Bill Mosienko would make a relatively quick debut into the National Hockey League at the age of 20 in the 1941-42 season, as the events of World War II would deplete the rosters of the premier league of Hockey.  Dubbed “Wee Willie” due to his short stature, Mosienko would blossom in the 1943-44 season with a 70 Point season, and the season after would see him paired with the Bentley brothers to form the “Pony Line,” a moniker derived from all three of the players being a little vertically challenged.  The trio would become one of the best lines in the NHL, and Mosienko would benefit with a pair of Second Team All-Star Selections (1945 & 1946).

If you asked hockey scouts when they saw Ed Belfour at the age of 18, none of them would have pegged Ed Belfour as a future Hall of Famer.  That may very well have been the case for his next four years.  Belfour went undrafted and committed to the University of North Dakota, where he led the University to a Frozen Four win. During that time, he was signed by the Blackhawks, although it's unlikely that even they knew what was to come.

Except for his last two seasons (which were with the New York Rangers), Steve Larmer was a Chicago Blackhawk throughout his professional career.  A late-round pick in the 1980 Draft, Larmer proved to be a pleasant surprise, providing Chicago with 674 Points and making two All-Star appearances after being named the Calder Trophy winner in 1983.  His best season was in 1990-91 where he scored 101 Points and finished fifth in Hart Trophy voting and third in the tally for the Frank J. Selke Trophy.

From the hockey-rich city of Winnipeg, Jonathan Toews was the third overall pick in the 2006 NHL Draft, and he proceeded to finish third in Calder Trophy voting, where he lost to his teammate Patrick Kane, which certainly gave notice to the city of Chicago that they had a special team ahead of them.