| 2025/2026 | Hockey | AAAA | Varsity | Boys | | |
| 2025/2026 | Hockey | AA | Varsity | Boys | | |
| 2024/2025 | Hockey | AAAA | Varsity | Boys | Institut collégial Vincent Massey Collegiate Trojans | -c_40x40.png) |
| 2024/2025 | Hockey | AA | Varsity | Boys | Morris School/École Héritage Immersion/École Communtaire Réal-Bérard (Co-Op) Mavericks |  |
| 2023/2024 | Hockey | AAA/AAAA | | Boys | École Secondaire Oak Park High School Raiders |  |
| 2023/2024 | Hockey | AA | | Boys | Glenboro/Carberry/Baldur (Co-Op) GCB Wildcats |  |
| 2022/2023 | Hockey | AAAA | Varsity | Boys | Steinbach Regional Secondary School Sabres |  |
| 2022/2023 | Hockey | AA | Varsity | Boys | Birtle/Shoal Lake/Rossburn (Co-Op) Falcons |  |
| 2021/2022 | Hockey | AAAA | Varsity | Boys | St. Paul's High School Crusaders |  |
| 2021/2022 | Hockey | AA | Varsity | Boys | Killarney/Wawanesa (Co-Op) Raiders |  |
| 2018/2019 | Hockey | AAA/AAAA | Varsity | Boys | St. Paul's High School Crusaders | |
| 2018/2019 | Hockey | AA | Varsity | Boys | Morris School / Ecole Regional St. Jean Baptiste / Ecole Heritage (Co-Op) Mavericks |  |
| 2017/2018 | Hockey | AAAA | Varsity | Boys | St. Paul's High School Crusaders | |
| 2017/2018 | Hockey | AA | Varsity | Boys | Prairie Mountain/Notre-Dame (Co-Op) Mountain Mustangs |  |
| 2016/2017 | Hockey | AA | Varsity | Boys | Carman/Elm Creek/Miami (Co-Op) Cougars |  |
| 2016/2017 | Hockey | AAAA | Varsity | Boys | St. Paul's High School Crusaders | |
| 2015/2016 | Hockey | AA | Varsity | Boys | Prairie Mountain/Notre-Dame (Co-Op) Mountain Mustangs | |
| 2015/2016 | Hockey | | Varsity | Boys | St. Paul's Collegiate Barons |  |
| 2014/2015 | Hockey | AA | Varsity | Boys | Morris/Rosenort/St. Jean (Co-Op) Mavericks |  |
| 2014/2015 | Hockey | AAAA | Varsity | Boys | École Secondaire Oak Park High School Raiders | |
| 2013/2014 | Hockey | AAAA | Varsity | Boys | St. Paul's High School Crusaders | |
| 2013/2014 | Hockey | AA | Varsity | Boys | Neepawa Area Collegiate Tigers |  |
| 2012/2013 | Hockey | AAAA | Varsity | Boys | John Taylor Collegiate Pipers |  |
| 2012/2013 | Hockey | AA | Varsity | Boys | Neepawa Area Collegiate Tigers | |
| 2011/2012 | Hockey | AAAA | Varsity | Boys | St. Paul's High School Crusaders | |
| 2011/2012 | Hockey | AA | Varsity | Boys | Neepawa Area Collegiate Tigers | |
| 2010/2011 | Hockey | AAAA | Varsity | Boys | École Secondaire Oak Park High School Raiders | |
| 2010/2011 | Hockey | AA | Varsity | Boys | Morris School Mavericks |  |
| 2009/2010 | Hockey | AA | Varsity | Boys | Killarney/Wawanesa (Co-Op) Raiders | |
| 2009/2010 | Hockey | AAAA | Varsity | Boys | Institut collégial Vincent Massey Collegiate Trojans | |
| 2008/2009 | Hockey | AAAA | Varsity | Boys | École Secondaire Oak Park High School Raiders | |
| 2008/2009 | Hockey | AA | Varsity | Boys | Killarney/Wawanesa (Co-Op) Raiders | |
| 2007/2008 | Hockey | AAAA | Varsity | Boys | St. Paul's High School Crusaders | |
| 2007/2008 | Hockey | AA | Varsity | Boys | Prairie Mountain/Notre-Dame (Co-Op) Mountain Mustangs | |
| 2006/2007 | Hockey | AAAA | Varsity | Boys | St. Paul's High School Crusaders | |
| 2006/2007 | Hockey | AA | Varsity | Boys | Prairie Mountain/Notre-Dame (Co-Op) Mountain Mustangs | |
| 2005/2006 | Hockey | AAAA | Varsity | Boys | Garden Valley Collegiate Zodiacs |  |
| 2005/2006 | Hockey | AA | Varsity | Boys | Killarney/Wawanesa (Co-Op) Raiders | |
| 2004/2005 | Hockey | AA | Varsity | Boys | Elton/Rivers (Co-Op) Rivers Rams |  |
| 2004/2005 | Hockey | AAAA | Varsity | Boys | Crocus Plains Regional Secondary School Plainsmen |  |
| 2003/2004 | Hockey | AAAA | Varsity | Boys | St. John's-Ravenscourt School Eagles |  |
| 2003/2004 | Hockey | AA | Varsity | Boys | Prairie Mountain/Notre Dame/St. Claude/Miami (Co-Op) Mountain Mustangs |  |
| 2002/2003 | Hockey | AA | Varsity | Boys | Prairie Mountain/Notre Dame/St. Claude/Miami (Co-Op) Mountain Mustangs | |
| 2002/2003 | Hockey | AAAA | Varsity | Boys | St. John's-Ravenscourt School Eagles | |
| 2001/2002 | Hockey | AA | Varsity | Boys | Birtle Collegiate Falcons |  |
| 2001/2002 | Hockey | AAAA | Varsity | Boys | Silver Heights Collegiate Huskies | |
| 2000/2001 | Hockey | AA | Varsity | Boys | Major Pratt School Trojans |  |
| 2000/2001 | Hockey | AAAA | Varsity | Boys | River East Collegiate Kodiaks |  |
| 1999/2000 | Hockey | AA | Varsity | Boys | W.C. Miller Collegiate Aces | -c_40x36.png) |
| 1999/2000 | Hockey | AAAA | Varsity | Boys | Collège Stonewall Collegiate Rams |  |
| 1998/1999 | Hockey | AA | Varsity | Boys | Minnedosa Collegiate Chancellors |  |
| 1998/1999 | Hockey | AAAA | Varsity | Boys | Collège Lorette Collegiate Scorpions |  |
| 1997/1998 | Hockey | AA | Varsity | Boys | Morden Collegiate Institute Thunder |  |
| 1997/1998 | Hockey | | | Boys | Collège Lorette Collegiate Scorpions | |
| 1996/1997 | Hockey | AA | Varsity | Boys | Major Pratt School Trojans | |
| 1996/1997 | Hockey | AAAA | Varsity | Boys | Collège Lorette Collegiate Scorpions | |
| 1995/1996 | Hockey | AA | Varsity | Boys | Major Pratt School Trojans | |
| 1995/1996 | Hockey | AAAA | Varsity | Boys | River East Collegiate Kodiaks | |
| 1994/1995 | Hockey | AAAA | Varsity | Boys | Collège Stonewall Collegiate Rams | |
| 1993/1994 | Hockey | AAAA | Varsity | Boys | River East Collegiate Kodiaks | |
| 1992/1993 | Hockey | AAAA | Varsity | Boys | St. Paul's High School Crusaders | |
