Preheat your oven to 350°F (175°C) and grease and flour two 9-inch round cake pans.
In a large mixing bowl, whisk together 2 cups all-purpose flour, 1 and 3/4 cups granulated sugar, 3/4 cup unsweetened cocoa powder, 1 and 1/2 teaspoons baking powder, 1 and 1/2 teaspoons baking soda, and 1 teaspoon salt.
Add 2 large eggs, 1 cup whole milk, 1/2 cup vegetable oil, and 2 teaspoons vanilla extract to the dry ingredients. Mix until well combined.
Gradually add 1 cup boiling water to the batter, mixing well. The batter will be thin.
Gently fold in 1 to 1.5 cups crushed Oreo cookies until evenly distributed in the batter.
Pour the batter evenly into the prepared cake pans.
Bake in the preheated oven for 30-35 minutes or until a toothpick inserted into the center comes out clean.
Allow the cakes to cool in the pans for 10 minutes, then transfer them to a wire rack to cool completely.
Optional: For frosting, heat 1 cup heavy cream until just about to boil. Pour over 1 cup semi-sweet chocolate chips, let sit for a minute, and stir until smooth. Allow the ganache to cool and thicken before spreading over the cooled cakes.
Optional: Decorate the cake with additional Oreo cookies.
Slice and serve the Chocolate Oreo Cake to enjoy the perfect balance of rich chocolate and crunchy Oreo goodness!