$254 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 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

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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Flights 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.

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

KAYAK's recommended round-trip deals from the most popular airlines that fly from the Cayman Islands to Orlando.
Discover the best prices for you by selecting your travel dates on KAYAK.
American Airlines Logo
2:10 pm - 11:54 pmGCM-MCO
8h 44m1 stop
American Airlines Logo
7:52 am - 1:10 pmMCO-GCM
6h 18m1 stop
$498American Airlines
Find Deal
Thu, May 22 - Thu, May 29
American Airlines Logo
12:10 pm - 6:30 pmGCM-MCO
5h 20m1 stop
American Airlines Logo
9:09 am - 1:10 pmMCO-GCM
5h 01m1 stop
$506American Airlines
Find Deal
Fri, Jun 13 - Thu, Jun 19
American Airlines Logo
12:10 pm - 8:42 amGCM-MCO
19h 32m2 stops
American Airlines Logo
6:36 pm - 11:04 amMCO-GCM
17h 28m2 stops
$510American Airlines
Find Deal
Fri, Jun 13 - Thu, Jun 19
American Airlines Logo
2:10 pm - 8:43 amGCM-MCO
17h 33m2 stops
American Airlines Logo
6:00 am - 1:10 pmMCO-GCM
8h 10m1 stop
$512American Airlines
Find Deal
Thu, May 22 - Thu, May 29
Southwest Logo
12:45 pm - 3:50 pmGCM-MCO
2h 05mnonstop
Southwest Logo
10:55 am - 11:50 amMCO-GCM
1h 55mnonstop
$561Southwest
Find Deal
Fri, Jun 13 - Thu, Jun 19
British Airways Logo
12:25 pm - 11:54 pmGCM-MCO
10h 29m2 stops
British Airways Logo
7:37 pm - 11:10 amMCO-GCM
16h 33m2 stops
$592British Airways
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Thu, May 22 - Thu, May 29
Southwest Logo
12:45 pm - 3:45 pmGCM-MCO
2h 00mnonstop
Southwest Logo
10:55 am - 11:50 amMCO-GCM
1h 55mnonstop
$631Southwest
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Thu, May 22 - Thu, May 29
 Logo
4:45 pm - 8:23 amGCM-MCO
14h 38m2 stops
 Logo
8:25 am - 9:20 pmMCO-GCM
37h 55m3 stops
Fri, Jun 13 - Thu, Jun 19
United Airlines Logo
1:35 pm - 10:00 pmGCM-MCO
7h 25m1 stop
United Airlines Logo
7:00 am - 12:30 pmMCO-GCM
6h 30m1 stop
$819United Airlines
Find Deal
Fri, May 16 - Mon, May 19
American Airlines Logo
12:25 pm - 12:38 amGCM-MCO
11h 13m1 stop
American Airlines Logo
7:37 pm - 11:10 amMCO-GCM
16h 33m2 stops
$1,034American Airlines
Find Deal
Fri, May 16 - Mon, May 19
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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 October and March, where the average cost of tickets from the Cayman Islands is $630 and $625 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 $471 round-trip.


Good to know

Low seasonFebruary
High seasonAugust
Cheapest flight$254
Best time to beat the crowds but there is an average 1% increase in price.
Most popular time to fly and prices are also 5% 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 $473. The cheapest price found on KAYAK in the last 2 weeks cost $325 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 $459. On the other hand, the most expensive day to fly is Sunday, where round-trip prices are $702 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 $539 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 $584.

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

    Each week there are around 3,314 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 $403
  • Enter your preferred departure airport and travel dates into the search form above to unlock the latest Orlando flight deals.

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 4294 reviews
7.6Entertainment
8.6Crew
8.2Boarding
7.1Food
8.0Comfort
Airline reviews

It is southwest seat was ok. Not the most comfortable seat

8.0 ExcellentJohn, Apr 2025PVD - FLL
Read more Southwest reviews

It is southwest seat was ok. Not the most comfortable seat

I’ve always loved Southwest. No issues at all. I was flying standby and the gate agent was extremely friendly and helpful. Boarding was smooth and I was able to get a window seat in the emergency exit row. Crew was fantastic! They were very professional and accommodating. We had to divert from our destination due to weather but the flight crew kept everyone at ease and informed us of all pertinent information. Excellent flight

The price of the tickets isn't matching the flight experience. No matter how long the flight is, you're only getting pretzels. The flight attendants looked unkept and over it.

Plz don't take away free bags and free seating

The seats were a bit cramped and worn, but otherwise okay.

I would have liked to arrive on time - not 5 hours late!

After a 3 hour layover in Denver my flight was delayed over 5 hours! No explanation; no assistance; no offer to provide compensation; no one at Southwest was willing to offer any assistance. 8 hours in the Denver airport - ridiculous!

It was a perfect flight in all aspects! Both legs!

Only one drink pass through the cabin for a 4 hour flight. Quite rough and bumpy landing.

Boarding process, crew were good. But the seats were so uncomfortable that was all I could focus on. I literally had to sit forward so that all 3 of us could fit in row. I will try to avoid Southwest in the future for any flights over 60 minutes.

Everything about the flight was lovely…We left early, arrived early, cabin crew were efficient and helpful. Flight was easy and most pleasant.

Would have thought that they would gas up plane before everyone got on board

The flight was late and we missed this connecting flight. American Airlines refused to put us anywhere for the night for their snafu. We had to find our own accommodations in Miami, and it was expensive for a crappy hotel.

Fine. On time, cabin service was fine, bag arrived. All good. Flying into DCA so did not collide with any helicopters, which is also good. Horrid incident that could have and should have been prevented.

Free wifi was available, but only some time, being at least 30 minutes into the flight. it would have been better that an announcement had been made about the delay.

We were not offered anything to drink in business class during the boarding process.

When I'm on a 5hr 22 minute flight I expect food to be purchased. Especially when American makes a very tight connection time where u have to run to make the long flight. Chips and nuts are unacceptable and being told you should be in first class to get a meal is also unacceptable. I didn't change the flight times American Airlines did.

Flight was delayed taking off over 2 hours. Original plane was taken out of service and replaced. They didn’t tell us they were replacing plane until after original takeoff time had past. No power on new plane to charge devices. When eventually landing at destination no gate was available waited 1 hour for new gate. No Americans finest hour.

My seat was horrible. I think it was broken in several places. Other than that, the crew was great and the plane was clean

Standard. No different than a discount carrier on a short trip.

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