Jack-o’-Lantern Chocolate Sugar Cookies Recipe

These spooky Jack-o’-Lantern Chocolate Sugar Cookies are a hit with my family every Halloween! Every year, we gather around to create these fun, festive treats. The combination of rich chocolate cookies and creamy orange-tinted cream cheese frosting makes these not only delicious but also a lot of fun to decorate. The kids love getting creative with their own jack-o’-lantern faces!

Why You’ll Love This Recipe

  • Perfect for Halloween: Fun, festive, and sure to impress at any Halloween gathering!
  • Rich and Chocolaty: The Dutch-process cocoa gives these cookies a deep, rich chocolate flavor.
  • Creamy Frosting: The cream cheese frosting adds a sweet, tangy balance to the chocolate cookies.
  • Fun for the Family: Get the whole family involved in making and decorating these cookies.

Ingredients

For the Chocolate Sugar Cookies:

  • 2 1/2 cups (318 grams) all-purpose flour: Provides the base for the dough.
  • 1/2 cup (50 grams) Dutch-process cocoa powder: Gives the cookies a rich, deep chocolate flavor.
  • 1 teaspoon baking powder: Helps the cookies rise slightly and stay soft.
  • 1/4 teaspoon fine sea salt: Enhances the flavor of the cookies.
  • 1 1/2 sticks (170 grams) unsalted butter: Adds richness and structure to the cookies.
  • 1 cup (200 grams) granulated sugar: Sweetens the dough and helps create a soft texture.
  • 2 large eggs: Bind the dough together and add moisture.
  • 1 teaspoon pure vanilla extract: Enhances the flavor of the cookies.

For the Cream Cheese Frosting:

  • 4 ounces (113 grams) cream cheese: The base for the creamy, tangy frosting.
  • 4 tablespoons (57 grams) unsalted butter: Adds richness and smooth texture to the frosting.
  • 2 teaspoons vanilla extract: Provides a lovely flavor to balance the sweetness.
  • 1 1/2 cups (188 grams) powdered sugar: Sweetens the frosting and creates the perfect texture.
  • A few drops of orange gel food coloring: For a festive Halloween look.

Variations

  • Spooky Shapes: Use different Halloween-themed cookie cutters like ghosts, bats, or cats.
  • Add a Little Crunch: Sprinkle crushed Halloween candies between the cookie layers for a sweet surprise.
  • Make It Spicy: Add a pinch of cinnamon or cayenne to the dough for a warm, spicy twist.

How to Make the Recipe

1. Make the Cookies

In a medium bowl, sift together the flour, cocoa powder, baking powder, and salt. In a large bowl, beat the butter and sugar on medium-high speed until smooth and fluffy. Add the eggs one at a time, then mix in the vanilla. Gradually add the dry ingredients, mixing until a slightly sticky dough forms.

Roll the dough between two pieces of parchment paper to a 1/4-inch thickness. Chill the dough for at least 1 hour (or 30 minutes in the freezer) until firm. Preheat your oven to 350°F, then use pumpkin-shaped cookie cutters to cut out the cookies. For half of the cookies, cut out the jack-o’-lantern faces using a paring knife.

Bake the cookies for 8-9 minutes, then let them cool on the baking sheets for 5 minutes before transferring them to a wire rack to cool completely.

2. Make the Cream Cheese Frosting

In a stand mixer, beat the cream cheese, butter, and vanilla together until light and fluffy. Gradually add the powdered sugar and beat until smooth. Add orange food coloring until the frosting reaches your desired shade.

3. Assemble the Cookies

Spread a dollop of frosting on a plain pumpkin cookie (don’t frost the bottom side). Sandwich it with a jack-o’-lantern face cookie on top, pressing gently to spread the frosting evenly.

Jack-o’-Lantern Chocolate Sugar Cookies Recipe

How to Serve

These cookies are perfect for Halloween parties or a cozy evening at home with family. Pair them with a hot chocolate or spiced cider for an extra cozy treat. The kids always love customizing their own jack-o’-lantern faces, so set up a decorating station for extra fun!

Make Ahead

  • Dough: You can prepare the dough ahead of time and store it in the fridge for up to 3 days or in the freezer for up to 1 month. Let it thaw slightly before rolling it out.
  • Cookies: You can also bake the cookies ahead of time and store them in an airtight container for up to 3 days before decorating.
  • Frosting: Prepare the frosting up to 2 days in advance and store it in the fridge. Bring it to room temperature before using.

FAQs

Can I make these cookies gluten-free?
Yes! Just substitute the all-purpose flour with a 1:1 gluten-free flour blend.

How do I store leftover cookies?
Store the assembled cookies in an airtight container at room temperature for up to 2 days, or refrigerate for up to 4 days.

Can I freeze the cookies?
You can freeze the baked, undecorated cookies for up to 3 months. Just thaw, decorate, and enjoy!

There you have it—fun, festive, and delicious Jack-o’-Lantern Chocolate Sugar Cookies! These spooky treats will be a hit with your family and friends, and they’re just as fun to make as they are to eat. Enjoy!

Print
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Chocolate cookies shaped like pumpkins with orange jack-o-lantern faces, featuring triangle eyes and a carved smile. These delightful pumpkin-shaped treats are closely arranged on a light surface, perfect for any festive occasion.

Jack-o’-Lantern Chocolate Sugar Cookies Recipe

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  • Author: Hannah
  • Prep Time: 40 minutes
  • Chilling Time: 1 hour 30 minutes
  • Cook Time: 9 minutes
  • Total Time: 2 hours 19 minutes
  • Yield: 15 cookies 1x
  • Category: Dessert
  • Method: Baking
  • Cuisine: American

Description

These fun and festive chocolate sugar cookies are shaped like Jack-o’-Lanterns and sandwiched with a rich cream cheese frosting. Perfect for Halloween, these treats are as delicious as they are spooky!


Ingredients

Units Scale

For the Chocolate Sugar Cookies:

  • 2 1/2 cups (318 grams) all-purpose flour
  • 1/2 cup (50 grams) Dutch-process cocoa powder*
  • 1 teaspoon baking powder
  • 1/4 teaspoon fine sea salt
  • 1 1/2 sticks (170 grams) unsalted butter, at cool room temperature
  • 1 cup (200 grams) granulated sugar
  • 2 large eggs, at room temperature
  • 1 teaspoon pure vanilla extract

For the Cream Cheese Frosting:

  • 4 ounces (113 grams) cream cheese, at room temperature
  • 4 tablespoons (57 grams) unsalted butter, at room temperature
  • 2 teaspoons vanilla extract
  • 1 1/2 cups (188 grams) powdered sugar, sifted
  • A few drops of orange gel food coloring

Instructions

Make the Cookies:

  1. In a medium bowl, sift together the flour, cocoa powder, baking powder, and salt.
  2. In a large bowl, use an electric mixer to beat the butter and sugar on medium-high speed until smooth and well combined, about 1 to 2 minutes.
  3. Add the eggs, one at a time, beating well after each addition. Mix in the vanilla extract.
  4. Gradually add the dry ingredients to the wet mixture and beat on low speed until a dough forms.
  5. Roll the dough out between two large pieces of parchment paper to 1/4-inch thickness. Chill the dough in the refrigerator for at least 1 hour, or in the freezer for 30 minutes, until firm.
  6. Preheat the oven to 350°F (175°C). Line baking sheets with parchment paper.
  7. Use a 3 or 4-inch pumpkin cookie cutter to cut out shapes from the dough. For half of the cookies, use a small paring knife to cut out triangle eyes and a mouth to create Jack-o’-Lantern faces.
  8. Place the cut cookies on the prepared baking sheets. Chill the cookies in the refrigerator for 30 minutes, or in the freezer for 15 minutes, until firm.
  9. Bake for 8-9 minutes, or until the cookies are set but not overbaked. Let the cookies cool on the baking sheets for 5 minutes before transferring them to a wire rack to cool completely.

Make the Cream Cheese Frosting:

  1. In a stand mixer fitted with a paddle attachment, beat the cream cheese, butter, and vanilla on medium-high speed until light and creamy, about 2-3 minutes.
  2. Gradually add the powdered sugar on low speed and continue to beat until fluffy, about 2 minutes.
  3. Add a few drops of orange gel food coloring to the frosting and mix until the desired color is achieved.

Assemble the Cookie Sandwiches:

  1. Place a dollop of cream cheese frosting in the center of the bottom (non-Jack-o’-Lantern) cookies.
  2. Top with the Jack-o’-Lantern cookies and gently press down to sandwich the frosting between the cookies.
  3. Serve immediately or store in an airtight container at room temperature for up to 2 days.

Notes

  • You can substitute Dutch-process cocoa with natural unsweetened cocoa powder, but the cookies may be drier and lighter in color.
  • Feel free to experiment with other Halloween shapes or use a plain pumpkin cutter for the top and bottom cookies.
  • Make sure to sift the powdered sugar for a smooth frosting texture.

Nutrition

  • Serving Size: 1 cookie
  • Calories: 250 kcal
  • Sugar: 24g
  • Sodium: 160mg
  • Fat: 12g
  • Saturated Fat: 7g
  • Unsaturated Fat: 4g
  • Trans Fat: 0g
  • Carbohydrates: 33g
  • Fiber: 2g
  • Protein: 3g
  • Cholesterol: 45mg

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