$109 Find Cheap Flights from Orlando to Grand Cayman - Compare and Save

1 adult
1 adult, Economy, 0 bags

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KAYAK's insights & trends for Orlando to Grand Cayman flights

Get data-powered insights and trends into flights from Orlando to Grand Cayman to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest time of day to fly to Grand Cayman?

The cheapest time of day to fly to Grand Cayman is generally in the afternoon, when round-trip flights cost $489 on average. The most expensive time of day to fly to Grand Cayman is generally in the morning, which is peak travel time and where the average cost of a ticket is $642.

Can I save money by flying with a layover from Orlando Airport to Grand Cayman?

No, with an average price for the route of $436, prices are generally cheapest when you fly direct.

What is the cheapest month to fly from Orlando Airport to Grand Cayman?

The cheapest month for flights from Orlando Airport to Grand Cayman is April, when tickets cost $489 (return) on average. On the other hand, the most expensive months are June and January, when the average cost of round-trip tickets is $826 and $672 respectively.

What’s the cheapest day of the week to fly from Orlando to Grand Cayman?

Your flight ticket price will generally be cheaper if you fly to Grand Cayman on a Thursday and more expensive on a Saturday. On your return trip to Orlando, you should consider flying back on a Tuesday, and avoid Fridays for better deals.

Good to know

Low season

March

Cheapest flight

$109
Best time to beat the crowds but there is an average 8% increase in price.
Most popular time to fly and prices are also 22% lower on average.
Flight from Orlando to George Town

FAQs - booking Grand Cayman flights

  • How does KAYAK find such low prices on flights from Orlando to Grand Cayman?

    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 Orlando to Grand Cayman.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Orlando to Grand Cayman?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Orlando to 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 Orlando to Grand Cayman?

    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 from Orlando to Grand Cayman with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Orlando to Grand Cayman?

    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 from Orlando to Grand Cayman up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • How many flights are there between Orlando Airport and Grand Cayman per day?

    There is a maximum of 1 nonstop flight a day that takes off from Orlando Airport and lands in Grand Cayman, with an average flight time of 1h 55m. The most common departure time is 11:00 am and most flights take off in the morning. Each week, there are 1 flights.

Reviews of the top airlines flying from Orlando to Grand Cayman

 
Need help choosing which airline to fly with from Orlando to Grand Cayman? 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 4194 reviews
8.6Crew
7.5Entertainment
8.1Boarding
7.0Food
8.0Comfort
Airline reviews

Wasn't expecting this, but, we actually ended up getting assigned to the first row of seats!!!!! The extra legroom came in handy

10.0 ExcellentAnonymous, Sep 2026
Read more Southwest reviews

Wasn't expecting this, but, we actually ended up getting assigned to the first row of seats!!!!! The extra legroom came in handy

Flights delays were communicated timely and helpfully, but there was a significant delay without any real effort to make up for that. Also, the in-flight WiFi was very spotty. That said, this was my first time with Southwest and I was quite happy with the service and staff otherwise.

Delayed and once landed waited very long for the luggage

Eveeyrime I fly they are begging for bags due to cabin overhead space. What they should so ia take the bags that are clearly too big to fit wheels first on their side. And those of us who give up the bag should really get their bags first. When boarding, nobody wants stupid jokes about how hot it is on board. Give us some cool air. Im usually sick from the heat by the time we take off.

Friendly crew kept coming by to make sure all was ok, provide additional refreshments, etc.

Kayak could’ve posted the correct gate number. Almost missed my flight.

Slow boarding, limited food and drink portions. Bad delays and turbulence

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

Communication about the delayed flight was poor. We were told to move gates three times but that was bad information. We went from gate 128 to gate 126 and then to gate 123 and back to gate 126. Communication about the delay was bad. Ended up being 1 1/2 hour late getting home.

I liked it better when you were truer to your roots Am paying more for less fun

I have executive platinum status with American Airlines. It seems impossible to be upgraded anymore and I’m never offered a cheese plate or thanked for my loyalty.

In premium economy I was expecting a bit cleaner area. Tables were not very clean. Only one of us received a blanket and pillow. The food was okay. Probably a smidgen better than coach. The crew were very nice but should have done more walk through to at least pick up trash.

if it's a mobile only entertainment experience, please provide a place to hold the device in the back of the seat.

Not great. I understand delays happen due to weather and crew issues, but it was unacceptable that no agents were available at the counters inside the airport for customer service or help getting on a standby list. The app was not helpful either. I stood in line for an hour waiting for someone to show up at the gate to help me get on a standby flight. Customer care does not seem to be a priority.

It was awful. My first flight was delayed and as a consequence I lost my second flight to Greensboro. I did not know what to do so I rebook myself a flight to Charlotte . It was very inconvenient I not to have anybody form corporate assisting me either from PwC or from kayak . It is a very disappointing experience that American did not wait 1 minute or told me to rebook before making the first flight

My original flight got delayed day of so I had to rebook it from one layover to two layovers. The flight also left earlier which was a slight inconvenience but manageable. Then my first connection flight got delayed 3 separate times for a total of 2 hours delayed, causing me to miss my second connection flight back to Santa Barbara. Now, because of this missed flight, I am missing my college classes that I pay for.

Flight: Started on time. Comfortable flight. Arrived on time. Crew: Very cordial and helpful. Drinks and snack was served with a smile. Overall enjoyed the trip. Regards, Hari Doss Chanchala Doss

It was great. Smooth flight, comfortable, left on time and landed on time.

Really good. I accidentally left my duffel on the plane and the reps were so friendly in retrieving it.

Overall good. The pilots and flight attendants are excellent! The equipment was the issue on my First flight as they had to wait for a part to be installed. So the take off was at least 30 minutes later.

More options for your flight to Grand Cayman

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