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$164+ 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 8/18. Fares are subject to change and may not be available on all flights or dates of travel.
ORL — GCM
févr. 25 — mars 41
mar. 2/25
mar. 3/4
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 février 20, 2025.

Round-trip from

$432
(Delta)

One-way from

$164
(Delta)

Popular in

December

Cheapest in

November

Average price

$492

Good round-trip deal

$581 or less

Good one-way deal

$176 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. 2% potential increase in price ($10 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($8 potential savings vs. average RT price).
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Average for round-trip flights in February 2025
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Price to beat on a round-trip flight from Orlando (ORL) to Cayman Islands.
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Price to beat on a 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 février 20, 2025.

This Delta deal was found by Cheapflights users on 2/19. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 6/95:30 amMCO - GCM
1 stop6h 54mDelta
mer. 6/1112:51 pmGCM - MCO
1 stop6h 52mDelta
Deal found 2/19$432
This American Airlines deal was found by Cheapflights users on 2/20. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jeu. 3/136:03 amMCO - GCM
1 stop6h 42mAmerican Airlines
jeu. 3/2012:00 pmGCM - MCO
1 stop5h 27mAmerican Airlines
Deal found 2/20$458
This Mytrip deal was found by Cheapflights users on 2/20. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mer. 4/98:45 amMCO - GCM
1 stop28h 58mMultiple Airlines
sam. 4/127:05 pmGCM - MCO
1 stop23h 45mMultiple Airlines
Deal found 2/20$477
This Southwest deal was found by Cheapflights users on 2/20. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sam. 4/59:25 amMCO - GCM
Nonstop1h 50mSouthwest
mer. 4/912:45 pmGCM - MCO
Nonstop2h 00mSouthwest
Deal found 2/20$501
This United Airlines deal was found by Cheapflights users on 2/19. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 6/107:12 amMCO - GCM
1 stop6h 18mUnited Airlines
mar. 6/171:35 pmGCM - MCO
1 stop7h 25mUnited Airlines
Deal found 2/19$522
This Air Canada deal was found by Cheapflights users on 2/20. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jeu. 3/137:17 pmMCO - GCM
2 stops19h 43mAir Canada
jeu. 3/203:00 pmGCM - MCO
2 stops20h 23mAir Canada
Deal found 2/20$706
This WestJet deal was found by Cheapflights users on 2/20. 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 WestJet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sam. 4/58:50 amMCO - GCM
2 stops28h 53mWestJet
lun. 4/71:50 pmGCM - MCO
2 stops50h 15mWestJet
Deal found 2/20$1,220

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 février 20, 2025.

Fly from

Orlando

Fly to

Cayman Islands

Route

Depart

Return

Price

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

lun. 6/9

5:30 am-11:24 am

1 stop6h 54m

George Town Owen Roberts Intl

mer. 6/11

12:51 pm-8:43 pm

1 stop6h 52m

$432

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

jeu. 3/13

6:03 am-11:45 am

1 stop6h 42m

George Town Owen Roberts Intl

jeu. 3/20

12:00 pm-6:27 pm

1 stop5h 27m

$458

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

mer. 4/9

8:45 am-12:43 pm

1 stop28h 58m

George Town Owen Roberts Intl

sam. 4/12

7:05 pm-7:50 pm

1 stop23h 45m

$477

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

sam. 4/5

9:25 am-10:15 am

Nonstop1h 50m

George Town Owen Roberts Intl

mer. 4/9

12:45 pm-3:45 pm

Nonstop2h 00m

$501

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

mar. 6/10

7:12 am-12:30 pm

1 stop6h 18m

George Town Owen Roberts Intl

mar. 6/17

1:35 pm-10:00 pm

1 stop7h 25m

$522

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

jeu. 3/13

7:17 pm-2:00 pm

2 stops19h 43m

George Town Owen Roberts Intl

jeu. 3/20

3:00 pm-12:23 pm

2 stops20h 23m

$706

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

sam. 4/5

8:50 am-12:43 pm

2 stops28h 53m

George Town Owen Roberts Intl

lun. 4/7

1:50 pm-5:05 pm

2 stops50h 15m

$1,220

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

lun. 8/18

5:30 am-11:31 am

1 stop7h 01m

$164

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

mar. 5/20

10:55 am-11:50 am

Nonstop1h 55m

$169

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

jeu. 3/20

9:07 am-2:34 pm

1 stop6h 27m

$177

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/19

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.

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 février 20, 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 février 20, 2025.
Southwest
8.1
Very good
4,411 reviews

Entertainment

7.6

Boarding

8.2

Food

7.1

Comfort

8.1

Overall

8.1

Crew

8.7

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Southwest
8.1
Very good
4,411 reviews
Southwest
8.1
Very good
4,411 reviews

Entertainment

7.6

Boarding

8.2

Food

7.1

Comfort

8.1

Overall

8.1

Crew

8.7

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Delta
8.0
Very good
8,220 reviews
Southwest
8.1
Very good
4,411 reviews

Entertainment

7.6

Boarding

8.2

Food

7.1

Comfort

8.1

Overall

8.1

Crew

8.7

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

JetBlue
7.4
Good
3,070 reviews
Southwest
8.1
Very good
4,411 reviews

Entertainment

7.6

Boarding

8.2

Food

7.1

Comfort

8.1

Overall

8.1

Crew

8.7

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

United Airlines
7.4
Good
8,766 reviews
Southwest
8.1
Very good
4,411 reviews

Entertainment

7.6

Boarding

8.2

Food

7.1

Comfort

8.1

Overall

8.1

Crew

8.7

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

American Airlines
7.2
Good
10,000 reviews
Southwest
8.1
Very good
4,411 reviews

Entertainment

7.6

Boarding

8.2

Food

7.1

Comfort

8.1

Overall

8.1

Crew

8.7

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

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?

    $164 is the cheapest one-way deal found within the past few days, from Delta. You may also be able to find cheap deals on Southwest and American Airlines, with prices starting from $169 and $177, respectively.

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

    Looking at all options, your cheapest flight can be booked for $176. While the most popular route (Orlando - George Town Owen Roberts Intl) can be booked for $432 on average our data indicates $381 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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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 février 20, 2025.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$369Average$581FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$401Average$466FlexibilityNo cancel feeOn-time71%
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