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Find cheap flights from Orlando to Cayman Islands from $159

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 the Cayman Islands departing on 4/3. 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
0 bags
jue. 4/18
jue. 4/25

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Best Cayman Islands Flight Deals

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours

George Town
George Town1 stop$404

Good to know

Low season

March

High season

September

Cheapest flight

$159
Best time to beat the crowds but there is an average 20% increase in price.
Most popular time to fly and prices are also 21% lower on average.
Flight from Orlando to George Town

FAQs - booking Cayman Islands flights

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

    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 Cayman Islands.

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

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

    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 Cayman Islands with an airline and back to Orlando with another airline.

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

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

See more FAQs

Top tips for finding cheap flights to the Cayman Islands

  • Morning departure is around 54% more expensive than an evening flight, on average*.
*Average of the lowest prices shown in KAYAK’s search results for departures within the next 30 days

Top airlines flying from Orlando to the Cayman Islands

Need help choosing which airline to fly with from Orlando to the Cayman Islands? 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 KAYAK reviews.
8.0
DeltaOverall score based on 11551 reviews
82boarding
79comfort
86crew
81entertainment
81overall
75food
Airline reviews

The main person that was coordinating everything was a short white/light skin Spanish man and he was very rude. It honestly made me feel like it was everyone’s First day at work. His announcements were very not reasonable and they did not make sense. The stewardess on the flight that made the announcements she didn’t even know what she was talking about she sounded inebriated. There were no snacks or drinks on our flight there wasn’t even much turbulence. This flight was not enjoyable nor was it what a Delta flight should be and just this past week I flew with Delta 3 times.

Read more about Delta

The main person that was coordinating everything was a short white/light skin Spanish man and he was very rude. It honestly made me feel like it was everyone’s First day at work. His announcements were very not reasonable and they did not make sense. The stewardess on the flight that made the announcements she didn’t even know what she was talking about she sounded inebriated. There were no snacks or drinks on our flight there wasn’t even much turbulence. This flight was not enjoyable nor was it what a Delta flight should be and just this past week I flew with Delta 3 times.

nothing Delta could do... the person sitting next to me was huge and overflowing into my seat

Crew was great! I need wheelchair assistance and they knew who I was and updated me that my chair was on its way and to just hang tight. There was some turbulence but the captain announced we would be going thru it and he handled the plane well. Landing was soft and his.

Aircraft very cramped. Check-in was great with an agent helping us. Food was almost non-existent. Pre-flight went well once I got the app reloaded on my phone since we don’t fly much anymore.

I like that it got us where we were going. Everything else needed work. It was 1/2 hour late and we took off an hour late. The plane had to be cleaned and the disabled loaded on board before we could take off which took forever and then we sat at the terminal FOREVER before we took off. The ride was so bumpy that they couldn’t serve drinks and snack but to about 1/2 the plane. Seriously we should have flown out of Fort Lauderdale. We probably would’ve gotten home several hours earlier.

Flight was on time, the staff was personable & professional, & the plane arrived on time.

Flight was great. DELTA did a fantastic job! FLL airport was chaotic!

You lost my luggage!!! How frustrating!!! Now they can’t find one of our bags!!!! I really don’t have time for this!!!

Fast boarding and exit. Different snacks other than almonds and sun chips.

The boarding agents appeared to do the minimum customer service. They did not appear to try to find solutions to problems.

Got a much appreciated surprise upgrade to an exit row and the crew was very friendly and helpful.

I have not found it to be easy to set up on Wi-Fi with American Airlines. I don’t know if it is me or poor instructions.

Overall it was good. The plane was small and the flight attendants on the Clt to gso route were not that friendly

Late arrival due to gate being blocked by stalled truck

It was good. Flights were all on time to start and landed early. Connections were easy.

The agents at the gate were rude. The stwards were pleasant. The seats were comfortable. The tray table had crumbs on it. A passenger talked constantlt and very loudly for the entire flight annoying many passengers. The stewards did not ask her to speak in a lower voice but my travel partner did.

Nice clean modern plane no issues with the b flight

I had purchased a ticket that allowed one check bag yet I was still charged for my bag! the lady at the ticket counter was rude and condescending.

I grand parents didn’t receive any special treatment they are seniors even i ask for wheelchair

Literally the worst experience ever and I had my service dog with me. Flight was supposed to leave at 1:51 PM but the plane arrived late. They boarded us around 3 PM and kept us on the plane for an hour saying that due to weather conditions in Miami, we could not takeoff yet. After waiting for an hour, they deplaned. And then they will not give us our bags back that we could just leave and schedule for another flight. Every hour they kept updating saying we have to wait another hour without any explanation as to what was going on. Eventually, I went to customer service to change my ticket, but by the time I made it to the front of the line, they started boarding my flight again. And then when we got onto the flight, they said there were two flight attendants That were past their shift. They kept us on the plane for about another 40 minutes until they told us they had no other flight attendance and had to deplane again. Then I gave us hotel vouchers and told us we would be on a flight at 6 AM the next day. At this point it is about 9 PM. I get to the hotel with my dog, who hasn’t been able to go potty for about eight hours. When I arrived at the hotel, I got a text alert saying my flight has been canceled at 6 AM and they moved past to 5 AM, however the hotel shuttle doesn’t leave early enough to make it to the airport for 5 AM flight. So me and some other passengers got a cab after about three hours of sleep to get back to the airport. This was the worst experience ever.

Book cheap flights from Orlando to the Cayman Islands

Recent round-trip flight deals

4/8lun.
1 stopDelta
6h 56mMCO-GCM
4/10mié.
1 stopDelta
7h 18mGCM-MCO
$404
4/8lun.
1 stopAmerican Airlines
8h 12mMCO-GCM
4/10mié.
1 stopAmerican Airlines
8h 34mGCM-MCO
$415
4/8lun.
1 stopDelta
6h 56mMCO-GCM
4/10mié.
1 stopDelta
10h 16mGCM-MCO
$418
4/8lun.
2 stopsAmerican Airlines
9h 05mMCO-GCM
4/10mié.
1 stopAmerican Airlines
8h 34mGCM-MCO
$420
4/12vie.
1 stopAmerican Airlines
9h 25mMCO-GCM
4/17mié.
2 stopsAmerican Airlines
18h 31mGCM-MCO
$423
5/2jue.
1 stopAmerican Airlines
6h 30mMCO-GCM
5/8mié.
1 stopAmerican Airlines
8h 44mGCM-MCO
$424
5/2jue.
2 stopsAmerican Airlines
16h 28mMCO-GCM
5/8mié.
2 stopsAmerican Airlines
19h 39mGCM-MCO
$426
5/2jue.
2 stopsAmerican Airlines
17h 13mMCO-GCM
5/8mié.
1 stopAmerican Airlines
10h 44mGCM-MCO
$427
7/17mié.
1 stopDelta
15h 35mMCO-GCM
7/22lun.
1 stopDelta
8h 58mGCM-MCO
$431
6/22sáb.
2 stopsWestJet
21h 04mMCO-GCM
6/29sáb.
2 stopsWestJet
50h 16mGCM-MCO
$1,077

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Recent one-way flight deals

4/3mié.
1 stopAmerican Airlines
8h 17mMCO-GCM
$159
7/1lun.
1 stopAmerican Airlines
7h 29mMCO-GCM
$168
6/4mar.
1 stopAmerican Airlines
9h 30mMCO-GCM
$169
6/4mar.
2 stopsAmerican Airlines
17h 10mMCO-GCM
$174
7/1lun.
2 stopsAmerican Airlines
18h 55mMCO-GCM
$199
4/18jue.
3 stops
23h 07mMCO-GCM
$259
6/4mar.
3 stops
42h 05mMCO-GCM
$285
7/1lun.
3 stops
33h 00mMCO-GCM
$451

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Last minute flights from Orlando to the Cayman Islands

Last minute flight, train and bus deals

3/22vie.
multi-stopDelta
9h 05mMCO-GCM
3/25lun.
multi-stopDelta
10h 37mGCM-MCO
$493
3/24dom.
multi-stopAmerican Airlines
6h 16mMCO-GCM
3/25lun.
multi-stopAmerican Airlines
10h 41mGCM-MCO
$515
3/24dom.
multi-stopAmerican Airlines
7h 52mMCO-GCM
3/25lun.
multi-stopAmerican Airlines
8h 41mGCM-MCO
$520
3/22vie.
multi-stopAmerican Airlines
17h 00mMCO-GCM
3/25lun.
multi-stopAmerican Airlines
5h 19mGCM-MCO
$521
3/24dom.
multi-stopDelta
5h 55mMCO-GCM
3/30sáb.
multi-stopDelta
16h 05mGCM-MCO
$538
3/22vie.
multi-stop
16h 15mMCO-GCM
3/25lun.
multi-stop
28h 20mGCM-MCO
$623
3/24dom.
multi-stopAmerican Airlines
16h 06mMCO-GCM
3/30sáb.
multi-stopAmerican Airlines
17h 58mGCM-MCO
$630
3/24dom.
multi-stopAmerican Airlines
7h 52mMCO-GCM
3/25lun.
multi-stopAmerican Airlines
18h 14mGCM-MCO
$640
3/22vie.
multi-stop
16h 15mMCO-GCM
3/25lun.
multi-stop
29h 50mGCM-MCO
$653
3/24dom.
multi-stop
14h 30mMCO-GCM
3/25lun.
multi-stop
29h 41mGCM-MCO
$669

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Orlando - Cayman Islands Flights

Departure:

Orlando (MCO)United States

Return flight deals:

Cayman Islands - Orlando

Cabin classes: