Preheat oven to 350 degrees F. Grease 9x13-inch baking dish. Set aside.
Open both cinnamon roll packages (reserve icing packets) and cut unbaked rolls into quarters. (If using the larger Grands cinnamon rolls, cut each roll into about 6 pieces.)
In a large bowl, stir together cinnamon roll pieces and apple pie filling, coating each piece well. Pour into the prepared baking dish.
In a small zip-top baggie or small bowl, mix together the sugar and cinnamon. Sprinkle over the cinnamon roll and apple pie mixture in the pan.
Bake uncovered for 40-45 minutes, until light brown and bubbly.
In a small mixing bowl using an electric mixer, blend the cream cheese until smooth. Add in both packets of cinnamon roll icing and 1-2 Tablespoons of milk. Mix until icing is smooth and pourable.
Drizzle icing over warm casserole.