$127+ 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 6/9. Fares are subject to change and may not be available on all flights or dates of travel.
ORL — GCM
May 10 — May 171
Round-trip
1 adult, Economy
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Find cheap flights from Orlando to Grand Cayman with Cheapflights
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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
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Cheapest
Best
Last-minute
One-way
Cheapest flights from Orlando to Grand CaymanExplore 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 April 10, 2026.
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 April 10, 2026.
This Southwest deal was found by Cheapflights users on 4/7. 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.
Mon 5/411:20 am
MCO
- GCM
Nonstop1h 50m
Southwest
Fri 5/81:05 pm
GCM
- MCO
Nonstop1h 55m
Southwest
Deal found 4/7![Southwest logo]()
$425
This United Airlines deal was found by Cheapflights users on 4/6. 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.
Wed 5/67:00 am
MCO
- GCM
1 stop6h 30m
United Airlines
Wed 5/131:35 pm
GCM
- MCO
1 stop7h 24m
United Airlines
Deal found 4/6![United Airlines logo]()
$439
This American Airlines deal was found by Cheapflights users on 4/7. 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 5/51:53 pm
MCO
- GCM
1 stop22h 38m
American Airlines
Tue 5/1212:35 pm
GCM
- MCO
1 stop7h 41m
American Airlines
Deal found 4/7![American Airlines logo]()
$441
This American Airlines deal was found by Cheapflights users on 4/6. 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 5/66:00 am
MCO
- GCM
2 stops8h 10m
American Airlines
Wed 5/132:10 pm
GCM
- MCO
2 stops9h 04m
American Airlines
Deal found 4/6![American Airlines logo]()
$449
This American Airlines deal was found by Cheapflights users on 4/6. 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.
Mon 5/410:00 am
MCO
- GCM
1 stop26h 00m
American Airlines
Fri 5/82:10 pm
GCM
- MCO
2 stops18h 26m
American Airlines
Deal found 4/6![American Airlines logo]()
$452
This United Airlines deal was found by Cheapflights users on 4/8. 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.
Thu 4/307:00 am
MCO
- GCM
1 stop6h 30m
United Airlines
Tue 5/51:35 pm
GCM
- MCO
1 stop7h 24m
United Airlines
Deal found 4/8![United Airlines logo]()
$459
This KAYAK deal was found by Cheapflights users on 4/6. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/238:59 am
MCO
- GCM
1 stop5h 01m
JetBlue
Sat 5/302:20 pm
GCM
- MCO
1 stop6h 20m
JetBlue
Deal found 4/6![JetBlue logo]()
$473
This Southwest deal was found by Cheapflights users on 4/6. 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 5/611:20 am
MCO
- GCM
Nonstop1h 50m
Southwest
Wed 5/131:05 pm
GCM
- MCO
Nonstop1h 55m
Southwest
Deal found 4/6![Southwest logo]()
$474
This United Airlines deal was found by Cheapflights users on 4/7. 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.
Thu 5/147:00 am
MCO
- GCM
1 stop6h 30m
United Airlines
Mon 5/181:35 pm
GCM
- MCO
1 stop7h 24m
United Airlines
Deal found 4/7![United Airlines logo]()
$477
This United Airlines deal was found by Cheapflights users on 4/6. 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.
Thu 4/307:00 am
MCO
- GCM
1 stop6h 30m
United Airlines
Mon 5/41:35 pm
GCM
- MCO
1 stop7h 24m
United Airlines
Deal found 4/6![United Airlines logo]()
$479
This American Airlines deal was found by Cheapflights users on 4/6. 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.
Fri 9/48:20 pm
MCO
- GCM
1 stop17h 50m
American Airlines
Tue 9/812:25 pm
GCM
- MCO
1 stop8h 35m
American Airlines
Deal found 4/6![American Airlines logo]()
$483
Best flights from Orlando to Grand CaymanDiscover carefully curated flight deals from Orlando to Grand Cayman that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated April 10, 2026.
Discover carefully curated flight deals from Orlando to Grand Cayman that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated April 10, 2026.
This Southwest deal was found by Cheapflights users on 4/7. 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.
Mon 5/411:20 am
MCO
- GCM
Nonstop1h 50m
Southwest
Fri 5/81:05 pm
GCM
- MCO
Nonstop1h 55m
Southwest
Deal found 4/7![Southwest logo]()
$425
This Delta deal was found by Cheapflights users on 4/5. 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.
Thu 8/136:15 am
MCO
- GCM
1 stop6h 26m
Delta
Mon 8/1712:56 pm
GCM
- MCO
1 stop11h 04m
Delta
Deal found 4/5![Delta logo]()
$509
This United Airlines deal was found by Cheapflights users on 4/8. 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.
Fri 5/87:00 am
MCO
- GCM
1 stop6h 30m
United Airlines
Mon 5/111:35 pm
GCM
- MCO
1 stop7h 24m
United Airlines
Deal found 4/8![United Airlines logo]()
$513
This American Airlines deal was found by Cheapflights users on 4/5. 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.
Thu 8/136:42 pm
MCO
- GCM
2 stops17h 28m
American Airlines
Mon 8/1712:10 pm
GCM
- MCO
2 stops19h 40m
American Airlines
Deal found 4/5![American Airlines logo]()
$514
This Southwest deal was found by Cheapflights users on 4/6. 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 5/1511:20 am
MCO
- GCM
Nonstop1h 50m
Southwest
Tue 5/191:05 pm
GCM
- MCO
Nonstop1h 55m
Southwest
Deal found 4/6![Southwest logo]()
$479
This Southwest deal was found by Cheapflights users on 4/8. 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 5/811:20 am
MCO
- GCM
Nonstop1h 50m
Southwest
Tue 5/121:05 pm
GCM
- MCO
Nonstop1h 55m
Southwest
Deal found 4/8![Southwest logo]()
$479
This Southwest deal was found by Cheapflights users on 4/6. 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 4/2411:20 am
MCO
- GCM
Nonstop1h 50m
Southwest
Thu 4/301:05 pm
GCM
- MCO
Nonstop1h 55m
Southwest
Deal found 4/6![Southwest logo]()
$509
This Southwest deal was found by Cheapflights users on 4/8. 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 5/811:20 am
MCO
- GCM
Nonstop1h 50m
Southwest
Mon 5/111:05 pm
GCM
- MCO
Nonstop1h 55m
Southwest
Deal found 4/8![Southwest logo]()
$533
This Southwest deal was found by Cheapflights users on 4/6. 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 7/111:00 am
MCO
- GCM
Nonstop1h 50m
Southwest
Sat 7/411:30 am
GCM
- MCO
Nonstop2h 00m
Southwest
Deal found 4/6![Southwest logo]()
$533
This Southwest deal was found by Cheapflights users on 4/8. 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.
Thu 7/2311:00 am
MCO
- GCM
Nonstop1h 50m
Southwest
Mon 8/312:45 pm
GCM
- MCO
Nonstop1h 55m
Southwest
Deal found 4/8![Southwest logo]()
$543
Last-minute flights from Orlando to Grand CaymanDiscover last-minute flight deals from Orlando to Grand Cayman. Data last updated April 10, 2026 and is based on user searches.
Discover last-minute flight deals from Orlando to Grand Cayman. Data last updated April 10, 2026 and is based on user searches.
This United Airlines deal was found by Cheapflights users on 4/8. 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.
Thu 4/307:00 am
MCO
- GCM
1 stop6h 30m
United Airlines
Tue 5/51:35 pm
GCM
- MCO
1 stop7h 24m
United Airlines
Deal found 4/8![United Airlines logo]()
$459
This United Airlines deal was found by Cheapflights users on 4/6. 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.
Thu 4/307:00 am
MCO
- GCM
1 stop6h 30m
United Airlines
Mon 5/41:35 pm
GCM
- MCO
1 stop7h 24m
United Airlines
Deal found 4/6![United Airlines logo]()
$479
This Southwest deal was found by Cheapflights users on 4/7. 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.
Mon 5/411:20 am
MCO
- GCM
Nonstop1h 50m
Southwest
Fri 5/81:05 pm
GCM
- MCO
Nonstop1h 55m
Southwest
Deal found 4/7![Southwest logo]()
$425
This American Airlines deal was found by Cheapflights users on 4/6. 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.
Mon 5/410:00 am
MCO
- GCM
1 stop26h 00m
American Airlines
Fri 5/82:10 pm
GCM
- MCO
2 stops18h 26m
American Airlines
Deal found 4/6![American Airlines logo]()
$452
This American Airlines deal was found by Cheapflights users on 4/7. 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 5/51:53 pm
MCO
- GCM
1 stop22h 38m
American Airlines
Tue 5/1212:35 pm
GCM
- MCO
1 stop7h 41m
American Airlines
Deal found 4/7![American Airlines logo]()
$441
This United Airlines deal was found by Cheapflights users on 4/6. 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.
Wed 5/67:00 am
MCO
- GCM
1 stop6h 30m
United Airlines
Wed 5/131:35 pm
GCM
- MCO
1 stop7h 24m
United Airlines
Deal found 4/6![United Airlines logo]()
$439
This American Airlines deal was found by Cheapflights users on 4/6. 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 5/66:00 am
MCO
- GCM
2 stops8h 10m
American Airlines
Wed 5/132:10 pm
GCM
- MCO
2 stops9h 04m
American Airlines
Deal found 4/6![American Airlines logo]()
$449
This Southwest deal was found by Cheapflights users on 4/6. 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 5/611:20 am
MCO
- GCM
Nonstop1h 50m
Southwest
Wed 5/131:05 pm
GCM
- MCO
Nonstop1h 55m
Southwest
Deal found 4/6![Southwest logo]()
$474
This Kiwi.com deal was found by Cheapflights users on 4/8. 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 5/86:00 am
MCO
- GCM
1 stop13h 00m
Multiple Airlines
Tue 5/1211:30 am
GCM
- MCO
2 stops31h 02m
Multiple Airlines
Deal found 4/8![Multiple Airlines logo]()
$485
This United Airlines deal was found by Cheapflights users on 4/7. 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.
Thu 5/147:00 am
MCO
- GCM
1 stop6h 30m
United Airlines
Mon 5/181:35 pm
GCM
- MCO
1 stop7h 24m
United Airlines
Deal found 4/7![United Airlines logo]()
$477
This KAYAK deal was found by Cheapflights users on 4/6. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/238:59 am
MCO
- GCM
1 stop5h 01m
JetBlue
Sat 5/302:20 pm
GCM
- MCO
1 stop6h 20m
JetBlue
Deal found 4/6![JetBlue logo]()
$473
One-way flights from Orlando to Grand CaymanSearch for one-way flight options from Orlando to Grand Cayman. Find affordable one-way fares based on user searches. Data last updated April 10, 2026.
Search for one-way flight options from Orlando to Grand Cayman. Find affordable one-way fares based on user searches. Data last updated April 10, 2026.
This Priceline deal was found by Cheapflights users on 4/10. 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.
Tue 6/98:59 am
MCO
- GCM
1 stop4h 46m
JetBlue
Deal found 4/10![JetBlue logo]()
$127
This KAYAK deal was found by Cheapflights users on 4/6. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/28:59 am
MCO
- GCM
1 stop4h 46m
JetBlue
Deal found 4/6![JetBlue logo]()
$143
This Southwest deal was found by Cheapflights users on 4/8. 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.
Sun 5/1011:05 am
MCO
- GCM
Nonstop1h 50m
Southwest
Deal found 4/8![Southwest logo]()
$163
This Delta deal was found by Cheapflights users on 4/7. 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 5/65:30 am
MCO
- GCM
1 stop7h 30m
Delta
Deal found 4/7![Delta logo]()
$167
This American Airlines deal was found by Cheapflights users on 4/7. 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 5/66:00 am
MCO
- GCM
2 stops8h 10m
American Airlines
Deal found 4/7![American Airlines logo]()
$172
This American Airlines deal was found by Cheapflights users on 4/7. 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 8/199:04 am
MCO
- GCM
1 stop5h 06m
American Airlines
Deal found 4/7![American Airlines logo]()
$173
This Kiwi.com deal was found by Cheapflights users on 4/10. 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.
Sun 5/107:25 am
MCO
- GCM
2 stops38h 50m
Multiple Airlines
Deal found 4/10![Multiple Airlines logo]()
$181
This Kiwi.com deal was found by Cheapflights users on 4/10. 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.
Wed 5/65:10 pm
MCO
- GCM
2 stops19h 25m
Multiple Airlines
Deal found 4/10![Multiple Airlines logo]()
$182
This Kiwi.com deal was found by Cheapflights users on 4/6. 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 4/243:30 pm
MCO
- GCM
3 stops24h 20m
Multiple Airlines
Deal found 4/6![Multiple Airlines logo]()
$183
Find 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 April 10, 2026.
Round-trip from | $425 (Southwest) |
|---|---|
One-way from | $127 (Priceline) |
Popular in | November |
Cheapest in | May |
Average price | $673 |
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 April 10, 2026.
Use the filters below to find and compare flights from Orlando to Grand Cayman that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
Quickest round-trip
OrlandoGeorge Town
MCO - GCM
MCOGCM
Orlando
Mon 5/4
11:20 am-12:10 pm
Nonstop1h 50m
George Town Owen Roberts Intl
Fri 5/8
1:05 pm-4:00 pm
Nonstop1h 55m
$425
OrlandoGeorge Town
MCO - GCM
MCOGCM
Orlando
Fri 5/15
11:20 am-12:10 pm
Nonstop1h 50m
George Town Owen Roberts Intl
Tue 5/19
1:05 pm-4:00 pm
Nonstop1h 55m
$479
OrlandoGeorge Town
MCO - GCM
MCOGCM
Orlando
Fri 5/8
11:20 am-12:10 pm
Nonstop1h 50m
George Town Owen Roberts Intl
Tue 5/12
1:05 pm-4:00 pm
Nonstop1h 55m
$479
OrlandoGeorge Town
MCO - GCM
MCOGCM
Orlando
Thu 8/13
6:15 am-11:41 am
1 stop6h 26m
George Town Owen Roberts Intl
Mon 8/17
12:56 pm-1:00 am
1 stop11h 04m
$509
OrlandoGeorge Town
MCO - GCM
MCOGCM
Orlando
Fri 4/24
11:20 am-12:10 pm
Nonstop1h 50m
George Town Owen Roberts Intl
Thu 4/30
1:05 pm-4:00 pm
Nonstop1h 55m
$509
OrlandoGeorge Town
MCO - GCM
MCOGCM
Orlando
Fri 5/8
7:00 am-12:30 pm
1 stop6h 30m
George Town Owen Roberts Intl
Mon 5/11
1:35 pm-9:59 pm
1 stop7h 24m
$513
OrlandoGeorge Town
MCO - GCM
MCOGCM
Orlando
Thu 8/13
6:42 pm-11:10 am
2 stops17h 28m
George Town Owen Roberts Intl
Mon 8/17
12:10 pm-8:50 am
2 stops19h 40m
$514
OrlandoGeorge Town
MCO - GCM
MCOGCM
Orlando
Fri 5/8
11:20 am-12:10 pm
Nonstop1h 50m
George Town Owen Roberts Intl
Mon 5/11
1:05 pm-4:00 pm
Nonstop1h 55m
$533
OrlandoGeorge Town
MCO - GCM
MCOGCM
Orlando
Wed 7/1
11:00 am-11:50 am
Nonstop1h 50m
George Town Owen Roberts Intl
Sat 7/4
11:30 am-2:30 pm
Nonstop2h 00m
$533
OrlandoGeorge Town
MCO - GCM
MCOGCM
Orlando
Thu 7/23
11:00 am-11:50 am
Nonstop1h 50m
George Town Owen Roberts Intl
Mon 8/3
12:45 pm-3:40 pm
Nonstop1h 55m
$543
Showing 1-10 of 21 resultsSorted by cheapest first
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.
MCO-GCM
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
ORL-zzLAW
MCO-GCM
What is the cheapest month to book a flight from Orlando to Grand Cayman?
Currently, August is the cheapest month in which you can book a flight from Orlando to Grand Cayman (average of $231). Flying from Orlando to Grand Cayman in December is currently the most expensive (average of $551). 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 April 10, 2026.
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 April 10, 2026.
Get a feel of what it's like to fly with Southwest and American 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.
Food
7.0
Overall
8.0
Boarding
8.1
Entertainment
7.5
Crew
8.6
Comfort
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Food
7.0
Overall
8.0
Boarding
8.1
Entertainment
7.5
Crew
8.6
Comfort
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Food
7.0
Overall
8.0
Boarding
8.1
Entertainment
7.5
Crew
8.6
Comfort
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
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.
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Orlando and Grand Cayman flights
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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 April 10, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$369 | Average$535 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$452 | Average$612 | FlexibilityNo cancel fee | On-time63% |