Whisk the cold milk and pudding mix in a bowl until it thickens, about 2 minutes.
Stir in peppermint extract, vanilla, and the food coloring until the color looks even.
Fold the thawed whipped topping into the mint pudding gently until smooth and fluffy.
Spoon the filling into the chocolate cookie crust and smooth the top.
Chill the pie until firm, at least 4 hours or overnight for easiest slicing.
Top with additional whipped topping and sprinkle cookie crumbs over the pie before serving.