In a blender mix together the milk and packets of milk chocolate hot cocoa mix. Blend until combined well.
Add ice to the blender and fill to the top. Blend until all of the ice is chopped up to small pieces.
Scoop a little frozen hot chocolate into each cup, then top with a small scoop of vanilla ice cream. Continue to layer until you have filled each cup to the top.
Drizzle with a small spoonful of caramel sauce. Top with whipped cream and pieces of cookies. Serve immediately with long ice cream spoons and straws.
Notes
Tips: Blend the milk, ice, and Swiss Miss and place the entire blender back in the freezer to keep it ice cold while you prepare everything.Use whatever type of cookies you love!