Place the 10 crushed Oreo cookies evenly at the bottom of 4–6 small serving cups or jars.
In a large mixing bowl, beat the cream cheese until smooth.
Add powdered sugar and vanilla extract, then mix until fully combined.
Fold in the whipped topping until smooth and fluffy.
Gently stir in the 4 chopped Oreo cookies.
Spoon the cheesecake filling evenly over the cookie crust in each cup.
Top with extra crushed Oreos, if desired.
Chill for at least 1 hour before serving. Enjoy!