Preheat oven to 350 degrees F. Liberally grease a 13x9" pan with cooking spray; set aside. Meanwhile, make your cookie dough: in a large bowl with a stand mixer, beat together the butter, brown sugar & sugar with a paddle attachment until creamy. Add in milk and vanilla, beat to combine. Lastly, add in the salt, flour, walnuts and chocolate chips until a soft dough has formed. Set aside.
Begin layering your phyllo in the pan. Place one sheet of phyllo in the bottom of the pan and brush it with melted butter. Top with another piece of phyllo, brush it with butter, and repeat the process until you've stacked 10 pieces of phyllo on top of one another. *NOTE: while you work, be sure to keep the rest of the phyllo dough covered with a damp cloth to prevent it from drying out.*
Carefully press HALF of the chocolate chip cookie dough on top of the bottom phyllo layer. You may want to take chunks of cookie dough, flatten them in your hand, and kind of form them into a layer by hand to prevent ripping the phyllo underneath.
Repeat by adding TEN (10) more layers of buttered phyllo (buttering each sheet of phyllo after laying it), then top with the remaining cookie dough. Lastly, add the remaining phyllo dough, buttering each sheet as you layer. Cut the baklava with a very sharp knife in square or diamond pattern.
Bake for approx. 45 minutes or until golden and bubbly. Remove from the oven and immediately pour the vanilla & brown sugar simple syrup over top. Allow the baklava to set for at LEAST 6 hours, preferably overnight* before cutting completely into squares or diamonds and serving.
If desired, feel free to drizzle on melted CandiQuik for an added chocolate drizzle garnish, as I did. Store leftovers airtight, at room temperature, for a couple days.
*TO MAKE THE SIMPLE SYRUP: Bring the water, brown sugar and vanilla to a boil in a small saucepan. Reduce heat to medium-low and simmer for about 10-15 minutes. Remove from heat.