$161 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 1/24. 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
$267
Spirit Airlines
Sun 2/1Sun 2/8
GCM - MCO • 1 stop
Cheapest non-stop
$513
Southwest
Sun 2/1Sun 2/8
GCM - MCO • Non-stop
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Flight Deals
Useful Info
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

Sun, Feb 1 - Sun, Feb 8
Spirit Airlines Logo
2:49 pm - 11:59 pm
GCM
-
MCO
9h 10m1 stop
Spirit Airlines Logo
6:00 am - 1:53 pm
MCO
-
GCM
7h 53m1 stop
$267Spirit Airlines
Sat, Jan 31 - Tue, Feb 3
Multiple Airlines Logo
2:34 pm - 11:59 pm
GCM
-
MCO
9h 25m1 stop
Multiple Airlines Logo
7:18 pm - 4:05 pm
MCO
-
GCM
20h 47m2 stops
$341Multiple Airlines
Sun, Feb 1 - Sun, Feb 8
Multiple Airlines Logo
7:00 am - 11:58 pm
GCM
-
MCO
16h 58m2 stops
Multiple Airlines Logo
6:00 am - 1:53 pm
MCO
-
GCM
7h 53m1 stop
$360Multiple Airlines
Sat, Feb 21 - Sat, Feb 28
Multiple Airlines Logo
8:50 am - 5:16 pm
GCM
-
MCO
32h 26m2 stops
Multiple Airlines Logo
6:54 pm - 1:43 pm
MCO
-
GCM
18h 49m1 stop
$414Multiple Airlines
Sat, Feb 21 - Sat, Feb 28
Multiple Airlines Logo
5:25 pm - 11:01 pm
GCM
-
MCO
29h 36m1 stop
Multiple Airlines Logo
6:54 pm - 1:43 pm
MCO
-
GCM
18h 49m1 stop
$438Multiple Airlines
Fri, May 15 - Wed, May 20
American Airlines Logo
12:00 pm - 8:26 pm
GCM
-
MCO
7h 26m1 stop
American Airlines Logo
9:00 am - 1:11 pm
MCO
-
GCM
5h 11m1 stop
$439American Airlines
Fri, May 15 - Wed, May 20
American Airlines Logo
2:10 pm - 9:36 am
GCM
-
MCO
18h 26m2 stops
American Airlines Logo
9:00 am - 1:11 pm
MCO
-
GCM
5h 11m1 stop
$444American Airlines
Mon, Feb 23 - Mon, Mar 2
Multiple Airlines Logo
4:45 pm - 12:25 am
GCM
-
MCO
31h 40m2 stops
Multiple Airlines Logo
9:30 pm - 4:25 pm
MCO
-
GCM
18h 55m1 stop
$445Multiple Airlines
Thu, May 14 - Wed, May 20
Spirit Airlines Logo
1:40 pm - 11:58 pm
GCM
-
MCO
9h 18m1 stop
Spirit Airlines Logo
6:50 pm - 12:43 pm
MCO
-
GCM
18h 53m1 stop
$454Spirit Airlines
Sat, May 16 - Wed, May 20
Spirit Airlines Logo
1:40 pm - 11:58 pm
GCM
-
MCO
9h 18m1 stop
Spirit Airlines Logo
6:50 pm - 12:43 pm
MCO
-
GCM
18h 53m1 stop
$463Spirit Airlines
Useful Info

Good to know

Low seasonApril
Cheapest flight$161
Best time to beat the crowds with an average 16% drop in price.
Most popular time to fly and prices are also 7% 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 4249 reviews
8.6Crew
7.5Entertainment
8.1Boarding
8.0Comfort
7.0Food
Airline reviews

Never went on board this flight. Kayak uses Underpricer (which is a scam business) as it's "customer service provider". This customer service is a classic bait and switch "service". I Got caught in the UnderPricer Bait and switch scam. 14 hours on the phone with people from India with heavy accents and upselling me to useless products. The original sell was a flight on spirit. Then they contact me later, an say after they have my money that the flight is no good as is is only one seat for a party of two. I am still in dispute to get my money back. Went to Spirit direct and had a beautiful vacation. I should never have used Kayak and their rip off artists UnderPricer.

2.0 MediocreAnonymous, Jan 2026
SJU - BWI
Read more Southwest reviews

Never went on board this flight. Kayak uses Underpricer (which is a scam business) as it's "customer service provider". This customer service is a classic bait and switch "service". I Got caught in the UnderPricer Bait and switch scam. 14 hours on the phone with people from India with heavy accents and upselling me to useless products. The original sell was a flight on spirit. Then they contact me later, an say after they have my money that the flight is no good as is is only one seat for a party of two. I am still in dispute to get my money back. Went to Spirit direct and had a beautiful vacation. I should never have used Kayak and their rip off artists UnderPricer.

The flight crew was extremely rude and especially not helpful when our flight was delayed.

Pretty seamless, just a tad bit late in taking off and landing.

Flight was fine other than there was a gate change that I was not notified of. By chance I happened to check my phone and saw the change, otherwise, we would have missed our connecting flight.

Haven’t flown on SW in years. Flight was on time departing and arriving. Served vegan butter onion flavored pretzels which were bad. Coke served was in a tiny paper cup. Crew was not engaging. Felt like they were going through the motions. Old plane, tight seats and no leg room.

Check-in, Boarding and flight were smooth. All the employees and crew was very nice and funny. They gave the kids crayons and workbooks to keep them occupied which was a big win. I’ve flown Southwest many times and that’s the first time I’ve seen that and it is a great addition.

Flight was on time. Wi-fi was a little spotty/slow. Boarding and exit were efficient.

Okay, not wonderful. Short flight. Wi-fi didn't work properly. Stuck waiting for a gate to open upon arrival for 20 or so minutes.

They sent a notice that they were boarding an hour early. We had to leave the club and run to the gate. They said sorry, that came from corporate and was a mistake. They did not have enough seating because the flight before it had not taken off on time. They moved our gate and delayed it for an hour.

The boarding and seat assignment system no longer works for me, but I know it is being replaced. Otherwise, I am good with the overall experience.

I was originally scheduled on AA 1763. When I landed in Miami, I went to the counter for flight AA 2115 to try to move my flight to this one. I was in a first class seat on AA 1763. While they moved to me this flight, I was told that there were no other 1st class seats available and they assigned me into coach. However, when I was getting off the plane I noticed that one of the pilots who was also in line to go jump seat - somehow miraculously got a 1st class seat on this flight. It is actually infuriating that I had a paid 1st class seat yet somehow they would move an AA employee ahead of that. At a bare minimum, they should have compensated me for the fare difference and I really think paying customers should ALWAYs get the premiere seats.

UGH I HAD TO MISS MY FIRST FLIGHT TO TAMPA CAUSE OF THE 10 MINUTE DELAY OF THE ORLANDO TO MIAMI ONE SO THEY HAD ME GET ANOTHER TICKET. I AM NOT HAPPY AT ALL BECAUSE IT MADE ME MISS MY CONNECTING FLIGHT FROM TAMPA TO LONDON AND FORCED ME TO MISS A DAY AT MY ROOM IN THE UK.

Wish they didnt delay off-boarding for 10 minutes so i could connect to my flight from miami to tampa

We experienced gate changes and a long delay. My seat was dirty when I boarded and I had to use wipes to clean it myself. There was an unpleasant and overpowering cleaning product scent on the plane as well that lingered through the flight.

Original flight was canceled and rescheduled for the next day. Cancelation notice was sent in the middle of the night (only saw it in the morning), leaving no room to find other options. No offers to reimburse for the extra expenses or compensations. My flight to Rio on 12/12 was also delayed for 16 hours. This seems to be the new normal for AA.

I got sick nothing contagious but distressing and the care I received by Kayla? Keighly the flight attendant will be memorable for ever. Thank You

Waaay too small plane. They also need to up the size of the overhead bins. I would love to keep me 3k with of camera equipment in my hard case baggahe instead of it being thrown into the belly of the plane

Attendants were pleasant and the flight was smooth and relaxed.

It was fine. No drinks nor snacks offered though. I thought that was unusual.

I like how the crew and pilot kept us updated Even though our flight was slightly delayed. We made up time for it in the air. I really did enjoy my seat and amenities and my trip and value overall.

Traveling to a place near Orlando?

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