| 24-25 | | Cole Sheffield (G) | 2004 | London, ON, CAN | - |
| 24-25 | | Taye Timmerman (G) | 2007 | Winnipeg, MB, CAN | - |
| 23-24 | | Malachi Klassen (G) | 2003 | Winkler, MB, CAN | - |
| 22-23 | | Dawson Milliken (F) | 2002 | Canmore, AB, CAN | - |
| 21-22 | | Carson Cherepak (G) | 2002 | Winnipeg, MB, CAN | - |
| 18-19 | | Sam Huston (D) | 1999 | Brandon, MB, CAN | - |
| 17-18 | | Drew Worrad (F) | 1997 | Denfield, ON, CAN | - |
| 16-17 | | Josh Martin (F) | 1996 | Elkhorn, MB, CAN | - |
| 15-16 | | Brad Bowles (F) | 1995 | Elkhorn, MB, CAN | - |
| 14-15 | | Dane Schioler (F) | 1996 | Winnipeg, MB, CAN | - |
| 13-14 | | Byron Spriggs (G) | 1993 | Winnipeg, MB, CAN | - |
| 12-13 | | Corey Koop (G) | 1992 | Squamish, BC, CAN | - |
| 11-12 | | Kajon McKay (F) | 1992 | Wabowden, MB, CAN | - |
| 10-11 | | Tyler Moore (F) | 1990 | Winnipeg, MB, CAN | - |
| 09-10 | | Joe Caligiuri (G) | 1989 | Winnipeg, MB, CAN | - |
| 08-09 | | Drew Ellement (D) | 1988 | Winnipeg, MB, CAN | - |
| 07-08 | | Cody Pollon (G) | 1988 | Minnedosa, MB, CAN | - |
| 06-07 | | Russ Payne (F) | 1988 | St. Andrews, MB, CAN | - |
| 05-06 | | Andrew Loewen (G) | 1985 | Winnipeg, MB, CAN | - |
| 04-05 | | Steve Haddon (F) | 1984 | Sarnia, ON, CAN | - |
| 03-04 | | Dustin Hughes (F) | 1983 | Winnipeg, MB, CAN | - |
| 02-03 | | Aaron Starr (F) | 1983 | Saskatoon, SK, CAN | - |
| 01-02 | | Marc-André Leclerc (G) | 1981 | Montréal, QC, CAN | - |
| 00-01 | | Marc-André Leclerc (G) | 1981 | Montréal, QC, CAN | - |
| 99-00 | | Preston McKay (G) | 1980 | Wabowden, MB, CAN | - |
| 98-99 | | Konrad McKay (F) | 1979 | Wabowden, MB, CAN | - |
| 98-99 | | Clifford Duchesne (F) | 1978 | Thompson, MB, CAN | - |
| 97-98 | | Laird Laluk (F) | 1978 | Brandon, MB, CAN | - |
| 93-94 | | Jason Carey (G) | 1973 | Lockport, MB, CAN | - |
| 92-93 | | Archie Milcharek (G) | 1974 | Nanaimo, BC, CAN | - |
| 91-92 | | Chris Yaschyshyn (F) | 1971 | Snow Lake, MB, CAN | - |
| 90-91 | | Pryce Wood (F) | 1970 | Morden, MB, CAN | - |
| 89-90 | | Brad McGinnis (F) | 1969 | Saskatoon, SK, CAN | - |
| 88-89 | | Paul Thompson (D) | 1968 | Thompson, MB, CAN | New York Islanders (1986) |
| 87-88 | | Kevin Kaiser (F) | 1970 | Winnipeg, MB, CAN | Québec Nordiques (1989) |
| 85-86 | | Glen Kehrer (F) | 1966 | Winnipeg, MB, CAN | - |