| Milk Bowl Winners Not Winning A Segment | |
| 1965 | Russ Ingerson |
| 1968 | Russ Ingerson |
| 1969 | John Gammell |
| 1970 | Stub Fadden |
| 1971 | Dan Bridges |
| 1978 | Beaver Dragon |
| 1979 | Stub Fadden |
| 1984 | Randy LaJoie |
| 1989 | Kevin Lepage |
| 1990 | Robbie Crouch |
| 2001 | Dwayne Lanphear |
| 2002 | Dave Pembroke |
| 2003 | Eric Williams |
| 2004 | Cris Michaud |
| Milk Bowl Winners Winning One Segment | |
| 1963 | Lee Ingerson |
| 1964 | Harold Hanaford |
| 1974 | Bill Dennis |
| 1976 | Ron Barcomb |
| 1977 | Butch Lindley |
| 1980 | Hector Leclair |
| 1982 | Dick McCabe |
| 1983 | Robbie Crouch |
| 1985 | Kevin Lepage |
| 1987 | Jean-Paul Cabana |
| 1992 | Randy MacDonald |
| 1993 | Kevin Lepage |
| 1994 | Dave Whitlock |
| 1995 | Dave Whitlock |
| 1996 | Jean-Paul Cyr |
| 1997 | Phil Scott |
| 2005 | Patrick Laperle |