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Cheap flights from Orlando to the Cayman Islands from $167

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Orlando to the Cayman Islands departing on 6/14. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Find the cheapest flights from Orlando to the Cayman Islands

Cheap round-trip flights

Enter your travel dates to find the best prices.
JetBlue Logo
8:59 am - 12:45 pm
MCO
-
GCM
4h 46m
1 stop
JetBlue Logo
2:05 pm - 9:45 pm
GCM
-
MCO
6h 40m
1 stop
$301JetBlue
Tue, Jun 2 - Tue, Jun 9
JetBlue Logo
8:59 am - 12:45 pm
MCO
-
GCM
4h 46m
1 stop
JetBlue Logo
2:05 pm - 9:36 am
GCM
-
MCO
18h 31m
2 stops
$397JetBlue
Tue, Jun 2 - Tue, Jun 9
JetBlue Logo
5:40 pm - 12:45 pm
MCO
-
GCM
20h 05m
2 stops
JetBlue Logo
2:05 pm - 9:45 pm
GCM
-
MCO
6h 40m
1 stop
$412JetBlue
Wed, Jun 3 - Tue, Jun 9
JetBlue Logo
6:38 pm - 12:45 pm
MCO
-
GCM
19h 07m
1 stop
JetBlue Logo
2:05 pm - 9:45 pm
GCM
-
MCO
6h 40m
1 stop
$415JetBlue
Wed, Jun 3 - Tue, Jun 9
JetBlue Logo
6:38 pm - 12:45 pm
MCO
-
GCM
19h 07m
1 stop
JetBlue Logo
2:20 pm - 9:45 pm
GCM
-
MCO
6h 25m
1 stop
$441JetBlue
Mon, Jun 1 - Sat, Jun 6
JetBlue Logo
8:59 am - 12:45 pm
MCO
-
GCM
4h 46m
1 stop
JetBlue Logo
2:05 pm - 12:09 am
GCM
-
MCO
9h 04m
1 stop
$449JetBlue
Tue, Jun 9 - Sat, Jun 13
American Airlines Logo
8:05 pm - 11:10 am
MCO
-
GCM
16h 05m
1 stop
American Airlines Logo
12:35 pm - 7:47 pm
GCM
-
MCO
6h 12m
1 stop
$473American Airlines
Sat, Sep 12 - Wed, Sep 16
American Airlines Logo
5:53 pm - 10:50 am
MCO
-
GCM
17h 57m
2 stops
American Airlines Logo
1:20 pm - 11:34 pm
GCM
-
MCO
9h 14m
1 stop
$478American Airlines
Sat, Sep 12 - Wed, Sep 16
Multiple Airlines Logo
8:59 am - 12:45 pm
MCO
-
GCM
4h 46m
1 stop
Multiple Airlines Logo
10:55 am - 12:46 pm
GCM
-
MCO
24h 51m
2 stops
$480Multiple Airlines
Tue, Jun 9 - Sat, Jun 13
American Airlines Logo
7:00 pm - 11:00 am
MCO
-
GCM
17h 00m
1 stop
American Airlines Logo
2:10 pm - 9:02 pm
GCM
-
MCO
5h 52m
1 stop
$482American Airlines
Sat, Aug 15 - Wed, Aug 19

Delta flights from Orlando to Cayman Islands

Our best Delta deals on Orlando to Cayman Islands flight tickets
Delta
Aug 2
MCO8:55 pmOrlando
15h 44m
1 stop
GCM11:39 amGeorge Town Owen Roberts Intl
Aug 12
GCM1:04 pmGeorge Town Owen Roberts Intl
10h 20m
1 stop
MCO12:24 amOrlando
$510
Delta
Jun 12
MCO7:00 amOrlando
5h 34m
1 stop
GCM11:34 amGeorge Town Owen Roberts Intl
Jun 16
GCM12:59 pmGeorge Town Owen Roberts Intl
8h 52m
1 stop
MCO10:51 pmOrlando
$557
Delta
Aug 4
MCO6:15 amOrlando
6h 24m
1 stop
GCM11:39 amGeorge Town Owen Roberts Intl
Aug 12
GCM1:04 pmGeorge Town Owen Roberts Intl
6h 31m
1 stop
MCO8:35 pmOrlando
$576

JetBlue flights from Orlando to Cayman Islands

Our best JetBlue deals on Orlando to Cayman Islands flight tickets
JetBlue
Jun 2
MCO8:59 amOrlando
4h 46m
1 stop
GCM12:45 pmGeorge Town Owen Roberts Intl
Jun 9
GCM2:05 pmGeorge Town Owen Roberts Intl
6h 40m
1 stop
MCO9:45 pmOrlando
$301
JetBlue
Jun 2
MCO8:59 amOrlando
4h 46m
1 stop
GCM12:45 pmGeorge Town Owen Roberts Intl
Jun 9
GCM2:05 pmGeorge Town Owen Roberts Intl
18h 31m
2 stops
MCO9:36 amOrlando
$397
JetBlue
Jun 3
MCO5:40 pmOrlando
20h 05m
2 stops
GCM12:45 pmGeorge Town Owen Roberts Intl
Jun 9
GCM2:05 pmGeorge Town Owen Roberts Intl
6h 40m
1 stop
MCO9:45 pmOrlando
$412

momondo Fare Finder

 
Customize your flight search to find flights from Orlando to Cayman Islands that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated May 22, 2026.
Use the filters below to find and compare flights from Orlando to the Cayman Islands that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip
Quickest round-trip

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Tue 6/2

8:59 am-12:45 pm

1 stop4h 46m

George Town Owen Roberts Intl

Tue 6/9

2:05 pm-9:45 pm

1 stop6h 40m

$301

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Tue 6/2

8:59 am-12:45 pm

1 stop4h 46m

George Town Owen Roberts Intl

Tue 6/9

2:05 pm-9:36 am

2 stops18h 31m

$397

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Wed 6/3

5:40 pm-12:45 pm

2 stops20h 05m

George Town Owen Roberts Intl

Tue 6/9

2:05 pm-9:45 pm

1 stop6h 40m

$412

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Wed 6/3

6:38 pm-12:45 pm

1 stop19h 07m

George Town Owen Roberts Intl

Tue 6/9

2:05 pm-9:45 pm

1 stop6h 40m

$415

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Mon 6/1

6:38 pm-12:45 pm

1 stop19h 07m

George Town Owen Roberts Intl

Sat 6/6

2:20 pm-9:45 pm

1 stop6h 25m

$441

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Tue 6/9

8:59 am-12:45 pm

1 stop4h 46m

George Town Owen Roberts Intl

Sat 6/13

2:05 pm-12:09 am

1 stop9h 04m

$449

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Sat 9/12

8:05 pm-11:10 am

1 stop16h 05m

George Town Owen Roberts Intl

Wed 9/16

12:35 pm-7:47 pm

1 stop6h 12m

$473

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Sat 9/12

5:53 pm-10:50 am

2 stops17h 57m

George Town Owen Roberts Intl

Wed 9/16

1:20 pm-11:34 pm

1 stop9h 14m

$478

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Tue 6/9

8:59 am-12:45 pm

1 stop4h 46m

George Town Owen Roberts Intl

Sat 6/13

10:55 am-12:46 pm

2 stops24h 51m

$480

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Sat 8/15

7:00 pm-11:00 am

1 stop17h 00m

George Town Owen Roberts Intl

Wed 8/19

2:10 pm-9:02 pm

1 stop5h 52m

$482

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to the Cayman Islands from

How to get the cheapest flight ticket from Orlando to Cayman Islands

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly to Cayman Islands?

If you aren’t able to travel to Cayman Islands during the month of June, then flying in August is also cheap. Prices for this month can be found on momondo for an average of $231.

What is the cheapest day to depart on your flight to Cayman Islands?

Our data shows that Friday is the least expensive day to fly to Cayman Islands. Tickets to fly out on this day can be as low as $582. Be sure to avoid booking your departure on a Monday as prices are generally higher than usual. According to our data, the average ticket price to Cayman Islands on Monday is $691.

What is the cheapest time of day to depart on your flight to Cayman Islands?

According to our data, the cheapest time of day to fly to Cayman Islands is at noon. momondo users have found flights departing from Orlando to Cayman Islands at noon for as low as $489. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. If you have a flexible travel schedule, then try to avoid flying in the morning when prices are $622 on average. Flights to Cayman Islands from Orlando in the morning are generally more expensive because this time of day is more convenient for travelers’ schedules.

What is the cheapest Orlando to Cayman Islands flight route?

Fly from Orlando to George Town Owen Roberts Intl for the best Orlando - Cayman Islands flight prices

What cabin class options are available on Orlando to Cayman Islands flights?

There is only 1 cabin class available to choose from on Orlando to Cayman Islands flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Orlando to Cayman Islands flights?

You could potentially save up to 63% on your flight if you consider stops on a Orlando to Cayman Islands flight.

Cheap Orlando to Cayman Islands flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Orlando to Cayman Islands

Best Price Found

$572

Fastest flight time

1h 50m

Direct flights

Every day

Airports in Cayman Islands

6 airports
The best flight deal from Orlando to Cayman Islands found on momondo in the last 72 hours is $572
The fastest flight from Orlando to Cayman Islands takes 1h 50m
Direct flights go from Orlando to Cayman Islands every day.
There are 6 airports in Cayman Islands. From Orlando there are direct flights to George Town Owen Roberts Intl (GCM).
Search flight deals

Frequently asked questions about flying from Orlando to the Cayman Islands

  • When did momondo last update prices for flights from Orlando to Cayman Islands?

    Prices for flights from Orlando to Cayman Islands are refreshed on a daily basis.

  • How many operators does momondo search for flights from Orlando to Cayman Islands?

  • How old do you have to be to fly from Orlando to Cayman Islands?

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Orlando to Cayman Islands.

  • What documentation or ID do you need to fly to Cayman Islands?

    The travel and health documents you'll need for your trip to Cayman Islands may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Cayman Islands. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

  • What is the most popular plane model from Orlando to Cayman Islands?

Best airlines flying from Orlando to Cayman Islands

Compare and see reviews for airlines that fly from Orlando to Cayman Islands with momondo
Airline
Rating
Free Cancellation
Price
American AirlinesPriceFrom $369Free CancellationRating
7.1
11,644 reviews
Search American Airlines flights
SouthwestPriceFrom $460Free CancellationRating
7.9
4,277 reviews
Search Southwest flights

Why use momondo?

Why should I use momondo to find a flight deal from Orlando to Cayman Islands?

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Orlando to Cayman Islands. momondo saves you time and could save you money on your trip.

Can I find flights from Orlando to Cayman Islands with flexible booking policies on momondo?

momondo does allow users to show only those flights to Cayman Islands from Orlando which offer a flexible booking policy as well as other useful filters and features.

How can momondo help me find flights from Orlando to Cayman Islands?

momondo provides multiple filters to help you find the best flight to Cayman Islands from Orlando. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

I’m not ready to book a flight from Orlando to Cayman Islands right now. Can momondo alert me if prices change?

Yes. momondo can track prices for Orlando to Cayman Islands flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.

An easier way to manage your Cayman Islands trip

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Find better results for your trip to the Cayman Islands

Popular cities in the Cayman Islands

Popular flights according to clicks in the last 7 days on momondo
Flights to George Townfrom $268
Flights to Cayman Bracfrom $329
Flights to Little Caymanfrom $373