Add the heavy whipping cream, food coloring, and vanilla extract into a large bowl, or bowl of a stand mixer. Whip on high until stiff peaks form. This usually takes about 3-5 minutes of constant whisking.

Add in more blue food coloring until you get your desired shade of blue. After stiff peaks are formed, pour in the sweetened condensed milk, and fold it into the cream until it is fully combined.

Place the chips ahoy and oreos to a large Ziploc bag and use a rolling pin to crush them into small pieces.

Mix most of the cookie pieces into the ice cream mixture (reserving some to sprinkle on top).

Pour the cookie monster ice cream into a loaf pan and top with the remaining cookie pieces.

Cover with plastic wrap and freeze for at least 5 hours. Enjoy!