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Cayman Islands

$154+ Cheap flights from Orlando (ORL) 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 9/28. Fares are subject to change and may not be available on all flights or dates of travel.
ORL — GCM
Apr 6 — Apr 131
Sun 4/6
Sun 4/13
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 April 1, 2025.

Round-trip from

$459
(Delta)

One-way from

$154
(Delta)

Popular in

June

Cheapest in

September

Average price

$576

Good round-trip deal

$591 or less
From Orlando (ORL) to Cayman Islands
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One-way flight from Orlando (ORL) to Cayman Islands
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Highest demand for flights based on searches. 12% potential increase in price ($73 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($23 potential savings vs. average RT price).
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Average for round-trip flights in April 2025
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Price to beat on a round-trip flight from Orlando (ORL) 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 April 1, 2025.

This Delta deal was found by Cheapflights users on 3/31. 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 9/75:30 amMCO - GCM
1 stop7h 01mDelta
Sat 11/11:02 pmGCM - MCO
1 stop6h 34mDelta
Deal found 3/31$459
This American Airlines deal was found by Cheapflights users on 3/31. 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 9/78:07 pmMCO - GCM
2 stops17h 28mAmerican Airlines
Sat 11/112:15 pmGCM - MCO
1 stop5h 27mAmerican Airlines
Deal found 3/31$463
This Southwest deal was found by Cheapflights users on 3/31. 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.
Fri 4/1810:55 amMCO - GCM
Nonstop1h 55mSouthwest
Mon 4/2112:45 pmGCM - MCO
Nonstop2h 00mSouthwest
Deal found 3/31$541
This Mytrip deal was found by Cheapflights users on 3/31. 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.
Fri 4/189:39 amMCO - GCM
2 stops12h 41mMultiple Airlines
Mon 4/2112:40 pmGCM - MCO
2 stops34h 08mMultiple Airlines
Deal found 3/31$556
This JetBlue deal was found by Cheapflights users on 3/31. 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.
Fri 6/68:40 pmMCO - GCM
1 stop15h 00mJetBlue
Sat 6/141:40 pmGCM - MCO
1 stop9h 19mJetBlue
Deal found 3/31$576
This United Airlines deal was found by Cheapflights users on 3/31. 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.
Thu 6/57:12 amMCO - GCM
1 stop6h 18mUnited Airlines
Sat 6/144:15 pmGCM - MCO
1 stop7h 30mUnited Airlines
Deal found 3/31$608
This Air Canada deal was found by Cheapflights users on 3/31. 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.
Wed 6/115:25 pmMCO - GCM
2 stops19h 30mAir Canada
Mon 6/1612:50 pmGCM - MCO
2 stops18h 54mAir Canada
Deal found 3/31$826

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 April 1, 2025.
Use the filters below to find and compare flights from Orlando 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

Wed 6/11

5:30 am-11:25 am

1 stop6h 55m

George Town Owen Roberts Intl

Mon 6/16

12:40 pm-7:53 pm

1 stop6h 13m

$488

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Sun 4/27

7:35 pm-12:59 pm

2 stops18h 24m

George Town Owen Roberts Intl

Wed 4/30

12:10 pm-9:49 pm

1 stop8h 39m

$510

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Fri 4/18

10:55 am-11:50 am

Nonstop1h 55m

George Town Owen Roberts Intl

Mon 4/21

12:45 pm-3:45 pm

Nonstop2h 00m

$541

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Fri 4/18

9:39 am-9:20 pm

2 stops12h 41m

George Town Owen Roberts Intl

Mon 4/21

12:40 pm-11:48 pm

2 stops34h 08m

$556

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Fri 6/6

8:40 pm-10:40 am

1 stop15h 00m

George Town Owen Roberts Intl

Sat 6/14

1:40 pm-11:59 pm

1 stop9h 19m

$576

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Thu 6/5

7:12 am-12:30 pm

1 stop6h 18m

George Town Owen Roberts Intl

Sat 6/14

4:15 pm-12:45 am

1 stop7h 30m

$608

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Wed 6/11

5:25 pm-11:55 am

2 stops19h 30m

George Town Owen Roberts Intl

Mon 6/16

12:50 pm-8:44 am

2 stops18h 54m

$826

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Mon 6/2

5:30 am-11:20 am

1 stop6h 50m

$183

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Wed 4/30

6:21 am-9:20 pm

2 stops39h 59m

$188

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Wed 4/30

10:55 am-11:50 am

Nonstop1h 55m

$196

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/31

Showing 1-10 of 13 results
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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 to the Cayman Islands

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

Currently, January is the cheapest month in which you can book a flight from Orlando to Cayman Islands (average of $467). Flying from Orlando 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 ORL 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 April 1, 2025.

When flying from Orlando to Cayman Islands, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

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 April 1, 2025.
Southwest
8.0
Very good
4,276 reviews

Entertainment

7.6

Comfort

8.0

Food

7.1

Boarding

8.2

Overall

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Southwest
8.0
Very good
4,276 reviews
Southwest
8.0
Very good
4,276 reviews

Entertainment

7.6

Comfort

8.0

Food

7.1

Boarding

8.2

Overall

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Delta
8.0
Very good
7,899 reviews
Southwest
8.0
Very good
4,276 reviews

Entertainment

7.6

Comfort

8.0

Food

7.1

Boarding

8.2

Overall

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
United Airlines
7.4
Good
8,615 reviews
Southwest
8.0
Very good
4,276 reviews

Entertainment

7.6

Comfort

8.0

Food

7.1

Boarding

8.2

Overall

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
JetBlue
7.3
Good
2,924 reviews
Southwest
8.0
Very good
4,276 reviews

Entertainment

7.6

Comfort

8.0

Food

7.1

Boarding

8.2

Overall

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,276 reviews

Entertainment

7.6

Comfort

8.0

Food

7.1

Boarding

8.2

Overall

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

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 to Cayman Islands one-way?

    $154 is the cheapest one-way deal found within the past few days, from Delta. You may also be able to find cheap deals on American Airlines and Southwest, with prices starting from $183 and $196, respectively.

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

    Looking at all options, your cheapest flight can be booked for $521. While the most popular route (Orlando - George Town Owen Roberts Intl) can be booked for $442 on average our data indicates $751 when flying from Orlando to Cayman Islands.

  • 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 to Cayman Islands?

    Currently, January is the cheapest month in which you can book a flight from Orlando to Cayman Islands (average of $467). Flying from Orlando 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 April 1, 2025.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$369Average$586FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$401Average$474FlexibilityNo cancel feeOn-time71%

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