01 - Pour heavy whipping cream into a chilled bowl. Add powdered sugar and beat with hand mixer or whisk until soft peaks form. Place in refrigerator until ready to serve.
02 - Combine vanilla ice cream, whole milk, peppermint extract, and green food coloring in blender container. Blend on high speed until completely smooth and creamy, about 30-45 seconds.
03 - Add mini chocolate chips to blender. Pulse 2-3 times to distribute chips throughout milkshake while maintaining small chunky pieces for texture.
04 - Divide milkshake evenly between two tall glasses, pouring carefully to avoid splashing.
05 - Remove whipped cream from refrigerator. Top each glass with a generous mound of whipped cream using a spoon.
06 - Sprinkle additional chocolate chips or chocolate shavings over whipped cream. Add fresh mint leaves as finishing touch. Serve immediately with straws while cold.