S  | | Award Winner | Born | Birthplace | Drafted By |
|---|
| 24-25 | |  Austin Spicer (F) | 2006 | Sanford, MB, CAN | - |
| 23-24 | | Evan Banera (G) | 2005 | MB, CAN | - |
| 22-23 | | Hayden Fast (F) | 2003 | Niverville, MB, CAN | - |
| 21-22 | | Tyler Rubigny (F) | 2003 | Winnipeg, MB, CAN | - |
| 19-20 | | Dylan Arnold (G) | 2001 | Winnipeg, MB, CAN | - |
| 18-19 | | Travis Penner (F) | 2000 | LaSalle, MB, CAN | - |
| 17-18 | | Jared Bucci (F) | 1999 | Winnipeg, MB, CAN | - |
| 16-17 | | David MacDonald (F) | 1997 | Winnipeg, MB, CAN | - |
| 15-16 | | Riley Beauchemin (F) | 1997 | | - |
| 14-15 | | Fraser Mirrlees (F) | 1996 | Oak Bluff, MB, CAN | - |
| 13-14 | | Colin Grenier (F) | 1995 | Morden, MB, CAN | - |
| 12-13 | | Tanner Magalas (F) | 1995 | Winnipeg, MB, CAN | - |
| 11-12 | | Brady Bouchard (F) | 1994 | Winnipeg, MB, CAN | - |
| 10-11 | | Matt Horta (G) | 1992 | Winnipeg, MB, CAN | - |
| 09-10 | | Dillon Smith (D) | 1991 | Winnipeg, MB, CAN | - |
| 08-09 | | Mackenzie Acheson (F) | 1990 | Winnipeg, MB, CAN | - |
| 07-08 | | Scott Tallon (G) | 1989 | Winnipeg, MB, CAN | - |
| 06-07 | | Evan Minaker (F) | 1987 | | - |
| 05-06 | | Darcy Favell (F) | 1987 | MB, CAN | - |
| 04-05 | | Jono Brett (F) | - | | - |
| 03-04 | | Riley Dudar (F) | 1985 | Winnipeg, MB, CAN | - |
| 02-03 | | Travis Bauman (F) | 1985 | Winnipeg, MB, CAN | - |
| 01-02 | | Ryan Milani (F) | - | | - |
| 00-01 | | Brian Hearn (F) | - | MB, CAN | - |
| 99-00 | | John Bauer (F) | - | | - |
| 98-99 | | Lee Stubbs (F) | 1980 | Winnipeg, MB, CAN | - |
| 97-98 | | Corey Greenham (F) | - | | - |
| 96-97 | | Sean Gaudreau (F) | - | MB, CAN | - |
| 95-96 | | Morgan Kotz (F) | - | | - |
| 94-95 | | Len Gregoire (G) | - | | - |
| 93-94 | | Tom Percy (F) | 1974 | | - |
| 92-93 | | Todd Johnson (G) | - | | - |
| 91-92 | | Chris Riddell (F) | - | MB, CAN | - |
| 90-91 | | Keith Potter (F) | - | | - |
