Using a blender or a rolling pill and zip lock bag, crush the oreos into fine crumbs
Using a large bowl, combine the cookie crumbs and melted butter and mix until combined
Press the cookie crumbs into a 9x13 baking dish and set aside
Using a medium bowl and mixer, beat the cream cheese until smooth
Mix in the 2 tbsp milk and sugar until combined
Spread the cream cheese mixture onto the cookie layer and place into the fridge for 15 minutes
While the dish is in the fridge, using a large bowl combine the pudding mix and 3 1/4 C milk and beat with a mixer or whisk until it starts to thicken
Once the pudding is thick, remove dish from fridge and spread the pudding onto the cream cheese layer
Place back into the fridge for another hour to set
Once the hour is up, spread the cool whip onto the top of the pudding layer and sprinkle with chocolate chips
Cover the dish with foil or plastic wrap and place into the freezer for 1 hour before slicing and enjoying!