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Cheap flights from Orlando Airport to Grand Cayman from $103

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 Airport to Grand Cayman departing on 12/4. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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0 bags

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Find the cheapest flights from Orlando Airport to Grand Cayman

Cheap round-trip flights

American Airlines Logo
8:00 am - 11:10 amMCO-GCM
4h 10m1 stop
American Airlines Logo
8:25 am - 6:28 pmGCM-MCO
9h 03m1 stop
$424American Airlines
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Mon, Oct 20 - Tue, Oct 28
American Airlines Logo
8:00 am - 11:10 amMCO-GCM
4h 10m1 stop
American Airlines Logo
8:25 am - 7:10 pmGCM-MCO
9h 45m2 stops
$428American Airlines
Find Deal
Mon, Oct 20 - Tue, Oct 28
Multiple Airlines Logo
9:15 pm - 1:44 pmMCO-GCM
16h 29m1 stop
Multiple Airlines Logo
11:55 am - 8:30 amGCM-MCO
20h 35m1 stop
$437Multiple Airlines
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Wed, Nov 26 - Thu, Dec 4
United Airlines Logo
9:00 am - 3:30 pmMCO-GCM
7h 30m1 stop
United Airlines Logo
5:45 pm - 9:58 pmGCM-MCO
28h 13m1 stop
$439United Airlines
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Thu, Oct 30 - Thu, Nov 6
Multiple Airlines Logo
8:35 am - 9:15 pmMCO-GCM
12h 40m2 stops
Multiple Airlines Logo
11:55 am - 10:04 amGCM-MCO
22h 09m1 stop
$453Multiple Airlines
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Thu, Nov 20 - Thu, Dec 4
Multiple Airlines Logo
8:00 am - 11:25 amMCO-GCM
28h 25m1 stop
Multiple Airlines Logo
1:30 pm - 11:53 pmGCM-MCO
34h 23m2 stops
$455Multiple Airlines
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Thu, Oct 30 - Thu, Nov 6
Southwest Logo
11:00 am - 12:55 pmMCO-GCM
1h 55mnonstop
Southwest Logo
1:50 pm - 3:45 pmGCM-MCO
1h 55mnonstop
$460Southwest
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Fri, Jan 23 - Wed, Jan 28
JetBlue Logo
6:00 am - 2:02 pmMCO-GCM
8h 02m1 stop
JetBlue Logo
3:10 pm - 11:38 pmGCM-MCO
8h 28m1 stop
$462JetBlue
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Tue, Mar 3 - Thu, Mar 5
United Airlines Logo
9:00 am - 4:30 pmMCO-GCM
7h 30m1 stop
United Airlines Logo
5:45 pm - 10:43 amGCM-MCO
16h 58m1 stop
$478United Airlines
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Tue, Dec 2 - Sun, Dec 7
Southwest Logo
10:40 am - 12:35 pmMCO-GCM
1h 55mnonstop
Southwest Logo
1:30 pm - 3:25 pmGCM-MCO
1h 55mnonstop
$480Southwest
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Tue, Dec 2 - Sun, Dec 7

United Airlines flights from Orlando Airport to Grand Cayman

Our best United Airlines deals on Orlando Airport to Grand Cayman flight tickets
United Airlines
Oct 30
MCO9:00 amOrlando
7h 30m
1 stop
GCM3:30 pmGeorge Town Owen Roberts Intl
Nov 6
GCM5:45 pmGeorge Town Owen Roberts Intl
28h 13m
1 stop
MCO9:58 pmOrlando
$439
Find similar
United Airlines
Dec 2
MCO9:00 amOrlando
7h 30m
1 stop
GCM4:30 pmGeorge Town Owen Roberts Intl
Dec 7
GCM5:45 pmGeorge Town Owen Roberts Intl
16h 58m
1 stop
MCO10:43 amOrlando
$478
Find similar
United Airlines
Dec 25
MCO7:00 amOrlando
9h 00m
1 stop
GCM4:00 pmGeorge Town Owen Roberts Intl
Dec 29
GCM5:10 pmGeorge Town Owen Roberts Intl
7h 35m
1 stop
MCO12:45 amOrlando
$482
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Air Canada flights from Orlando Airport to Grand Cayman

Our best Air Canada deals on Orlando Airport to Grand Cayman flight tickets
Air Canada
Nov 20
MCO8:30 amOrlando
27h 55m
2 stops
GCM12:25 pmGeorge Town Owen Roberts Intl
Dec 2
GCM1:30 pmGeorge Town Owen Roberts Intl
27h 37m
2 stops
MCO5:07 pmOrlando
$507
Find similar
Air Canada
Nov 20
MCO8:50 pmOrlando
15h 35m
1 stop
GCM12:25 pmGeorge Town Owen Roberts Intl
Dec 4
GCM1:30 pmGeorge Town Owen Roberts Intl
10h 00m
1 stop
MCO11:30 pmOrlando
$542
Find similar
Air Canada
Nov 20
MCO8:00 amOrlando
28h 25m
1 stop
GCM12:25 pmGeorge Town Owen Roberts Intl
Nov 28
GCM1:30 pmGeorge Town Owen Roberts Intl
10h 00m
1 stop
MCO11:30 pmOrlando
$548
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Orlando Airport to Grand Cayman 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 September 16, 2025.
Use the filters below to find and compare flights from Orlando Airport to Grand Cayman that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Mon 10/20

8:00 am-11:10 am

1 stop4h 10m

George Town Owen Roberts Intl

Tue 10/28

8:25 am-6:28 pm

1 stop9h 03m

$424

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Mon 10/20

8:00 am-11:10 am

1 stop4h 10m

George Town Owen Roberts Intl

Tue 10/28

8:25 am-7:10 pm

2 stops9h 45m

$428

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Wed 11/26

9:15 pm-1:44 pm

1 stop16h 29m

George Town Owen Roberts Intl

Thu 12/4

11:55 am-8:30 am

1 stop20h 35m

$437

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Thu 10/30

9:00 am-3:30 pm

1 stop7h 30m

George Town Owen Roberts Intl

Thu 11/6

5:45 pm-9:58 pm

1 stop28h 13m

$439

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Thu 11/20

8:35 am-9:15 pm

2 stops12h 40m

George Town Owen Roberts Intl

Thu 12/4

11:55 am-10:04 am

1 stop22h 09m

$453

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Thu 10/30

8:00 am-11:25 am

1 stop28h 25m

George Town Owen Roberts Intl

Thu 11/6

1:30 pm-11:53 pm

2 stops34h 23m

$455

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Fri 1/23

11:00 am-12:55 pm

Nonstop1h 55m

George Town Owen Roberts Intl

Wed 1/28

1:50 pm-3:45 pm

Nonstop1h 55m

$460

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Tue 3/3

6:00 am-2:02 pm

1 stop8h 02m

George Town Owen Roberts Intl

Thu 3/5

3:10 pm-11:38 pm

1 stop8h 28m

$462

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Tue 12/2

9:00 am-4:30 pm

1 stop7h 30m

George Town Owen Roberts Intl

Sun 12/7

5:45 pm-10:43 am

1 stop16h 58m

$478

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Tue 12/2

10:40 am-12:35 pm

Nonstop1h 55m

George Town Owen Roberts Intl

Sun 12/7

1:30 pm-3:25 pm

Nonstop1h 55m

$480

Flights are sorted by cheapest round-trip flights first.

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See travel insights to Grand Cayman from

How to get the cheapest flight ticket from Orlando Airport to Grand Cayman

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 Grand Cayman?

The cheapest month to fly to Grand Cayman from Orlando Airport is in August. Flight prices, which tend to average around $336, are often lower during this time because this is during the off-season. If you don’t want to visit Grand Cayman in August, then you should wait until November to fly from Orlando Airport, when ticket prices are also cheap, with an average price of $399.

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

The cheapest day to depart from Orlando Airport to Grand Cayman is on a Monday when prices can be found for as low as $541. On the other hand, Sunday is the most expensive day to depart from Orlando Airport because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $671.

What is the cheapest Orlando to Grand Cayman flight route?

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

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

There is only 1 cabin class available to choose from on Orlando to Grand Cayman 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 Airport to Grand Cayman flights?

No. A direct flight is the cheapest option for a flight between Orlando Airport to Grand Cayman.

Cheap Orlando Airport to Grand Cayman flight deals and tips

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

Fastest flight time

1h 50m

Direct flights

Every day

Airports in Grand Cayman

1 airport
The fastest flight from Orlando Airport to Grand Cayman takes 1h 50m
Direct flights go from Orlando Airport to Grand Cayman every day.
There is 1 airport near Grand Cayman: George Town Owen Roberts Intl (GCM)
Search flight deals

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

    Prices for flights from Orlando Airport to Grand Cayman were last updated today.

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

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

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Orlando Airport to Grand Cayman.

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

    The travel and health documents required for your trip to Grand Cayman can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Grand Cayman. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

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

Best airlines flying from Orlando Airport to Grand Cayman

Compare and see reviews for airlines that fly from Orlando Airport to Grand Cayman with momondo
Airline
Rating
Free Cancellation
Price
SouthwestPriceFrom $379Free CancellationRating
8.0
4,242 reviews
Search Southwest flights
American AirlinesPriceFrom $434Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights

Why use momondo?

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

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Orlando to Grand Cayman. Millions of users trust and use momondo every year so you are in good hands.

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

momondo does allow users to show only those flights to Grand Cayman 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 Grand Cayman?

Once you have performed a search for Orlando to Grand Cayman flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

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

Price alerts on flights to Grand Cayman from Orlando are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.

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