Wins  | | Award Winner | Born | Birthplace | Drafted By |
|---|
| 3 | |  Troy Borthistle (D) | 2002 | Winnipeg, MB, CAN | - |
| 3 | | Aiden Bruce (D) | 2003 | Winnipeg, MB, CAN | - |
| 3 | | Noah Gilbert (G) | 2002 | Winnipeg, MB, CAN | - |
| 3 | | Griffin Haight (F) | 2003 | Stonewall, MB, CAN | - |
| 3 | | Matthew Mason-Vandel (F) | 2002 | Winnipeg, MB, CAN | - |
| 3 | | Rory Neill (D) | 2003 | Winnipeg, MB, CAN | - |
| 3 | | Caden Osterman (F) | 2004 | Winnipeg, MB, CAN | - |
| 3 | | Kale Price (F) | 2002 | Winnipeg, MB, CAN | - |
| 3 | | Ashton Romaniuk (F) | 2003 | La Broquerie, MB, CAN | - |
| 3 | | Trent Thorsteinson (F) | 2003 | Winnipeg, MB, CAN | - |
| 3 | | Brady Whitely (D) | 2002 | Winnipeg, MB, CAN | - |
| 3 | | Tyrone Willan (F) | 2002 | Winnipeg, MB, CAN | - |
| 3 | | Eli Batt (D) | 1996 | Winnipeg, MB, CAN | - |
| 3 | | Nick Matthews (F) | 1996 | Winnipeg, MB, CAN | - |
| 3 | | Carson Rybuck (F) | 1996 | Winnipeg, MB, CAN | - |
| 3 | | Eric Beaudin (F) | 1990 | Winnipeg, MB, CAN | - |
| 3 | | Tyler Pope (D) | 1990 | Winnipeg, MB, CAN | - |
| 3 | | Dillon Smith (D) | 1991 | Winnipeg, MB, CAN | - |
| 3 | | Brook Robson (F) | 1986 | Winnipeg, MB, CAN | - |
| 2 | | Tristen Arnason (F) | 2005 | Winnipeg, MB, CAN | - |
| 2 | | Magnum Grindle (F) | 2004 | Winnipeg, MB, CAN | - |
| 2 | | Jacob Phillips (D) | 2005 | Winnipeg, MB, CAN | - |
| 2 | | Jarrett Ross (D) | 2005 | | - |
| 2 | | Cole Younger (F) | 2004 | Winnipeg, MB, CAN | - |
| 2 | | Zachary Greenwood (F) | 2001 | | - |
| S | | Award Winner | Born | Birthplace | Drafted By |
|---|
| 24-25 | | Alex Domenico (G) | 2005 | MB, CAN | - |
| 24-25 | | Owen LaRocque (G) | 2005 | Wawanesa, MB, CAN | - |
| 24-25 | | Michael O'Sullivan (G) | 2003 | Winnipeg, MB, CAN | - |
| 24-25 | | Ethan Alsip (D) | 2005 | Winnipeg, MB, CAN | - |
| 24-25 | | Dylan Bauknecht (D) | 2005 | MB, CAN | - |
| 24-25 | | Miguel Bonin (D) | 2007 | Winnipeg, MB, CAN | - |
| 24-25 | | Michael Heppner (D) | 2003 | Winkler, MB, CAN | - |
| 24-25 | | Noah Keating (D) | 2003 | | - |
| 24-25 | | Evan Lambert (D) | 2006 | Winnipeg, MB, CAN | - |
| 24-25 | | Nicholas Miller (D) | 2006 | Winnipeg, MB, CAN | - |
| 24-25 | | Kailan Reyes (D) | 2005 | | - |
| 24-25 | | Jonah Crossland (F) | 2005 | Winnipeg, MB, CAN | - |
| 24-25 | | Reeve Sukut (F) | 2005 | Winnipeg, MB, CAN | - |
| 24-25 | | Aaron Bertschinger (F) | 2004 | Winnipeg, MB, CAN | - |
| 24-25 | | Nathan Burzynski (F) | 2004 | Winnipeg, MB, CAN | - |
| 24-25 | | Shea Chornley (F) | 2007 | Winnipeg, MB, CAN | - |
| 24-25 | | Aven Cockerill (F) | 2005 | Winnipeg, MB, CAN | - |
| 24-25 | | Cole Davis (F) | 2004 | | - |
| 24-25 | | Connor Davis (F) | 2003 | Winnipeg, MB, CAN | - |
| 24-25 | | Zachary Domenico (F) | 2005 | | - |
| 24-25 | | Carson Dubois (F) | 2004 | Portage, MB, CAN | - |
| 24-25 | | Eric Johnson (F) | 2005 | | - |
| 24-25 | | Ty McNaughton (F) | 2003 | Grande Pointe, MB, CAN | - |
| 24-25 | | Brody Melsted (F) | 2003 | Winnipeg, MB, CAN | - |
| 24-25 | | Luke Ross (F) | 2007 | Winnipeg, MB, CAN | - |
| 24-25 | | Mathew Trott (F) | 2003 | Winnipeg, MB, CAN | - |
| 24-25 | | Alex VanDeynze (F) | 2005 | Portage, MB, CAN | - |
| 24-25 | | Shay Woytowich (F) | 2005 | MB, CAN | - |
| 23-24 | | Noah Gilbert (G) | 2002 | Winnipeg, MB, CAN | - |
| 23-24 | | Connor Murphy (G) | 2005 | Winnipeg, MB, CAN | - |
| 23-24 | | Troy Borthistle (D) | 2002 | Winnipeg, MB, CAN | - |
| 23-24 | | Aiden Bruce (D) | 2003 | Winnipeg, MB, CAN | - |
| 23-24 | | Magnus Einarson (D) | 2003 | Winnipeg, MB, CAN | - |
| 23-24 | | Rory Neill (D) | 2003 | Winnipeg, MB, CAN | - |
| 23-24 | | Gage Parnell (D) | 2007 | Winnipeg, MB, CAN | - |
| 23-24 | | Jacob Phillips (D) | 2005 | Winnipeg, MB, CAN | - |
| 23-24 | | Jarrett Ross (D) | 2005 | | - |
| 23-24 | | Brady Whitely (D) | 2002 | Winnipeg, MB, CAN | - |
| 23-24 | | Tristen Arnason (F) | 2005 | Winnipeg, MB, CAN | - |
| 23-24 | | Pason Butler (F) | 2003 | Ste. Anne, MB, CAN | - |
| 23-24 | | Joshua Degagne (F) | 2005 | Winnipeg, MB, CAN | - |
| 23-24 | | Magnum Grindle (F) | 2004 | Winnipeg, MB, CAN | - |
| 23-24 | | Griffin Haight (F) | 2003 | Stonewall, MB, CAN | - |
| 23-24 | | Carter Joudrey (F) | 2006 | Winnipeg, MB, CAN | - |
| 23-24 | | Kaden Kjartanson (F) | 2005 | | - |
| 23-24 | | Matthew Mason-Vandel (F) | 2002 | Winnipeg, MB, CAN | - |
| 23-24 | | Caden Osterman (F) | 2004 | Winnipeg, MB, CAN | - |
| 23-24 | | Kale Price (F) | 2002 | Winnipeg, MB, CAN | - |
| 23-24 | | Ashton Romaniuk (F) | 2003 | La Broquerie, MB, CAN | - |
| 23-24 | | Chase Sobey (F) | 2002 | Winnipeg, MB, CAN | - |
| 23-24 | | Brady Thorsteinson (F) | 2006 | Winnipeg, MB, CAN | - |
| 23-24 | | Trent Thorsteinson (F) | 2003 | Winnipeg, MB, CAN | - |
| 23-24 | | Tyrone Willan (F) | 2002 | Winnipeg, MB, CAN | - |
| 23-24 | | Cole Younger (F) | 2004 | Winnipeg, MB, CAN | - |
| 23-24 | | Carson Salamacha (F) | 2005 | Winnipeg, MB, CAN | - |
| 22-23 | | Noah Gilbert (G) | 2002 | Winnipeg, MB, CAN | - |
| 22-23 | | Liam Johnson (G) | 2002 | Winnipeg, MB, CAN | - |
| 22-23 | | Troy Borthistle (D) | 2002 | Winnipeg, MB, CAN | - |
| 22-23 | | Aiden Bruce (D) | 2003 | Winnipeg, MB, CAN | - |
| 22-23 | | Liam England (D) | 2003 | Winnipeg, MB, CAN | - |
| 22-23 | | Rory Neill (D) | 2003 | Winnipeg, MB, CAN | - |
| 22-23 | | Jacob Phillips (D) | 2005 | Winnipeg, MB, CAN | - |
| 22-23 | | Jarrett Ross (D) | 2005 | | - |
| 22-23 | | Matt Smith (D) | 2004 | Winnipeg, MB, CAN | - |
| 22-23 | | Brady Whitely (D) | 2002 | Winnipeg, MB, CAN | - |
| 22-23 | | Tristen Arnason (F) | 2005 | Winnipeg, MB, CAN | - |
| 22-23 | | Zachary Greenwood (F) | 2001 | | - |
| 22-23 | | Magnum Grindle (F) | 2004 | Winnipeg, MB, CAN | - |
| 22-23 | | Griffin Haight (F) | 2003 | Stonewall, MB, CAN | - |
| 22-23 | | Matthew Mason-Vandel (F) | 2002 | Winnipeg, MB, CAN | - |
| 22-23 | | Dylan Morden (F) | 2003 | Winnipeg, MB, CAN | - |
| 22-23 | | Caden Osterman (F) | 2004 | Winnipeg, MB, CAN | - |
| 22-23 | | Kale Price (F) | 2002 | Winnipeg, MB, CAN | - |
| 22-23 | | Layne Richardson (F) | 2004 | Winnipeg, MB, CAN | - |
| 22-23 | | Ethan Robson (F) | 2001 | Winnipeg, MB, CAN | - |
| 22-23 | | Ashton Romaniuk (F) | 2003 | La Broquerie, MB, CAN | - |
| 22-23 | | Tyler Sawchuk (F) | 2003 | Winnipeg, MB, CAN | - |
| 22-23 | | Trent Thorsteinson (F) | 2003 | Winnipeg, MB, CAN | - |
| 22-23 | | Tyrone Willan (F) | 2002 | Winnipeg, MB, CAN | - |
| 22-23 | | Cole Younger (F) | 2004 | Winnipeg, MB, CAN | - |
| 21-22 | | Noah Gilbert (G) | 2002 | Winnipeg, MB, CAN | - |
| 21-22 | | Liam Johnson (G) | 2002 | Winnipeg, MB, CAN | - |
| 21-22 | | Troy Borthistle (D) | 2002 | Winnipeg, MB, CAN | - |
| 21-22 | | Aiden Bruce (D) | 2003 | Winnipeg, MB, CAN | - |
| 21-22 | | Rory Neill (D) | 2003 | Winnipeg, MB, CAN | - |
| 21-22 | | Brady Whitely (D) | 2002 | Winnipeg, MB, CAN | - |
| 21-22 | | Mack Whitely (D) | 2000 | Winnipeg, MB, CAN | - |
| 21-22 | | Kurtis Luke (D) | 2000 | Ste. Rose, MB, CAN | - |
| 21-22 | | Ethan Unruh (D) | 2000 | Winnipeg, MB, CAN | - |
| 21-22 | | Cole Chicoine (F) | 2000 | Winnipeg, MB, CAN | - |
| 21-22 | | Zachary Greenwood (F) | 2001 | | - |
| 21-22 | | Griffin Haight (F) | 2003 | Stonewall, MB, CAN | - |
| 21-22 | | Trent Halfdanson (F) | 2000 | Winnipeg, MB, CAN | - |
| 21-22 | | Brandon Hughes (F) | 2000 | | - |
| 21-22 | | Matthew Mason-Vandel (F) | 2002 | Winnipeg, MB, CAN | - |
| 21-22 | | Dylan Morden (F) | 2003 | Winnipeg, MB, CAN | - |
| 21-22 | | Caden Osterman (F) | 2004 | Winnipeg, MB, CAN | - |
| 21-22 | | Kale Price (F) | 2002 | Winnipeg, MB, CAN | - |
| 21-22 | | Ashton Romaniuk (F) | 2003 | La Broquerie, MB, CAN | - |
| 21-22 | | Tyler Sawchuk (F) | 2003 | Winnipeg, MB, CAN | - |
