$220 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 12/4. 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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Everything you should know

Cheapest round-trip
$361
Typical prices: $479-553
Delta
Tue 12/23Mon 1/5
GCM - MCO • 1 stop
Cheapest non-stop
$432
Southwest
Thu 11/6Mon 11/10
GCM - MCO • Non-stop
When to travel
November
Cheapest • 28% price drop
November
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
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KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Orlando!
Flight Deals
Booking Insights
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

Tue, Dec 23 - Mon, Jan 5
Delta Logo
1:52 pm - 9:15 pmGCM-MCO
7h 23m1 stop
Delta Logo
5:30 am - 2:20 pmMCO-GCM
8h 50m1 stop
$361Delta
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Thu, Nov 6 - Sun, Nov 9
American Airlines Logo
3:36 pm - 10:59 pmGCM-MCO
7h 23m1 stop
American Airlines Logo
6:01 am - 11:57 amMCO-GCM
5h 56m1 stop
$370American Airlines
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Mon, Nov 17 - Mon, Nov 24
JetBlue Logo
3:45 pm - 3:30 pmGCM-MCO
23h 45m1 stop
JetBlue Logo
7:00 am - 2:32 pmMCO-GCM
7h 32m1 stop
$409JetBlue
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Fri, Oct 31 - Mon, Nov 3
United Airlines Logo
4:45 pm - 8:15 pmGCM-MCO
26h 30m1 stop
United Airlines Logo
7:00 am - 4:30 pmMCO-GCM
9h 30m1 stop
$421United Airlines
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Thu, Nov 6 - Sun, Nov 9
American Airlines Logo
3:10 pm - 9:58 pmGCM-MCO
6h 48m1 stop
American Airlines Logo
11:20 am - 8:28 pmMCO-GCM
9h 08m1 stop
$424American Airlines
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Thu, Nov 6 - Mon, Nov 10
Southwest Logo
1:30 pm - 3:25 pmGCM-MCO
1h 55mnonstop
Southwest Logo
10:40 am - 12:35 pmMCO-GCM
1h 55mnonstop
$432Southwest
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Sun, Nov 16 - Sun, Nov 23
JetBlue Logo
3:40 pm - 9:24 amGCM-MCO
17h 44m1 stop
JetBlue Logo
6:00 am - 2:31 pmMCO-GCM
8h 31m1 stop
$436JetBlue
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Sat, Nov 1 - Sat, Nov 8
Multiple Airlines Logo
5:10 pm - 10:57 amGCM-MCO
16h 47m1 stop
Multiple Airlines Logo
7:48 am - 2:00 pmMCO-GCM
30h 12m1 stop
$467Multiple Airlines
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Sat, Nov 1 - Sat, Nov 8
Multiple Airlines Logo
5:10 pm - 10:57 amGCM-MCO
16h 47m1 stop
Multiple Airlines Logo
2:40 pm - 2:00 pmMCO-GCM
23h 20m2 stops
$470Multiple Airlines
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Sat, Nov 1 - Sat, Nov 8
Southwest Logo
1:05 pm - 4:00 pmGCM-MCO
1h 55mnonstop
Southwest Logo
11:05 am - 1:00 pmMCO-GCM
1h 55mnonstop
$512Southwest
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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 one-way flights. On the other hand, the most expensive months are June and March, where the average cost of tickets from the Cayman Islands is $656 and $625 respectively. For return trips, the best month to travel is November with an average price of $379.

Good to know

Low seasonSeptember
Cheapest flight$220
Best time to beat the crowds with an average 7% 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 $465. The cheapest price found on KAYAK in the last 2 weeks cost $430 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 tickets can be as cheap as $488. On the other hand, the most expensive day to fly is Sunday, where 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 flights cost $545 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.

Top tips for finding cheap flights to Orlando

  • 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 4248 reviews
8.1Boarding
7.0Food
8.0Comfort
8.6Crew
7.5Entertainment
Airline reviews

Connecting flight is on time and boarding was a breeze!

10.0 ExcellentGabriel, Sep 2025DEN - SMF
Read more Southwest reviews

Connecting flight is on time and boarding was a breeze!

Excellent. Would encourage Southwest to keep current boarding procedures with free style seating. Makes for a fantastic experience

As always, the entire Southwest experience was perfect. Purchasing the tickets on the Southwest web site was effortless, departure and arrival gates were spotless and comfortable, plane was clean and comfortable, crew was excellent and flight was on time. Wheelchair service in Las Vegas at departure was somewhat chaotic and disjointed, but I am not sure if that was Southwest problem, airport problem or combination.

I wish they had movie screens in the headrests. The seats are much improved, more legroom and recently renovated. Bathroom was clean. Staff was outstanding!!

As always, the entire Southwest experience was wonderful, from online booking to flight to baggage retrieval. Very grateful.

The weather could have been better. There was a 40 minute ATC delay in SFO because of marine fog and a micro cell storm delayed landing and take-off at Nashville. The gate was changed 5 minutes from boarding from gate B3 to gate C23 at Nashville airport.

Was good. I miss the free 2 checked bags. That was part of what made Southwest special

After being assaulted by a flight attendant I was then brushed off as oh well because he long braids didn’t mean to whip me in the eye. I have filed complaints and will see. But like any other issue I’ve had with kayak involved it’s been trash. Last time I’ll be using your app

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.

It was a red eye flight, so no meals were provided, but it was fine with snacks. The seats felt cramped and almost too narrow.

We didn't take off until an hour after we boarded.

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

The delayed flight was awful and moving the departure gate twice was annoying

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

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.

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

Everything you need to know for your flight to Orlando

Information on the airport you'll fly into in Orlando

Not what you’re looking for? Find thousands of other hotels, flights, car rentals and package deals with KAYAK.