Preheat oven to 350°F (177°C). Line a large baking sheet with parchment paper. Spread the flour in a single layer on the baking sheet. Bake at 350°F (177°C) for 5-8 minutes or until the flour reaches a temperature of 160°F (71°C). Remove from the oven and set aside to cool.
In the bowl of a stand mixer fitted with the paddle attachment, or in a large mixing bowl using a hand-held mixer, beat the butter, brown sugar, and granulated sugar together until well combined. Mix in the vanilla extract and 1/4 teaspoon of salt.
Add the flour and continue mixing, the mixture will be a little crumbly at this point. Mix in the milk until fully combined, then taste and add more salt if desired.
Fold in the chocolate chips until well combined, then serve and enjoy or cover tightly and refrigerate.