The phrase identifies attire intended to emulate the appearance of the Chicago Bears, a professional American football team, specifically for the Halloween holiday. Examples include miniature versions for children, representations for pets, or stylized variations incorporating Halloween-themed elements like spooky makeup or props.
Such attire provides a means of expressing fandom for the team during a widely celebrated holiday. It allows individuals to outwardly display their allegiance and connect with fellow supporters in a festive setting. Historically, adapting sports team iconography for Halloween has been a popular method for fans to showcase their passions and participate in seasonal celebrations.