To me, that is a 50/50 match. I do not like that two Italian teams are facing each other, but since it's like this it's going to be a tough match. Roma have been playing better recently and I don't believe they don't stand a chance against Milan. Milan is good but they're not good to the extent of walking through Roma easily.
The fact that they're in the same league makes things very complicated. They're two teams that know and understand each other with a lot of rivalry. It's not going to be easy for both teams but I'm going to go risky and bet on Roma.
Have matches in Europe between two Italian clubs can make their matches very boring because they understand each other very well and their traditional tactics from Italy.
Change in Roma coach position shows that they are playing more attacking football with De Rossi and it gives me hope that their quarter final matches might not be boring. Just my hope and I could be wrong if De Rossi will force his players to play more defensive football and play more carefully against AC Milan. Playing more defensive and carefully against a stronger opponent, is nothing wrong but will Roma coach use this tactic for his team?