Steve Carlton: 241 wins
The Philadelphia Phillies’ all-time wins leader is one of the elite pitchers in baseball history, Steve Carlton. Among left-handed pitchers, Carlton ranks behind only Warren Spahn on baseball’s all-time wins list (329) and innings list (5,217.2). The Hall of Famer did most of his damage in Philadelphia, spending 15 of his 24 years there. A ten-time All-Star, Carlton won Cy Young Awards in 1972, 1977, 1980, and 1982, the four seasons in which he led the NL in wins. He had five 20-win seasons with the Phillies and six overall. With 4,136 in his career, he is one of only four members of the 4,000-strikeout club.
Robin Roberts: 234 wins
Robin Roberts began his career in Philadelphia and threw more innings than any other pitcher in team history to reach second on the Phillies’ all-time wins leaders list. In 1950, Roberts began streaks of six consecutive 20-win seasons, seven straight All-Star appearances, and six straight years of more than 300 innings. The Hall of Fame righty led the NL in wins four times and strikeouts twice as one of the most durable pitchers of his generation. He ranks in the Majors’ all-time top 30 in both wins (286) and innings pitched (4,688.2).
Pete Alexander: 190 wins
One of the winningest pitchers of the 1910s, Hall of Famer Pete Alexander ranks third on the Philadelphia Phillies all-time wins leaders list. When he debuted in 1911, Alexander wasted no time in becoming one of the best pitchers in baseball as he led the NL with 28 wins and 367 innings to finish third in the MVP voting. The great workhorse pitcher threw more than 300 innings in each of his seven seasons in Philadelphia while leading the league in wins and strikeouts five times each and ERA twice. He took home the pitching triple crown in both 1915 and 1916 during a streak of three straight 30-win seasons. Alexander added another 128 victories with the Cubs and 55 with the Cardinals to retire with 373 wins, the third highest total in baseball history.
Chris Short: 132 wins
A top left-handed pitcher in the 1960s, Chris Short ranks fourth among the Philadelphia Phillies’ all-time wins leaders. Short pitched his first 14 seasons in Philadelphia, spending only his final year in another uniform. He had one 20-win season in 1966 and a pair of All-Star appearances in 1964 and 1967. In more than 2,200 innings with the team, Short notched a 3.38 ERA and struck out 1,585 batters.
Curt Simmons: 115 wins
Left-handed starter Curt Simmons spent 13 of his 20 Major League seasons in Philadelphia to become one of the Phillies’ all-time wins leaders. Simmons won 14-plus games five times with the team from 1950 to 1954. The three-time All-Star posted a 3.66 ERA in 1,939.2 innings with the Phillies. After moving on to St. Louis, he was a part of the Cardinals’ World Series Championship team in 1964.