$203 Find Cheap Flights from Cayman Islands to Orlando - Compare and Save

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Cheap Flights from the Cayman Islands to Orlando

 
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from the Cayman Islands to Orlando

Wed, Nov 4 - Mon, Nov 9
American Airlines Logo
8:23 am - 6:43 pmGCM  George Town Owen Roberts Intl-MCO Orlando
10h 20m1 stop Miami
American Airlines Logo
6:00 am - 11:23 amMCO  Orlando-GCM George Town Owen Roberts Intl
5h 23m1 stop Charlotte Douglas
$360American Airlines
Wed, Nov 4 - Mon, Nov 9
American Airlines Logo
8:23 am - 8:12 pmGCM  George Town Owen Roberts Intl-MCO Orlando
11h 49m2 stops Miami Charlotte Douglas
American Airlines Logo
6:00 am - 11:23 amMCO  Orlando-GCM George Town Owen Roberts Intl
5h 23m1 stop Charlotte Douglas
$364American Airlines
Thu, Dec 3 - Tue, Dec 8
Southwest Logo
1:30 pm - 3:25 pmGCM  George Town Owen Roberts Intl-MCO Orlando
1h 55mnonstop
Southwest Logo
10:35 am - 12:35 pmMCO  Orlando-GCM George Town Owen Roberts Intl
2h 00mnonstop
$399Southwest
Thu, Nov 19 - Thu, Nov 26
American Airlines Logo
8:23 am - 7:35 pmGCM  George Town Owen Roberts Intl-MCO Orlando
11h 12m1 stop Miami
American Airlines Logo
8:01 am - 2:40 pmMCO  Orlando-GCM George Town Owen Roberts Intl
6h 39m1 stop Miami
$402American Airlines
Thu, Nov 19 - Thu, Nov 26
American Airlines Logo
8:23 am - 6:46 pmGCM  George Town Owen Roberts Intl-MCO Orlando
10h 23m1 stop Miami
American Airlines Logo
6:00 am - 6:06 pmMCO  Orlando-GCM George Town Owen Roberts Intl
12h 06m2 stops Charlotte Douglas Miami
$406American Airlines
Mon, Mar 1 - Thu, Mar 4
United Airlines Logo
2:55 pm - 6:11 pmGCM  George Town Owen Roberts Intl-MCO Orlando
27h 16m1 stop Chicago O'Hare Intl
United Airlines Logo
6:20 pm - 1:45 pmMCO  Orlando-GCM George Town Owen Roberts Intl
19h 25m1 stop Chicago O'Hare Intl
$453United Airlines
Mon, Mar 1 - Thu, Mar 4
United Airlines Logo
2:55 pm - 3:02 pmGCM  George Town Owen Roberts Intl-MCO Orlando
24h 07m2 stops Chicago O'Hare Intl Cleveland Hopkins Intl
United Airlines Logo
7:15 am - 1:45 pmMCO  Orlando-GCM George Town Owen Roberts Intl
30h 30m1 stop Chicago O'Hare Intl
$453United Airlines
Tue, Mar 30 - Sun, Apr 4
United Airlines Logo
1:35 pm - 11:19 pmGCM  George Town Owen Roberts Intl-MCO Orlando
8h 44m1 stop Houston George Bush Intcntl
United Airlines Logo
8:50 pm - 12:30 pmMCO  Orlando-GCM George Town Owen Roberts Intl
16h 40m1 stop Houston George Bush Intcntl
$453United Airlines
Thu, Dec 3 - Tue, Dec 8
Southwest Logo
1:30 pm - 3:25 pmGCM  George Town Owen Roberts Intl-MCO Orlando
1h 55mnonstop
Southwest Logo
10:35 am - 12:35 pmMCO  Orlando-GCM George Town Owen Roberts Intl
2h 00mnonstop
$476Southwest
Fri, Nov 20 - Fri, Nov 27
Southwest Logo
1:30 pm - 3:25 pmGCM  George Town Owen Roberts Intl-MCO Orlando
1h 55mnonstop
Southwest Logo
10:35 am - 12:35 pmMCO  Orlando-GCM George Town Owen Roberts Intl
2h 00mnonstop
$486Southwest
Booking Insights

KAYAK's insights & trends for flights to Orlando

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

What is the cheapest day to fly to Orlando?

Based on KAYAK data, the cheapest day to fly to Orlando is Tuesday where round-trip tickets can be as cheap as $470. On the other hand, the most expensive day to fly is Friday, where round-trip prices are $687 on average.

What is the cheapest time of day to fly to Orlando Airport?

The cheapest time of day to fly to Orlando Airport is generally in the afternoon, when round-trip flights cost $578 on average. The most expensive time of day to fly to Orlando Airport is generally in the morning, which is peak travel time and where the average cost of a ticket is $592.

Good to know

Low season

September

Cheapest flight

$203
Best time to beat the crowds with an average 29% drop in price.
Most popular time to fly with an average 5% increase in price.
Flight from George Town to Orlando

FAQs - booking Orlando flights

  • How far is Orlando Airport from central Orlando?

    You’ll need to travel 9 miles to reach the Orlando city center from Orlando Airport.

  • How much is a flight to Orlando?

    On average, a flight to Orlando costs $444. The cheapest price found on KAYAK in the last 2 weeks cost $294 and departed from George Town Owen Roberts Intl Airport.

  • How does KAYAK find such low prices on flights 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 to Orlando.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Orlando is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights 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 with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight 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 up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • How many direct flights to Orlando Airport are there each week?

    Each week there are around 8,763 direct flights from within Cayman Islands to Orlando Airport. The most common day for departures is Sunday, with 18% of flights taking off on this day.

Top tips for finding cheap flights to Orlando

  • Looking for cheap airfare to Orlando? 25% of our users found round-trip tickets to Orlando for the following prices or less: From George Town $373

  • Enter your preferred departure airport and travel dates into the search form above to unlock the latest Orlando flight deals.

Reviews of the top airlines flying from the Cayman Islands to Orlando

 
Need help choosing which airline to fly with 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 4219 reviews
7.5Entertainment
8.6Crew
8.1Boarding
8.0Comfort
7.0Food
Airline reviews

Stop asking fir people to check carry on and then bind are free. Then the wait to get your luggage is ridiculous. This particular flight came with a 45 min wait, after waiting in tarmac waiting for a gate inhaling jet exhaust. And how about those landings?! Do the pilots not know the earth is coming up under the descending plane?! This is the only airline I get sick on. Every. Time.

4.0 OkayVera, Oct 2026
Read more Southwest reviews

Stop asking fir people to check carry on and then bind are free. Then the wait to get your luggage is ridiculous. This particular flight came with a 45 min wait, after waiting in tarmac waiting for a gate inhaling jet exhaust. And how about those landings?! Do the pilots not know the earth is coming up under the descending plane?! This is the only airline I get sick on. Every. Time.

Like new plane. Great crew. Comfortable. Clean. On time. Happy employees. Good organization and control of passengers.

Red eye from San Diego. Temperature of the cabin was way too warm and the air duct flowed very little air.

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.

I have yet to come across an AA agent or flight attendant that is friendly. They really inhibit a good experience.

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

Traveling to a place near Orlando?

Book flights to Orlando if you plan to visit one of these locations
Bay Lake
Cocoa
Lake Wales
River Ranch
Union Park
Belle Isle
Bartow
Oviedo
Montverde

More options for your flight to Orlando