9. Chicago Fire
Chicago is home to one of the most storied NBA franchises in the history of the league. Meanwhile, the Bears have had severe ups and downs in the NFL, but have a Super Bowl to their name and have a massive following. Then you get to the Fire, their MLS franchise and it all spirals out of control. In sum, this is one of the worst-run sports organizations in the world, nevermind North America.
Even their name is rubbish because when you type it into google, the TV show is the first result to pop up. They were successful in their first few seasons, even winning an MLS Cup in year one. But since then, this team experienced failure after failure. Furthermore, it’s not like they don’t spend money. They actually spend more than many European teams but utterly waste it. Overall, this team is an utter shambles.