$104 Find Cheap Flights from Orlando to Grand Cayman

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Orlando to Grand Cayman departing on 1/10. 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

KAYAK searches hundreds of travel sites at once for deals on flights to Grand Cayman

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Orlando to Grand Cayman, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Orlando to Grand Cayman, as well as popular online travel agencies
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Flight Deals

Book Cheap Orlando to Grand Cayman Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Orlando to Grand Cayman 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 Orlando to Grand Cayman

Wed, Dec 10 - Wed, Dec 24
American Airlines Logo
7:00 am - 12:24 pmMCO-GCM
5h 24m1 stop
American Airlines Logo
7:30 am - 9:55 pmGCM-MCO
14h 25m1 stop
$340American Airlines
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Thu, Nov 27 - Thu, Dec 4
American Airlines Logo
10:03 am - 8:28 pmMCO-GCM
10h 25m1 stop
American Airlines Logo
12:50 pm - 10:00 pmGCM-MCO
9h 10m1 stop
$365American Airlines
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Sat, Nov 15 - Tue, Nov 18
American Airlines Logo
7:41 pm - 11:57 amMCO-GCM
16h 16m1 stop
American Airlines Logo
3:36 pm - 11:59 pmGCM-MCO
8h 23m1 stop
$370American Airlines
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Thu, Dec 11 - Sun, Dec 14
Spirit Airlines Logo
6:45 am - 1:45 pmMCO-GCM
7h 00m1 stop
Spirit Airlines Logo
2:40 pm - 10:16 amGCM-MCO
19h 36m2 stops
$375Spirit Airlines
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Thu, Nov 13 - Sun, Nov 16
JetBlue Logo
7:20 pm - 2:31 pmMCO-GCM
19h 11m1 stop
JetBlue Logo
3:40 pm - 9:24 amGCM-MCO
17h 44m1 stop
$387JetBlue
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Thu, Dec 11 - Sun, Dec 14
JetBlue Logo
8:40 pm - 2:31 pmMCO-GCM
17h 51m1 stop
JetBlue Logo
3:40 pm - 9:24 amGCM-MCO
17h 44m1 stop
$423JetBlue
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Thu, Dec 11 - Sun, Dec 14
Multiple Airlines Logo
12:12 pm - 11:35 amMCO-GCM
23h 23m2 stops
Multiple Airlines Logo
2:40 pm - 10:16 amGCM-MCO
19h 36m2 stops
$474Multiple Airlines
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Sat, Nov 29 - Sat, Dec 6
Multiple Airlines Logo
9:15 pm - 1:44 pmMCO-GCM
16h 29m1 stop
Multiple Airlines Logo
5:56 pm - 8:53 amGCM-MCO
14h 57m2 stops
$475Multiple Airlines
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Mon, Nov 17 - Mon, Nov 24
Southwest Logo
10:40 am - 12:35 pmMCO-GCM
1h 55mnonstop
Southwest Logo
1:30 pm - 3:25 pmGCM-MCO
1h 55mnonstop
$478Southwest
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Thu, Nov 13 - Sun, Nov 16
Southwest Logo
10:40 am - 12:35 pmMCO-GCM
1h 55mnonstop
Southwest Logo
1:30 pm - 3:25 pmGCM-MCO
1h 55mnonstop
$512Southwest
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Booking Insights

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.

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

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

No, with an average price for the route of $319, prices are generally cheapest when you fly direct.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Orlando Airport to Grand Cayman, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Orlando Airport to Grand Cayman is August, when tickets cost $336 (return) on average. On the other hand, the most expensive months are July and September, when the average cost of round-trip tickets is $631 and $630 respectively.

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

The average price of all round-trip flights from Orlando Airport to Grand Cayman clicked on KAYAK for each day over the last 12 months.

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

Good to know

Low seasonAugust
Cheapest flight$104
Best time to beat the crowds with an average 39% drop in price.
Most popular time to fly and prices are also 1% 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.

  • 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 morning, when round-trip flights cost $590 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 $590.

Reviews of the top airlines flying from Orlando to Grand Cayman

 
See real verified KAYAK customer reviews for airlines flying from Orlando to Grand Cayman. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
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 4240 reviews
8.6Crew
8.1Boarding
7.0Food
8.0Comfort
7.5Entertainment
Airline reviews

I was re-booked onto another flight because my original flight was delayed and I would have missed my connector. I ended up in the “C” group after paying extra to be in the “A “ group on the original flight. At least if you’re going to re-book people, re-book them into the same group.

2.0 MediocrePrincess, Oct 2025MSY - DAL
Read more Southwest reviews

I was re-booked onto another flight because my original flight was delayed and I would have missed my connector. I ended up in the “C” group after paying extra to be in the “A “ group on the original flight. At least if you’re going to re-book people, re-book them into the same group.

Near 4 hour flight with only 1 service. Had to use call button to request water. Internet and power not working until into flight. Internet would stop working during flight.

My flight was delayed 50 minutes and we were rushed to board to then sit for 15 minutes until the pilot arrived. Unacceptable since we could have waited to board. Also the delayed flight was updated AFTER we boarded to more than the 10 minutes as originally stated.

If we are going to have to pay for luggage, make it easier to do. Put something on the app during check-in so I don't need to do it at the kiosk. I've done it twice recently and I ended up having to pay at the desk because something went wrong at the kiosk in Tampa.

Everything was on time. I was disappointed by the front section female, African American flight attendant. I did not see her name tag or would have identified by name not race. As passengers moved to the bathroom early in flight, she would say with a disdainful tone “I have to say the seat belt light is on” then go back to her book. Better trained flight attendants say something like be careful the seat belt light is on.

The price of the tickets isn't matching the flight experience. No matter how long the flight is, you're only getting pretzels. The flight attendants looked unkept and over it.

WiFi on the flight was not working. Thus, entertainment options were limited.

Flight was awfully bumpy and landing was a bit jolting. I was in the restroom when snacks and drinks were served and was not asked if i wanted any. I had to ask for water finally.

Crew was great flight was great baggage claim was a failure. It took over 1 hour for bags to arrive. Poor communication poor effort when I spoke to the supervisor about the delay

Planes are aged. The wifi is unreliable and on many fights, no-existent. The flight attendants were very good.

My flight was delayed for 17hs because the pilot forgot his passport!!! What a joke. AA used to be a great airline, now I have to think twice before flying with them again.

We had 3 flights. 1 & 2 were on the same plane but we had to de-board just to re-board 30 mins later. That may have been due to a crew change though. Our 3rd flight had a couple “maintenance” issues that held us up. They were quickly resolved but it took forever for someone to bring the paperwork needed so we could leave. Apparently there was a computer glitch so a driver had to bring a physical copy. It delayed us about 1 1/2 hrs. The flights themselves were smooth & no problems. For boarding, I don’t know why they don’t start with the back of the plane & move forward. It would eliminate the back up from people trying to find their seats & put their bags in the overhead bins. Unless you’re on an overseas flight, there is no food, you get a beverage & either a small bag of pretzels or a biscuit cookie. Take your own food or snacks of you want something more.

Lost bag and 2 days no word leaving for cruise no clothes or stuff

We will be writing a long, detailed letter to corporate about our awful experience with American airlines.

Internet was a bit expensive and did not work ask that week otherwise a good flight

Food was ok, but not as good as I have had before on AA.

Pretty good. The food was just mediocre, the boarding and crew were good.

It was very difficult to stretch my knee out and I am very short. I also had a torn tendon in my knee which made it extra uncomfortable anyways. My husband is 6'2" and I can't imagine him flying in that plane.

The plane was broken so we had to change planes.

Food was terrible, all served at once, poor quality . Wine and bread offered only once.

Everything you need to know for your flight to Grand Cayman

Information on your arrival and departure airports

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