These Jack O’Lantern Pumpkin Cookies are filled with rich, dark chocolate and packed with all the fall spices. They are easy and fun to make and are a perfect way to celebrate Halloween!

I grabbed all the Halloween treat bags and our orange trick-or-treat pumpkin pails downstairs in our basement and rushed back upstairs.
We weren’t huge Halloween celebrators, but every year the day before Halloween, my mom would let me fill one of the large plastic bowls from our kitchen with mini trick or treat bags we got on sale from the previous years after I finished all of my homework. Even though there weren’t a lot of trick or treaters in my neighborhood I still had so much fun filling those mini paper treat bags with the bags of candies we purchased earlier.

I would sit in a corner of our entryway, picking out the candy bars I didn’t like and put them in either one of the purple spiders, jack o’lantern, or ghost treat bags and saving the ones I liked in a separate bag which were mainly Twixes, Snickers, or Reese’s. I’m the type who likes to fill the bag all the way to the top and hand out as much candy as I can. By the time I was done, the large bowl my mom gave me to put the mini bags in would be filled and the bags themselves could hardly be folded because of all the candy in them.
On the day of Halloween, my mom would bring my siblings and I early to our local mall to go trick or treating. We don’t dress up crazily but I remember how excited and happy I was seeing my jack o’lantern pail be filled with candy. After we get home, I would wait for any of the neighborhood kids to come by, peaking at all of our windows.

When some kids begin to come by, I would get so excited, holding the bowl of candy and wishing I could give a couple of treat bags to the kids, wanting the bowl to be emptied. That was my favorite part about Halloween, seeing how happy the kids were when I dropped the treat bags into their pumpkin pails.
Even though I don’t go trick or treating anymore, I love thinking back to those memories, knowing how much happiness and joy sweets can bring into someone’s life. If you celebrate Halloween, what is your favorite part about it?

Since I wouldn’t be trick or treating this year, I still wanted to celebrate Halloween with some fun treats you can make at home which lead me to these Jack O’Lantern Pumpkin Cookies. The cookies themselves taste like soft shortbread cookies but they are filled with a dark chocolate filling, making them even tastier. I think you would agree too that chocolate makes everything better.
Although I made them in the shape of a Jack O’Lantern, feel free to use any other cookie cutters you want. If they are smaller, be sure to watch out for the baking time, reducing it as needed, so that you will not burn the cookies.
Well, let’s get started making these cookies!

Here is an overview of these Vegan Chocolate Jack O’Lantern Pumpkin Cookies.
Ingredients
Flour: I used regular all-purpose flour but you can also make them gluten-free with 1:1 gluten-free flour. I recommend using Bob’s Red Mill’s 1:1 Gluten-Free Baking Flour, the one in a blue bag.
Sugar: To make these cookies refined-sugar-free, substitute the sugars with coconut sugar.
Arrowroot Powder: If you do not have arrowroot powder on hand, you can substitute it with equal amounts of cornstarch or tapioca starch.
Cinnamon Sugar Mixture: This is the topping for the cookies and gives them an extra punch to the flavor and texture. You can also leave it out, but I highly recommend having it!
Pumpkin Puree: I used canned pumpkin puree from the 365 brand at Whole Foods. You can use any other brands of canned pumpkin puree (not pumpkin pie!) or make your own! If you find that your pumpkin puree is too liquidy, strain the pumpkin puree before using it. This may happen if you make your own pumpkin puree or in organic canned pumpkin puree.

Tips
Can I make these cookies gluten-free?
You can substitute the flour with gluten-free flour!
How do I store these Jack O’Lantern Pumpkin Cookies?
If you have any leftovers, store the cookies in an airtight container. You can also freeze them by letting the cookies cool completely before transferring them to an airtight container and placing it in your freezer. When you want to eat them, simply let them thaw at room temperature.
Can I make these cookies refined sugar-free?
Yes! You can substitute the sugars with coconut sugar instead! Please note, the color of the cookies may be darker.

If you like these Baked Vegan Chocolate Jack O’Lantern Pumpkin Cookies, you might also like:
Vegan Lemon Curd Cookies
Vegan Chinese Almond Cookies
Vegan Walnut Chocolate Chip Cassava Cookies
I cannot wait for you to make these Vegan Chocolate Jack O’Lantern Pumpkin Cookies! If you do, please tag me on Instagram @_withhelen or leave a comment below letting me know how you like them! Enjoy!
PrintVegan Chocolate Jack O’Lantern Pumpkin Cookies
These Jack O’Lantern Pumpkin Cookies are filled with rich, dark chocolate and packed with all the fall spices. They are easy and fun to make and are a perfect way to celebrate Halloween!
- Prep Time: 45 minutes
- Cook Time: 10 minutes
- Total Time: 55 minutes
- Yield: 16 1x
- Category: Sweets
- Method: Baking
- Cuisine: American
- Diet: Vegan
Ingredients
Cookies
2 ¼ cups (281g) all-purpose flour
½ cup (50g) powdered sugar
¼ cup (48g) brown sugar
1 tsp (3g) pumpkin pie spice
1 tsp (3g) arrowroot powder
¼ tsp fine sea salt
½ cup (115g) unsalted, vegan butter, room temperature
¼ cup (63g) pumpkin puree
1 tsp (5g) pure vanilla extract
1-2 tsp unsweetened, plant-based milk, as needed
Topping
43g (2 tbsp) maple syrup
3g (1 tsp) ground cinnamon
50g (¼ cup) cane sugar
Filling
½ cup (86g) vegan dark chocolate
½ tsp unrefined, coconut oil
Instructions
- Make the Cookies. To a bowl, add in the flour, powdered sugar, brown sugar, pumpkin pie spice, arrowroot powder, and salt. Mix until well combined.
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To a separate bowl, add in the vegan butter, pumpkin puree and vanilla extract. Using a hand mixer or a spatula, mix until the ingredients are combined. Add in the flour mixture and mix until a dough is formed. If the dough seems dry, add in 1 teaspoon of the plant-based milk at a time until the dough is smooth, not sticky. Form the dough into a disk shape and place it in your refrigerator to chill for 20 minutes.
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Preheat the oven to 350°F or 180C. Line 2 baking sheet pans with parchment.
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Lightly dust a clean surface with some flour. Take the dough out from the refrigerator and roll the dough out to about 8mm. Using your cookie cutters of choice, cut the dough into pieces. Transfer the cut out cookies to your baking sheet pan. Repeat the step until all the dough has been used.
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Once all the dough has been used, transfer the baking pans to the freezer for 5 minutes. Then, bake the cookies for 8-10 minutes or until they are lightly golden. Allow the cookies to cool for 10 minutes before transferring them to a cooling rack to cool completely.
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Make the topping. Combine the sugar with the cinnamon and mix well.
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Once the cookies are cooled, using a brush, lightly brugh half of the cookies with some maple syrup. Dip the brushed cookies into the cinnamon sugar mixture. Repeat until half of the cookies are topped with the cinnamon sugar.
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Add the vegan dark chocolate and coconut oil to a bowl. Microwave them in 15 seconds increments until the chocolate has melted. Transfer the melted chocolate to a piping bag.
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Pipe the other half of the cookies with the melted chocolate. Then top each one with the cinnamon-topped cookies. Allow the cookies to set for 10 minutes before serving. Enjoy!
Keywords: vegan chocolate, vegan cookies, halloween cookies, pumpkin cookies, pumpkin spice
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