In small microwavable bowl, melt chocolate chips on High for 1 minute or until melted. With tip of knife, spread chocolate on inside of each plastic cup to resemble eyes, nose and mouth of jack-o’-lantern. Repeat with 3 more cups. Refrigerate 5 minutes or until chocolate is set.
Meanwhile, in blender container, place all remaining ingredients; cover and blend until smooth. Pour into chocolate painted cups.