| Year | Team Name | League | Division | W | L | Pct | Rank | Managers | Stadium | Top Draft Pick | Playoffs | |
| 2013 | Chi White Sox | White Sox | MLB-AL | Central | 29 | 38 | .433 | 5 | Robin Ventura | U.S. Cellular Field | dnq | |
| 2012 | Chi White Sox | White Sox | MLB-AL | Central | 85 | 77 | .525 | 2 | Robin Ventura | U.S. Cellular Field | Courtney Hawkins (#13) | dnq |
| 2011 | Chi White Sox | White Sox | MLB-AL | Central | 79 | 83 | .488 | 3 | Ozzie Guillen | U.S. Cellular Field | Keenyn Walker (#47) | dnq |
| 2010 | Chi White Sox | White Sox | MLB-AL | Central | 88 | 74 | .543 | 2 | Ozzie Guillen | U.S. Cellular Field | Chris Sale (#13) | dnq |
| 2009 | Chi White Sox | White Sox | MLB-AL | Central | 79 | 83 | .488 | 3 | Ozzie Guillen | U.S. Cellular Field | Jared Mitchell (#23) | dnq |
| 2008 | Chi White Sox | White Sox | MLB-AL | Central | 89 | 74 | .546 | 1 | Ozzie Guillen | U.S. Cellular Field | Gordon Beckham (#8) | Lost in 1st Round (Rays) |
| 2007 | Chi White Sox | White Sox | MLB-AL | Central | 72 | 90 | .444 | 4 | Ozzie Guillen | U.S. Cellular Field | Aaron Poreda (#25) | dnq |
| 2006 | Chi White Sox | White Sox | MLB-AL | Central | 90 | 72 | .556 | 3 | Ozzie Guillen | U.S. Cellular Field | Kyle McCulloch (#29) | dnq |
| 2005 | Chi White Sox | White Sox | MLB-AL | Central | 99 | 63 | .611 | 1 | Ozzie Guillen | U.S. Cellular Field | Lance Broadway (#15) | Won World Series (Astros) |
| 2004 | Chi White Sox | White Sox | MLB-AL | Central | 83 | 79 | .512 | 2 | Ozzie Guillen | U.S. Cellular Field | Josh Fields (#18) | dnq |
| 2003 | Chi White Sox | White Sox | MLB-AL | Central | 86 | 76 | .531 | 2 | Jerry Manuel | U.S. Cellular Field | Brian Anderson (#15) | dnq |
| 2002 | Chi White Sox | White Sox | MLB-AL | Central | 81 | 81 | .500 | 2 | Jerry Manuel | Comiskey Park II | Royce Ring (#18) | dnq |
| 2001 | Chi White Sox | White Sox | MLB-AL | Central | 83 | 79 | .512 | 3 | Jerry Manuel | Comiskey Park II | Kris Honel (#16) | dnq |
| 2000 | Chi White Sox | White Sox | MLB-AL | Central | 95 | 67 | .586 | 1 | Jerry Manuel | Comiskey Park II | Joe Borchard (#12) | Lost in 1st Round (Mariners) |
| 1999 | Chi White Sox | White Sox | MLB-AL | Central | 75 | 86 | .466 | 2 | Jerry Manuel | Comiskey Park II | Jason Stumm (#15) | dnq |
| 1998 | Chi White Sox | White Sox | MLB-AL | Central | 80 | 82 | .494 | 2 | Jerry Manuel | Comiskey Park II | Kip Wells (#16) | dnq |
| 1997 | Chi White Sox | White Sox | MLB-AL | Central | 80 | 81 | .497 | 2 | Terry Bevington | Comiskey Park II | Jason Dellaero (#15) | dnq |
| 1996 | Chi White Sox | White Sox | MLB-AL | Central | 85 | 77 | .525 | 2 | Terry Bevington | Comiskey Park II | Bobby Seay (#12) | dnq |
| 1995 | Chi White Sox | White Sox | MLB-AL | Central | 68 | 76 | .472 | 3 | Terry Bevington Gene Lamont | Comiskey Park II | Jeff Liefer (#25) | dnq |
| 1994 | Chi White Sox | White Sox | MLB-AL | Central | 67 | 46 | .593 | 1 | Gene Lamont | Comiskey Park II | Mark Johnson (#26) | dnq |
| 1993 | Chi White Sox | White Sox | MLB-AL | West | 94 | 68 | .580 | 1 | Gene Lamont | Comiskey Park II | Scott Christman (#17) | Lost ALCS (Blue Jays) |
| 1992 | Chi White Sox | White Sox | MLB-AL | West | 86 | 76 | .531 | 3 | Gene Lamont | Comiskey Park II | Eddie Pearson (#24) | dnq |
| 1991 | Chi White Sox | White Sox | MLB-AL | West | 87 | 75 | .537 | 2 | Jeff Torborg | Comiskey Park II | Scott Ruffcorn (#25) | dnq |
| 1990 | Chi White Sox | White Sox | MLB-AL | West | 94 | 68 | .580 | 2 | Jeff Torborg | Comiskey Park | Alex Fernandez (#4) | dnq |
| 1989 | Chi White Sox | White Sox | MLB-AL | West | 69 | 92 | .429 | 7 | Jeff Torborg | Comiskey Park | Frank Thomas (#7) | dnq |
| 1988 | Chi White Sox | White Sox | MLB-AL | West | 71 | 90 | .441 | 5 | Jim Fregosi | Comiskey Park | Robin Ventura (#10) | dnq |
| 1987 | Chi White Sox | White Sox | MLB-AL | West | 77 | 85 | .475 | 5 | Jim Fregosi | Comiskey Park | Jack McDowell (#5) | dnq |
| 1986 | Chi White Sox | White Sox | MLB-AL | West | 72 | 90 | .444 | 5 | Jim Fregosi Tony LaRussa Doug Rader | Comiskey Park | Grady Hall (#20) | dnq |
| 1985 | Chi White Sox | White Sox | MLB-AL | West | 85 | 77 | .525 | 3 | Tony LaRussa | Comiskey Park | Kurt Brown (#5) | dnq |
| 1984 | Chi White Sox | White Sox | MLB-AL | West | 74 | 88 | .457 | 6 | Tony LaRussa | Comiskey Park | Tony Menendez (#20) | dnq |
| 1983 | Chi White Sox | White Sox | MLB-AL | West | 99 | 63 | .611 | 1 | Tony LaRussa | Comiskey Park | Joel Davis (#13) | Lost ALCS (Orioles) |
| 1982 | Chi White Sox | White Sox | MLB-AL | West | 87 | 75 | .537 | 3 | Tony LaRussa | Comiskey Park | Ron Karkovice (#14) | dnq |
| 1981 | Chi White Sox | White Sox | MLB-AL | West | 54 | 52 | .509 | Tony LaRussa | Comiskey Park | Daryl Boston (#7) | dnq | |
| 1980 | Chi White Sox | White Sox | MLB-AL | West | 70 | 90 | .438 | 5 | Tony LaRussa | Comiskey Park | Cecil Espy (#8) | dnq |
| 1979 | Chi White Sox | White Sox | MLB-AL | West | 73 | 87 | .456 | 5 | Don Kessinger Tony LaRussa | Comiskey Park | Steve Buechele (#9) | dnq |
| 1978 | Chi White Sox | White Sox | MLB-AL | West | 71 | 90 | .441 | 5 | Larry Doby Bob Lemon | Comiskey Park | David White (#31) | dnq |
| 1977 | Chi White Sox | White Sox | MLB-AL | West | 90 | 72 | .556 | 3 | Bob Lemon | Comiskey Park | Harold Baines (#1) | dnq |
| 1976 | Chi White Sox | White Sox | MLB-AL | West | 64 | 97 | .398 | 6 | Paul Richards | Comiskey Park | Steve Trout (#8) | dnq |
| 1975 | Chi White Sox | White Sox | MLB-AL | West | 75 | 86 | .466 | 5 | Chuck Tanner | Comiskey Park | Chris Knapp (#11) | dnq |
| 1974 | Chi White Sox | White Sox | MLB-AL | West | 80 | 80 | .500 | 4 | Chuck Tanner | Comiskey Park | Larry Monroe (#8) | dnq |
| 1973 | Chi White Sox | White Sox | MLB-AL | West | 77 | 85 | .475 | 5 | Chuck Tanner | Comiskey Park | Steve Swisher (#21) | dnq |
| 1972 | Chi White Sox | White Sox | MLB-AL | West | 87 | 67 | .565 | 2 | Chuck Tanner | Comiskey Park | Mike Ondina (#12) | dnq |
| 1971 | Chi White Sox | White Sox | MLB-AL | West | 79 | 83 | .488 | 3 | Chuck Tanner | Comiskey Park | Danny Goodwin (#1) | dnq |
| 1970 | Chi White Sox | White Sox | MLB-AL | West | 56 | 106 | .346 | 6 | Don Gutteridge Chuck Tanner Bill Adair | Comiskey Park | Lee Richard (#6) | dnq |
| 1969 | Chi White Sox | White Sox | MLB-AL | West | 68 | 94 | .420 | 5 | Don Gutteridge Al Lopez | Comiskey Park | Ted Nicholson (#3) | dnq |
| 1968 | Chi White Sox | White Sox | MLB-AL | - | 67 | 95 | .414 | 9 | Eddie Stanky Al Lopez Les Moss | Comiskey Park | Rich McKinney (#14) | dnq |
| 1967 | Chi White Sox | White Sox | MLB-AL | - | 89 | 73 | .549 | 4 | Eddie Stanky | Comiskey Park | Dan Haynes (#13) | dnq |
| 1966 | Chi White Sox | White Sox | MLB-AL | - | 83 | 79 | .512 | 4 | Eddie Stanky | Comiskey Park | Carlos May (#18) | dnq |
| 1965 | Chi White Sox | White Sox | MLB-AL | - | 95 | 67 | .586 | 2 | Al Lopez | Comiskey Park | Ken Plesha (#17) | dnq |
| 1964 | Chi White Sox | White Sox | MLB-AL | - | 98 | 64 | .605 | 2 | Al Lopez | Comiskey Park | dnq | |
| 1963 | Chi White Sox | White Sox | MLB-AL | - | 94 | 68 | .580 | 2 | Al Lopez | Comiskey Park | dnq | |
| 1962 | Chi White Sox | White Sox | MLB-AL | - | 85 | 77 | .525 | 5 | Al Lopez | Comiskey Park | dnq | |
| 1961 | Chi White Sox | White Sox | MLB-AL | - | 86 | 76 | .531 | 4 | Al Lopez | Comiskey Park | dnq | |
| 1960 | Chi White Sox | White Sox | MLB-AL | - | 87 | 67 | .565 | 3 | Al Lopez | Comiskey Park | dnq | |
| 1959 | Chi White Sox | White Sox | MLB-AL | - | 94 | 60 | .610 | 1 | Al Lopez | Comiskey Park | Lost World Series (Dodgers) | |
| 1958 | Chi White Sox | White Sox | MLB-AL | - | 82 | 72 | .532 | 2 | Al Lopez | Comiskey Park | dnq | |
| 1957 | Chi White Sox | White Sox | MLB-AL | - | 90 | 64 | .584 | 2 | Al Lopez | Comiskey Park | dnq | |
| 1956 | Chi White Sox | White Sox | MLB-AL | - | 85 | 69 | .552 | 3 | Marty Marion | Comiskey Park | dnq | |
| 1955 | Chi White Sox | White Sox | MLB-AL | - | 91 | 63 | .591 | 3 | Marty Marion | Comiskey Park | dnq | |
| 1954 | Chi White Sox | White Sox | MLB-AL | - | 94 | 60 | .610 | 3 | Paul Richards Marty Marion | Comiskey Park | dnq | |
| 1953 | Chi White Sox | White Sox | MLB-AL | - | 89 | 65 | .578 | 3 | Paul Richards | Comiskey Park | dnq | |
| 1952 | Chi White Sox | White Sox | MLB-AL | - | 81 | 73 | .526 | 3 | Paul Richards | Comiskey Park | dnq | |
| 1951 | Chi White Sox | White Sox | MLB-AL | - | 81 | 73 | .526 | 4 | Paul Richards | Comiskey Park | dnq | |
| 1950 | Chi White Sox | White Sox | MLB-AL | - | 60 | 94 | .390 | 6 | Red Corriden Jack Onslow | Comiskey Park | dnq | |
| 1949 | Chi White Sox | White Sox | MLB-AL | - | 63 | 91 | .409 | 6 | Jack Onslow | Comiskey Park | dnq | |
| 1948 | Chi White Sox | White Sox | MLB-AL | - | 51 | 101 | .336 | 8 | Ted Lyons | Comiskey Park | dnq | |
| 1947 | Chi White Sox | White Sox | MLB-AL | - | 70 | 84 | .455 | 6 | Ted Lyons | Comiskey Park | dnq | |
| 1946 | Chi White Sox | White Sox | MLB-AL | - | 74 | 80 | .481 | 5 | Ted Lyons Jimmy Dykes | Comiskey Park | dnq | |
| 1945 | Chi White Sox | White Sox | MLB-AL | - | 71 | 78 | .477 | 6 | Jimmy Dykes | Comiskey Park | dnq | |
| 1944 | Chi White Sox | White Sox | MLB-AL | - | 71 | 83 | .461 | 7 | Jimmy Dykes | Comiskey Park | dnq | |
| 1943 | Chi White Sox | White Sox | MLB-AL | - | 82 | 72 | .532 | 4 | Jimmy Dykes | Comiskey Park | dnq | |
| 1942 | Chi White Sox | White Sox | MLB-AL | - | 66 | 82 | .446 | 6 | Jimmy Dykes | Comiskey Park | dnq | |
| 1941 | Chi White Sox | White Sox | MLB-AL | - | 77 | 77 | .500 | 3 | Jimmy Dykes | Comiskey Park | dnq | |
| 1940 | Chi White Sox | White Sox | MLB-AL | - | 82 | 72 | .532 | 4 | Jimmy Dykes | Comiskey Park | dnq | |
| 1939 | Chi White Sox | White Sox | MLB-AL | - | 85 | 69 | .552 | 4 | Jimmy Dykes | Comiskey Park | dnq | |
| 1938 | Chi White Sox | White Sox | MLB-AL | - | 65 | 83 | .439 | 6 | Jimmy Dykes | Comiskey Park | dnq | |
| 1937 | Chi White Sox | White Sox | MLB-AL | - | 86 | 68 | .558 | 3 | Jimmy Dykes | Comiskey Park | dnq | |
| 1936 | Chi White Sox | White Sox | MLB-AL | - | 81 | 70 | .536 | 3 | Jimmy Dykes | Comiskey Park | dnq | |
| 1935 | Chi White Sox | White Sox | MLB-AL | - | 74 | 78 | .487 | 5 | Jimmy Dykes | Comiskey Park | dnq | |
| 1934 | Chi White Sox | White Sox | MLB-AL | - | 53 | 99 | .349 | 8 | Jimmy Dykes Lew Fonseca | Comiskey Park | dnq | |
| 1933 | Chi White Sox | White Sox | MLB-AL | - | 67 | 83 | .447 | 6 | Lew Fonseca | Comiskey Park | dnq | |
| 1932 | Chi White Sox | White Sox | MLB-AL | - | 49 | 102 | .325 | 7 | Lew Fonseca | Comiskey Park | dnq | |
| 1931 | Chi White Sox | White Sox | MLB-AL | - | 56 | 97 | .366 | 8 | Donie Bush | Comiskey Park | dnq | |
| 1930 | Chi White Sox | White Sox | MLB-AL | - | 62 | 92 | .403 | 7 | Donie Bush | Comiskey Park | dnq | |
| 1929 | Chi White Sox | White Sox | MLB-AL | - | 59 | 93 | .388 | 7 | Lena Blackburne | Comiskey Park | dnq | |
| 1928 | Chi White Sox | White Sox | MLB-AL | - | 72 | 82 | .468 | 5 | Ray Schalk Lena Blackburne | Comiskey Park | dnq | |
| 1927 | Chi White Sox | White Sox | MLB-AL | - | 70 | 83 | .458 | 5 | Ray Schalk | Comiskey Park | dnq | |
| 1926 | Chi White Sox | White Sox | MLB-AL | - | 81 | 72 | .529 | 5 | Eddie Collins | Comiskey Park | dnq | |
| 1925 | Chi White Sox | White Sox | MLB-AL | - | 79 | 75 | .513 | 5 | Eddie Collins | Comiskey Park | dnq | |
| 1924 | Chi White Sox | White Sox | MLB-AL | - | 66 | 87 | .431 | 8 | Johnny Evers Eddie Collins Ed Walsh | Comiskey Park | dnq | |
| 1923 | Chi White Sox | White Sox | MLB-AL | - | 69 | 85 | .448 | 7 | Kid Gleason | Comiskey Park | dnq | |
| 1922 | Chi White Sox | White Sox | MLB-AL | - | 77 | 77 | .500 | 5 | Kid Gleason | Comiskey Park | dnq | |
| 1921 | Chi White Sox | White Sox | MLB-AL | - | 62 | 92 | .403 | 7 | Kid Gleason | Comiskey Park | dnq | |
| 1920 | Chi White Sox | White Sox | MLB-AL | - | 96 | 58 | .623 | 2 | Kid Gleason | Comiskey Park | dnq | |
| 1919 | Chi White Sox | White Sox | MLB-AL | - | 88 | 52 | .629 | 1 | Kid Gleason | Comiskey Park | Lost World Series (Reds) | |
| 1918 | Chi White Sox | White Sox | MLB-AL | - | 57 | 67 | .460 | 6 | Pants Rowland | Comiskey Park | dnq | |
| 1917 | Chi White Sox | White Sox | MLB-AL | - | 100 | 54 | .649 | 1 | Pants Rowland | Comiskey Park | Won World Series (Giants) | |
| 1916 | Chi White Sox | White Sox | MLB-AL | - | 89 | 65 | .578 | 2 | Pants Rowland | Comiskey Park | dnq | |
| 1915 | Chi White Sox | White Sox | MLB-AL | - | 93 | 61 | .604 | 3 | Pants Rowland | Comiskey Park | dnq | |
| 1914 | Chi White Sox | White Sox | MLB-AL | - | 70 | 84 | .455 | 7 | Nixey Callahan | Comiskey Park | dnq | |
| 1913 | Chi White Sox | White Sox | MLB-AL | - | 78 | 74 | .513 | 5 | Nixey Callahan | Comiskey Park | dnq | |
| 1912 | Chi White Sox | White Sox | MLB-AL | - | 78 | 76 | .506 | 4 | Nixey Callahan | Comiskey Park | dnq | |
| 1911 | Chi White Sox | White Sox | MLB-AL | - | 77 | 74 | .510 | 4 | Hugh Duffy | Comiskey Park | dnq | |
| 1910 | Chi White Sox | White Sox | MLB-AL | - | 68 | 85 | .444 | 6 | Hugh Duffy | South Side Park,Comiskey Park | dnq | |
| 1909 | Chi White Sox | White Sox | MLB-AL | - | 78 | 74 | .513 | 4 | Billy Sullivan | South Side Park | dnq | |
| 1908 | Chi White Sox | White Sox | MLB-AL | - | 88 | 64 | .579 | 3 | Fielder Jones | South Side Park | dnq | |
| 1907 | Chi White Sox | White Sox | MLB-AL | - | 87 | 64 | .576 | 3 | Fielder Jones | South Side Park | dnq | |
| 1906 | Chi White Sox | White Sox | MLB-AL | - | 93 | 58 | .616 | 1 | Fielder Jones | South Side Park | Won World Series (Cubs) | |
| 1905 | Chi White Sox | White Sox | MLB-AL | - | 92 | 60 | .605 | 2 | Fielder Jones | South Side Park | dnq | |
| 1904 | Chi White Sox | White Sox | MLB-AL | - | 89 | 65 | .578 | 3 | Fielder Jones Nixey Callahan | South Side Park | dnq | |
| 1903 | Chi White Sox | White Sox | MLB-AL | - | 60 | 77 | .438 | 7 | Nixey Callahan | South Side Park | dnq | |