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Grand Cayman

$148+ Cheap flights from Orlando (ORL) to Grand Cayman

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 11/2. Fares are subject to change and may not be available on all flights or dates of travel.
ORL — GCM
jul. 8 — jul. 151
mar. 7/8
mar. 7/15
1 adult, Economy
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Cheap flight deals from Orlando to Grand Cayman

Keep the following information in mind while searching for Orlando to Grand Cayman flight deals. Data was last updated julio 3, 2025.

Round-trip from

$410
(Delta)

One-way from

$148
(Southwest)

Popular in

June

Cheapest in

September

Average price

$550
From Orlando (ORL) to Grand Cayman
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One-way flight from Orlando (ORL) to Grand Cayman
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Highest demand for flights based on searches. 10% potential increase in price ($62 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($16 potential savings vs. average RT price).
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Average for round-trip flights in July 2025
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Find flight deals from Orlando to Grand Cayman

Cheapest flights from Orlando to Grand Cayman
Explore the most affordable flight options available from Orlando to Grand Cayman. Find the lowest fares from popular airlines and budget airlines, with prices last updated on julio 3, 2025.

This Delta deal was found by Cheapflights users on 7/2. 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.
dom. 9/216:00 amMCO - GCM
1 stop6h 36mDelta
jue. 9/2512:52 pmGCM - MCO
1 stop6h 55mDelta
Deal found 7/2$410
This United Airlines deal was found by Cheapflights users on 7/1. 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.
lun. 8/117:12 amMCO - GCM
1 stop6h 18mUnited Airlines
lun. 8/181:35 pmGCM - MCO
1 stop7h 25mUnited Airlines
Deal found 7/1$468
This Southwest deal was found by Cheapflights users on 7/2. 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.
sáb. 11/297:30 amMCO - GCM
1 stop7h 15mSouthwest
vie. 12/51:30 pmGCM - MCO
Nonstop1h 55mSouthwest
Deal found 7/2$475
This Mytrip deal was found by Cheapflights users on 7/1. 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.
mar. 7/158:38 pmMCO - GCM
2 stops20h 32mMultiple Airlines
mar. 7/2211:30 amGCM - MCO
2 stops20h 20mMultiple Airlines
Deal found 7/1$549
This Expedia deal was found by Cheapflights users on 7/2. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 11/298:00 amMCO - GCM
1 stop28h 20mAir Canada
vie. 12/51:30 pmGCM - MCO
1 stop30h 20mAir Canada
Deal found 7/2$556
This American Airlines deal was found by Cheapflights users on 7/1. 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.
lun. 8/256:00 amMCO - GCM
1 stop6h 20mAmerican Airlines
jue. 8/282:10 pmGCM - MCO
1 stop6h 49mAmerican Airlines
Deal found 7/1$600
This Expedia deal was found by Cheapflights users on 7/1. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 11/206:00 amMCO - GCM
1 stop8h 30mJetBlue
lun. 11/243:43 pmGCM - MCO
2 stops29h 16mJetBlue
Deal found 7/1$605

Cheapflights Fare Finder

Customize your flight search to find flights from Orlando to Grand Cayman 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 julio 3, 2025.
Use the filters below to find and compare flights from Orlando to Grand Cayman that are best for you.

Fly from

Orlando

Fly to

Grand Cayman

Route

Depart

Return

Price

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

dom. 9/21

6:00 am-11:36 am

1 stop6h 36m

George Town Owen Roberts Intl

jue. 9/25

12:52 pm-8:47 pm

1 stop6h 55m

$410

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

lun. 8/11

7:12 am-12:30 pm

1 stop6h 18m

George Town Owen Roberts Intl

lun. 8/18

1:35 pm-10:00 pm

1 stop7h 25m

$468

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

sáb. 11/29

7:30 am-2:45 pm

1 stop7h 15m

George Town Owen Roberts Intl

vie. 12/5

1:30 pm-3:25 pm

Nonstop1h 55m

$475

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

mar. 7/15

8:38 pm-4:10 pm

2 stops20h 32m

George Town Owen Roberts Intl

mar. 7/22

11:30 am-8:50 am

2 stops20h 20m

$549

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

sáb. 11/29

8:00 am-12:20 pm

1 stop28h 20m

George Town Owen Roberts Intl

vie. 12/5

1:30 pm-7:50 pm

1 stop30h 20m

$556

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

lun. 8/25

6:00 am-11:20 am

1 stop6h 20m

George Town Owen Roberts Intl

jue. 8/28

2:10 pm-9:59 pm

1 stop6h 49m

$600

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

jue. 11/20

6:00 am-2:30 pm

1 stop8h 30m

George Town Owen Roberts Intl

lun. 11/24

3:43 pm-8:59 pm

2 stops29h 16m

$605

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

dom. 11/2

10:40 am-12:35 pm

Nonstop1h 55m

$148

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

lun. 8/18

6:00 am-11:37 am

1 stop6h 37m

$153

OrlandoGeorge Town

MCO - GCM

MCOGCM

Orlando

dom. 10/5

7:00 am-12:30 pm

1 stop6h 30m

$163

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/2

Showing 1-10 of 13 results
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Best time to book a flight from Orlando to Grand Cayman

Have a flexible travel schedule? Discover the best time to fly to Grand Cayman 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 Grand Cayman

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

Currently, January is the cheapest month in which you can book a flight from Orlando to Grand Cayman (average of $467). Flying from Orlando to Grand Cayman 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 LAW?

Find hourly flight availability from Orlando to Grand Cayman. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated julio 3, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Orlando to Grand Cayman as you normally would.

Reviews of airlines servicing Grand Cayman

Get insights into the airlines that provide service to Grand Cayman. 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 Grand Cayman. Reviews last updated julio 3, 2025.
Get a feel of what it's like to fly with Southwest, Delta, and United Airlines from Orlando to Grand Cayman by reading reviews from past customers. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,266 reviews

Boarding

8.2

Entertainment

7.6

Comfort

8.0

Food

7.0

Overall

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Southwest
8.0
Very good
4,266 reviews
Southwest
8.0
Very good
4,266 reviews

Boarding

8.2

Entertainment

7.6

Comfort

8.0

Food

7.0

Overall

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Delta
8.0
Very good
7,982 reviews
Southwest
8.0
Very good
4,266 reviews

Boarding

8.2

Entertainment

7.6

Comfort

8.0

Food

7.0

Overall

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
United Airlines
7.4
Good
8,861 reviews
Southwest
8.0
Very good
4,266 reviews

Boarding

8.2

Entertainment

7.6

Comfort

8.0

Food

7.0

Overall

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
JetBlue
7.3
Good
2,916 reviews
Southwest
8.0
Very good
4,266 reviews

Boarding

8.2

Entertainment

7.6

Comfort

8.0

Food

7.0

Overall

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,266 reviews

Boarding

8.2

Entertainment

7.6

Comfort

8.0

Food

7.0

Overall

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

Related info for your journey

Find useful and relevant information for your journey from Orlando to Grand Cayman. 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 Grand Cayman one-way?

    To fly one-way, consider booking your trip with Southwest, which is currently one of the cheapest options available, starting at $148. Delta flights start at $153 while deals on United Airlines start at $163 one-way.

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

    Looking at all options, your cheapest flight can be booked for $491. While the most popular route (Orlando - George Town Owen Roberts Intl) can be booked for $410 on average our data indicates $661 when flying from Orlando to Grand Cayman.

  • Can I find deals for flights from Orlando to Grand Cayman that include hotel bookings?

    Yes. In addition to deals on Orlando to Grand Cayman flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Orlando to Grand Cayman?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Orlando to Grand Cayman.

  • Can I find deals for business class flights from Orlando to Grand Cayman?

    Yes. Cheapflights offers flight deals from Orlando to Grand Cayman 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 Grand Cayman?

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

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Top 2 airlines flying from Orlando to Grand Cayman

Discover the top 2 airlines that operate flights from Orlando to Grand Cayman. 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 julio 3, 2025.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$379Average$587FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$398Average$484FlexibilityNo cancel feeOn-time71%

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