Divide finely crushed cookies between 4 half pint mason jars and pack down. Set aside.
Filling
Mix cream cheese, milk and pudding mix until well blended. Gently fold in roughly chopped cookies and cream cookies in the filling until incorporated. Divide filling between 4 jars with crust and smooth down.
Topping
Divide sweetened whipped cream between jars and smooth down and sprinkle roughly crushed cookies over whipped cream. Serve and enjoy.