First Place Regular Season
Art Moug was the Mayor of Charleswood and was active with the Charleswood Hawks when he put up this award.
1970/71 - River Heights Cardinals
1971/72 - St. Boniface Riels
1972/73 - St. Boniface Riels
1973/74 - Charleswood Hawks
1974/75 - West Kildonan Nev Knights
1975/76 - St. Boniface Riels
1976/77 - Ft. Garry Blues
1977/78 - Ft. Garry Blues
1978/79 - Seven Oaks Raiders
1979/80 - Seven Oaks Raiders
1980/81 - Charleswood Hawks
1981/82 - St. Boniface Riels
1982/83 - St. James Canucks
1983/84 - Transcona Railers
1984/85 - St. Boniface Riels
1985/86 - St. Boniface Riels
1986/87 - River East Royal Knights
1987/88 - River East Royal Knights
1988/89 - River East Royal Knights
1989/90 - River East Royal Knights
1990/91 - St. Vital Victorias
1991/92 - Transcona Railers
1992/93 - River East Royal Knights
1993/94 - River East Royal Knights
1994/95 - River East Royal Knights
1995/96 - Charleswood Hawks
1996/97 - Charleswood Hawks
1997/98 - Charleswood Hawks
1998/99 - Ft. Garry/Rouge Twins
1999/00 - Ft. Garry/Rouge Twins
2000/01 - Ft. Garry/Rouge Twins
2001/02 - Charleswood Hawks
2002/03 - Charleswood Hawks
2003/04 - St. Vital Victorias
2004/05 - Charleswood Hawks
2005/06 - St. Vital Victorias
2006/07 - Charleswood Hawks
2007/08 - Charleswood Hawks
2008/09 - Charleswood Hawks
2009/10 - Pembina Valley Twisters