Step 1: Prepare the popcorn by popping it using your preferred method. Remove any unpopped kernels.
Step 2: Melt the caramels and milk together in a medium saucepan over low heat, stirring until smooth, about 5-7 minutes.
Step 3: Pour the melted caramel over the popcorn in a large mixing bowl and gently fold to coat.
Step 4: Sprinkle the toffee bits and kosher salt over the popcorn and mix gently.
Step 5: Line a baking sheet with parchment paper and spread the popcorn mixture evenly to cool.
Step 6: Melt the chocolate chips in a microwave-safe bowl, heating in intervals until smooth.
Step 7: Drizzle the melted chocolate over the cooled popcorn and let it set.
Step 8: Once the chocolate is firm, break the popcorn into pieces and serve.