Qualifiers: players will be classified under one position even if they played at more than one. They must also have at least two seasons as the team’s primary starter at the position.
The Hall of Famer known as Mr. Cub, Ernie Banks was the greatest shortstop in Chicago Cubs history. Banks spent his entire 19-year career with the Cubs, racking up 2,583 hits, 512 home runs, 1,636 RBI, 1,305 runs scored, and 62.5 WAR. He won the 1958 and 1960 National League MVP awards, earned 11 All-Star bids, and won one Gold Glove at shortstop in his career. Banks slugged .500 for his 2,528 game career and holds the Cubs’ franchise records for total bases with 4,706.
Bill Dahlen was a star for Chicago in the 19th century, spending his first eight National League seasons with the organization from 1891 to 1898. Dahlen maintained a .299 batting average, .384 on-base percentage, .449 slugging percentage, and 123 OPS+ over 987 games in Chicago. He remains one of four Cubs to hit at least 100 triples and one of nine to steal more than 250 bases with the team.
Hall of Fame shortstop Joe Tinker played 12 of his 15 Major League seasons with the Cubs. From 1902 to 1912, Tinker averaged four wins above replacement per season, dipping below three WAR only once in that time. He was the shortstop for the 1907 and 1908 World Series Champions, the only two title winners in Cubs history.
Charlie Hollocher’s career was brief, but excellent, and he spent all of it as shortstop for the Cubs. In 1918, his first year in the majors, he led the NL with 161 hits and 202 total bases. Over the course of his seven-year career, he batted .304 with a .370 OBP and 110 OPS+. He averaged better than three WAR per season and ranked in the top ten in WAR among National Leaguers three times.
All-Star shortstop Woody English spent his first ten big league seasons in Chicago from 1927 to 1936. English posted an overall slash line of .291/.368/.386 for the Cubs, twice batting better than .300, and reaching base at a clip as high as .430 in 1930. He regularly ranked among the league leaders in walks and fielding percentage among shortstops.
Don Kessinger, Billy Jurges, Starlin Castro, Sparky Adams, Shawon Dunston, Ivan de Jesus, and John Peters.
Chicago Cubs Team History & Encyclopedia, Baseball-Reference.com
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