$199 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 6/9. 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

Tue, Jun 2 - Tue, Jun 9
JetBlue Logo
2:05 pm - 9:40 pm
GCM
-
MCO
6h 35m
1 stop
JetBlue Logo
8:59 am - 12:45 pm
MCO
-
GCM
4h 46m
1 stop
$292JetBlue
Tue, Jun 2 - Tue, Jun 9
JetBlue Logo
2:05 pm - 9:40 pm
GCM
-
MCO
6h 35m
1 stop
JetBlue Logo
8:59 am - 12:45 pm
MCO
-
GCM
4h 46m
1 stop
$318JetBlue
Sat, Jun 6 - Tue, Jun 9
Multiple Airlines Logo
10:55 am - 11:46 pm
GCM
-
MCO
11h 51m
1 stop
Multiple Airlines Logo
8:59 am - 12:45 pm
MCO
-
GCM
4h 46m
1 stop
$384Multiple Airlines
Tue, Jun 9 - Thu, Jun 11
Multiple Airlines Logo
2:05 pm - 9:45 pm
GCM
-
MCO
6h 40m
1 stop
Multiple Airlines Logo
8:35 pm - 10:00 am
MCO
-
GCM
38h 25m
2 stops
$388Multiple Airlines
Tue, Jun 2 - Thu, Jun 4
JetBlue Logo
2:05 pm - 9:40 pm
GCM
-
MCO
6h 35m
1 stop
JetBlue Logo
8:59 am - 12:45 pm
MCO
-
GCM
4h 46m
1 stop
$426JetBlue
Sat, Jun 6 - Tue, Jun 9
Multiple Airlines Logo
10:55 am - 12:46 pm
GCM
-
MCO
24h 51m
2 stops
Multiple Airlines Logo
8:59 am - 12:45 pm
MCO
-
GCM
4h 46m
1 stop
$438Multiple Airlines
Wed, Sep 2 - Wed, Sep 9
Delta Logo
12:56 pm - 11:58 pm
GCM
-
MCO
10h 02m
1 stop
Delta Logo
7:00 am - 11:41 am
MCO
-
GCM
5h 41m
1 stop
$464Delta
Sat, Jun 6 - Wed, Jun 10
Air Canada Logo
10:55 am - 11:46 pm
GCM
-
MCO
11h 51m
1 stop
Air Canada Logo
8:35 pm - 11:25 am
MCO
-
GCM
15h 50m
2 stops
$467Air Canada
Wed, Sep 2 - Wed, Sep 9
American Airlines Logo
12:00 pm - 9:10 am
GCM
-
MCO
20h 10m
2 stops
American Airlines Logo
6:35 am - 11:10 am
MCO
-
GCM
5h 35m
1 stop
$483American Airlines
Sat, Jun 6 - Wed, Jun 10
Air Canada Logo
10:55 am - 6:31 pm
GCM
-
MCO
30h 36m
2 stops
Air Canada Logo
8:35 pm - 11:25 am
MCO
-
GCM
15h 50m
2 stops
$490Air Canada
Useful Info

Good to know

Low seasonApril
Cheapest flight$199
Best time to beat the crowds with an average 21% drop in price.
Most popular time to fly and prices are also 16% 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 4298 reviews
8.6Crew
7.0Food
8.0Comfort
7.5Entertainment
8.1Boarding
Airline reviews

The checking experience in Orlando was terrible, almost missed the flight. Too many travelers and Southwest completely understaffed.

2.0 MediocreAnonymous, May 2026
MCO - MDW
Read more Southwest reviews

The checking experience in Orlando was terrible, almost missed the flight. Too many travelers and Southwest completely understaffed.

I'm glad it wasn't only 75% full because I could get a good seat

if I was good. Not happy that I have to pay extra money to get the seat I need for lake room, but I guess that’s a sign of the times.

Seats were very comfortable. They tilted back. Drinks and snacks were free and served 3 times. Attendants were awesome.

Plane was clean and comfortable. Flight attendants and gate staff were professional, friendly and efficient. Boarding and deplaning were orderly and efficient. All in all, the typical excellent Southwest experience.

Truly terrible. Will never willingly fly southwest again. Seats are worse than before they switched to assigned seating. One flight attendant was the opposite of helpful (rude, unhelpful, dismissive, and as my stranger seatmate said unprompted: a total prick). This caused me, 15 minutes into the flight, to book an alternate return flight home on a competing airline (first class 1.2k purchase instead of my existing planned flight) just so I would not have to ever be on that aircraft, with that terrible service person, with those horrific seats ever again.

Not having a five hour delay with little notice! The crew was very kind, though, and just as tired as we passengers were. The flight didn't depart until nearly 1 am...and no reason was ever given.

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.

Everything was fine except the end of the flight. We spent more than an hour circling around Miami due to weather conditions. That was not good.

They lost my bag. ... And I asked them 3 times to 3 different people if my checked bag will maKe it all the way - they all confirmed and at the end it was left at the connection... Bravo

Cancelled BOYH legs of our flight home 30 min before initial boarding

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.

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