$263 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 11/4. 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

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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

Fri, Sep 19 - Sun, Sep 21
American Airlines Logo
12:10 pm - 6:43 pmGCM-MCO
5h 33m1 stop
American Airlines Logo
6:00 am - 11:22 amMCO-GCM
6h 22m1 stop
$442American Airlines
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Fri, Sep 19 - Sun, Sep 21
American Airlines Logo
12:25 pm - 7:57 pmGCM-MCO
6h 32m1 stop
American Airlines Logo
5:27 pm - 11:10 amMCO-GCM
18h 43m2 stops
$446American Airlines
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Fri, Oct 10 - Fri, Oct 17
American Airlines Logo
8:25 am - 6:28 pmGCM-MCO
9h 03m1 stop
American Airlines Logo
6:00 am - 11:10 amMCO-GCM
6h 10m1 stop
$474American Airlines
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Fri, Oct 10 - Fri, Oct 17
American Airlines Logo
8:25 am - 10:00 pmGCM-MCO
12h 35m2 stops
American Airlines Logo
10:10 am - 7:20 pmMCO-GCM
10h 10m1 stop
$478American Airlines
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Mon, Oct 20 - Thu, Oct 23
American Airlines Logo
12:25 pm - 8:17 pmGCM-MCO
6h 52m1 stop
American Airlines Logo
6:15 am - 11:25 amMCO-GCM
6h 10m1 stop
$506American Airlines
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Fri, Sep 19 - Mon, Sep 22
Delta Logo
12:52 pm - 12:28 amGCM-MCO
10h 36m1 stop
Delta Logo
7:00 am - 11:36 amMCO-GCM
5h 36m1 stop
$507Delta
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Fri, Sep 19 - Sat, Sep 20
 Logo
7:00 am - 10:07 pmGCM-MCO
14h 07m2 stops
 Logo
8:10 pm - 2:45 pmMCO-GCM
19h 35m1 stop
Mon, Oct 20 - Thu, Oct 23
 Logo
12:50 pm - 12:52 pmGCM-MCO
23h 02m2 stops
 Logo
10:18 pm - 9:15 pmMCO-GCM
23h 57m2 stops
Fri, Sep 19 - Sun, Sep 21
Delta Logo
12:52 pm - 12:28 amGCM-MCO
10h 36m1 stop
Delta Logo
9:00 am - 11:36 amMCO-GCM
27h 36m1 stop
$718Delta
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Fri, Jan 2 - Wed, Jan 7
Air Canada Logo
1:30 pm - 12:32 pmGCM-MCO
23h 02m2 stops
Air Canada Logo
1:35 pm - 12:20 pmMCO-GCM
22h 45m2 stops
$1,915Air Canada
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Good to know

Low seasonFebruary
Cheapest flight$263
Best time to beat the crowds with an average 2% drop in price.
Most popular time to fly and prices are also 29% 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 4241 reviews
8.1Boarding
8.6Crew
7.5Entertainment
8.0Comfort
7.0Food
Airline reviews

AC sub par. WiFi not working correctly. Ac sucked. Seats very narrow.

2.0 MediocreMike, Aug 2025AUS - BWI
Read more Southwest reviews

AC sub par. WiFi not working correctly. Ac sucked. Seats very narrow.

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.

Southwest's seats are the least comfortable I have ever sat in.

The cabin was quiet for the redeye flight. The area was clean. The staff was great. The 787 Max was in good condition. Drawbacks were that the seat widths were tight for some passengers. The seat padding was at best average and for a long flight uncomfortable.

Southwest like most American domestic airlines, is a mediocre airline. But it is among the cheapest. Oh well.

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.

Other than a bit of a delay, everything was good. Again, the boarding process and picking seats is the only thing I don't enjoy.

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.

southwest just starting charging for luggage. hadnt realized it until it was too late. now out $70 when i couldve bought a carry on if i wouldve known. free bags was one of the only reasons i chose southwest over another airline (the other being no assigned seats, which is apparently also being changed). stupid business decision. wont be flying southwest anymore.

The quality of Southwest Airlines continues to degrade each time I fly with them. If it were not for the free luggage, I would probably choose another airline. Their prices are a little bit competitive, but way too high for the quality of the service. Southwest is not unique in this way. Domestic flight in the United States of America has continued to be a lower and lower quality product. Very sad when you compare the quality of domestic airlines to that of many international airlines around the world.

Flight from Miami to Lima was very good, like the free WiFi to get movies and TV.

While waiting to claim my checked luggage, I discovered the airline had lost it. After a long wait and inquiries, I discovered it was on another flight. Fortunately, the airline finally sent my luggage home.

Flight delays numerous times. Everytime we would get close to boarding it would be delayed again. Strung along the entire time.

This flight never occurred because AA couldn’t get their act together.

Flight was good & early meaning the gate was changed. With gate change there were no wheelchairs & the gate attendant left without making sure wheelchairs were coming to the changed gate. I had to go to another attendant at another desk to get this done.

The flight crew were friendly and attentive. Food was good and they passed out ice cream and drinks awhile after Lunch was done. The ice cream was a nice treat! I found several movies to watch during the flight. There was many movies and tv shows to choose from. We flew Premium economy and there was enough leg room to be comfortable. The seats were also comfortable. I would fly AA again if the airfare isn’t expensive.

The pilots are always hauling in the sky. No issues with boarding only problem was layover was shortened too much by weather but luckily the next flight was still boarding and did not missit

During service there was a garbage/beverage spill near our seats that never was cleaned up. On a relatively short flight when we’re fortunate enough to actually have in flight movies available, the flight attendants pitching the AADVANTAGE credit card shouldn’t talk for the last 10 minutes of the flight so that we miss the end of the movie.

Waited on the runway for takeoff for 2.5 hours. Air traffic rerouted us. The plane didn't have enough fuel, so had to go back to the gate. Had to wait for a new pilot. Should have landed at 5:22. Didn't land until 9:10. Trash flight.

The boarding was pretty easy. However, the first class seats are not lay flat as other airlines (like JetBlue) has and therefore sleeping was a challenge.

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