Preheat The Oven & Prep Your Pans. Start by preheating the oven to 350 degrees F. Line a baking sheet with parchment paper.
Chop Oreos. If you haven't already, roughly chop 8 gluten-free Oreo cookies and set aside to mix into the cookies. Chop another 2-3 Oreos to garnish the tops of the cookies, as desired. (I recommend it!)
Cream Butter & Sugars. In the bowl of a stand mixer, or a large mixing bowl, cream butter, brown sugar and sugar on medium speed for 2-3 minutes with a paddle attachment or hand mixer or until smooth, light, and fluffy.
Add Egg, Vanilla & Milk. Scrape down the sides of the mixer, then mix in egg until fully incorporated. Mix in the vanilla. Stream in the milk. The mixture will likely look a little curdled at this point. (No worries!)
Mix In The Dry Ingredients. Scrape down the sides of the mixer again and add gluten-free flour, cocoa powder, baking soda, and salt. Pulse a few times to avoid dry ingredients flying everywhere, then mix until JUST combined. (The dough should look like thick brownie batter.)
Add Chocolate Chips & Oreos. Pour in the chocolate chips, white chocolate chips, and chopped Oreo pieces. Stir or fold in with a spatula to incorporate the mix-ins evenly. (Or you can pulse the mixer a few times & finish by hand.)
Scoop & Bake. Use a 1/4 cup scoop (I use an ice cream scoop) to scoop 6 balls of cookie dough onto the prepared pan. Bake one batch at a time at 350 degrees for 9=10 minutes, or until the edges are set and the centers look just underdone.
Shape & Make Pretty! Immediately after you remove the cookies from the oven, use a large round cookie cutter to gently coax the hot cookies into perfect circles, and garnish the cookies with a few chocolate chips, white chocolate chips, and some of the remaining chopped Oreo cookies.
Cool Completely. Let the cookies cool 4-5 minutes on the baking sheet before transferring to a wire rack to cool completely. Scoop remaining 4-5 cookie dough balls and repeat the baking process. Store leftover cookies in an airtight container at room temperature 2-3 days, or freeze up to 2 months.
Notes
Gluten-Free Flour. We highly recommend King Arthur Measure-For-Measure flour for best results, but if you use another gluten-free flour blend, be sure it contains xanthan gum, or the cookies will not turn out properly.
Make Smaller Cookies. If you like, you can use a large cookie scoop and reduce the baking time to 7-9 minutes for smaller cookies.
Weigh, If You Can! For the BEST cookies, I recommend weighing dry ingredients with a digital scale. This will give you consistent, delicious results every time. Don't have a scale? Use the scoop and level method to avoid packing extra flour into the cookie dough.
Video
Course: Dessert
Cuisine: American
Diet: Gluten Free
Keyword: gluten free chocolate cookies and cream cookies, gluten free chocolate oreo cookies, gluten free cookies and cream cookies