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$151+ 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 4/21. Fares are subject to change and may not be available on all flights or dates of travel.
ORL — GCM
Jan 26 — Feb 21
Sun 1/26
Sun 2/2
1 adult, Economy
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Cheap flight deals from Orlando to Cayman Islands

Discover tips and strategies to find the most affordable flight options for your journey from Orlando (ORL) to Cayman Islands (KY0). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated January 21, 2025.

Round-trip from

$379
(Southwest)

One-way from

$151
(American Airlines)

Good round-trip deal

$529 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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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 January 21, 2025.

This Southwest deal was found by Cheapflights users on 1/21. 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 3/410:55 amMCO - GCM
Nonstop2h 00mSouthwest
Tue 3/1112:40 pmGCM - MCO
Nonstop2h 00mSouthwest
Deal found 1/21$379
This American Airlines deal was found by Cheapflights users on 1/21. 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.
Tue 3/46:03 amMCO - GCM
1 stop8h 17mAmerican Airlines
Tue 3/1112:00 pmGCM - MCO
1 stop5h 27mAmerican Airlines
Deal found 1/21$394
This Delta deal was found by Cheapflights users on 1/21. 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 stop7h 44mDelta
Deal found 1/21$444
This Mytrip deal was found by Cheapflights users on 1/21. 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 2/207:45 amMCO - GCM
2 stops13h 35mMultiple Airlines
Sun 2/238:05 pmGCM - MCO
2 stops19h 43mMultiple Airlines
Deal found 1/21$536
This Orbitz deal was found by Cheapflights users on 1/19. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 1/2310:15 pmMCO - GCM
1 stop15h 25mAir Canada
Sun 1/264:00 pmGCM - MCO
2 stops25h 02mAir Canada
Deal found 1/19$568
This United deal was found by Cheapflights users on 1/20. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/87:20 pmMCO - GCM
1 stop17h 25mUnited Airlines
Sat 3/154:45 pmGCM - MCO
1 stop17h 14mUnited Airlines
Deal found 1/20$606

Find flights from Orlando to Cayman Islands within your budget

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 January 21, 2025.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Tue 3/4

10:55 am-12:55 pm

Nonstop2h 00m

George Town Owen Roberts Intl

Tue 3/11

12:40 pm-3:40 pm

Nonstop2h 00m

$379

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Tue 3/4

6:03 am-2:20 pm

1 stop8h 17m

George Town Owen Roberts Intl

Tue 3/11

12:00 pm-6:27 pm

1 stop5h 27m

$394

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Thu 2/20

7:45 am-9:20 pm

2 stops13h 35m

George Town Owen Roberts Intl

Sun 2/23

8:05 pm-3:48 pm

2 stops19h 43m

$536

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Sat 3/29

9:55 pm-1:25 pm

1 stop16h 30m

George Town Owen Roberts Intl

Sun 4/6

2:40 pm-10:17 am

2 stops18h 37m

$575

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Sat 3/8

7:20 pm-12:45 pm

1 stop17h 25m

George Town Owen Roberts Intl

Sat 3/15

4:45 pm-10:59 am

1 stop17h 14m

$606

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Mon 4/21

7:35 pm-11:09 am

2 stops16h 34m

$151

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Tue 4/22

6:15 am-11:29 am

1 stop6h 14m

$159

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Sun 2/16

10:55 am-12:55 pm

Nonstop2h 00m

$176

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Mon 3/17

6:00 am-1:16 pm

1 stop8h 16m

$185

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Sat 2/15

8:17 pm-7:03 pm

2 stops22h 46m

$212

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/21

Showing 1-10 of 14 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.

Travel insights for flights from Orlando to Cayman Islands

Get recent, data-driven insights about flights from Orlando to Cayman Islands including ideal travel times, pricing trends, and more.

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 January 21, 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 January 21, 2025.
See what other customers who have flown with Southwest and American Airlines from Orlando to Cayman Islands have to say. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
4,662 reviews

Boarding

8.2

Overall

8.1

Food

7.2

Comfort

8.1

Crew

8.7

Entertainment

7.7

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Southwest
8.1
Very good
4,662 reviews
Southwest
8.1
Very good
4,662 reviews

Boarding

8.2

Overall

8.1

Food

7.2

Comfort

8.1

Crew

8.7

Entertainment

7.7

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Delta
8.0
Very good
8,521 reviews
Southwest
8.1
Very good
4,662 reviews

Boarding

8.2

Overall

8.1

Food

7.2

Comfort

8.1

Crew

8.7

Entertainment

7.7

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

JetBlue
7.4
Good
3,200 reviews
Southwest
8.1
Very good
4,662 reviews

Boarding

8.2

Overall

8.1

Food

7.2

Comfort

8.1

Crew

8.7

Entertainment

7.7

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

United Airlines
7.4
Good
8,984 reviews
Southwest
8.1
Very good
4,662 reviews

Boarding

8.2

Overall

8.1

Food

7.2

Comfort

8.1

Crew

8.7

Entertainment

7.7

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

American Airlines
7.2
Good
10,000 reviews
Southwest
8.1
Very good
4,662 reviews

Boarding

8.2

Overall

8.1

Food

7.2

Comfort

8.1

Crew

8.7

Entertainment

7.7

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

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?

    $151 is the cheapest one-way deal found within the past few days, from American Airlines. You may also be able to find cheap deals on Delta and Southwest, with prices starting from $159 and $176, respectively.

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

    Looking at all options, your cheapest flight can be booked for $474. While the most popular route (Orlando - George Town Owen Roberts Intl) can be booked for $415 on average our data indicates $621 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.

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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 January 21, 2025.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$369Average$529FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$401Average$460FlexibilityNo cancel feeOn-time71%
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