| 2026 | NL | Pittsburgh Pirates | 16 | 16 | .500 | 5th | 9th | |
| 2025 | NL | Pittsburgh Pirates | 71 | 91 | .438 | 5th | 13th | |
| 2024 | NL | Pittsburgh Pirates | 76 | 86 | .469 | 5th | 12th | |
| 2023 | NL | Pittsburgh Pirates | 76 | 86 | .469 | 4th | 11th | |
| 2022 | NL | Pittsburgh Pirates | 62 | 100 | .383 | 5th | 14th | |
| 2021 | NL | Pittsburgh Pirates | 61 | 101 | .377 | 5th | 14th | |
| 2020 | NL | Pittsburgh Pirates | 19 | 41 | .317 | 5th | 15th | |
| 2019 | NL | Pittsburgh Pirates | 69 | 93 | .426 | 5th | 14th | |
| 2018 | NL | Pittsburgh Pirates | 82 | 79 | .509 | 4th | 7th | |
| 2017 | NL | Pittsburgh Pirates | 75 | 87 | .463 | 4th | 9th | |
| 2016 | NL | Pittsburgh Pirates | 78 | 83 | .484 | 3rd | 8th | |
| 2015 | NL | Pittsburgh Pirates | 98 | 64 | .605 | 2nd | 2nd | Lost Wild Card Playoff |
| 2014 | NL | Pittsburgh Pirates | 88 | 74 | .543 | 2nd | 4th | Lost Wild Card Playoff |
| 2013 | NL | Pittsburgh Pirates | 94 | 68 | .580 | 2nd | 3rd | Lost Division Series |
| 2012 | NL | Pittsburgh Pirates | 79 | 83 | .488 | 4th | 10th | |
| 2011 | NL | Pittsburgh Pirates | 72 | 90 | .444 | 4th | 13th | |
| 2010 | NL | Pittsburgh Pirates | 57 | 105 | .352 | 6th | 16th | |
| 2009 | NL | Pittsburgh Pirates | 62 | 99 | .385 | 6th | 15th | |
| 2008 | NL | Pittsburgh Pirates | 67 | 95 | .414 | 6th | 14th | |
| 2007 | NL | Pittsburgh Pirates | 68 | 94 | .420 | 6th | 16th | |
| 2006 | NL | Pittsburgh Pirates | 67 | 95 | .414 | 5th | 15th | |
| 2005 | NL | Pittsburgh Pirates | 67 | 95 | .414 | 6th | 16th | |
| 2004 | NL | Pittsburgh Pirates | 72 | 89 | .447 | 5th | 11th | |
| 2003 | NL | Pittsburgh Pirates | 75 | 87 | .463 | 4th | 11th | |
| 2002 | NL | Pittsburgh Pirates | 72 | 89 | .447 | 4th | 13th | |
| 2001 | NL | Pittsburgh Pirates | 62 | 100 | .383 | 6th | 16th | |
| 2000 | NL | Pittsburgh Pirates | 69 | 93 | .426 | 5th | 13th | |
| 1999 | NL | Pittsburgh Pirates | 78 | 83 | .484 | 3rd | 7th | |
| 1998 | NL | Pittsburgh Pirates | 69 | 93 | .426 | 6th | 13th | |
| 1997 | NL | Pittsburgh Pirates | 79 | 83 | .488 | 2nd | 8th | |
| 1996 | NL | Pittsburgh Pirates | 73 | 89 | .451 | 5th | 11th | |
| 1995 | NL | Pittsburgh Pirates | 58 | 86 | .403 | 5th | 14th | |
| 1994 | NL | Pittsburgh Pirates | 53 | 61 | .465 | 3rd | 9th | |
| 1993 | NL | Pittsburgh Pirates | 75 | 87 | .463 | 5th | 9th | |
| 1992 | NL | Pittsburgh Pirates | 96 | 66 | .593 | 1st | 2nd | Lost League Championship Series |
| 1991 | NL | Pittsburgh Pirates | 98 | 64 | .605 | 1st | 1st | Lost League Championship Series |
| 1990 | NL | Pittsburgh Pirates | 95 | 67 | .586 | 1st | 1st | Lost League Championship Series |
| 1989 | NL | Pittsburgh Pirates | 74 | 88 | .457 | 5th | 10th | |
| 1988 | NL | Pittsburgh Pirates | 85 | 75 | .531 | 2nd | 4th | |
| 1987 | NL | Pittsburgh Pirates | 80 | 82 | .494 | 5th | 7th | |
| 1986 | NL | Pittsburgh Pirates | 64 | 98 | .395 | 6th | 12th | |
| 1985 | NL | Pittsburgh Pirates | 57 | 104 | .354 | 6th | 12th | |
| 1984 | NL | Pittsburgh Pirates | 75 | 87 | .463 | 6th | 10th | |
| 1983 | NL | Pittsburgh Pirates | 84 | 78 | .519 | 2nd | 5th | |
| 1982 | NL | Pittsburgh Pirates | 84 | 78 | .519 | 4th | 7th | |
| 1981 | NL | Pittsburgh Pirates | 46 | 56 | .451 | 4th | 9th | |
| 1980 | NL | Pittsburgh Pirates | 83 | 79 | .512 | 3rd | 6th | |
🏆 | 1979 | NL | Pittsburgh Pirates | 98 | 64 | .605 | 1st | 1st | Won World Series |
| 1978 | NL | Pittsburgh Pirates | 88 | 73 | .547 | 2nd | 5th | |
| 1977 | NL | Pittsburgh Pirates | 96 | 66 | .593 | 2nd | 3rd | |
| 1976 | NL | Pittsburgh Pirates | 92 | 70 | .568 | 2nd | 4th | |
| 1975 | NL | Pittsburgh Pirates | 92 | 69 | .571 | 1st | 2nd | Lost League Championship Series |
| 1974 | NL | Pittsburgh Pirates | 88 | 74 | .543 | 1st | 4th | Lost League Championship Series |
| 1973 | NL | Pittsburgh Pirates | 80 | 82 | .494 | 3rd | 7th | |
| 1972 | NL | Pittsburgh Pirates | 96 | 59 | .619 | 1st | 1st | Lost League Championship Series |
🏆 | 1971 | NL | Pittsburgh Pirates | 97 | 65 | .599 | 1st | 1st | Won World Series |
| 1970 | NL | Pittsburgh Pirates | 89 | 73 | .549 | 1st | 2nd | Lost League Championship Series |
| 1969 | NL | Pittsburgh Pirates | 88 | 74 | .543 | 3rd | 6th | |
| 1968 | NL | Pittsburgh Pirates | 80 | 82 | .494 | | 6th | |
| 1967 | NL | Pittsburgh Pirates | 81 | 81 | .500 | | 6th | |
| 1966 | NL | Pittsburgh Pirates | 92 | 70 | .568 | | 3rd | |
| 1965 | NL | Pittsburgh Pirates | 90 | 72 | .556 | | 3rd | |
| 1964 | NL | Pittsburgh Pirates | 80 | 82 | .494 | | 7th | |
| 1963 | NL | Pittsburgh Pirates | 74 | 88 | .457 | | 8th | |
| 1962 | NL | Pittsburgh Pirates | 93 | 68 | .578 | | 4th | |
| 1961 | NL | Pittsburgh Pirates | 75 | 79 | .487 | | 6th | |
🏆 | 1960 | NL | Pittsburgh Pirates | 95 | 59 | .617 | | 1st | Won World Series |
| 1959 | NL | Pittsburgh Pirates | 78 | 76 | .506 | | 4th | |
| 1958 | NL | Pittsburgh Pirates | 84 | 70 | .545 | | 2nd | |
| 1957 | NL | Pittsburgh Pirates | 62 | 92 | .403 | | 8th | |
| 1956 | NL | Pittsburgh Pirates | 66 | 88 | .429 | | 7th | |
| 1955 | NL | Pittsburgh Pirates | 60 | 94 | .390 | | 8th | |
| 1954 | NL | Pittsburgh Pirates | 53 | 101 | .344 | | 8th | |
| 1953 | NL | Pittsburgh Pirates | 50 | 104 | .325 | | 8th | |
| 1952 | NL | Pittsburgh Pirates | 42 | 112 | .273 | | 8th | |
| 1951 | NL | Pittsburgh Pirates | 64 | 90 | .416 | | 7th | |
| 1950 | NL | Pittsburgh Pirates | 57 | 96 | .373 | | 8th | |
| 1949 | NL | Pittsburgh Pirates | 71 | 83 | .461 | | 6th | |
| 1948 | NL | Pittsburgh Pirates | 83 | 71 | .539 | | 4th | |
| 1947 | NL | Pittsburgh Pirates | 62 | 92 | .403 | | 8th | |
| 1946 | NL | Pittsburgh Pirates | 63 | 91 | .409 | | 7th | |
| 1945 | NL | Pittsburgh Pirates | 82 | 72 | .532 | | 4th | |
| 1944 | NL | Pittsburgh Pirates | 90 | 63 | .588 | | 2nd | |
| 1943 | NL | Pittsburgh Pirates | 80 | 74 | .519 | | 4th | |
| 1942 | NL | Pittsburgh Pirates | 66 | 81 | .449 | | 5th | |
| 1941 | NL | Pittsburgh Pirates | 81 | 73 | .526 | | 4th | |
| 1940 | NL | Pittsburgh Pirates | 78 | 76 | .506 | | 4th | |
| 1939 | NL | Pittsburgh Pirates | 68 | 85 | .444 | | 6th | |
| 1938 | NL | Pittsburgh Pirates | 86 | 64 | .573 | | 2nd | |
| 1937 | NL | Pittsburgh Pirates | 86 | 68 | .558 | | 3rd | |
| 1936 | NL | Pittsburgh Pirates | 84 | 70 | .545 | | 4th | |
| 1935 | NL | Pittsburgh Pirates | 86 | 67 | .562 | | 4th | |
| 1934 | NL | Pittsburgh Pirates | 74 | 76 | .493 | | 5th | |
| 1933 | NL | Pittsburgh Pirates | 87 | 67 | .565 | | 2nd | |
| 1932 | NL | Pittsburgh Pirates | 86 | 68 | .558 | | 2nd | |
| 1931 | NL | Pittsburgh Pirates | 75 | 79 | .487 | | 5th | |
| 1930 | NL | Pittsburgh Pirates | 80 | 74 | .519 | | 5th | |
| 1929 | NL | Pittsburgh Pirates | 88 | 65 | .575 | | 2nd | |
| 1928 | NL | Pittsburgh Pirates | 85 | 67 | .559 | | 4th | |
| 1927 | NL | Pittsburgh Pirates | 94 | 60 | .610 | | 1st | Lost World Series |
| 1926 | NL | Pittsburgh Pirates | 84 | 69 | .549 | | 3rd | |
🏆 | 1925 | NL | Pittsburgh Pirates | 95 | 58 | .621 | | 1st | Won World Series |
| 1924 | NL | Pittsburgh Pirates | 90 | 63 | .588 | | 3rd | |
| 1923 | NL | Pittsburgh Pirates | 87 | 67 | .565 | | 3rd | |
| 1922 | NL | Pittsburgh Pirates | 85 | 69 | .552 | | 4th | |
| 1921 | NL | Pittsburgh Pirates | 90 | 63 | .588 | | 2nd | |
| 1920 | NL | Pittsburgh Pirates | 79 | 75 | .513 | | 4th | |
| 1919 | NL | Pittsburgh Pirates | 71 | 68 | .511 | | 4th | |
| 1918 | NL | Pittsburgh Pirates | 65 | 60 | .520 | | 4th | |
| 1917 | NL | Pittsburgh Pirates | 51 | 103 | .331 | | 8th | |
| 1916 | NL | Pittsburgh Pirates | 65 | 89 | .422 | | 6th | |
| 1915 | NL | Pittsburgh Pirates | 73 | 81 | .474 | | 5th | |
| 1914 | NL | Pittsburgh Pirates | 69 | 85 | .448 | | 7th | |
| 1913 | NL | Pittsburgh Pirates | 78 | 71 | .523 | | 4th | |
| 1912 | NL | Pittsburgh Pirates | 93 | 58 | .616 | | 2nd | |
| 1911 | NL | Pittsburgh Pirates | 85 | 69 | .552 | | 3rd | |
| 1910 | NL | Pittsburgh Pirates | 86 | 67 | .562 | | 3rd | |
🏆 | 1909 | NL | Pittsburgh Pirates | 110 | 42 | .724 | | 1st | Won World Series |
| 1908 | NL | Pittsburgh Pirates | 98 | 56 | .636 | | 3rd | |
| 1907 | NL | Pittsburgh Pirates | 91 | 63 | .591 | | 2nd | |
| 1906 | NL | Pittsburgh Pirates | 93 | 60 | .608 | | 3rd | |
| 1905 | NL | Pittsburgh Pirates | 96 | 57 | .627 | | 2nd | |
| 1904 | NL | Pittsburgh Pirates | 87 | 66 | .569 | | 4th | |
| 1903 | NL | Pittsburgh Pirates | 91 | 49 | .650 | | 1st | Lost World Series |
| 1902 | NL | Pittsburgh Pirates | 103 | 36 | .741 | | | |
| 1901 | NL | Pittsburgh Pirates | 90 | 49 | .647 | | 1st | |
| 1900 | NL | Pittsburgh Pirates | 79 | 60 | .568 | | 2nd | |
| 1899 | NL | Pittsburgh Pirates | 76 | 73 | .510 | | 7th | |
| 1898 | NL | Pittsburgh Pirates | 72 | 76 | .486 | | 8th | |
| 1897 | NL | Pittsburgh Pirates | 60 | 71 | .458 | | 8th | |
| 1896 | NL | Pittsburgh Pirates | 66 | 63 | .512 | | 6th | |
| 1895 | NL | Pittsburgh Pirates | 71 | 61 | .538 | | 7th | |
| 1894 | NL | Pittsburgh Pirates | 65 | 65 | .500 | | 7th | |
| 1893 | NL | Pittsburgh Pirates | 81 | 48 | .628 | | 2nd | |
| 1892 | NL | Pittsburgh Pirates | 80 | 73 | .523 | | 6th | |
| 1891 | NL | Pittsburgh Pirates | 55 | 80 | .407 | | 8th | |
| 1890 | NL | Pittsburgh Alleghenys | 23 | 113 | .169 | | 8th | |
| 1889 | NL | Pittsburgh Alleghenys | 61 | 71 | .462 | | 5th | |
| 1888 | NL | Pittsburgh Alleghenys | 66 | 68 | .493 | | 6th | |
| 1887 | NL | Pittsburgh Alleghenys | 55 | 69 | .444 | | 6th | |
| 1886 | AA | Pittsburgh Alleghenys | 80 | 57 | .584 | | 2nd | |
| 1885 | AA | Pittsburgh Alleghenys | 56 | 55 | .505 | | 3rd | |
| 1884 | AA | Pittsburgh Alleghenys | 30 | 78 | .278 | | 11th | |
| 1883 | AA | Pittsburgh Alleghenys | 31 | 67 | .316 | | 7th | |
| 1882 | AA | Pittsburgh Alleghenys | 39 | 39 | .500 | | 4th | |