Chicago Cubs (1904-present)

Chicago (1888-1903)

Chicago Orphans (1898-1901)

Chicago Colts (1890-1897)

Chicago White Stockings (1876-1887)

Baltimore Orioles (1954-present)

St. Louis Browns (1902-1953)

Milwaukee Brewers (1901)

When paired with a team, 20 W must be achieved with that team in a single season. When paired with a non-team category, does not need to be in the same season.