Preheat the oven to 350 degrees F and lightly spray two mini muffin tins with cooking spray.
Divide the sugar cookie dough evenly into the muffin tins, about 1 tablespoon of dough per cup.
Bake for 10-12 minutes until the cookie cups are set and cooked through.
Cool the cookie cups on a wire rack or place in the fridge to speed cooling.
Using a mixer, beat the instant pudding mix with eggnog for 2 minutes until smooth.
Add the softened cream cheese to the pudding mixture and beat until fully combined.
Chill the filling in the refrigerator until set.
Once cookie cups have cooled, pipe the eggnog filling into each cup using a ziploc bag with the corner snipped off.
Top each filled cookie cup with a dollop of whipped cream.
Sprinkle a small amount of cinnamon or nutmeg on top for garnish.
Store the cookie cups in the fridge until serving, allowing them to soften at room temperature for 5-10 minutes before serving.