| Awards 2008-2009 | ||
| Championship | Plum Coulee Xpress | |
| First Place - Ross Williams | Carman Beavers | |
| Scoring - Homer Hamilton | Warren McCutcheon | Carman Beavers |
| Best Goalie - Appelts | Marc Lesage | Notre Dame Hawks |
| Most Sportsmanlike - Portage Sports | Aaron Goldade | Plum Coulee Xpress |
| MVP | Aaron Goldade | Plum Coulee Xpress |
| Warren McCutcheon | Carman Beavers | |
| Play-Off MVP - Blight's of Carman | Blaine Neufeld | Plum Coulee Xpress |
| Best Defense - Roy Legumex | B. J. Fehr | Morden Redskins |
| Awards 2007-2008 | ||
| Championship | Morden Redskins | |
| First Place - Ross Williams | Morden Redskins | |
| Scoring - Homer Hamilton | Jon Froese | Altona Maroons |
| Best Goalie - Appelts | Scott Myers | Stonewall Flyers |
| Sean Lough | Warren Mercs | |
| Most Sportsmanlike - Portage Sports | Aaron Goldade | Plum Coulee Xpress |
| MVP | Aaron Goldade | Plum Coulee Xpress |
| Play-Off MVP - Blight's of Carman | Jay Roberts | Morden Redskins |
| Best Defense - Roy Legumex | Derek Poplawski | Warren Mercs |
| Awards 2006-2007 | ||
| Championship | Stonewall Flyers | |
| First Place - Ross Williams | Carman Beavers | |
| Scoring - Homer Hamilton | Ryan Dyck | Altona Maroons |
| Best Goalie - Appelts | Andy Kollar | Altona Maroons |
| Most Sportsmanlike - Portage Sports | Jay Roberts | Morden Redskins |
| MVP | Aaron Goldade | Plum Coulee |
| Play-Off MVP - Blight's of Carman | Scott Myers | Stonewall Flyers |
| Marc Gaudet | Carman Beavers | |
| Best Defense - Roy Legumex | Dustin Hurl | Notre Dame Hawks |
| Awards 2005-2006 | ||
| Championship | Carman Beavers | |
| First Place - Ross Williams | Carman Beavers | |
| Scoring - Homer Hamilton | Ryan Butterfield | Carman Beavers |
| Best Goalie - Appelts | Ian Vigier | Notre Dame Hawks |
| Most Sportsmanlike - Portage Sports | Chad Wrixon | Altona Maroons |
| Paul Gaudet | Carman Beavers | |
| MVP | Marc Gaudet | Carman Beavers |
| Play-Off MVP - Blight's of Carman | Ryan Butterfield | Carman Beavers |
| Marc Gaudet | Carman Beavers | |
| Best Defense - Roy Legumex | Dustin Hurl | Notre Dame Hawks |
| Awards 2004-2005 | ||
| Championship | Notre Dame Hawks | |
| First Place - Ross Williams | Notre Dame Hawks | |
| Scoring - Homer Hamilton | JOn Froese | Altona Maroons |
| Best Goalie - Appelts | Ian Vigier | Notre Dame Hawks |
| Most Sportsmanlike - Portage Sports | Dan Delorme | Altona Maroons |
| MVP | Ian Vigier | Notre Dame Hawks |
| Play-Off MVP - Blight's of Carman | Chad Wrixon | Notre Dame Hawks |
| Colin Leneal | Notre Dame Hawks | |
| Best Defense - Roy Legumex | B. J. Fehr | Morden Redskins |
| Awards 2003-2004 | ||
| Championship | Morden Redskins | |
| First Place - Ross Williams | Morden Redskins | |
| Scoring - Homer Hamilton | Jeff McGill | Carman Beavers |
| Best Goalie - Appelts | Nathan Pitt | Morden Redskins |
| Most Sportsmanlike - Portage Sports | Dan Delorme | Altona Maroons |
| MVP | Jeff McGill | Carman Beavers |
| Play-Off MVP - Blight's of Carman | Reagan Gruener | Morden Redskins |
| Ryan Dyck | Morden Redskins | |
| Best Defense - Roy Legumex | B. J. Fehr | Morden Redskins |
| Awards 2002-2003 | ||
| Championship | Morden Redskins | |
| First Place - Ross Williams | Morden Redskins | |
| Scoring - Homer Hamilton | Ryan Dyck | Morden Redskins |
| Best Goalie - Appelts | Nathan Pitt | Morden Redskins |
| Most Sportsmanlike - Portage Sports | Ron Klassen | Plum Coulee Xpress |
| MVP | Rob Hamm | Carman Beavers |
| Play-Off MVP - Blight's of Carman | Jim Apperley | Morden Redskins |
| Best Defense - Roy Legumex | Jason Pilkington | Altona Maroons |
| Awards 2001-2002 | ||
| Championship | Altona Maroons | |
| First Place - Ross Williams | Altona Maroons | |
| Scoring - Homer Hamilton | Jeremy Matuszewski | Morden Redskins |
| Rob Smith | Altona Maroons | |
| Best Goalie - Appelts | Derek Lobreau | Portage Pirates |
| Ryan Matthews | Portage Pirates | |
| Most Sportsmanlike - Portage Sports | Rob Hamm | Carman |
| MVP | Marcel Pruden | Portage Pirates |
| Play-Off MVP - Blight's of Carman | Bob MacGregor | Altona Maroons |
| Best Defense - Roy Legumex | Cam Asham | Portage Pirates |
| Awards 2000-2001 | ||
| Championship | Morden Redskins | |
| First Place - Ross Williams | Morden Redskins | |
| Scoring - Homer Hamilton | Dan Delorme | Altona Maroons |
| Best Goalie - Appelts | Derek Robertson | Morden Redskins |
| Most Sportsmanlike - Portage Sports | Tyson Addison | Portage Pirates |
| MVP | Dan Delorme | Altona Maroons |
| Play-Off MVP - Blight's of Carman | Reagan Gruener | Morden Redskins |
| Best Defense - Roy Legumex | Reagan Gruener | Morden Redskins |
| Awards 1999-2000 | ||
| Championship | Morden Redskins | |
| First Place - Ross Williams | Morden Redskins | |
| Scoring - Homer Hamilton | Mike Krentz | Carman Beavers |
| Best Goalie - Appelts | Lenny Gregoire | Carman Beavers |
| Most Sportsmanlike - Portage Sports | Rob Hamm | Carman Beavers |
| MVP | Mike Krentz | Carman Beavers |
| Play-Off MVP - Blight's of Carman | Dan Daneault | Altona Maroons |
| Best Defense - Roy Legumex | Mark Thiessen | Morden Redskins |
