Chocolate Pie Cookies

Chocolate Pie Cookies combine the richness of a chocolate pie with the bite-sized comfort of a soft cookie. Each cookie has a gooey chocolate center wrapped in a buttery, tender cookie crust — like a little chocolate pie in every bite. I find them perfect for holiday trays, after-dinner treats, or simply when I want a dessert that feels indulgent and fun.

Why You’ll Love This Recipe

I love how these cookies bring together two of my favorite desserts — cookies and pie — into one irresistible treat. The flaky, slightly crisp edges and soft, fudgy chocolate filling make them hard to stop at just one. They look impressive but are surprisingly easy to make, and they freeze well, so I can always have some ready for unexpected cravings or guests.

Ingredients

(Here’s a tip: Check out the full list of ingredients and measurements in the recipe card below.)

For the cookie dough:

• All-purpose flour
• Unsweetened cocoa powder
• Baking powder
• Salt
• Unsalted butter, softened
• Granulated sugar
• Brown sugar
• Eggs
• Vanilla extract

For the chocolate pie filling:

• Semi-sweet or dark chocolate chips
• Sweetened condensed milk
• Butter
• Vanilla extract

Optional toppings:

• Sea salt flakes
• Powdered sugar
• Crushed nuts or mini chocolate chips

Directions

1. I preheat the oven to 350°F (175°C) and line a baking sheet with parchment paper.
2. For the dough, I whisk together flour, cocoa powder, baking powder, and salt in a bowl.
3. In another bowl, I cream together butter and sugars until light and fluffy. I add eggs and vanilla, mixing until smooth.
4. I gradually add the dry ingredients to the wet ingredients until a soft dough forms.
5. For the filling, I melt the chocolate chips, condensed milk, and butter in a saucepan over low heat, stirring until smooth. I remove it from heat and stir in vanilla.
6. I scoop a tablespoon of dough, flatten it in my hand, and add a small spoonful of chocolate filling in the center. I fold the edges over to seal and form a ball.
7. I place the filled dough balls on the baking sheet and bake for about 10–12 minutes, until just set.
8. I let them cool slightly before adding a dusting of powdered sugar or a sprinkle of sea salt if desired.

Servings and timing

This recipe makes about 20–24 cookies.
Prep time: 20 minutes
Cook time: 12 minutes
Total time: 32 minutes

Variations

I sometimes add a spoonful of peanut butter or Nutella to the filling for an extra twist. If I want to make them festive, I drizzle melted white chocolate or top with colorful sprinkles. For a more rustic look, I shape the dough like mini hand pies, pressing the edges with a fork before baking.

Storage/reheating

I store the cookies in an airtight container at room temperature for up to 4 days. For longer storage, I freeze them in a single layer, then transfer to a sealed bag or container. To reheat, I microwave a cookie for about 10–15 seconds to bring back that warm, gooey center.

FAQs

Can I make the filling ahead of time?

Yes, I let it cool and store it in the fridge for up to 3 days. I rewarm slightly before using to make it easier to scoop.

How do I keep the filling from leaking out?

I make sure to seal the cookie dough well around the filling and avoid overfilling. Chilling the dough before baking can also help hold the shape.

Can I use store-bought pie filling?

I prefer making the chocolate filling from scratch for better texture and flavor, but a thick chocolate spread could work in a pinch.

Can I make these cookies gluten-free?

Yes, I use a 1:1 gluten-free flour blend. I just make sure it includes xanthan gum to help with structure.

Do these cookies stay soft after baking?

They stay soft for days thanks to the gooey center. I keep them in an airtight container to maintain freshness.

Conclusion

Chocolate Pie Cookies are a fun, delicious twist on classic cookie recipes. I love how they deliver that rich chocolate pie experience in a portable, easy-to-share form. Whether I’m baking them for holidays, parties, or just a cozy night in, they always bring a smile and satisfy that chocolate craving every single time.

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