We have used DME four times. We don't know how long it took for our luggage to arrive on three of the trips, as we were out enjoying WDW.
First time - arrived at MCO about 1pm, arrived All-Star Sports around 2:30 pm, went to Epcot, arrived back at the room about 11pm luggage was there.
Second time - arrived at MCO about 3pm, arrived at Pop Century about 4pm, went to Epcot, Magic Kingdom, Pleasure Island, got back to room about 2am, luggage was there.
Third time - arrived at MCO about 1pm, arrived at All-Star Music at 2:30p pm, went to Magic Kingdom and Chef Mickeys, got back to room about 9pm, luggage was there.
(The two times it took us 90 minutes to get to the resort was because we were transporting an
ECV and it took 15 minutes after getting off the plane to get the ECV brought up the elevator to the concourse). The 60 minute trip we didn't have to wait on the ECV, but did stop by the EarPort
Disney Store to purchase annual passes.
Fourth time - arrived at MCO about 11:00 pm, arrived at Ft. Wilderness resort about 12:45 am. (Had to wait on ECV, also had to drop by carousel for gate checked bag. It was packed OK to fit under the seat, but TSA searched it and we didn't have time to repack it carefully enough to fit it under the seat again, so the airline checked it for us.) Once we checked in at Ft. Wilderness, and went to the restroom, our bags arrived and they took us and our bags to our site in a van.