Start by preheating your oven to 350°F (175°C). Line a baking sheet with parchment paper or a silicone baking mat to prevent sticking and promote even baking.
In a large bowl, combine the canned pumpkin puree, brown sugar, granulated sugar, vegetable oil, and vanilla extract. Use a hand mixer or whisk to blend until smooth and creamy, ensuring the sugars start to dissolve into the pumpkin.
In a separate bowl, whisk together the all-purpose flour, baking soda, salt, ground cinnamon, nutmeg, and ginger. This step infuses the flour with those warm spices that make pumpkin cookies so special.
Gradually add the dry ingredients to the wet mixture, mixing on low speed or stirring with a spatula until just combined. Be careful not to overmix — you want the dough to be soft but not tough.
Gently fold in the semi-sweet chocolate chips, distributing them evenly throughout the dough. These chocolatey pockets are what make these cookies irresistible!
Using a spoon or cookie scoop, drop rounded tablespoons of dough onto the prepared baking sheet, spacing them about 2 inches apart. Bake in the preheated oven for 10 to 12 minutes, or until the edges are set and the centers look just slightly underbaked.
Allow the cookies to cool on the baking sheet for 5 minutes before transferring them to a wire rack to cool completely. This resting time helps the cookies firm up while staying soft and chewy inside.