Preheat oven to 350 degrees. Line your baking sheets with parchment paper or silicone baking mats.

Combine flour, oats, baking soda, cinnamon, pumpkin pie spice and salt in a large bowl.

Beat butter, and sugars in the bowl of a stand mixer until light and fluffy.

Add the pumpkin, egg and vanilla to the butter and sugar, mix well. Add the flour mixture and combine until all ingredients are well incorporated.

Remove bowl from mixer and fold the chocolate chips into the cookie batter with a wooden spoon or spatula.

Drop dough by rounded tablespoons onto prepared baking sheets. Bake for 12 - 14 minutes. Cool on baking sheets for a few minutes before removing to wire racks to finish cooling.