Preheat oven to 350°F (175°C) and line baking sheets with parchment paper.
Cream the butter and sugar together. You should use butter that is soft, but still cool to the touch, then beat the butter and sugar for 3-4 minutes. The mixture starts looking a bit fluffier and lighter in color. Test by rubbing a small amount between your fingers - you should still feel a tiy bit of sugar.
Beat in the egg and vanilla extract until fully incorporated.
In a separate bowl, whisk or sift together flour, baking soda, salt, and cinnamon.
Add dry ingredients to the wet ingredients, mixing until just combined.
Fold in oats and chocolate chips.
Cover dough in plastic wrap and chill in the fridge for at least 30 minutes if you have time. But do not stress if you don't have time. The cookies will still be delicious 😉
Drop rounded tablespoons of dough onto prepared baking sheets, spacing about 2 inches apart. Use a cookie scoop to get even cookies. You will need to squish them down a bit if you chilled the dough. Add some extra chocolate chips on the top if needed.
Bake for 10-12 minutes until edges are golden brown but centers are still soft. They should look slightly not quite done.
Allow cookies to cool on baking sheets for 5 minutes before transferring to a wire rack to cool completely.
This recipe makes about 24 small/medium size cookies (the size of cookies you get in a store-bought packet). If you would like a cafe-sized cookie, you can double the size or even triple the size, but you will need to flatten the dough balls and bake them a couple minutes longer.