HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Cayman Islands

$147+ 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 5/20. Fares are subject to change and may not be available on all flights or dates of travel.
MCO — GCM
Apr 22 — Apr 291
Tue 4/22
Tue 4/29
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Orlando to Cayman Islands with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

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 17, 2025.

Round-trip from

$442
(Southwest)

One-way from

$147
(Southwest)

Popular in

June

Cheapest in

September

Average price

$622

Good round-trip deal

$541 or less
From Orlando to Cayman Islands
Search Deals
One-way flight from Orlando to Cayman Islands
Search Deals
Highest demand for flights based on searches. 13% potential increase in price ($81 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($22 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in April 2025
Search Deals
Price to beat on a round-trip flight from Orlando to Cayman Islands.
Search Deals

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 17, 2025.

This Southwest deal was found by Cheapflights users on 4/16. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/1610:55 amMCO - GCM
Nonstop1h 55mSouthwest
Fri 5/2312:45 pmGCM - MCO
Nonstop2h 00mSouthwest
Deal found 4/16$442
This American Airlines deal was found by Cheapflights users on 4/17. 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.
Sun 9/75:00 amMCO - GCM
1 stop7h 05mAmerican Airlines
Sat 11/112:15 pmGCM - MCO
1 stop10h 27mAmerican Airlines
Deal found 4/17$459
This Delta deal was found by Cheapflights users on 4/16. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/85:30 amMCO - GCM
1 stop7h 01mDelta
Tue 7/1512:50 pmGCM - MCO
1 stop7h 56mDelta
Deal found 4/16$466
This United Airlines deal was found by Cheapflights users on 4/17. 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 6/107:12 amMCO - GCM
1 stop6h 18mUnited Airlines
Sun 6/151:35 pmGCM - MCO
1 stop7h 25mUnited Airlines
Deal found 4/17$488
This Priceline deal was found by Cheapflights users on 4/17. 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 Priceline 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
1 stop25h 16mAir Canada
Deal found 4/17$492
This Mytrip deal was found by Cheapflights users on 4/17. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/118:17 amMCO - GCM
3 stops28h 38mMultiple Airlines
Mon 6/1612:50 pmGCM - MCO
1 stop29h 31mMultiple Airlines
Deal found 4/17$555
This WestJet deal was found by Cheapflights users on 4/17. 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 WestJet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/296:05 pmMCO - GCM
2 stops43h 40mWestJet
Sat 7/51:45 pmGCM - MCO
1 stop19h 24mWestJet
Deal found 4/17$992
This JetBlue deal was found by Cheapflights users on 4/17. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/178:35 pmMCO - GCM
1 stop15h 28mJetBlue
Sun 4/2012:03 pmGCM - MCO
1 stop10h 31mJetBlue
Deal found 4/17$2,285

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 17, 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

Fri 5/16

10:55 am-11:50 am

Nonstop1h 55m

George Town Owen Roberts Intl

Fri 5/23

12:45 pm-3:45 pm

Nonstop2h 00m

$442

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Mon 9/8

5:30 am-11:31 am

1 stop7h 01m

George Town Owen Roberts Intl

Mon 9/15

12:53 pm-8:36 pm

1 stop6h 43m

$457

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Sun 9/7

5:00 am-11:05 am

1 stop7h 05m

George Town Owen Roberts Intl

Sat 11/1

12:15 pm-11:42 pm

1 stop10h 27m

$459

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Tue 6/10

7:12 am-12:30 pm

1 stop6h 18m

George Town Owen Roberts Intl

Sun 6/15

1:35 pm-10:00 pm

1 stop7h 25m

$488

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-3:06 pm

1 stop25h 16m

$492

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Wed 6/4

8:25 pm-11:55 am

1 stop16h 30m

George Town Owen Roberts Intl

Sun 6/8

7:00 am-12:45 am

2 stops40h 45m

$553

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Sun 6/29

6:05 pm-12:45 pm

2 stops43h 40m

George Town Owen Roberts Intl

Sat 7/5

1:45 pm-10:09 am

1 stop19h 24m

$992

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Tue 5/20

10:55 am-11:50 am

Nonstop1h 55m

$147

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Wed 7/16

7:06 am-12:30 pm

1 stop6h 24m

$169

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

Tue 7/15

6:15 am-11:31 am

1 stop6h 16m

$174

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/17

Showing 1-10 of 14 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 April 17, 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 April 17, 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
4,280 reviews

Comfort

8.0

Overall

8.0

Food

7.1

Crew

8.6

Boarding

8.2

Entertainment

7.6

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
4,280 reviews
Southwest
8.0
Very good
4,280 reviews

Comfort

8.0

Overall

8.0

Food

7.1

Crew

8.6

Boarding

8.2

Entertainment

7.6

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
7,917 reviews
Southwest
8.0
Very good
4,280 reviews

Comfort

8.0

Overall

8.0

Food

7.1

Crew

8.6

Boarding

8.2

Entertainment

7.6

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
8,667 reviews
Southwest
8.0
Very good
4,280 reviews

Comfort

8.0

Overall

8.0

Food

7.1

Crew

8.6

Boarding

8.2

Entertainment

7.6

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
4,280 reviews

Comfort

8.0

Overall

8.0

Food

7.1

Crew

8.6

Boarding

8.2

Entertainment

7.6

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.
WestJet
7.2
Good
2,809 reviews
Southwest
8.0
Very good
4,280 reviews

Comfort

8.0

Overall

8.0

Food

7.1

Crew

8.6

Boarding

8.2

Entertainment

7.6

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 Airport to Cayman Islands one-way?

    The cheapest airline one-way is Southwest, with whom users have recently found tickets for as low as $147. However, be on the lookout for offers from United Airlines and Delta, 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 $591, our data shows the cheapest flight currently is $511. When looking at the most popular route, (Orlando - George Town Owen Roberts Intl), you can expect to pay $442 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Orlando to Cayman Islands

See prices for flight routes from nearby airports that may be better suited for you.
Orlando to Luis Munoz Marin Intl flights
Orlando to Punta Cana flights
Orlando to Montego Bay flights
Orlando to Santo Domingo flights
Orlando to Ponce flights
Orlando to Santiago de los Caballeros flights
Orlando to Saint Thomas Island flights
Orlando to Oranjestad flights
Orlando to Nassau flights
Orlando to Aguadilla flights
Orlando to Simpson Bay flights
Orlando to Providenciales flights
Orlando to Christiansted flights
Orlando to Kingston flights
Orlando to Port of Spain flights
Orlando to Bridgetown flights
Orlando to Castries flights
Orlando to Puerto Plata flights
Orlando to Willemstad flights
Orlando to St. John's flights
Orlando to George Town flights
Orlando to Basseterre flights
Orlando to Freeport flights
Orlando to Gregory Town flights
Orlando to Road Town flights
Orlando to Marsh Harbour flights
Orlando to Gustavia flights
Orlando to St. George's flights
Orlando to Castries flights
Orlando to Georgetown flights
Orlando to Kralendijk flights
Orlando to Kingstown flights
Orlando to Mayagüez flights
Orlando Sanford Intl to Luis Munoz Marin Intl flights
Orlando to Port Royal flights
Orlando to Cap Haitien flights
Orlando to Havana flights
Orlando to Fort-de-France flights
Orlando to Vieques flights
Orlando to Roseau flights
Orlando to The Valley flights
Orlando to Cockburn Town flights
Orlando to Scarborough flights
Orlando to Pointe-à-Pitre flights
Orlando to Rock Sound flights
Orlando to Culebra flights
Orlando to Governor’s Harbour flights
Orlando to Nagua flights
Orlando to Varadero flights
Orlando to Holguín flights

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 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$369Average$586FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$401Average$481FlexibilityNo cancel feeOn-time71%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.