$59 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 1/17. 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

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

Sat, Dec 13 - Sat, Dec 20
Spirit Airlines Logo
6:39 am - 4:55 pmMCO-GCM
10h 16m1 stop
Spirit Airlines Logo
5:56 pm - 7:45 amGCM-MCO
13h 49m1 stop
$242Spirit Airlines
Find Deal
Thu, Jan 15 - Thu, Jan 22
Spirit Airlines Logo
6:00 am - 1:53 pmMCO-GCM
7h 53m1 stop
Spirit Airlines Logo
2:49 pm - 11:59 pmGCM-MCO
9h 10m1 stop
$248Spirit Airlines
Find Deal
Sat, Feb 7 - Thu, Feb 12
Spirit Airlines Logo
9:01 am - 1:38 pmMCO-GCM
4h 37m1 stop
Spirit Airlines Logo
2:40 pm - 11:54 pmGCM-MCO
9h 14m1 stop
$252Spirit Airlines
Find Deal
Sat, Dec 13 - Sat, Dec 20
Spirit Airlines Logo
6:39 am - 4:55 pmMCO-GCM
10h 16m1 stop
Spirit Airlines Logo
5:56 pm - 7:45 amGCM-MCO
13h 49m1 stop
$263Spirit Airlines
Find Deal
Sat, Dec 13 - Sat, Dec 20
Spirit Airlines Logo
6:39 am - 4:55 pmMCO-GCM
10h 16m1 stop
Spirit Airlines Logo
5:56 pm - 7:45 amGCM-MCO
13h 49m1 stop
$268Spirit Airlines
Find Deal
Thu, Feb 19 - Sun, Feb 22
Spirit Airlines Logo
6:00 am - 1:43 pmMCO-GCM
7h 43m1 stop
Spirit Airlines Logo
2:40 pm - 11:54 pmGCM-MCO
9h 14m1 stop
$276Spirit Airlines
Find Deal
Thu, Jan 22 - Sun, Jan 25
Spirit Airlines Logo
6:00 am - 1:53 pmMCO-GCM
7h 53m1 stop
Spirit Airlines Logo
2:49 pm - 7:31 amGCM-MCO
16h 42m2 stops
$286Spirit Airlines
Find Deal
Thu, Jan 15 - Thu, Jan 22
Spirit Airlines Logo
6:00 am - 1:53 pmMCO-GCM
7h 53m1 stop
Spirit Airlines Logo
2:49 pm - 7:31 amGCM-MCO
16h 42m2 stops
$291Spirit Airlines
Find Deal
Wed, Jan 28 - Sun, Feb 1
Spirit Airlines Logo
6:59 pm - 1:53 pmMCO-GCM
18h 54m1 stop
Spirit Airlines Logo
2:49 pm - 11:59 pmGCM-MCO
9h 10m1 stop
$294Spirit Airlines
Find Deal
Sun, Feb 1 - Sun, Feb 8
Spirit Airlines Logo
6:00 am - 1:53 pmMCO-GCM
7h 53m1 stop
Spirit Airlines Logo
2:49 pm - 7:43 amGCM-MCO
16h 54m1 stop
$299Spirit Airlines
Find Deal
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 $327, 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 Tuesday 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$59
Best time to beat the crowds with an average 40% drop in price.
Most popular time to fly and prices are also 4% 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 $593 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 $593.

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 4254 reviews
7.5Entertainment
8.6Crew
8.0Comfort
7.0Food
8.1Boarding
Airline reviews

Airline travel is always too cramped to really be pleasant, but the cabin crew on this flight did a pretty good job of making up for it by putting on some music during boarding and sprinkling a few funny remarks into the safety briefing and announcements, and just generally being friendly and helpful. It definitely reminded me of why I prefer the in-flight experience on Southwest!

10.0 ExcellentDavid, Nov 2025BUF - PHX
Read more Southwest reviews

Airline travel is always too cramped to really be pleasant, but the cabin crew on this flight did a pretty good job of making up for it by putting on some music during boarding and sprinkling a few funny remarks into the safety briefing and announcements, and just generally being friendly and helpful. It definitely reminded me of why I prefer the in-flight experience on Southwest!

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.

I appreciated that it was on time, safe and professional. I didn’t like that I wasn’t in a place where I had a window at my window seat. It would have been nice to know that in advance. If it was mentioned in the ticketing, I didn’t notice it.

I like that the crew kept us informed but we moved back and forth from gate to gate before the aircraft arrived.

The experience with American Airlines was good, although the Philippines Airlines flight was much better (better seats, better food, better entertainment options, overall better). Again, the MIA to LAX flight was fine, but nothing in comparison to the comfort and accommodations of the Philippines Airlines flight from LAX to MNL.

I have a gluten allergy so didn't have any food

I enjoyed the extra leg room compared to other airlines. The first stewards made my daughter’s birthday special by giving her an extra snack. Then the last one coming home from Chicago to Appleton made our night really enjoyable Thanks for making our trip enjoyable

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

Everything you need to know for your flight to Grand Cayman

Information on your arrival and departure airports