
Useful Info

Good to know

Low seasonApril
Cheapest flight$198
Best time to beat the crowds with an average 18% drop in price.
Most popular time to fly and prices are also 10% lower on average.
Flight from George Town to Orlando

FAQs for booking Grand Cayman to Orlando flights

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

    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 Grand Cayman to Orlando.

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

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

    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 to Orlando with an airline and back to Grand Cayman with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Grand Cayman to Orlando?

    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 to Orlando from Grand Cayman 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 Grand Cayman to Orlando

 
Need help choosing which airline to fly with from Grand Cayman to Orlando? 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
8.0Comfort
8.1Boarding
7.0Food
8.6Crew
Airline reviews

Flight was hours late, unable to sit next to spouse, I have had so much better experiences. Substantially better, only saving grace was that it was a short flight.

4.0 Okaybyron, Feb 2026
DAL - SAT
Read more Southwest reviews

Flight was hours late, unable to sit next to spouse, I have had so much better experiences. Substantially better, only saving grace was that it was a short flight.

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

Great plane, great attendants,great flight crew,on time. Wonderful flight home..

The WiFi and crew on the plane were good, however, the boarding experience was awful. I paid for the Choice Preferred and was boarded in group 5 so all overhead storage was full. They found room for our luggage, but further back making getting off the plane a nightmare. Also, we were in row 6 and the seats were extremely uncomfortable. Both my daughter and I had no leg room and couldn’t wait to get off the plane.

The charges were ridiculous for an hour flight and the turbulence was very scary.

Still need to work out the kinks on the new assigned seating boarding process. Otherwise, a very good flight.

WiFi did not work. Boarding with the new seating assignments took too long. The temperature in the terminal was obnoxious. +/- 80°

The seats are now more narrow. I paid for front row the seats in the front are even more narrow than before.

Only downside was the legroom and seat width, which is always a problem unless I spend more for a premium seat.

My flight from Denver to Minneapolis was excellent. My flight from Minneapolis to Denver was one of the worst I flights I have ever experienced. I had a window seat, the gentleman in the middle seat was morbidly obese and SW should have made him purchase two seats. His elbow dug into my arm most of the way even after I asked to please be careful. I was literally squashed between the him and the window with no wiggle room. The plane was full so it was not possible to ask for a different seat. I realize I should have complained to the flight attendant but I didn't feel anything could be done to rectify the situation. I fly SW often, I will continue to do so as this was my first negative experience.

We missed our flight and got stranded in Miami where we had to rent a hotel we could not afford. they would not work with us because they said it was weather related even though the gate attendant said it was not. I could go on but trying to get satisfaction has wore me down, which I believe is the intent. My only solution is to never fly AA again.

The flight was really crowded. Flight attendants were just ok.

Didn't get a seat assignment until the last minute even though i picked a seat.

Flight was on time and the meal and service were good.

Old equipment, needs upgrade and seat comfort. Internet didn't work 75% or the time.

No gates avail at DFW so our incoming had to wait 30 mins for a plane to push back because they Had mechanical. We boarded 90 mins delayed and then we had a mechanical. Come on American…do better. Also at my seat the tray table had not been cleaned. Floor had not been cleaned. But captain and flight Att were very picture and apologetic.

It was a little concerning to hear the ground crew arguing with the flight crew over baggage space. Instead of taking them and checking them, they started checking for space in the first class cabin moving items around like the flight crew didn't know what they were doing. I was embarrassed for them.

On the plus side, crew was attentive, drinks were cold, and in-flight entertainment selection was better than some other airlines. On the negative aide, Plane was delayed almost an hour, either no announcements from the gate crew. Biscoff cookies are gross, appreciate airlines that give a choice. Also, crew had no personality or enthusiasm at all.

I was originally scheduled on AA 1763. When I landed in Miami, I went to the counter for flight AA 2115 to try to move my flight to this one. I was in a first class seat on AA 1763. While they moved to me this flight, I was told that there were no other 1st class seats available and they assigned me into coach. However, when I was getting off the plane I noticed that one of the pilots who was also in line to go jump seat - somehow miraculously got a 1st class seat on this flight. It is actually infuriating that I had a paid 1st class seat yet somehow they would move an AA employee ahead of that. At a bare minimum, they should have compensated me for the fare difference and I really think paying customers should ALWAYs get the premiere seats.

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.

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