Preheat oven to 400 degrees. Grease a baking sheet.
Roll out the sheet of puff pastry dough until approximately 1/4" thick. Cut the dough into 2" squares and cut those squares in half to make triangles. Place triangles on a baking sheet and bake for 15 minutes until the pastry triangles are golden brown.
In a small bowl, whisk together sugar, vanilla, and 1 Tbsp of milk. Proceed to add milk, a little at a time, until you reach your desired consistency (it only took me 2 Tbsp of milk). Set aside.
In a microwave safe bowl, microwave the chocolate chips on high for 30 second intervals, stirring in between each, until smooth. Pour into a small Ziploc bag, clip off the tip and drizzle over the pastry triangles. Serve with icing dip.