Before starting, make sure all ingredients are prepared and ready to use.
Add coffee, sugar, half and half and ice to blender jar. Note: add more or less sugar and half and half as preferred.
Blend until combined. Add Oreos and blend briefly until combined and mixture is slushy.
To assemble one latte, spoon 1/4 of ice mixture in to glass or mason jar. Drizzle in 1 teaspoon of the chocolate syrup, and spoon in a tablespoon of whipped cream.
Add another 1/4 of iced coffee mixture on top until glass in nearly full. Spoon more whipped cream and drizzle with chocolate. Garnish with chocolate shavings and an Oreo.