Blend milk and 4.5 oz. cookie pieces in blender until completely smooth. Pour into large bowl. Stir in oats until well blended. Refrigerate, covered, at least 4 hours to allow oats to fully hydrate.
For each serving: Layer ingredients in each of 8 straight-sided glasses or mason jars in the following order: 1 oz. strawberries, 1 oz. chopped bananas, 1-3/4 oz. yogurt, 1/4 oz. cacao nibs, 1/2 cup oat mixture, 1/2 oz. sliced bananas, 1/4 oz. peanuts, 1/4 oz. banana chips, 1/4 oz. chopped cookies and 1/4 tsp. cacao nibs.