Cut Ding Dongs in half lengthwise. Layer 10 halves in the bottom of an 8x8-inch pan, with filling side up.
Beat cream cheese, powdered sugar and whipped topping until smooth. In another bowl whisk pudding mix and milk until thickened. Spread pudding over Ding Dongs. Then spread half of cream cheese mixture over pudding.
Sprinkle chocolate chips over top. Then top with another layer of Ding Dongs, cut side down. Top with the remaining cream cheese mixture, and sprinkle chocolate chips on top. Refrigerate.