Place the 25 Oreos (cookies and filling) into a blender or food processor and blend or pulse until fine crumbs form.
Transfer the crumbs to a bowl and stir in 1/4 cup granulated sugar and 7 tablespoons melted, cooled unsalted butter until evenly moistened.
Spray a 9-inch springform pan with cooking spray, press the cookie mixture firmly and evenly into the bottom and slightly up the sides to form a crust, then chill in the refrigerator while you make the filling.
In a mixing bowl, beat 8 ounces room-temperature cream cheese with a hand mixer until smooth and creamy.
Add 1 1/4 cups creamy peanut butter, 1 1/4 cups powdered sugar, 2 teaspoons vanilla extract, and 1/8 teaspoon salt to the cream cheese and beat until fully combined and smooth.
Gently fold in the completely thawed 8-ounce container of frozen whipped topping with a spatula until uniform and smooth, then spread the peanut butter cheesecake mixture over the chilled Oreo crust and smooth the top.
Chill the assembled cheesecake in the refrigerator overnight or for 4–6 hours until set.
To make the chocolate ganache, place 1 cup milk chocolate chips and 2 tablespoons creamy peanut butter in a heatproof bowl.
Heat 1/2 cup heavy cream in a small saucepan over medium-high heat until it reaches a rolling simmer (do not boil), then pour the hot cream over the chocolate and peanut butter, cover, and let sit 5 minutes.
Uncover and whisk the chocolate mixture until completely smooth, then pour the ganache over the chilled peanut butter cheesecake layer and spread evenly.
Refrigerate the cheesecake, covered, for at least 1–2 hours before serving; optionally garnish with chopped Reese’s minis and mini chocolate chips.