Make the apple date milk: Place the 2 quartered apples, milk, dates, vanilla, and cinnamon in a high-speed blender. Blend on high until smooth.
Soak: Transfer one-half cup of rolled oats, and 1 tablespoon chia seeds to three single-serve containers with lids. Divide the apple-date milk evenly between the three containers. Stir until fully incorporated. Or use one large container with a lid and make a single batch. Set aside.
For the optional nut cream: Blend cashews, pecans, milk, and dates on high until smooth. Add the desired amount of nut cream to the three containers. Refrigerate any remaining nut cream for up to 5 days.
Refrigerate overnight or for at least 2 hours.
