$247 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 11/19. 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

Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

Save 20% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Bundle and saveSave money when you bundle your flight + hotel.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Flights Deals
Useful Info
Flights Deals

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

Fri, Sep 26 - Sun, Sep 28
Delta Logo
12:52 pm - 12:28 amGCM-MCO
10h 36m1 stop
Delta Logo
6:00 am - 11:36 amMCO-GCM
6h 36m1 stop
$415Delta
Find Deal
Fri, Aug 8 - Mon, Aug 18
United Airlines Logo
1:35 pm - 10:00 pmGCM-MCO
7h 25m1 stop
United Airlines Logo
7:12 am - 12:30 pmMCO-GCM
6h 18m1 stop
$459United Airlines
Find Deal
Fri, Aug 8 - Thu, Aug 14
United Airlines Logo
1:35 pm - 10:00 pmGCM-MCO
7h 25m1 stop
United Airlines Logo
3:43 pm - 12:30 pmMCO-GCM
21h 47m1 stop
$497United Airlines
Find Deal
Mon, Jul 28 - Sun, Aug 3
Southwest Logo
12:45 pm - 3:50 pmGCM-MCO
2h 05mnonstop
Southwest Logo
10:55 am - 11:50 amMCO-GCM
1h 55mnonstop
$521Southwest
Find Deal
Tue, Aug 26 - Sat, Aug 30
 Logo
11:30 am - 9:11 amGCM-MCO
20h 41m2 stops
 Logo
8:04 pm - 11:40 amMCO-GCM
16h 36m2 stops
Mon, Aug 11 - Fri, Aug 15
 Logo
7:00 am - 6:48 pmGCM-MCO
10h 48m2 stops
 Logo
10:16 am - 9:20 pmMCO-GCM
12h 04m2 stops
Tue, Aug 26 - Sat, Aug 30
American Airlines Logo
12:10 pm - 6:34 pmGCM-MCO
5h 24m1 stop
American Airlines Logo
8:35 pm - 11:10 amMCO-GCM
15h 35m1 stop
$610American Airlines
Find Deal
Tue, Aug 26 - Sat, Aug 30
American Airlines Logo
2:10 pm - 10:14 amGCM-MCO
19h 04m2 stops
American Airlines Logo
1:53 pm - 11:25 amMCO-GCM
22h 32m1 stop
$614American Airlines
Find Deal
Mon, Aug 11 - Sun, Aug 17
Air Canada Logo
12:50 pm - 11:48 pmGCM-MCO
33h 58m2 stops
Air Canada Logo
7:00 am - 11:55 amMCO-GCM
29h 55m1 stop
$665Air Canada
Find Deal
Mon, Aug 11 - Sun, Aug 17
Air Canada Logo
12:50 pm - 11:48 pmGCM-MCO
33h 58m2 stops
Air Canada Logo
8:00 am - 11:55 amMCO-GCM
28h 55m2 stops
$765Air Canada
Find Deal
Useful Info

Good to know

Low seasonFebruary
High seasonAugust
Cheapest flight$247
Best time to beat the crowds with an average 1% drop in price.
Most popular time to fly and prices are also 4% 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.
8.0
SouthwestOverall score based on 4266 reviews
8.0Comfort
7.0Food
8.6Crew
7.6Entertainment
8.2Boarding
Airline reviews

Delayed flight. Nicest crew member was a SW pilot flying seated next to me who kindly move to seat the final passenger. Flight extra delayed. My cup of refreshment of ginger ale was so packed with ice it was literally 2 sips.

4.0 OkayTraci, Jun 2025OAK - SEA
Read more Southwest reviews

Delayed flight. Nicest crew member was a SW pilot flying seated next to me who kindly move to seat the final passenger. Flight extra delayed. My cup of refreshment of ginger ale was so packed with ice it was literally 2 sips.

For my birthday trip this was my second time ever flying, this trip was the best.

after landing, we stay 2 hours on the taxi way before reaching the gate The airline and the crew were good though

No trays in our seats, we sat in first row, purchased a business class fare. Had to hold our drinks and snack in our hands. No plugs for our cell phones. Had to pay for it a drink cocktail each. Seats so uncomfortable.

Flight wasn’t even full, but too many carry-ons caused us to run out of bin space. New bag fee has folks who would usually check their bags carrying on. Watching Southwest morph into Spirit/Frontier is so sad to watch

Sat on tarmac for 2 hours and then missed my connecting flight

First time traveling on Southwest since bag fees were implemented. Usual good service. Just more expensive now.

Everything was on time. I was disappointed by the front section female, African American flight attendant. I did not see her name tag or would have identified by name not race. As passengers moved to the bathroom early in flight, she would say with a disdainful tone “I have to say the seat belt light is on” then go back to her book. Better trained flight attendants say something like be careful the seat belt light is on.

Cluster mess boarding. Can't wait for SWA reserved seating. Internet didn't seem to work on the plane.

Flights delayed by 4-6 hours. Boarding was a mess and unclear. Bags were not at arrival airport and had never even been put on the plane. No idea when I’ll get them. Don’t fly into Denver!

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.

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.

Traveling to a place near Orlando?

Book flights to Orlando if you plan to visit one of these locations
Bay Lake

Everything you need to know for your flight to Orlando

Information on your arrival and departure airports

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