Chocolate Jack-o-lantern Cookies

Featured in Sweet Treats and Baked Delights.

These chewy cookies filled with creamy milk chocolate are a crowd-pleaser for your Halloween celebrations. Infused with cinnamon and nutmeg, they have warm autumn flavors that make them extra special. The cookies are decorated with bright orange and black icing to create fun jack-o-lantern faces, making them a hit with both kids and adults. Perfect for parties or as a delightful treat to enjoy at home. Don't forget a glass of milk for the ultimate Halloween snack!

Mena
Updated on Fri, 18 Apr 2025 22:18:22 GMT
Chocolate Jack-o-lantern Cookies Pin it
Chocolate Jack-o-lantern Cookies | delishdocket.com

Spooky Milk Chocolate Filled Pumpkin Face Cookies bring Halloween fun to your kitchen. These soft, gooey treats hide smooth milk chocolate inside dough that's gently flavored with nutmeg and cinnamon. Once baked, they become ghoulish jack-o-lanterns after you add orange and black frosting. They'll wow guests at any Halloween gathering or give you a fun project to tackle with kids. Everyone will grab these cute treats first!

INGREDIENTS
  • Baking soda: ½ tsp, lets cookies spread just right.
  • Vanilla extract: 1 tsp, adds needed flavor depth.
  • Brown sugar: 1 cup, packed, makes cookies moist and gives them caramel notes.
  • Milk chocolate chips or chunks: 1 cup for filling, and ½ cup for the dough.
  • All-purpose flour: 3½ cups, forms the base of your cookie mix.
  • Nutmeg: ½ tsp, brings warm fall flavor notes.
  • Salt: ½ tsp, highlights the sweet tastes.
  • Granulated sugar: 1 cup, creates the right cookie softness.
  • Cinnamon: ½ tsp, adds cozy autumn spice.
  • Eggs: 2 large, hold everything together.
  • Baking powder: 1 tsp, helps cookies rise nicely.
  • Unsalted butter: 1 cup, softened to make cookies chewy and rich.
  • Orange and black icing: for making scary faces on your cookies.
INSTRUCTIONS
Step 9:
After they've totally cooled down, coat cookies with orange icing first, then add spooky faces using black icing.
Step 8:
Let cookies sit on the hot tray for 5 minutes, then move them to a cooling rack until completely cool.
Step 7:
Bake your stuffed cookies for 10-12 minutes until you see light golden edges forming.
Step 6:
Flatten a spoonful of dough, put some melted chocolate in the middle, cover with another flat piece of dough, seal the edges, and shape into rounds.
Step 5:
Get your oven hot at 350°F (175°C) and put parchment on your baking sheets.
Step 4:
Melt 1 cup chocolate chips in short microwave bursts, stirring every 20 seconds until it's smooth.
Step 3:
Mix 3½ cups flour, 1 tsp baking powder, ½ tsp baking soda, ½ tsp salt, ½ tsp cinnamon, and ½ tsp nutmeg in another bowl. Slowly add this dry mix to your wet ingredients just until they come together.
Step 2:
Mix in 2 eggs one by one, blending well each time. Add 1 tsp vanilla extract and stir it in.
Step 1:
Beat 1 cup soft butter with 1 cup granulated sugar and 1 cup packed brown sugar until the mix looks fluffy.
Serving and Storage Tips
  • These cookies taste best when you eat them with cold milk for a true Halloween treat!
  • Keep your cookies fresh in an airtight box at room temp for about 5 days.
Helpful Notes
  • If your dough feels too sticky, pop it in the fridge for 30 minutes so it's easier to work with.

Tips from Well-Known Chefs

  • Try adding a tiny bit of cayenne to your melted chocolate like Chef Lucas does. The slight heat works really well with the cookie sweetness.
How to Make the Perfect Jack-o-lantern Cookies

Get your dough nice and flat before adding chocolate inside. Press edges together really well so no chocolate escapes while baking. Want your cookies to look amazing? Use icing bags when adding the orange base and black face details for cleaner, sharper lines.

FAQs

Can I use dark chocolate instead of milk chocolate?

Absolutely! Dark chocolate works great if you want less sweetness and more intense flavor.

Do these cookies need to be refrigerated?

They don't need cold storage. Room temperature works fine, but popping them in the fridge can make them last longer if needed.

Milk Chocolate Stuffed Jack-o-lantern Cookies Pin it
Milk Chocolate Stuffed Jack-o-lantern Cookies | delishdocket.com

Conclusion

Soft and chewy cookies packed with a milk chocolate center, flavored with warm fall spices like cinnamon and nutmeg. Decorated with orange and black icing to look like jack-o-lanterns, these festive cookies are both fun and delicious. A great option for Halloween parties or a seasonal family baking project. Pair them with milk to complete the treat!

Chocolate Jack-o-lantern Cookies

Chewy cookies with milk chocolate filling, decorated with spooky jack-o-lantern faces. A festive Halloween dessert everyone will love.

Prep Time
25 Minutes
Cook Time
12 Minutes
Total Time
37 Minutes
By: Mena

Category: Desserts & Baking

Difficulty: Intermediate

Cuisine: Holiday

Yield: 24 Servings (24 cookies)

Dietary: Vegetarian

Ingredients

01 ½ cup milk chocolate chunks or chips for mixing into the dough.
02 1 cup packed brown sugar.
03 1 cup chunks or chips of milk chocolate for the filling.
04 ½ tsp nutmeg, ground up.
05 ½ tsp table salt.
06 ½ tsp baking soda.
07 1 cup softened unsalted butter.
08 1 cup granulated white sugar.
09 3½ cups plain all-purpose flour.
10 1 tsp vanilla extract or essence.
11 2 big eggs.
12 ½ tsp cinnamon powder.
13 1 tsp baking powder.
14 Black icing, for features.
15 Orange icing, for decorations.

Instructions

Step 01

In a different bowl, blend all-purpose flour, salt, nutmeg, cinnamon powder, baking soda, and baking powder. Slowly add this mix to the butter and sugar mixture while stirring until just blended.

Step 02

One at a time, crack in the eggs, stirring each one until it’s no longer streaky, then pour in the vanilla and mix.

Step 03

Use a big mixing bowl to mash together the butter, brown sugar, and granulated sugar until it’s fluffy and smooth.

Step 04

Transfer the stuffed cookies onto the baking trays you lined earlier.

Step 05

Pop the cookies into the oven for about 10-12 minutes. When the edges are slightly golden, let them cool on the tray for a few minutes before moving to a cooling rack.

Step 06

Scoop out a chunk of dough, flatten it to make a disc shape, and drop a bit of the melted chocolate in the center. Top it with another disc, pinching the sides to seal in the filling. Roll it gently into a ball.

Step 07

Draw jack-o-lantern faces on the cookies with orange icing for the base and black for the details after the cookies are cool.

Step 08

Grab some milk and enjoy these treats, or share them at a fun Halloween party!

Step 09

Set your oven to 350°F (175°C) and get your baking trays ready with parchment paper.

Step 10

Heat up 1 cup of milk chocolate chips in the microwave. Stir it every 20 seconds so it doesn’t burn, and stop once it’s smooth.

Notes

  1. These are fun Halloween snacks with a soft texture that have a creamy chocolate surprise in the middle.
  2. Make spooky jack-o-lantern cookies stuffed with melted milk chocolate, perfect for festive get-togethers.

Nutrition Facts (Per Serving)

It is important to consider this information as approximate and not to use it as definitive health advice.
  • Calories: 200
  • Total Fat: 10 g
  • Total Carbohydrate: 30 g
  • Protein: 3 g