Mix the base. In a jar or bowl, whisk together the milk, maple syrup, cinnamon, vanilla, and a pinch of salt until the cinnamon is evenly dispersed.
Add chia seeds. Sprinkle in the chia seeds and whisk well, making sure no clumps form.
Let it sit for 5 minutes, then whisk again to break up any settling.
Fold in pear. Stir in half of the diced pear. Save the rest for topping so you get fresh texture on top.
Chill. Cover and refrigerate for at least 2 hours, or overnight. The chia seeds will absorb liquid and thicken to a creamy pudding.
Stir and adjust. After chilling, give it a good stir.
If it’s too thick, add a splash of milk. If you like it sweeter, add a little more maple syrup.
Top and serve. Spoon into a bowl or glass. Add the remaining pear and any toppings you like—yogurt for creaminess, nuts for crunch, or granola for a bit of bite.