$115 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 5/3. 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

Sabtu, Mei 23 - Sabtu, Mei 30
JetBlue Logo
8:59 am - 1:00 pm
MCO
-
GCM
5h 01m
1 stop
JetBlue Logo
2:20 pm - 9:40 pm
GCM
-
MCO
6h 20m
1 stop
$339JetBlue
Jumaat, Apr 3 - Ahad, Apr 5
Spirit Airlines Logo
8:34 pm - 12:20 pm
MCO
-
GCM
16h 46m
1 stop
Spirit Airlines Logo
1:52 pm - 11:50 pm
GCM
-
MCO
8h 58m
1 stop
$373Spirit Airlines
Jumaat, Apr 3 - Ahad, Apr 5
Spirit Airlines Logo
8:34 pm - 12:20 pm
MCO
-
GCM
16h 46m
1 stop
Spirit Airlines Logo
1:52 pm - 11:50 pm
GCM
-
MCO
8h 58m
1 stop
$374Spirit Airlines
Jumaat, Apr 3 - Ahad, Apr 5
Spirit Airlines Logo
8:51 pm - 12:20 pm
MCO
-
GCM
16h 29m
2 stops
Spirit Airlines Logo
1:52 pm - 11:50 pm
GCM
-
MCO
8h 58m
1 stop
$396Spirit Airlines
Jumaat, Apr 3 - Ahad, Apr 5
Spirit Airlines Logo
10:59 pm - 12:20 pm
MCO
-
GCM
14h 21m
2 stops
Spirit Airlines Logo
1:52 pm - 11:50 pm
GCM
-
MCO
8h 58m
1 stop
$414Spirit Airlines
Sabtu, Apr 11 - Rabu, Apr 15
Multiple Airlines Logo
6:00 am - 12:20 pm
MCO
-
GCM
7h 20m
1 stop
Multiple Airlines Logo
11:30 am - 9:54 am
GCM
-
MCO
21h 24m
2 stops
$416Multiple Airlines
Sabtu, Mei 16 - Sabtu, Mei 23
JetBlue Logo
6:00 am - 12:55 pm
MCO
-
GCM
7h 55m
1 stop
JetBlue Logo
2:20 pm - 9:40 pm
GCM
-
MCO
6h 20m
1 stop
$427JetBlue
Jumaat, Mei 22 - Selasa, Mei 26
JetBlue Logo
6:24 pm - 1:00 pm
MCO
-
GCM
19h 36m
1 stop
JetBlue Logo
2:05 pm - 9:40 pm
GCM
-
MCO
6h 35m
1 stop
$434JetBlue
Selasa, Apr 14 - Selasa, Apr 21
Delta Logo
5:30 am - 12:00 pm
MCO
-
GCM
7h 30m
1 stop
Delta Logo
1:25 pm - 10:02 pm
GCM
-
MCO
7h 37m
1 stop
$445Delta
Jumaat, Apr 3 - Ahad, Apr 5
Spirit Airlines Logo
8:51 pm - 12:20 pm
MCO
-
GCM
16h 29m
2 stops
Spirit Airlines Logo
1:52 pm - 7:32 am
GCM
-
MCO
16h 40m
2 stops
$447Spirit Airlines
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.

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

The average price for all round-trip flights from Orlando Airport to Grand Cayman depending on the time of departure, clicked by users on KAYAK in the last 2 weeks.

The cheapest time of day to fly to Grand Cayman is generally in the morning, when round-trip flights cost $591 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 $591.

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 $375, 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 $231 (return) on average. On the other hand, the most expensive months are December and March, when the average cost of round-trip tickets is $643 and $631 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 Friday and more expensive on a Saturday. On your return trip to Orlando, you should consider flying back on a Wednesday, and avoid Sundays for better deals.

Good to know

Low seasonAugust
Cheapest flight$115
Best time to beat the crowds with an average 57% drop in price.
Most popular time to fly and prices are also 13% 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.

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 4324 reviews
8.1Boarding
7.0Food
7.5Entertainment
8.0Comfort
8.6Crew
Airline reviews

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

6.0 GoodMary, Mar 2026
MCO - BWI
Read more Southwest reviews

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

I was supposed to be on a later flight. When I showed up at the gate, the woman working there was extremely helpful getting moved up to this earlier flight.

Long layover between flights to Long Island from BWI - need better coordination between flights

I realize they are still working out kinks with the new boarding process, but by the time I boarded in group 5, most of the bins were full. All airlines should better enforce small bags and jackets going under the seats until everyone has boarded.

An entire day of delays. Cost lots of money. Meals and a hotel.

I appreciate the staff who allowed me to board though I arrived a little late! Regarding the assigned seating, I had booked my flight before this change and wasn't aware of the change at the time, and so I didn't select a seat at booking as I didn't realize it was relevant. Better communication about the change would have been helpful for preparing.

Departure was delayed more than 1/2 hour while we waited for luggage (only) transfer from another flight/plane. Once approved for takeoff, the flight was excellent.

Flight was on time. Wi-fi was a little spotty/slow. Boarding and exit were efficient.

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.

A first class seat should fit a fat person, and this doesn't. The trays in the armrest are less functional than an ordinary tray in the back of the seat.

I would have liked a pillow. The vegetarian wrap and oaten cake was good.

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

Perhaps this is an airport issue, but being in a takeoff queue for over an hour in the taxiing lane is unacceptable. We will definitely be seeking alternative avenues for air travel in the future.

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

After changing the departure gate 5 times making us mo e from one side of the airport to the other and then back the flight was delayed nearly 2 hours. The male flight attendant had a bad attitude with the guest being condescending, disrespectful with people who were already on edge.

There was no beverage service and the only time I saw a crew member walk through the cabin is when we were preparing to land.

Flights were constantly delayed. CRW took 50 minutes to get bags

Appreciate having multiple food options for allergies. Nice to have an extra seat between us for comfort.

Where do I start!! I was delayed with my flight from Dallas to Tampa. On the way back from Tampa to Dallas the flight was delayed over 4 hours+. I was put on another flight that was also delayed but not as long. Traveling on American Airlines is becoming exhausing.

Everything you need to know for your flight to Grand Cayman

Information on your arrival and departure airports