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Cayman Islands

$140+ 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 2/17. Fares are subject to change and may not be available on all flights or dates of travel.
ORL — GCM
Dec 23 — Dec 301
Mon 12/23
Mon 12/30
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 December 18, 2024.

Round-trip from

$392
(Delta)

One-way from

$140
(Southwest)
From Orlando (ORL) to Cayman Islands
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One-way 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 December 18, 2024.

This Delta deal was found by Cheapflights users on 12/17. 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.
Wed 12/187:00 amMCO - GCM
1 stop5h 42mDelta
Wed 12/253:47 pmGCM - MCO
1 stop6h 38mDelta
Deal found 12/17$623
This American Airlines deal was found by Cheapflights users on 12/17. 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.
Wed 12/186:00 amMCO - GCM
2 stops8h 30mAmerican Airlines
Wed 12/251:35 pmGCM - MCO
1 stop6h 56mAmerican Airlines
Deal found 12/17$628
This Southwest deal was found by Cheapflights users on 12/17. 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.
Wed 12/1811:00 amMCO - GCM
Nonstop1h 55mSouthwest
Wed 12/251:50 pmGCM - MCO
Nonstop1h 55mSouthwest
Deal found 12/17$640
This United Airlines deal was found by Cheapflights users on 12/17. 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.
Tue 12/317:00 amMCO - GCM
1 stop9h 25mUnited Airlines
Fri 1/35:35 pmGCM - MCO
1 stop17h 06mUnited Airlines
Deal found 12/17$705
This Kiwi.com deal was found by Cheapflights users on 12/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/207:56 pmMCO - GCM
1 stop23h 02mMultiple Airlines
Sun 12/222:50 pmGCM - MCO
1 stop19h 20mMultiple Airlines
Deal found 12/16$758

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 December 18, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Sun 4/27

6:15 am-11:29 am

1 stop6h 14m

George Town Owen Roberts Intl

Wed 4/30

12:50 pm-9:38 pm

1 stop7h 48m

$392

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Thu 5/15

7:00 pm-10:56 am

2 stops16h 56m

George Town Owen Roberts Intl

Thu 5/22

3:20 pm-8:44 pm

1 stop4h 24m

$447

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Sat 3/1

7:35 pm-12:00 pm

2 stops16h 25m

George Town Owen Roberts Intl

Thu 3/6

4:34 pm-10:00 pm

1 stop5h 26m

$519

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Wed 1/1

11:00 am-12:55 pm

Nonstop1h 55m

George Town Owen Roberts Intl

Wed 1/8

1:50 pm-3:45 pm

Nonstop1h 55m

$530

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

$609

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Sat 2/15

6:45 am-7:03 pm

1 stop12h 18m

George Town Owen Roberts Intl

Tue 2/18

11:30 am-6:02 pm

2 stops30h 32m

$626

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Sat 3/1

6:10 pm-1:40 pm

2 stops43h 30m

George Town Owen Roberts Intl

Thu 3/6

2:40 pm-11:38 pm

2 stops32h 58m

$877

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Mon 2/17

10:55 am-12:55 pm

Nonstop2h 00m

$140

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Tue 1/14

5:30 am-12:38 pm

1 stop7h 08m

$144

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Mon 2/17

5:00 am-4:20 pm

2 stops11h 20m

$173

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/16

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 June is currently the most expensive (average of $558). 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 December 18, 2024.

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 December 18, 2024.
Southwest
8.1
Very good
4,848 reviews

Crew

8.7

Food

7.2

Entertainment

7.7

Overall

8.1

Boarding

8.2

Comfort

8.1

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
4,848 reviews
Southwest
8.1
Very good
4,848 reviews

Crew

8.7

Food

7.2

Entertainment

7.7

Overall

8.1

Boarding

8.2

Comfort

8.1

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
8,604 reviews
Southwest
8.1
Very good
4,848 reviews

Crew

8.7

Food

7.2

Entertainment

7.7

Overall

8.1

Boarding

8.2

Comfort

8.1

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
9,059 reviews
Southwest
8.1
Very good
4,848 reviews

Crew

8.7

Food

7.2

Entertainment

7.7

Overall

8.1

Boarding

8.2

Comfort

8.1

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.

WestJet
7.3
Good
2,818 reviews
Southwest
8.1
Very good
4,848 reviews

Crew

8.7

Food

7.2

Entertainment

7.7

Overall

8.1

Boarding

8.2

Comfort

8.1

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
4,848 reviews

Crew

8.7

Food

7.2

Entertainment

7.7

Overall

8.1

Boarding

8.2

Comfort

8.1

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?

    $140 is the cheapest one-way deal found within the past few days, from Southwest. You may also be able to find cheap deals on Delta and American Airlines, with prices starting from $144 and $173, respectively.

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

    Looking at all options, your cheapest flight can be booked for $143. While the most popular route (Orlando - George Town Owen Roberts Intl) can be booked for $392 on average our data indicates $367 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 June is currently the most expensive (average of $558). 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 December 18, 2024.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$369Average$529FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$398Average$460FlexibilityNo cancel feeOn-time71%
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