$171 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 1/22. 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, 0 bags

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Everything you should know

Cheapest round-trip
$460
Typical prices: $483-$629
Multiple Airlines
Tue 12/16Wed 12/17
GCM - MCO • 2 stops
Cheapest non-stop
$479
Southwest
Tue 12/16Tue 12/23
GCM - MCO • Non-stop
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Flight Deals
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Flight 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

Tue, Dec 16 - Wed, Dec 17
Multiple Airlines Logo
7:00 am - 5:52 pmGCM-MCO
10h 52m2 stops
Multiple Airlines Logo
9:01 pm - 1:45 pmMCO-GCM
16h 44m1 stop
$460Multiple Airlines
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Tue, Dec 16 - Tue, Dec 23
United Airlines Logo
5:45 pm - 8:20 pmGCM-MCO
26h 35m1 stop
United Airlines Logo
6:18 pm - 1:45 pmMCO-GCM
19h 27m1 stop
$474United Airlines
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Tue, Dec 16 - Tue, Dec 23
Southwest Logo
1:30 pm - 3:25 pmGCM-MCO
1h 55mnonstop
Southwest Logo
10:40 am - 12:35 pmMCO-GCM
1h 55mnonstop
$479Southwest
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Tue, Dec 16 - Tue, Dec 23
American Airlines Logo
1:25 pm - 11:44 pmGCM-MCO
10h 19m2 stops
American Airlines Logo
10:00 am - 2:49 pmMCO-GCM
4h 49m1 stop
$488American Airlines
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Tue, Dec 16 - Wed, Dec 17
American Airlines Logo
1:25 pm - 6:47 pmGCM-MCO
5h 22m1 stop
American Airlines Logo
6:59 pm - 2:45 pmMCO-GCM
19h 46m1 stop
$492American Airlines
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Fri, Apr 3 - Tue, Apr 7
American Airlines Logo
8:30 am - 6:41 pmGCM-MCO
9h 11m1 stop
American Airlines Logo
10:06 am - 12:45 pmMCO-GCM
3h 39m1 stop
$526American Airlines
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Fri, Apr 3 - Tue, Apr 7
American Airlines Logo
8:30 am - 7:17 pmGCM-MCO
9h 47m1 stop
American Airlines Logo
5:00 am - 10:45 amMCO-GCM
6h 45m2 stops
$531American Airlines
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Sun, Dec 7 - Thu, Dec 11
United Airlines Logo
2:25 pm - 11:59 pmGCM-MCO
9h 34m1 stop
United Airlines Logo
7:00 am - 4:30 pmMCO-GCM
9h 30m1 stop
$556United Airlines
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Fri, Jan 2 - Fri, Jan 9
Multiple Airlines Logo
7:00 am - 7:37 amGCM-MCO
24h 37m2 stops
Multiple Airlines Logo
6:59 pm - 1:38 pmMCO-GCM
18h 39m1 stop
$582Multiple Airlines
Find Deal
Fri, Jan 2 - Wed, Jan 7
American Airlines Logo
3:45 pm - 12:17 amGCM-MCO
8h 32m1 stop
American Airlines Logo
6:00 am - 12:05 pmMCO-GCM
6h 05m1 stop
$583American Airlines
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Good to know

Low seasonSeptember
Cheapest flight$171
Best time to beat the crowds with an average 9% drop in price.
Most popular time to fly and prices are also 6% 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 4248 reviews
8.6Crew
8.1Boarding
8.0Comfort
7.5Entertainment
7.0Food
Airline reviews

No delays and arrived to destination 30 min early. Staff was super friendly.

10.0 ExcellentIlevba, Nov 2025DCA - DAL
Read more Southwest reviews

No delays and arrived to destination 30 min early. Staff was super friendly.

San Diego airport is brand new, spacious, airy and very smooth checkin at SW baggage drop.

It was rough. The staff was unprofessional, the choice of on board drinks terrible, it was cramped in space at every airport, they always ran out of overhead bin space so they pressured people to check bags for free or we couldn’t leave on the plane— so I did check my bag to help, and they nearly lost my bag. My bag did not arrive on the luggage belt, another man on my flight and I had to waste our time going to the baggage office to search for our bags. I would only fly southwest again if it was my last choice. Also, my flights were consistently delayed over and over again— at one point they straight up told us we were waiting for the pilot to arrive.

Crew could have been friendlier, maybe I'm spoiled by SW crews. In flight wifi was good. Would be nice to have more food offerings on a 4 plus hour flight

Had to get off plane from prior flight even though I had to reboard same plane to continue to my final destination.

Everything a cheap airline should be at normal airline rates.

Plane crashed into a bus or some other vehicle on the ground while pulling out of the gate. No injuries, but wing tip was damaged and returned to gate for “maintenance issues” and we departed 5 hours later because the plane went out of service and new plane was flown in from a nearby airport, Midway.

Ever since Southwest starting charging for bags, passengers don't want to pay to check their bags, so the gate agents have to beg people to check their roller bags now because there's "not enough space". This was a terrible business move by Southwest.

Full cans of soda would be nice. A choice between two snacks would be appreciated.

Tried watching free movie and it kept freezing so I couldn’t finish.

Delays to take off and to leave the plane after landing added a lot of time to this 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.

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