$254 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 5/21. 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
1 adult, Economy, 0 bags

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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

Sat, May 16 - Mon, May 18
JetBlue Logo
2:20 pm - 9:55 am
GCM
-
MCO
18h 35m
1 stop
JetBlue Logo
12:20 pm - 12:45 pm
MCO
-
GCM
25h 25m
2 stops
$521JetBlue
Thu, Jun 11 - Thu, Jun 18
United Airlines Logo
1:35 pm - 11:27 pm
GCM
-
MCO
8h 52m
1 stop
United Airlines Logo
7:00 am - 12:30 pm
MCO
-
GCM
6h 30m
1 stop
$538United Airlines
Thu, Jun 11 - Thu, Jun 18
Southwest Logo
12:50 pm - 3:45 pm
GCM
-
MCO
1h 55mnonstop
Southwest Logo
11:05 am - 11:55 am
MCO
-
GCM
1h 50mnonstop
$543Southwest
Thu, May 21 - Sun, May 24
American Airlines Logo
12:33 pm - 8:59 pm
GCM
-
MCO
7h 26m
1 stop
American Airlines Logo
6:15 am - 11:30 am
MCO
-
GCM
6h 15m
1 stop
$547American Airlines
Sat, May 16 - Wed, May 20
Delta Logo
1:19 pm - 8:14 pm
GCM
-
MCO
5h 55m
1 stop
Delta Logo
5:30 am - 11:54 am
MCO
-
GCM
7h 24m
1 stop
$548Delta
Thu, May 21 - Sun, May 24
American Airlines Logo
5:12 pm - 9:06 am
GCM
-
MCO
14h 54m
2 stops
American Airlines Logo
7:32 pm - 11:01 am
MCO
-
GCM
16h 29m
2 stops
$552American Airlines
Thu, Jun 11 - Thu, Jun 18
Multiple Airlines Logo
12:25 pm - 5:54 pm
GCM
-
MCO
28h 29m
3 stops
Multiple Airlines Logo
1:40 pm - 10:00 am
MCO
-
GCM
45h 20m
2 stops
$554Multiple Airlines
Sat, Jul 4 - Mon, Jul 6
Delta Logo
12:59 pm - 12:14 am
GCM
-
MCO
10h 15m
1 stop
Delta Logo
8:55 pm - 11:31 am
MCO
-
GCM
15h 36m
1 stop
$557Delta
Thu, Jun 11 - Thu, Jun 18
American Airlines Logo
12:33 pm - 8:00 pm
GCM
-
MCO
6h 27m
1 stop
American Airlines Logo
6:15 am - 4:11 pm
MCO
-
GCM
10h 56m
2 stops
$564American Airlines
Thu, Jul 30 - Wed, Aug 5
American Airlines Logo
5:10 pm - 1:01 pm
GCM
-
MCO
18h 51m
2 stops
American Airlines Logo
5:36 pm - 11:00 am
MCO
-
GCM
18h 24m
2 stops
$567American Airlines
Useful Info

Good to know

Low seasonApril
Cheapest flight$254
Best time to beat the crowds with an average 19% drop in price.
Most popular time to fly and prices are also 14% 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 4314 reviews
8.6Crew
8.0Comfort
7.5Entertainment
7.0Food
8.1Boarding
Airline reviews

The entire experience from boarding to landing was amazing! The crew were very friendly. Will definitely be back.

10.0 Excellentlarry, Apr 2026
LGB - PHX
Read more Southwest reviews

The entire experience from boarding to landing was amazing! The crew were very friendly. Will definitely be back.

no service at all due to turbulence. they should've at least given us snacks, there were only 10 people on the entire flight.

First time I've had to use the disabled accommodations. And I could not have had a better experience with Southwest, i was having trouble getting from one terminal to another due to my heart failure. And the next thing I know a Southwest agent had made sure. I had a wheelchair at all my flights. Can't thank them enough.

Delayed flight, lack of information, boarding process is a mess as is the carryon luggage causing issues when leaving the plane….just a poor experience.

Comfortable. Easy. No problems. Just wish they had gf options for snacks.

The crew was very kind and made going to Hawaii relaxing and fun to look forward to! Thank you Southwest for a pleasant flight!

This leg was much better, but we did have to have a 3 hour lay o er after coming from a very exhausting hiccup with our flight from BNA to Den

We waited in the airplane for over 45 min for a southwest employee to make the flight. This cause over half the plane to miss their connecting flight in Denver. When we confronted the desk upon arrival, they told us the only flight they had was the next day leaving at 8:50 pm!!! Or they offered to get us to Burbank or LA, but after that we were on our own to get back to Santa Barbara. I paid for a flight from sba to bna bna to sba. My re entry into mom mode has been 💯 rough because of southwest mistake with my flight. And now I’m leaving to Reno tomorrow for a vballl tournament and just discovered that my leg in Vegas has me and my 3 kids on a stand by flight even though I had booked these ticket last year November!! Do better southwest!

Southwest is kind of a slum airline. It’s gotten more expensive over the years for less and less service. I am a Southwest Chase Visa card holder and was forced to choose a seat in the 26th row in the middle seat. However my wife who is a rewards member but doesn’t hold a card or anything else, gets randomly assigned a normally paid seat in row 6! How does that work?

For the first time in a long time, the Wi-Fi actually worked the entire flight! The flight crew was amazing as usual.

Poor... food was horrible, boarding very slow, service on board mediocre

Flight left early and arrived 30 MINUTES early at the destination. Smooth trip.

Departed late but made up the time en route. Uncrowded and clean aircraft.

I was able to get the AA customer Service desk to put me on an earlier flight without any issues.

Incredibly delayed. First delay was due to plane coming in being late. Resulted in 30 minute delay. Boarded and then had multiple mechanical issues. Was on plane for an hour until they told people they could get off if they wanted but couldn't come back. Then gate agent rushed in and said they had lost control of who went off and we would all have to deplane and then get back on. They said flight had not been cancelled. Then while sitting waiting to board again they announced it would take two hours to get new plane and to wait at new gate. New plane arrived, reboarded only to find out that pilots had timed out. Waited for new pilots. In that time one of the flight attendants timed out. Never received food or water while waiting. Was confusing mess as to what was happening. Even flight attendants and gate agents were getting frustrated. Almost 6 hours delayed. Called American to received flight credit but can't get anywhere as Kayak reservation and don't have a ticket number. Reached out to Kayak but never heard back.

Very disappointing. Flight was delayed by 1.5 hours and food options are very underwhelming even for first class seats (same food given to economy seats)

Was not able to do a online check-in because the American Airlines system doesn't store our visa or other passport information, allowing us to have a trouble-free check-in. We were forced to have to check-in at the counter which Changes are upgrade status given that we were not able to check in much earlier.

I have been flying American Airlines—almost exclusively—for years. The airline is consistent with fares, timely departures/arrivals, and customer service, whether on the phone or in the air.

Incoming flight was delayed, delaying boarding. It then took 30 mins to take off. Took 20 mins to get to a gate because they changed the gate last minute, crew weren’t ready so there was no one staffed to work the jet bridge. Boarding was so disorganized as is usual with American because everyone just stands around the gate regardless of boarding group.

I would have liked vegetarian and gluten free options for evening dinner time flight. I would have like a pillow on the international overnight flight . The veg wrap and oaten desert on the international flight was good

Traveling to a place near Orlando?

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