Preheat oven to 325°F. Line a 12-cup muffin pan with cupcake liners.
Place one whole Oreo cookie in each liner.
Beat cream cheese and sugar together until smooth.
Mix in vanilla extract.
Add eggs one at a time, mixing just until combined.
Gently fold in chopped Oreo cookies.
Divide batter evenly among the muffin cups.
Bake for 18–22 minutes until edges are set and centers jiggle slightly.
Cool in the pan for 30 minutes, then allow to finish cooling before refrigerating.
Refrigerate for at least 4 hours before serving.
Add optional Oreo crumbs and whipped cream just before serving.