We just got back from Disneyworld flying SW. We did use the Magical Express and had our bags delivered to our room. The bags did not arrive till almost 5 hours later - it was very stressful and the bellman even told me he would not use the luggage delivery service. Next time I will get my luggage and bring it on my ME bus.
I have used it 4 times and my bags were always in the room when we got back, now honestly only 2 times do I know when they were delivered, our first trip we hopped a bus to a park as soon as we got to our resort, after checking in, and when we got back later in the day our bags were there. One time at pop, our room wasnt ready til 3 even though I had checked in at 10, and we were heading to our room after a trip to a park, about 3:15 and the person was just putting them in our room, but again, it had JUST been assigned to us, so even though that was 5 hours after check in, it was only about 15 minutes after we got our room. One time we headed to our room, and about 1:30 after we had checked in, while we were in the room, they brought our bags. We were at SSR once, and again, we were in the parks when they were delivered.
Why didnt you just check in and head to a park or something? You didnt just sit in your room and wait did you?
And of course my 'defending DME' kicks in and I have to ask, how do you know the delay was disney's fault and not the airlines? What it you would have been waiting at MCO for 2 hours for your bags or something like that? Not saying there wasnt an issue, and you werent there around Thanksgiving were you?? No matter what system you have, if you are slammed with passengers and guests, it CAN take longer just because of the sheer volume..