As for when Silence is going to catch you... probably a few days after this attack. You also have to meet Kitty Ironcraft sometime.
After Silence catches you, it'll probably be at least three days or so before Danyul figures out a way to communicate with Silence and you have to break his fingers too. Then we have the football game... that's probably going to be at least four days to a week after the finger breaking. Since y'all have to train for football and Elizabeth has to return from her adventure.