$230 Find Cheap Flights from Cayman Islands 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

KAYAK searches hundreds of travel sites at once for deals on flights to Orlando Airport

 
These are the airlines KAYAK users have selected most often from within our search results for flights to Orlando, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results for flights to Orlando, as well as popular online travel agencies
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Flight Deals

Cheap Flights from the Cayman Islands to Orlando

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

Fri, Oct 24 - Mon, Oct 27
American Airlines Logo
8:25 am - 10:00 pmGCM-MCO
12h 35m1 stop
American Airlines Logo
8:00 am - 7:20 pmMCO-GCM
12h 20m1 stop
$376American Airlines
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Fri, Oct 24 - Sat, Nov 1
American Airlines Logo
8:25 am - 1:50 pmGCM-MCO
4h 25m1 stop
American Airlines Logo
8:35 pm - 2:17 pmMCO-GCM
18h 42m1 stop
$383American Airlines
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Sat, Oct 25 - Sun, Nov 2
Southwest Logo
1:05 pm - 4:00 pmGCM-MCO
1h 55mnonstop
Southwest Logo
10:40 am - 12:35 pmMCO-GCM
1h 55mnonstop
$432Southwest
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Tue, Sep 9 - Fri, Sep 19
American Airlines Logo
12:10 pm - 9:59 pmGCM-MCO
8h 49m1 stop
American Airlines Logo
6:10 am - 11:10 amMCO-GCM
6h 00m1 stop
$441American Airlines
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Tue, Sep 9 - Fri, Sep 19
 Logo
11:30 am - 8:46 amGCM-MCO
20h 16m2 stops
 Logo
7:00 am - 9:15 pmMCO-GCM
15h 15m2 stops
Fri, Oct 24 - Sat, Nov 1
 Logo
4:45 pm - 2:41 pmGCM-MCO
20h 56m2 stops
 Logo
10:18 pm - 9:15 pmMCO-GCM
23h 57m2 stops
Fri, Oct 17 - Fri, Oct 24
Finnair Logo
2:00 pm - 9:40 amGCM-MCO
18h 40m2 stops
Finnair Logo
8:35 pm - 11:10 amMCO-GCM
15h 35m1 stop
$575Finnair
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Thu, Oct 16 - Sun, Oct 19
Air Canada Logo
12:50 pm - 11:22 pmGCM-MCO
33h 32m2 stops
Air Canada Logo
8:00 am - 11:55 amMCO-GCM
28h 55m2 stops
$774Air Canada
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Fri, Jan 2 - Wed, Jan 7
Southwest Logo
1:30 pm - 3:25 pmGCM-MCO
1h 55mnonstop
Southwest Logo
11:00 am - 12:55 pmMCO-GCM
1h 55mnonstop
$1,233Southwest
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Fri, Jan 2 - Wed, Jan 7
Air Canada Logo
1:30 pm - 11:15 amGCM-MCO
21h 45m1 stop
Air Canada Logo
6:15 pm - 12:20 pmMCO-GCM
18h 05m2 stops
$1,785Air Canada
Find Deal
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 month to fly to Orlando Airport?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for flights to Orlando Airport, 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 to Orlando Airport is November, where tickets cost $379 on average for return flights. On the other hand, the most expensive months are June and October, where the average cost of tickets from the Cayman Islands is $656 and $639 respectively. For one-way flights, the best month to travel is November with an average price of $379.

What is a good deal for flights to Orlando Airport?

If you’re looking for cheap airfare to Orlando Airport, 25% of our users found tickets to Orlando Airport for the following prices or less: From George Town $681 round-trip.

Good to know

Low seasonFebruary
Cheapest flight$230
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 - 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 $571. The cheapest price found on KAYAK in the last 2 weeks cost $237 and departed from George Town Owen Roberts Intl Airport.

  • What is the cheapest day to fly to Orlando?

    Based on KAYAK data, the cheapest day to fly to Orlando is Thursday where round-trip tickets can be as cheap as $488. On the other hand, the most expensive day to fly is Sunday, where round-trip prices are $661 on average.

  • 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.

  • 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 $542 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 $561.

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

    Each week there are around 3,343 direct flights from within Cayman Islands to Orlando Airport. The most common day for departures is Sunday, with 16% 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 $530
  • 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

 
See real verified KAYAK customer reviews for airlines flying to Orlando. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline from the Cayman Islands to Orlando. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
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.
8.0
SouthwestOverall score based on 4246 reviews
7.0Food
8.6Crew
8.0Comfort
7.5Entertainment
8.1Boarding
Airline reviews

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

4.0 OkayDavid, Aug 2025DTW - STL
Read more Southwest reviews

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.

Very smooth checking in our luggage with a super pleasant SW agent. I enjoyed a fun entertaining movie.

WiFi did not work. For as outrageous as these flights cost, when they’re advertised with certain services/ features they should be in working order

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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