Crush Oreo cookies into fine crumbs using a food processor or place in a zip-top bag and crush with a rolling pin.
Mix Oreo crumbs with melted butter until well combined and press firmly into the bottom and sides of a 9-inch pie dish.
Chill the crust while preparing the filling.
Beat softened cream cheese and powdered sugar together until smooth and creamy in a large bowl.
Stir in melted chocolate chips and vanilla extract until fully incorporated.
Gently fold in the thawed whipped topping until no streaks remain and the filling is fluffy.
Pour the filling into the chilled Oreo crust and smooth the top with a spatula.
Cover with plastic wrap and refrigerate for at least 3 to 4 hours or overnight until firm.
Before serving, garnish with crushed Oreos, chocolate shavings, or whipped cream swirls.
Slice and enjoy your festive chocolate Oreo pie.