[dznylvr]

We have flown SW to WDW before. You don't have to worry about your luggage at all on arrival. ME will pick it up and deliver it to your resort.
Now, on the way home, you do have to take you luggage to the ME bus, then get it off the ME bus, and take it into the airport and check it yourself. Not a problem, just not quite as easy as the carriers that you can check in at the resort.
It took us about an hour last year from flight landing until we got to POR. If you want to maximize your trip time, I would take the first flight out in the morning. We flew out at 7am last year, and we were in Epcot by 10:30 or so (flying from NC). It was great!! Then we came back to the room midafternoon, and our luggage had arrived. We are doing it again this year.