Preheat oven to 350°. Line a cookie sheet with parchment paper or a silpat.
Mix peanut butter, brown sugar, baking soda, and egg in a large bowl. Stir in chocolate chips.
Scoop about a tablespoon and a half of dough into your hands. Flatten a little and place an (unwrapped) caramel in the center. Wrap the cookie up around the caramel square and place on cookie sheet, sealed side up (just in case it leaks).
Bake for about 12-15 minutes. Cool for a few minutes on cookie sheet before removing to rack to cool completely.