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| 5 World Series championship seasons: 1909, 1925, 1960, 1971, 1979 |
| Last World Series championship: 1979, 44 seasons ago |
| Best finish: |
| beat Detroit in World Series in 1909 season |
| beat Wash Senators in World Series in 1925 season |
| beat NY Yankees in World Series in 1960 season |
| beat Baltimore in World Series in 1971 season |
| beat Baltimore in World Series in 1979 season |
| TEAM | SEASON | RECORD | PERC | DIV STAND | GB | LEAGUE | PLAYOFFS |
| Pittsburgh | 1901 | 90-49 | .647 | 1st NL | + 7.5 | ||
| Pittsburgh | 1902 | 103-36 | .741 | 1st NL | +27.5 | ||
| Pittsburgh | 1903 | 91-49 | .650 | 1st NL | + 6.5 | LBos | |
| Pittsburgh | 1904 | 87-66 | .569 | 4th NL | -19.0 | ||
| Pittsburgh | 1905 | 96-57 | .627 | 2nd NL | - 9.0 | ||
| Pittsburgh | 1906 | 93-60 | .608 | 3rd NL | -23.5 | ||
| Pittsburgh | 1907 | 91-63 | .591 | 2nd NL | -17.0 | ||
| Pittsburgh | 1908 | 98-56 | .636 | T2nd NL | - 1.0 | ||
| %Pittsburgh | 1909 | 110-42 | .724 | 1st NL | + 6.5 | WDet | |
| Pittsburgh | 1910 | 86-67 | .562 | 3rd NL | -17.5 | ||
| Pittsburgh | 1911 | 85-69 | .552 | 3rd NL | -14.5 | ||
| Pittsburgh | 1912 | 93-58 | .616 | 2nd NL | -10.0 | ||
| Pittsburgh | 1913 | 78-71 | .523 | 4th NL | -21.5 | ||
| Pittsburgh | 1914 | 69-85 | .448 | 7th NL | -25.5 | ||
| Pittsburgh | 1915 | 73-81 | .474 | 5th NL | -18.0 | ||
| Pittsburgh | 1916 | 65-89 | .422 | 6th NL | -29.0 | ||
| Pittsburgh | 1917 | 51-103 | .331 | 8th NL | -47.0 | ||
| Pittsburgh | 1918 | 65-60 | .520 | 4th NL | -17.0 | ||
| Pittsburgh | 1919 | 71-68 | .511 | 4th NL | -24.5 | ||
| Pittsburgh | 1920 | 79-75 | .513 | 4th NL | -14.0 | ||
| Pittsburgh | 1921 | 90-63 | .588 | 2nd NL | - 4.0 | ||
| Pittsburgh | 1922 | 85-69 | .552 | T3rd NL | - 8.0 | ||
| Pittsburgh | 1923 | 87-67 | .565 | 3rd NL | - 8.5 | ||
| Pittsburgh | 1924 | 90-63 | .588 | 3rd NL | - 3.0 | ||
| %Pittsburgh | 1925 | 95-58 | .621 | 1st NL | + 8.5 | WWSn | |
| Pittsburgh | 1926 | 84-69 | .549 | 3rd NL | - 4.5 | ||
| Pittsburgh | 1927 | 94-60 | .610 | 1st NL | + 1.5 | LNYY | |
| Pittsburgh | 1928 | 85-67 | .559 | 4th NL | - 9.0 | ||
| Pittsburgh | 1929 | 88-65 | .575 | 2nd NL | -10.5 | ||
| Pittsburgh | 1930 | 80-74 | .519 | 5th NL | -12.0 | ||
| Pittsburgh | 1931 | 75-79 | .487 | 5th NL | -26.0 | ||
| Pittsburgh | 1932 | 86-68 | .558 | 2nd NL | - 4.0 | ||
| Pittsburgh | 1933 | 87-67 | .565 | 2nd NL | - 5.0 | ||
| Pittsburgh | 1934 | 74-76 | .493 | 5th NL | -19.5 | ||
| Pittsburgh | 1935 | 86-67 | .562 | 4th NL | -13.5 | ||
| Pittsburgh | 1936 | 84-70 | .545 | 4th NL | - 8.0 | ||
| Pittsburgh | 1937 | 86-68 | .558 | 3rd NL | -10.0 | ||
| Pittsburgh | 1938 | 86-64 | .573 | 2nd NL | - 2.0 | ||
| Pittsburgh | 1939 | 68-85 | .444 | 6th NL | -28.5 | ||
| Pittsburgh | 1940 | 78-76 | .506 | 4th NL | -22.5 | ||
| Pittsburgh | 1941 | 81-73 | .526 | 4th NL | -19.0 | ||
| Pittsburgh | 1942 | 66-81 | .449 | 5th NL | -36.5 | ||
| Pittsburgh | 1943 | 80-74 | .519 | 4th NL | -25.0 | ||
| Pittsburgh | 1944 | 90-63 | .588 | 2nd NL | -14.5 | ||
| Pittsburgh | 1945 | 82-72 | .532 | 4th NL | -16.0 | ||
| Pittsburgh | 1946 | 63-91 | .409 | 7th NL | -34.0 | ||
| Pittsburgh | 1947 | 62-92 | .403 | T7th NL | -32.0 | ||
| Pittsburgh | 1948 | 83-71 | .539 | 4th NL | - 8.5 | ||
| Pittsburgh | 1949 | 71-83 | .461 | 6th NL | -26.0 | ||
| Pittsburgh | 1950 | 57-96 | .373 | 8th NL | -33.5 | ||
| Pittsburgh | 1951 | 64-90 | .416 | 7th NL | -32.5 | ||
| Pittsburgh | 1952 | 42-112 | .273 | 8th NL | -54.5 | ||
| Pittsburgh | 1953 | 50-104 | .325 | 8th NL | -55.0 | ||
| Pittsburgh | 1954 | 53-101 | .344 | 8th NL | -44.0 | ||
| Pittsburgh | 1955 | 60-94 | .390 | 8th NL | -38.5 | ||
| Pittsburgh | 1956 | 66-88 | .429 | 7th NL | -27.0 | ||
| Pittsburgh | 1957 | 62-92 | .403 | T7th NL | -33.0 | ||
| Pittsburgh | 1958 | 84-70 | .545 | 2nd NL | - 8.0 | ||
| Pittsburgh | 1959 | 78-76 | .506 | 4th NL | - 9.0 | ||
| %Pittsburgh | 1960 | 95-59 | .617 | 1st NL | + 7.0 | WNYY | |
| Pittsburgh | 1961 | 75-79 | .487 | 6th NL | -18.0 | ||
| Pittsburgh | 1962 | 93-68 | .578 | 4th NL | - 8.0 | ||
| Pittsburgh | 1963 | 74-88 | .457 | 8th NL | -25.0 | ||
| Pittsburgh | 1964 | 80-82 | .494 | T6th NL | -13.0 | ||
| Pittsburgh | 1965 | 90-72 | .556 | 3rd NL | - 7.0 | ||
| Pittsburgh | 1966 | 92-70 | .568 | 3rd NL | - 3.0 | ||
| Pittsburgh | 1967 | 81-81 | .500 | 6th NL | -20.5 | ||
| Pittsburgh | 1968 | 80-82 | .494 | 6th NL | -17.0 | ||
| Pittsburgh | 1969 | 88-74 | .543 | 3rd NL East | -12.0 | ||
| Pittsburgh | 1970 | 89-73 | .549 | 1st NL East | + 5.0 | LCin | |
| %Pittsburgh | 1971 | 97-65 | .599 | 1st NL East | + 7.0 | WSF WBal | |
| Pittsburgh | 1972 | 96-59 | .619 | 1st NL East | +11.0 | LCin | |
| Pittsburgh | 1973 | 80-82 | .494 | 3rd NL East | - 2.5 | ||
| Pittsburgh | 1974 | 88-74 | .543 | 1st NL East | + 1.5 | LLAD | |
| Pittsburgh | 1975 | 92-69 | .571 | 1st NL East | + 6.5 | LCin | |
| Pittsburgh | 1976 | 92-70 | .568 | 2nd NL East | - 9.0 | ||
| Pittsburgh | 1977 | 96-66 | .593 | 2nd NL East | - 5.0 | ||
| Pittsburgh | 1978 | 88-73 | .547 | 2nd NL East | - 1.5 | ||
| %Pittsburgh | 1979 | 98-64 | .605 | 1st NL East | + 2.0 | WCin WBal | |
| Pittsburgh | 1980 | 83-79 | .512 | 3rd NL East | - 8.0 | ||
| Pittsburgh | 1981a | 25-23 | .521 | 4th NL East | - 4.5 | ||
| Pittsburgh | 1981b | 21-33 | .389 | 6th NL East | - 9.5 | ||
| Pittsburgh | 1982 | 84-78 | .519 | 4th NL East | - 8.0 | ||
| Pittsburgh | 1983 | 84-78 | .510 | 2nd NL East | - 6.0 | ||
| Pittsburgh | 1984 | 75-87 | .463 | 6th NL East | -21.5 | ||
| Pittsburgh | 1985 | 57-104 | .354 | 6th NL East | -43.5 | ||
| Pittsburgh | 1986 | 64-98 | .395 | 6th NL East | -44.0 | ||
| Pittsburgh | 1987 | 80-82 | .494 | T4th NL East | -15.0 | ||
| Pittsburgh | 1988 | 85-75 | .531 | 2nd NL East | -15.0 | ||
| Pittsburgh | 1989 | 74-88 | .457 | 5th NL East | -19.0 | ||
| Pittsburgh | 1990 | 95-67 | .586 | 1st NL East | + 4.0 | LCin | |
| Pittsburgh | 1991 | 98-64 | .605 | 1st NL East | +14.0 | LAtl | |
| Pittsburgh | 1992 | 96-66 | .593 | 1st NL East | + 9.0 | LAtl | |
| Pittsburgh | 1993 | 74-87 | .463 | 5th NL East | -22.0 | ||
| Pittsburgh | 1994 | 53-61 | .465 | T3rd NL Cent | -13.0 | T9th NL | |
| Pittsburgh | 1995 | 58-86 | .403 | 5th NL Cent | -27.0 | 14th NL | |
| Pittsburgh | 1996 | 73-89 | .451 | 5th NL Cent | -15.0 | 11th NL | |
| Pittsburgh | 1997 | 79-83 | .488 | 2nd NL Cent | - 5.0 | 8th NL | |
| Pittsburgh | 1998 | 69-93 | .426 | 6th NL Cent | -33.0 | 13th NL | |
| Pittsburgh | 1999 | 78-83 | .484 | 3rd NL Cent | -18.5 | 7th NL | |
| Pittsburgh | 2000 | 69-93 | .426 | 5th NL Cent | -26.0 | 13th NL | |
| Pittsburgh | 2001 | 62-100 | .383 | 6th NL Cent | -31.0 | 15th NL | |
| Pittsburgh | 2002 | 72-89 | .447 | 4th NL Cent | -24.5 | 13th NL | |
| Pittsburgh | 2003 | 75-87 | .463 | 4th NL Cent | -13.0 | 11th NL | |
| Pittsburgh | 2004 | 72-89 | .447 | 5th NL Cent | -32.5 | 11th NL | |
| Pittsburgh | 2005 | 67-95 | .414 | 6th NL Cent | -33.0 | T15th NL | |
| Pittsburgh | 2006 | 67-95 | .414 | 5th NL Cent | -16.5 | 15th NL | |
| Pittsburgh | 2007 | 68-94 | .420 | 6th NL Cent | -16.5 | 16th NL | |
| Pittsburgh | 2008 | 67-95 | .414 | 6th NL Cent | -30.5 | 14th NL | |
| Pittsburgh | 2009 | 62-99 | .385 | 6th NL Cent | -28.5 | 15th NL | |
| Pittsburgh | 2010 | 57-105 | .352 | 6th NL Cent | -34.0 | 16th NL | |
| Pittsburgh | 2011 | 72-90 | .444 | 4th NL Cent | -24.0 | T12th NL | |
| Pittsburgh | 2012 | 79-83 | .488 | 4th NL Cent | -18.0 | 10th NL | |
| Pittsburgh | 2013 | 94-68 | .580 | 2nd NL Cent | - 3.0 | 4th NL | WCin LStL |
| Pittsburgh | 2014 | 88-74 | .543 | 2nd NL Cent | - 2.0 | 4th NL | LSF |
| Pittsburgh | 2015 | 98-64 | .605 | 2nd NL Cent | - 2.0 | 4th NL | LChC |
| Pittsburgh | 2016 | 78-83 | .484 | 3rd NL Cent | -25.0 | 8th NL | |
| Pittsburgh | 2017 | 75-87 | .463 | 4th NL Cent | -17.0 | 9th NL | |
| Pittsburgh | 2018 | 82-79 | .509 | 4th NL Cent | -13.0 | 7th NL | |
| Pittsburgh | 2019 | 69-93 | .426 | 5th NL Cent | -22.0 | 14th NL | |
| Pittsburgh | 2020 | 19-41 | .317 | 5th NL Cent | -15.0 | 15th NL | |
| Pittsburgh | 2021 | 61-101 | .377 | 5th NL Cent | -34.0 | 14th NL | |
| Pittsburgh | 2022 | 62-100 | .383 | T4th NL Cent | -31.0 | T13th NL | |
| Pittsburgh | 2023 | 76-86 | .469 | 4th NL Cent | -16.0 | 11th NL | |
| Pittsburgh | 2024 | 76-86 | .469 | 5th NL Cent | -17.0 | 12th NL |