Chocolate Pumpkin Spice Cookie Cups

4.50 from 2 votes

Chocolate Pumpkin Spice Cookie Cups

These easy Chocolate Pumpkin Spice Cookie Cups are perfect for Fall! Chewy chocolate cookie cups filled with pumpkin pudding and topped with fresh whipped cream.

Course Dessert

Cuisine American

Prep Time 45

Cook Time 10

Total Time 55

Servings

Calories 249kcal

Author Olivia

Ingredients

Chocolate Cookie Cups:

2 cups all-purpose flour
1/4 cup Dutch-processed cocoa powder sifted
1/4 cup black cocoa powder sifted
1 tsp baking soda
1/2 tsp salt
1 cup unsalted butter room temperature
1/2 cup granulated sugar
1 cup light-brown sugar packed
2 large eggs room temperature
1 tsp vanilla extract

Pumpkin Filling:

1 pkg vanilla instant pudding large, 153g, 5oz
12 oz can evaporated milk 354ml, chilled
14 oz pumpkin puree 398ml, not pumpkin pie filling
1 1/2 tsp pumpkin pie spice

US Customary - Metric

Instructions

Chocolate Cookie Cups:

Preheat oven to 350°F. Spray two regular sized muffin tins with cooking spray.
Whisk together flour, cocoa powders, baking soda, and salt. Set aside.
Beat butter and sugars on med-high until light and fluffy (approx. 2-3mins). Reduce speed and add eggs one at a time and vanilla. Beat until combined. Add flour mixture and mix until just combined.
Using a large cookie scoop (3 Tbsp) scoop dough into muffin tins, press down to flatten.
Bake for approx. 10-13mins or until mostly set, but still soft in the middle.
Remove from oven and immediately use a small jar or container to press firmly down in the center to create a well. Cool in pans for 15mins, then place on wire rack to cool completely.

Pumpkin Filling:

Place milk and pudding into a medium bowl and beat for 2mins (I used a hand mixer). Place in fridge to set for 5 mins. Beat in pumpkin puree and pumpkin pie spice. Pipe or spoon into cookie cups.
Top with whipped cream if desired.

Notes

Note: I over-baked one of my batches of cookies and they were a bit too crisp for my liking (I prefer chewy). If this happens to you, just place the unfilled cookie cups in an airtight container with a slice of bread and leave to sit overnight. They will soften right up!

Nutrition

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