We don't go that often so I don't think they would remember us. I get it though, if we go to a game or a concert we usually go to one of the lots/garages closer.

My husband and I usually park at the casino and take the T in from the Allegheny station. You don't need a connect card if your departing station and arriving station are in between the Allegheny and First Street stations. For example, we went to the night market in Market Square, just hopped on at Allegheny and got off at Gateway no cost. Unfortunately, I don't know about coming in from the south side for parking lots....