| Year | Champion | Runner-Up | Low Score | Results |
| 1938 | John Barkovich (Turtle Creek) | |||
| 1939 | Andy Razak (Bridgeville) | |||
| 1940 | John Barkovich (Turtle Creek) | |||
| 1941 | John Jendrasak (Etna) | |||
| 1942 | Jay Ponchak (Jeannette) | |||
| 1943 | Paul Lawry (Avonworth) | |||
| 1944 | Tom Denny (Greensburg) | |||
| 1945 | Roger Jewette Jr. (Butler) | |||
| 1946 | Arnold Palmer (Latrobe) | |||
| 1947 | Arnold Palmer (Latrobe) | |||
| 1948 | William Thompson (Sharon) | |||
| 1949 | Richard McCarthy (West View) | |||
| 1950 | Thomas Cherok (Penn Hills) | |||
| 1951 | William Gabal (Ambridge) | |||
| 1952 | Ron Schwarzel (Brentwood) | |||
| 1953 | Ron Schwarzel (Brentwood) | |||
| 1954 | Ron Schwarzel (Brentwood) | |||
| 1955 | Ken O'Gorman (Moon) | |||
| 1956 | Wally Samuels (Mt. Lebanon) | |||
| 1957 | Jack Vernooy (Moon) | |||
| 1958 | Fred Meader (Har-Brack) | |||
| 1959 | George Mackanos III (Penn Hills) | |||
| 1960 | Bob O'Block (Plum) | |||
| 1961 | Bob O'Block (Plum) | |||
| 1962 | Jim Lynch (Mt. Lebanon) | |||
| 1963 | Scott Yard (Greensburg) | |||
| 1964 | Rick Hrip (Butler) | |||
| 1965 | Chuck Cullison (Baldwin) | |||
| 1966 | Sterret 'Skip' Watt (Northwestern) | |||
| 1967 | Frank Garella (West Mifflin North) | |||
| 1968 | Tim Simons (Knoch) | |||
| Switch to Fall Schedule | ||||
| 1968 | Harry Hamilton (West Allegheny) | |||
| 1969 | Rich Foutz (Plum) | |||
| 1970 | Mike Phillips (West Allegheny) | |||
| 1971 | Mike Phillips (West Allegheny) | |||
| 1972 | Dennis Osborne (Butler) | |||
| 1973 | Scott Arthur (Moon) | |||
| 1974 | Frank Fuhrer III (Fox Chapel) | |||
| 1975 | Frank Fuhrer III (Fox Chapel) | |||
| 1976 | Frank Fuhrer III (Fox Chapel) | |||
| 1977 | Ray Nelson (Ligonier) | |||
| 1978 | Steve Savor Jr. (Springdale) | |||
| 1979 | Bob Bradley (Hempfield) | |||
| 1980 | Jim Watterson (Upper St. Clair) | |||
| 1981 | Kurt Beck (Upper St. Clair) | |||
| 1982 | Greg Klabon (Shenango) | |||
| 1983 | Paul Balest (Greensburg Salem) | |||
| 1984 | Tony Brovety (Bentworth) | |||
| 1985 | Seth Pevarnik (Greensburg C.C.) | |||
| 1986 | Kevin Reisenweaver (Latrobe) | |||
| 1987 | George Laskey (Geibel) | |||
| 1988 | Perry DiNardo (Trinity) | |||
| 1989 | Kevin Shields (Mt. Lebanon) | |||
| 1990 | Jeff Diehl (Shaler) | |||
| 1991 | Jeff Dickson (Knoch) | |||
| 1992 | Jeff Dickson (Knoch) | |||
| 1993 | Brad Tutich (Greensburg C.C.) | |||
| 1994 | Andy Hay (North Catholic) | |||
| 1995 | Russ Manski (Central Catholic) | |||
| 1996 | Andy Latowski (Baldwin) | |||
| 1997 | Tom Barnhart (Laurel Highlands) | Cam McCandless (North Catholic) | 75 | Results |
| 1998 | Nate Speer (Burrell) |
Forrest Bielby (Yough) Mike Waller (Mt. Pleasant) |
77 | Results |
| 1999 | Scott Chisholm (North Hills) | Dave Dankmyer (Pine-Richland) | 74 | Results |
| 2000 | David Vallina (Burgettstown) | Sean Dove (Burgettstown) | 72 | Results |
| 2001 | David Vallina (Burgettstown) | Mark Cimarolli (Upper St. Clair) | 73 | Results |
| 2002 | Tim Moynihan (Franklin Regional) | Matt Salera (Upper St. Clair) | 69 | Results |
| 2003 | Mike Van Sickle (Pine-Richland) | Greg Franko (Uniontown) | 75 | Results |
| 2004 | Mike Van Sickle (Pine-Richland) | Four-way tie | 75 | Results |
| 2005 | Christian Goetz (Burgettstown) | Three-way tie | 73 | Results |
| 2006 | Adam Hoffman (Fox Chapel) |
Ian Ritchey (Montour) Michael Turner (North Allegheny) |
70 | Results |
| 2007 | Brock Pompeani (Hopewell) | John Popeck (Chartiers-Houston) | 74 | Results |
| 2008 | Adam Stawski (Plum) |
Derek Jones (Burrell) Justin Newbauer (South Side Beaver) |
74 | Results |
| 2009 | Ben Gjebre (Latrobe) ** Won playoff ** | Corey Wagner (Pittsburgh C.C.) | 73 | Results |
| Year | Champion | Runner-Up | Low Score | Results |
| 2010 | Bo Lustig (Belle Vernon) | Three-way tie | 73 | Results |
| 2011 | Zack Taylor (Baldwin) | Evan Ruhling (Penn Hills) | 71 | Results |
| 2012 | Brent Rodgers (Central Catholic) | Matt Holuta (Indiana) | 70 | Results |
| 2013 | Corey Long (South Fayette) ** Won playoff ** |
Matt Holuta (Indiana) | 67 | Results |
| 2014 | Anthony Cordaro (Fox Chapel) ** Won playoff ** |
Kyle Grube (Indiana) | 77 | Results |
| 2015 | Hunter Bruce (Peters Township) | Alec Stopperich (Peters Township) | 73 | Results |
| 2016 | Gregor Meyer (Fox Chapel) | Justin Griffith (Hampton) | 70 | Results |
| 2017 | Chris Sabol (Moon) ** Won playoff ** |
Brady Pevarnik (Latrobe) | 70 | Results |
| 2018 | Jimmy Meyers (Central Catholic) | Neil Shipley (Central Catholic) | 71 | Results |
| 2019 | Scott Bitar (Fox Chapel) | Alex Turkowski (Penn-Trafford) | 66 | Results |
| Year | Champion | Runner-Up | Low Score | Results |
| 2010 | Max Kaminsky (Serra Catholic) |
Shane Eichenlaub (Mohawk) Brian Circle (New Brighton) |
74 | Results |
| 2011 | Brad Thornton (Shenango) | Three-way tie for second | 73 | Results |
| 2012 | Matt Barto (Leechburg) | Three-way tie for second | 73 | Results |
| 2013 | Matt Barto (Leechburg) ** Won playoff ** |
Gunnar Riley (Charleroi) | 75 | Results |
| 2014 | Chris Tanabe (Quaker Valley) | Wes Keeling (South Fayette) Evan Long (Laurel) |
72 | Results |
| 2015 | Jason Li (Sewickley Academy) | Mike Kondraik (Charleroi) Adam Snyder (Sewickley Academy) |
72 | Results |
| 2016 | Skyler Fox (Riverside) | Jason Li (Sewickley Academy) | 72 | Results |
| 2017 | Skyler Fox (Riverside) ** Won playoff ** |
Cole Luther (Sewickley Academy) | 74 | Results |
| 2018 | Skyler Fox (Riverside) | Angus McHolme (Elizabeth Forward) | 68 | Results |
| 2019 | J.F. Aber (Sewickley Academy) | Skyler Fox (Riverside) | 70 | Results |