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Whisk together the flour, cocoa powder, baking powder, salt, and espresso powder.
Using an electric hand held mixer or stand mixer fitted with a paddle attachment, cream together butter and sugar until light and fluffy, about 3 minutes
Mix in eggs and vanilla until just combined. Beat in the flour mixture just until combined.
Stir in the chocolate chips.
Cover with plastic wrap and refrigerate dough for 2 hours. After chilling, remove and allow to sit for 10 minutes while preheating the oven.
Preheat oven to 350 degrees F. Line baking sheets with parchment paper.Place the confectioners' sugar into a small bowl.
Using a 1 ½ tablespoon cookie scoop, scoop dough and gently roll them into balls. Alternatively scoop 1 ½ tablespoons of dough and roll into balls.Roll the dough balls in the powdered sugar and place on the prepared baking sheet.
Bake cookies for 10-12 minutes.
Remove from oven. Leave cookies on baking sheet for 5-10 minutes then place on cooling rack to fully cool before serving.