- Fergie Jenkins, a 1991 Hall-of-Famer, is by all measures the greatest pitcher in Cubs history. He was 167-132 in 10 seasons in two tenures in Wrigley Field with an astounding six consecutive 20-win seasons from 1967-72. Overall, Fergie won 284 games in an 18-year career that took him to the Phillies, Rangers (twice), and Red Sox.
Ranking as the first pitcher in big-league history to rack up more than 3,000 strikeouts with fewer than 1,000 walks, Fergie also is the Cubs career and season (2,038 career and 274 in 1970) strikeout leader. Jenkins also holds the Cubs' modern-day career record for career games started (347) and season games started (42 in 1969). He finished third in innings pitched (2,673 2/3), fourth in shutouts (29) and fifth in the categories of wins (167), games (401), and complete games (154).
He is considered by many the greatest Canadian baseball player in history, too, and was the first from his country inducted into the Hall of Fame.