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Cayman Islands

$153+ 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 8/19. Fares are subject to change and may not be available on all flights or dates of travel.
MCO — GCM
Jun 17 — Jun 241
Tue 6/17
Tue 6/24
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 June 12, 2025.

Round-trip from

$458
(American Airlines)

One-way from

$153
(American Airlines)

Popular in

June

Cheapest in

September

Average price

$702

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 June 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 June 12, 2025.

This American Airlines deal was found by Cheapflights users on 6/11. 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.
Sun 9/76:10 amMCO - GCM
1 stop6h 00mAmerican Airlines
Sat 11/13:20 pmGCM - MCO
1 stop5h 53mAmerican Airlines
Deal found 6/11$458
This Delta deal was found by Cheapflights users on 6/10. 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.
Mon 8/116:00 amMCO - GCM
1 stop6h 37mDelta
Fri 8/1512:52 pmGCM - MCO
1 stop10h 11mDelta
Deal found 6/10$490
This Southwest deal was found by Cheapflights users on 6/10. 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.
Tue 7/110:55 amMCO - GCM
Nonstop1h 55mSouthwest
Thu 7/312:45 pmGCM - MCO
Nonstop2h 05mSouthwest
Deal found 6/10$491
This JetBlue deal was found by Cheapflights users on 6/9. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/118:55 pmMCO - GCM
1 stop15h 37mJetBlue
Mon 12/151:40 pmGCM - MCO
1 stop9h 50mJetBlue
Deal found 6/9$498
This United Airlines deal was found by Cheapflights users on 6/11. 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.
Sat 8/98:00 amMCO - GCM
1 stop8h 10mUnited Airlines
Sat 8/164:45 pmGCM - MCO
1 stop17h 07mUnited Airlines
Deal found 6/11$506
This Mytrip deal was found by Cheapflights users on 6/10. 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.
Thu 7/109:43 amMCO - GCM
2 stops26h 57mMultiple Airlines
Thu 7/177:00 amGCM - MCO
2 stops13h 10mMultiple Airlines
Deal found 6/10$576
This WestJet deal was found by Cheapflights users on 6/11. 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 WestJet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/257:45 pmMCO - GCM
1 stop18h 00mWestJet
Tue 7/291:45 pmGCM - MCO
1 stop28h 10mWestJet
Deal found 6/11$624
This Air Canada deal was found by Cheapflights users on 6/10. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/95:25 pmMCO - GCM
2 stops43h 30mAir Canada
Thu 8/1412:50 pmGCM - MCO
2 stops26h 40mAir Canada
Deal found 6/10$1,000

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 June 12, 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 9/7

6:10 am-11:10 am

1 stop6h 00m

George Town Owen Roberts Intl

Sat 11/1

3:20 pm-10:13 pm

1 stop5h 53m

$458

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Mon 8/11

6:00 am-11:37 am

1 stop6h 37m

George Town Owen Roberts Intl

Fri 8/15

12:52 pm-12:03 am

1 stop10h 11m

$490

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Tue 7/1

10:55 am-11:50 am

Nonstop1h 55m

George Town Owen Roberts Intl

Thu 7/3

12:45 pm-3:50 pm

Nonstop2h 05m

$491

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Sat 8/9

8:00 am-3:10 pm

1 stop8h 10m

George Town Owen Roberts Intl

Sat 8/16

4:45 pm-10:52 am

1 stop17h 07m

$506

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Thu 7/10

9:43 am-11:40 am

2 stops26h 57m

George Town Owen Roberts Intl

Thu 7/17

7:00 am-9:10 pm

2 stops13h 10m

$576

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Fri 7/25

7:45 pm-12:45 pm

1 stop18h 00m

George Town Owen Roberts Intl

Tue 7/29

1:45 pm-6:55 pm

1 stop28h 10m

$624

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Sat 8/9

5:25 pm-11:55 am

2 stops43h 30m

George Town Owen Roberts Intl

Thu 8/14

12:50 pm-4:30 pm

2 stops26h 40m

$1,000

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Tue 8/19

9:11 am-1:12 pm

1 stop5h 01m

$153

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Mon 8/11

7:12 am-12:30 pm

1 stop6h 18m

$193

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Mon 7/14

10:55 am-11:50 am

Nonstop1h 55m

$196

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/11

Showing 1-10 of 13 results
1
2

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 June 12, 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 June 12, 2025.
Read through reviews of airlines operating flights from Orlando to Cayman Islands, such as Southwest, Delta and United Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,287 reviews

Entertainment

7.6

Crew

8.6

Overall

8.0

Comfort

8.0

Boarding

8.2

Food

7.1

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
4,287 reviews
Southwest
8.0
Very good
4,287 reviews

Entertainment

7.6

Crew

8.6

Overall

8.0

Comfort

8.0

Boarding

8.2

Food

7.1

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
7,950 reviews
Southwest
8.0
Very good
4,287 reviews

Entertainment

7.6

Crew

8.6

Overall

8.0

Comfort

8.0

Boarding

8.2

Food

7.1

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
8,790 reviews
Southwest
8.0
Very good
4,287 reviews

Entertainment

7.6

Crew

8.6

Overall

8.0

Comfort

8.0

Boarding

8.2

Food

7.1

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
4,287 reviews

Entertainment

7.6

Crew

8.6

Overall

8.0

Comfort

8.0

Boarding

8.2

Food

7.1

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.
WestJet
7.2
Good
2,868 reviews
Southwest
8.0
Very good
4,287 reviews

Entertainment

7.6

Crew

8.6

Overall

8.0

Comfort

8.0

Boarding

8.2

Food

7.1

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 American Airlines, with whom users have recently found tickets for as low as $153. However, be on the lookout for offers from United Airlines and Southwest, 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 $666, 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 $452 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 June 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$369Average$587FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$398Average$481FlexibilityNo cancel feeOn-time71%

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