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Cayman Islands

$148+ Cheap flights from Orlando (MCO) to the Cayman Islands

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 11/2. Fares are subject to change and may not be available on all flights or dates of travel.
MCO — GCM
Jul 8 — Jul 151
Tue 7/8
Tue 7/15
1 adult, Economy
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Cheap flight deals from Orlando to Cayman Islands

Keep the following information in mind while searching for Orlando to Cayman Islands flight deals. Data was last updated July 3, 2025.

Round-trip from

$410
(Delta)

One-way from

$148
(Southwest)

Popular in

June

Cheapest in

September

Average price

$550

Good round-trip deal

$551 or less
From Orlando to Cayman Islands
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One-way flight from Orlando to Cayman Islands
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Highest demand for flights based on searches. 10% potential increase in price ($62 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($16 potential savings vs. average RT price).
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Average for round-trip flights in July 2025
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Price to beat on a round-trip flight from Orlando to Cayman Islands.
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Find flight deals from Orlando to Cayman Islands

Cheapest flights from Orlando to Cayman Islands
Explore the most affordable flight options available from Orlando to Cayman Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 3, 2025.

This Delta deal was found by Cheapflights users on 7/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/216:00 amMCO - GCM
1 stop6h 36mDelta
Thu 9/2512:52 pmGCM - MCO
1 stop6h 55mDelta
Deal found 7/2$410
This United Airlines deal was found by Cheapflights users on 7/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/117:12 amMCO - GCM
1 stop6h 18mUnited Airlines
Mon 8/181:35 pmGCM - MCO
1 stop7h 25mUnited Airlines
Deal found 7/1$468
This Southwest deal was found by Cheapflights users on 7/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/297:30 amMCO - GCM
1 stop7h 15mSouthwest
Fri 12/51:30 pmGCM - MCO
Nonstop1h 55mSouthwest
Deal found 7/2$475
This Mytrip deal was found by Cheapflights users on 7/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/158:38 pmMCO - GCM
2 stops20h 32mMultiple Airlines
Tue 7/2211:30 amGCM - MCO
2 stops20h 20mMultiple Airlines
Deal found 7/1$549
This Expedia deal was found by Cheapflights users on 7/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/298:00 amMCO - GCM
1 stop28h 20mAir Canada
Fri 12/51:30 pmGCM - MCO
1 stop30h 20mAir Canada
Deal found 7/2$556
This American Airlines deal was found by Cheapflights users on 7/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/256:00 amMCO - GCM
1 stop6h 20mAmerican Airlines
Thu 8/282:10 pmGCM - MCO
1 stop6h 49mAmerican Airlines
Deal found 7/1$600
This Expedia deal was found by Cheapflights users on 7/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/206:00 amMCO - GCM
1 stop8h 30mJetBlue
Mon 11/243:43 pmGCM - MCO
2 stops29h 16mJetBlue
Deal found 7/1$605

Cheapflights 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, Cheapflights users made 2,558,603 searches. Data last updated July 3, 2025.
Use the filters below to find and compare flights from Orlando Airport to the Cayman Islands that are best for you.

Fly from

Orlando

Fly to

Cayman Islands

Route

Depart

Return

Price

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Sun 9/21

6:00 am-11:36 am

1 stop6h 36m

George Town Owen Roberts Intl

Thu 9/25

12:52 pm-8:47 pm

1 stop6h 55m

$410

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Mon 8/11

7:12 am-12:30 pm

1 stop6h 18m

George Town Owen Roberts Intl

Mon 8/18

1:35 pm-10:00 pm

1 stop7h 25m

$468

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Sat 11/29

7:30 am-2:45 pm

1 stop7h 15m

George Town Owen Roberts Intl

Fri 12/5

1:30 pm-3:25 pm

Nonstop1h 55m

$475

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Tue 7/15

8:38 pm-4:10 pm

2 stops20h 32m

George Town Owen Roberts Intl

Tue 7/22

11:30 am-8:50 am

2 stops20h 20m

$549

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Sat 11/29

8:00 am-12:20 pm

1 stop28h 20m

George Town Owen Roberts Intl

Fri 12/5

1:30 pm-7:50 pm

1 stop30h 20m

$556

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Mon 8/25

6:00 am-11:20 am

1 stop6h 20m

George Town Owen Roberts Intl

Thu 8/28

2:10 pm-9:59 pm

1 stop6h 49m

$600

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Thu 11/20

6:00 am-2:30 pm

1 stop8h 30m

George Town Owen Roberts Intl

Mon 11/24

3:43 pm-8:59 pm

2 stops29h 16m

$605

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Sun 11/2

10:40 am-12:35 pm

Nonstop1h 55m

$148

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Mon 8/18

6:00 am-11:37 am

1 stop6h 37m

$153

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Sun 10/5

7:00 am-12:30 pm

1 stop6h 30m

$163

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/2

Showing 1-10 of 13 results
1
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Best time to book a flight from Orlando to Cayman Islands

Have a flexible travel schedule? Discover the best time to fly to Cayman Islands from Orlando with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Orlando Airport to the Cayman Islands

What is the cheapest month to book a flight from Orlando Airport to Cayman Islands?

Currently, January is the cheapest month in which you can book a flight from Orlando Airport to Cayman Islands (average of $467). Flying from Orlando Airport to Cayman Islands in March is currently the most expensive (average of $594). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from MCO to KY?

Find hourly flight availability from Orlando to Cayman Islands. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated July 3, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Orlando Airport to Cayman Islands as you normally would.

Reviews of airlines servicing Cayman Islands

Get insights into the airlines that provide service to Cayman Islands. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Cayman Islands. Reviews last updated July 3, 2025.
See what other customers who have flown with Southwest, Delta, and United Airlines from Orlando Airport to the Cayman Islands have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,266 reviews

Comfort

8.0

Entertainment

7.6

Boarding

8.2

Food

7.0

Overall

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Southwest
8.0
Very good
4,266 reviews
Southwest
8.0
Very good
4,266 reviews

Comfort

8.0

Entertainment

7.6

Boarding

8.2

Food

7.0

Overall

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Delta
8.0
Very good
7,982 reviews
Southwest
8.0
Very good
4,266 reviews

Comfort

8.0

Entertainment

7.6

Boarding

8.2

Food

7.0

Overall

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
United Airlines
7.4
Good
8,861 reviews
Southwest
8.0
Very good
4,266 reviews

Comfort

8.0

Entertainment

7.6

Boarding

8.2

Food

7.0

Overall

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
JetBlue
7.3
Good
2,916 reviews
Southwest
8.0
Very good
4,266 reviews

Comfort

8.0

Entertainment

7.6

Boarding

8.2

Food

7.0

Overall

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,266 reviews

Comfort

8.0

Entertainment

7.6

Boarding

8.2

Food

7.0

Overall

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

Related info for your journey

Find useful and relevant information for your journey from Orlando to Cayman Islands. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What are the cheapest airlines to fly from Orlando Airport to Cayman Islands one-way?

    The cheapest airline one-way is Southwest, with whom users have recently found tickets for as low as $148. However, be on the lookout for offers from Delta and United Airlines, as they are both options that can get you from Orlando Airport to Cayman Islands for a low price.

  • What are the cheapest flights from Orlando Airport to Cayman Islands?

    While on average a flight from Orlando Airport to Cayman Islands is generally $661, our data shows the cheapest flight currently is $491. When looking at the most popular route, (Orlando - George Town Owen Roberts Intl), you can expect to pay $410 for that flight.

  • Can I find deals for flights from Orlando to Cayman Islands that include hotel bookings?

    Yes. In addition to deals on Orlando to Cayman Islands flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Orlando to Cayman Islands?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Orlando to Cayman Islands.

  • Can I find deals for business class flights from Orlando to Cayman Islands?

    Yes. Cheapflights offers flight deals from Orlando to Cayman Islands by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Orlando Airport to Cayman Islands?

    Currently, January is the cheapest month in which you can book a flight from Orlando Airport to Cayman Islands (average of $467). Flying from Orlando Airport to Cayman Islands in March is currently the most expensive (average of $594). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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Alternative routes for Orlando to Cayman Islands

See prices for flight routes from nearby airports that may be better suited for you.
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Top 2 airlines flying from Orlando to Cayman Islands

Discover the top 2 airlines that operate flights from Orlando to Cayman Islands. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated July 3, 2025.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$379Average$587FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$398Average$484FlexibilityNo cancel feeOn-time71%

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