In a medium bowl, whisk together the melted butter, brown sugar, and granulated sugar until smooth. Add vanilla and pumpkin puree, whisk until well combined. Set aside.
In a large bowl, whisk together flour, salt, baking powder, baking soda, cinnamon, and pumpkin pie spice. Make sure to break up any clumps in the flour for a smooth dough.
Pour the wet ingredients into the dry ingredients and mix with a spoon or rubber spatula until just combined. Be careful not to overmix! Fold in 1/2 cup of chocolate chips.
Cover the dough and chill for at least 30 minutes, up to 3 days. Chilling the dough helps the flavors meld and improves the texture of the cookies.
Preheat the oven to 350°F (177°C) and line two baking sheets with parchment paper.
Scoop 1.5 tablespoons of dough per cookie, roll into balls, and place them 3 inches apart on the baking sheets. Flatten the tops slightly for even baking.
Bake for 11-12 minutes until the edges are set. The center will still be soft, which is perfect for that chewy texture. If cookies don't spread much, flatten them with a spoon after baking.
Optional: Press a few chocolate chips into the warm cookies for decoration. This adds a lovely touch!
Let the cookies cool on the baking sheets for at least 10 minutes before transferring to a wire rack to cool completely. For best flavor and texture, let them sit uncovered for a few hours or overnight.
Store cookies covered at room temperature for up to 1 week. They taste even better the next day!
Notes
For a stronger pumpkin flavor and chewier texture, let the cookies sit for a day before serving.