I think you can, but you'll need to do some figuring. For your inbound flight, give them flight information for a flight that arrives shortly before you want to board ME. It shouldn't matter from where it is originating -- the important thing is that it arrives at MCO on the day you want to take ME. I'm suggesting selecting a time that is close to when you want to ride ME, but I'm not sure that should even matter. Obviously, do NOT put the ME tags on your checked bags and make sure to retrieve your bags from baggage claim after your flight. Then, when you're ready to go to your resort, you'll have to go through the ME processing area in the airport to board your bus.
I think all resort guests are allowed one ME ride to the resort and one back to the airport, so you aren't trying to beat the system. You're just gaming it.