$243 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 8/21. 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

Wed, Aug 12 - Mon, Aug 24
Delta Logo
1:04 pm - 11:06 pm
GCM
-
MCO
9h 02m
1 stop
Delta Logo
7:00 am - 11:39 am
MCO
-
GCM
5h 39m
1 stop
$418Delta
Sun, Oct 18 - Sat, Oct 24
United Airlines Logo
1:35 pm - 5:52 pm
GCM
-
MCO
27h 17m
1 stop
United Airlines Logo
7:21 pm - 12:15 pm
MCO
-
GCM
17h 54m
2 stops
$422United Airlines
Wed, Aug 19 - Mon, Aug 24
American Airlines Logo
12:30 pm - 9:04 pm
GCM
-
MCO
7h 34m
1 stop
American Airlines Logo
5:36 pm - 11:00 am
MCO
-
GCM
18h 24m
2 stops
$442American Airlines
Thu, Aug 13 - Wed, Aug 26
American Airlines Logo
2:10 pm - 10:06 am
GCM
-
MCO
18h 56m
2 stops
American Airlines Logo
6:00 am - 1:10 pm
MCO
-
GCM
8h 10m
2 stops
$447American Airlines
Mon, Oct 19 - Sat, Oct 24
Delta Logo
12:55 pm - 12:56 am
GCM
-
MCO
11h 01m
1 stop
Delta Logo
8:55 pm - 11:40 am
MCO
-
GCM
15h 45m
1 stop
$469Delta
Sat, Aug 22 - Wed, Aug 26
American Airlines Logo
11:55 am - 6:17 pm
GCM
-
MCO
5h 22m
1 stop
American Airlines Logo
6:00 am - 11:27 am
MCO
-
GCM
6h 27m
1 stop
$488American Airlines
Sat, Aug 1 - Wed, Aug 5
United Airlines Logo
1:35 pm - 6:14 pm
GCM
-
MCO
27h 39m
1 stop
United Airlines Logo
7:20 pm - 12:30 pm
MCO
-
GCM
18h 10m
1 stop
$490United Airlines
Sat, Aug 22 - Wed, Aug 26
American Airlines Logo
2:10 pm - 11:14 pm
GCM
-
MCO
8h 04m
2 stops
American Airlines Logo
7:00 am - 1:10 pm
MCO
-
GCM
7h 10m
1 stop
$493American Airlines
Sat, Aug 22 - Tue, Aug 25
American Airlines Logo
11:55 am - 7:17 pm
GCM
-
MCO
6h 22m
1 stop
American Airlines Logo
8:00 am - 11:00 am
MCO
-
GCM
4h 00m
1 stop
$502American Airlines
Sat, Aug 22 - Tue, Aug 25
American Airlines Logo
2:10 pm - 11:14 pm
GCM
-
MCO
8h 04m
2 stops
American Airlines Logo
5:36 pm - 11:00 am
MCO
-
GCM
18h 24m
2 stops
$507American Airlines
Useful Info

Good to know

Low seasonApril
Cheapest flight$243
Best time to beat the crowds with an average 20% drop in price.
Most popular time to fly and prices are also 16% 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.
7.9
SouthwestOverall score based on 4246 reviews
7.5Entertainment
7.0Food
8.1Boarding
8.6Crew
8.0Comfort
Airline reviews

Terrible. Even though there’s assigned seating now, they are still the slowest boarding airline of anyone.

2.0 MediocreJames, Apr 2026
LAX - MCO
Read more Southwest reviews

Terrible. Even though there’s assigned seating now, they are still the slowest boarding airline of anyone.

I'm not a fan of Southwest's model. I don't like the herding style of boarding.

Excellent! Only question is how we check in at exactly 24 hours in advance and end up at the end of the B boarding group

It went well. Plane wasn't full. Will be great when assigned seating is in place

Excellent experience. WiFi worked on this leg of My trip

Flight was great, but golf bag never made it until later in the day. Even though I had a nonstop flight it was placed on a different one. They made it right with flight credits and I was able to get it the same day.

Pretty standard flight. We left late, but arrived early. The wifi entertainment is always nice. The free snacks and beverages are simple, but appreciated. I'm tall and the seats are an issue. I can deal with a short flight, but any longer, I have to find another airline where I know beforehand I have extra legroom.

The flight was promptly on schedule and Southwest delivered everything they promised. No excuses for any shortfalls just 100% ownership of their responsibilities and business. The boarding and seating policy is a complete shambles. What started out as a great idea when Southwest first hit the market has been turned into a disaster due to the lack of integrity in many of the people who fly Southwest and take advantage of Southwest generosity at the expense of their fellow passengers.

The actual flight was great! The 3 hour delay not so much.

Flight was canceled at 11:50am on my husband’s birthday as if they didn’t have all day to still try to go.

Flight was delayed by 6 hours... the level of incompetence was truly astounding. I won't be flying American Airlines again. I don't care if AA is direct and there is a layover with another airline, I'll take the layover.

Flight left on time. Captain provided relevant announcements. We had to wait 45 minutes to desembark due to the ramp closed because of lightening.

I was able to get the AA customer Service desk to put me on an earlier flight without any issues.

It was a train wreck but on an airplane. First off, flight was delayed then we board only to hear two announcements, First weather delays in Orlando and second backup battery warning on emergency lights. After sitting on the plane for almost 2 hours they have us deplane due to the maintenance issue. We were told they were getting another plane. In the mean time, I notice another American- Orlando flight and ask the gate agent if I can switch. He says he cant help me and I'd have to walk to A13 from A37. Really!? I get down there and get a seat only to get an announcement my original flight was RE-boarding. The Then inflight there's no communication and I notice on flightaware were circling over the Gulf of America. I call the flight attendant and of course she has no clue and apparently 5m later the pilot finally tells us about another delay. Why does American always have these service and delay issues? They are my LAST choice in flights now!

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.

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.

Wish they had the seat-back video screens for watching movies or playing games.

Very good but wish they had the seat-back video screens for movies & games

Flight was delayed not sure why no explanation given and no apologies either. Otherwise the flight was fine

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.

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