In a blender, add the ice cream, chocolate chips, and peppermint candies. Blend until the ingredients are fully combined. The peppermints and chocolate chips should be blended into very small peices.
If needed, add in the milk a few tablespoons at a time to thin out the consistency. For a thicker milkshake, omit the milk.
Pour into a glass, add whipped, and crushed peppermints if desired. Enjoy!