Ahhh Cafe Milano!! How I miss thee.
I used to live downtown and Cafe Milano was my go-to. I always got a cheese pizza with green peppers and onions (my go-to) but it's just so good! And cheap. All around a win. They also have a nice seating area upstairs that is good to people-watch, which is always a favorite activity of mine.
The other thing I love about Cafe Milano is they sell pizza on the sidwalk before Pirates games. I always grab a slice before going in - the quality is much better than anything you could find inside PNC Park, the slices are huge, and they're only $3! Can't beat that. It is cash only (for the pre-game pizza), so keep that in mind.