Chicago Blackhawks 2016
No team has won consecutive Stanley Cups since the Detroit Red Wings in 1997 and 1998, but the Blackhawks’ incredible array of young talent changes that.
Chicago Cubs
2018
Theo Epstein finally sacrifices some of his dozen-plus outfielders and shortstops to acquire the rotation and bullpen help needed to break the curse.
Chicago Bulls
2019
A year after Derrick Rose retires because of chronic pain, Chicago hands the reins of its offense to another hometown hero waiting in the wings ... Jalen Brunson.
Chicago Sky
2020
Fresh off leading Connecticut to its eighth straight NCAA title, No.