In a large mixing bowl, whisk together vegan butter, both sugars, and vanilla extract until well combined and mixture looks creamy.
Add molasses, almond/soy milk, and pumpkin puree, and whisk until well combined, about 2 minutes.
In a separate bowl, combine flour, baking soda, salt, and pumpkin pie spice.
Add dry ingredients into wet mixture, and use a wooden spoon or rubber spatula to mix thoroughly. Fold in chocolate chips (cookie dough will be very thick).
Cover bowl and refrigerate for at least 1 hour and up to 24 hours.
Preheat oven to 375 degrees F. Line two baking sheets with parchment paper.
Using a cookie scoop or large spoon, scoop 1.5 -2 tablespoons of dough onto baking sheet (you might be able to fit 12 cookies on one baking sheet, but I placed 8 cookies on each sheet to spread them evenly). Use your palm to press down on each cookie.
Bake for 10 minutes, or until the edges are golden and the centers are soft but set. Let cookies rest for 15 minutes before transferring them to a cooling rack.