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Chocolate Pie Cookies Recipe

4.8 from 150 reviews

Decadent and delightful Chocolate Pie Cookies featuring a rich cocoa-infused cookie base filled with creamy chocolate pudding and topped with fluffy whipped cream. This recipe combines the best of cookies and chocolate pie into a fun and indulgent treat perfect for any occasion.

Ingredients

Scale

Cookie Dough

  • ½ cup salted butter, softened
  • 1 cup brown sugar
  • 1 large egg
  • 1 teaspoon vanilla extract
  • 1 ¼ cups all-purpose flour
  • ¼ cup Dutch process cocoa powder
  • 1 teaspoon baking powder

Chocolate Pudding Filling

  • ½ cup instant chocolate pudding mix
  • 1 cup whole milk
  • ¼ cup heavy cream

Whipped Cream Topping

  • 1 cup heavy cream
  • 1 teaspoon vanilla extract

Instructions

  1. Cream Butter and Sugar: In a large mixing bowl, add the softened butter and brown sugar. Use an electric hand mixer to whisk these ingredients together for about 3 minutes until the mixture is smooth, creamy, and well combined.
  2. Add Egg and Vanilla: Incorporate the large egg and 1 teaspoon vanilla extract into the creamed butter and sugar. Mix again for a few minutes until the batter is smooth and the egg is fully incorporated.
  3. Mix Dry Ingredients: Lower the mixer speed and gradually whisk in the all-purpose flour, Dutch process cocoa powder, and baking powder. Mix thoroughly to ensure no pockets of dry ingredients remain. Cover the cookie dough with plastic wrap and refrigerate for 20 minutes. Meanwhile, preheat your oven to 350°F (177°C).
  4. Prepare Pudding Filling: While the dough chills, whisk together the instant chocolate pudding mix and whole milk in a bowl until smooth and well combined. Whisk in ¼ cup heavy cream. Cover the pudding mixture with plastic wrap and place it in the freezer to chill.
  5. Shape and Bake Cookies: Scoop out 1 ½ tablespoon-sized portions of chilled cookie dough and roll them between your hands to form balls. Arrange them on a baking sheet, spacing at least 1 ½ inches apart. Bake in the preheated oven for 12 minutes. Immediately after baking, use a small dish or spoon to gently press an indent into the center of each cookie to hold the filling.
  6. Cool Cookies: Allow the cookies to cool completely at room temperature before adding the filling.
  7. Prepare Whipped Cream Topping: In a separate bowl, beat 1 cup heavy cream with 1 teaspoon vanilla extract until stiff peaks form, approximately 3-5 minutes.
  8. Assemble Cookies: Spoon a few tablespoons of the chilled chocolate pudding into the indent of each cooled cookie. Top each cookie with a dollop of freshly whipped cream.
  9. Serve and Enjoy: Serve the chocolate pie cookies immediately and enjoy their rich, creamy, and chocolatey goodness.

Notes

  • Make sure the butter is softened to room temperature for easier mixing and better texture.
  • Chilling the dough helps prevent the cookies from spreading too much while baking.
  • Use Dutch process cocoa powder for a deeper chocolate flavor and darker color.
  • Chill the pudding filling so it thickens properly and holds shape inside the cookie.
  • Handle the cookies gently when creating the indents after baking to avoid cracking.
  • The whipped cream topping should be added just before serving to prevent it from melting.
  • Store assembled cookies in the refrigerator and consume within 2 days for best freshness.

Keywords: chocolate pie cookies, chocolate pudding cookies, whipped cream cookies, chocolate dessert, homemade cookies, chocolate cookie recipe