Preheat oven to 350°F. Line a large baking sheet with parchment paper.
In a medium bowl, whisk together flour, baking soda, baking powder, salt, and cinnamon until well combined. Set aside.
To a separate, large bowl, add melted butter and brown sugar. Mix for 3 minutes on medium speed using an electric hand mixer or stand mixer with paddle attachment, until light and fluffy. Use rubber spatula to scrape down sides of bowl.
Add egg, maple syrup, and vanilla extract. Mix on medium speed for 1 minute. Stop and scrape down the bowl.
Add flour mixture to the wet ingredients. Mix on low speed just until most of the flour is incorporated. Stop and scrape down the bowl, then mix again briefly on low speed to incorporate remaining flour.
Add oats and mix on low speed until just incorporated.
Add semi-sweet and milk chocolate chips. Mix on low speed to incorporate.
Drop 2 Tablespoons of dough per cookie onto the prepared baking sheet. Place mounds at least 2 inches apart.
Bake for 12-14 minutes, until the edges are golden brown and the tops have mostly set. Cool on baking sheet for at least 5 minutes before serving. Recipe makes around 20 cookies. Enjoy!