Mix the base: In a medium bowl or large jar, whisk together 2 cups milk, 6 tablespoons chia seeds, 2–3 tablespoons maple syrup, 1.5 teaspoons vanilla extract, and a small pinch of salt. Whisk for a full 30–45 seconds so the seeds are evenly distributed.
Let it sit briefly, then whisk again: After 10 minutes, whisk once more to break up any clumps that formed as the seeds began to gel.
This step helps ensure a smooth, uniform texture.
Chill until thick: Cover and refrigerate for at least 2 hours, ideally 4 hours or overnight. The pudding should be thick and scoopable. If it’s too thick, stir in a splash of milk.
If too loose, add 1 more tablespoon of chia seeds and chill 15–20 minutes longer.
Prep your cups and layers: Set out 4–6 small dessert cups, ramekins, or jars. Arrange your fruit, cookie crumbs, granola, or toppings nearby so assembly is quick.
Layer: Spoon a layer of chia pudding into each cup. Add fruit or crushed cookies.
Repeat layers as desired. Finish with a small dollop of whipped cream, a sprinkle of chocolate shavings, or a drizzle of sauce.
Chill briefly before serving (optional): If you layered with warm sauces or want a firmer set, chill the assembled cups for 15–20 minutes before serving.