List of Sun-Times Boys Basketball Player of the Year Winners
| Year | Player | High School | College |
|---|---|---|---|
| 2020 | DJ Steward | Whitney Young | Duke |
| 2019 | DaJaun Gordon | Curie | Kansas State |
| 2018 | Talen Horton-Tucker | Simeon | Iowa State |
| 2017 | Alonzo Verge | Thornton | Arizona State |
| 2016 | Charlie Moore | Morgan Park | Cal, Kansas, DePaul |
| 2015 | Jalen Brunson | Stevenson | Villanova |
| 2014 | Cliff Alexander | Curie | Kansas |
| 2013 | Jahlil Okafor | Whitney Young | Duke |
| 2012 | Jabari Parker | Simeon | Duke |
| 2011 | Wayne Blackshear | Morgan Park | Louisville |
| 2010 | Jereme Richmond | Waukegan | Illinois |
| 2009 | Jereme Richmond | Waukegan | Illinois |
| 2008 | Kevin Dillard | Homewood-Flossmoor | Southern Illinois, Dayton |
| 2007 | Derrick Rose | Simeon | Memphis |
| 2006 | Jon Scheyer | Glenbrook North | Duke |
| 2005 | DeAndre Thomas | Westinghouse | Chipola JC, Indiana |
| 2004 | Calvin Brock | Simeon | Illinois |
| 2003 | Shannon Brown | Proviso East | Michigan State |
| 2002 | Sean Dockery | Julian | Duke |
| 2001 | Eddy Curry | Thornwood | None (NBA Draft) |
| 2000 | Cedrick Banks | Westinghouse | Illinois-Chicago |
| 1999 | Leon Smith | King College Prep | None (NBA Draft) |
| 1998 | Quentin Richardson | Whitney Young | DePaul |
| 1997 | Melvin Ely | Thornton | Fresno State |
| 1996 | Ronnie Fields | Farragut | DePaul (letter of intent only) |
| 1995 | Kevin Garnett | Farragut | None (NBA Draft) |
| 1994 | Jerry Gee | St. Martin de Porres | Illinois |
| 1993 | Rashard Griffith | King College Prep | Wisconsin |
| 1992 | Chris Collins | Glenbrook North | Duke |
| 1991 | Sherell Ford | Proviso East | Illinois-Chicago |
| 1990 | Jamie Brandon | King College Prep | LSU |
| 1989 | Deon Thomas | Simeon | Illinois |
| 1988 | Eric Anderson | St. Francis de Sales | Indiana |
| 1987 | Marcus Liberty | King College Prep | Illinois |
| 1986 | Nick Anderson | Simeon | Illinois |
| 1985 | Michael Ingram | Proviso West | Missouri, Iowa |
| 1984 | Hersey Hawkins | Westinghouse | Bradley |
| 1983 | Len Bertolini | St. Patrick | Bradley |
| 1982 | Bernard Jackson | Phillips | Wichita State, Loyola |
| 1981 | Walter Downing | Providence | DePaul, Marquette |
| 1980 | Glenn Rivers | Proviso East | Marquette |
| 1979 | Isiah Thomas | St. Joseph | Indiana |
| 1978 | Mark Aguirre | Westinghouse | DePaul |
| 1977 | Eddie Johnson | Westinghouse | Illinois |
| 1976 | Glen Grunwald | East Leyden | Indiana |
| 1975 | Pete Boesen | Maine South | Northwestern |
| 1974 | Audie Matthews | Bloom | Illinois |
| 1973 | Mark Vitali | St. Charles | Purdue (football) |
| 1972 | Quinn Buckner | Thornridge | Indiana |
| 1971 | Quinn Buckner | Thornridge | Indiana |
| 1970 | Lloyd Batts | Thornton | Cincinnati |
| 1969 | Jim Brewer | Proviso East | Minnesota |
| 1968 | Jeff Hickman | Lockport | Houston |
| 1967 | Rick Howat | Downers Grove | Illinois |
| 1966 | Rich Bradshaw | Marshall | Kansas |
| 1965 | Terry Hurley | Steinmetz | Northwestern |
| 1964 | Eugene Ford | Crane | Western Michigan |
| 1963 | Joe Allen | Carver | Bradley |
| 1962 | Cazzie Russell | Carver | Michigan |
| 1961 | Bob Caress | Thornton | Bradley |
| 1960 | George Wilson | Marshall | Cincinnati |
Illinois High School Basketball 