Add chicken wings, pickle juice, and fresh dill to a large mixing bowl. Toss to coat, cover, and refrigerate for 2 to 4 hours.
Preheat oven to 425F. Drain and discard the pickle juice. Pat the wings dry with a paper towel.
Add dry chicken wings, olive oil, garlic powder, baking powder, salt, and black pepper to a large bowl. Toss to coat.
Evenly arrange wings on a wire rack set over a large sheet pan.
Bake in a preheated oven for 30 minutes, flipping the wings halfway through using tongs.
Turn the broiler to high and broil the wings for 5 minutes, or until the wings are charred and crispy.
Transfer to a large plate or platter and serve with the dill pickle ranch dressing.