| 24-25 | |  Matthew Thiessen (G) | 2000 | Steinbach, MB, CAN | Vancouver Canucks (2018) |
| 23-24 | | Mark Friesen (G) | 1990 | Winkler, MB, CAN | - |
| 22-23 | | Steve Christie (G) | 1984 | Winnipeg, MB, CAN | - |
| 21-22 | | Reed Peters (G) | 1992 | Morden, MB, CAN | - |
| 19-20 | | Hayden Dola (G) | 1997 | Winnipeg Beach, MB, CAN | - |
| 18-19 | | Steve Christie (G) | 1984 | Winnipeg, MB, CAN | - |
| 17-18 | | Reed Peters (G) | 1992 | Morden, MB, CAN | - |
| 16-17 | | Matthew Krahn (G) | 1991 | Winnipeg, MB, CAN | - |
| 15-16 | | Matthew Krahn (G) | 1991 | Winnipeg, MB, CAN | - |
| 14-15 | | Steve Christie (G) | 1984 | Winnipeg, MB, CAN | - |
| 13-14 | | Gavin McHale (G) | 1987 | Winnipeg, MB, CAN | - |
| 12-13 | | Mark Friesen (G) | 1990 | Winkler, MB, CAN | - |
| 11-12 | | Jayme Janzen (G) | 1989 | Plum Coulee, MB, CAN | - |
| 10-11 | | Jayme Janzen (G) | 1989 | Plum Coulee, MB, CAN | - |
| 09-10 | | Marc Lesage (G) | 1985 | Notre Dame, MB, CAN | - |
| 08-09 | | Marc Lesage (G) | 1985 | Notre Dame, MB, CAN | - |
| 07-08 | | Sean Lough (G) | 1981 | | - |
| 07-08 | | Scott Myers (G) | 1979 | Stonewall, MB, CAN | Pittsburgh Penguins (1998) |
| 06-07 | | Andy Kollar (G) | 1977 | Winnipeg, MB, CAN | - |
| 05-06 | | Ian Vigier (G) | 1982 | Notre-Dame-de-Lourdes, MB, CAN | - |
| 04-05 | | Ian Vigier (G) | 1982 | Notre-Dame-de-Lourdes, MB, CAN | - |
| 03-04 | | Nathan Pitt (G) | - | MB, CAN | - |
| 02-03 | | Nathan Pitt (G) | - | MB, CAN | - |
| 01-02 | | Derek Lobreau (G) | - | MB, CAN | - |
| 00-01 | | Derek Robertson (G) | 1974 | Winkler, MB, CAN | - |
| 99-00 | | Len Gregoire (G) | - | | - |
| 98-99 | | Jim Dick (G) | - | | - |
| 97-98 | | Jamie Bound (G) | - | Winnipeg, MB, CAN | - |
| 96-97 | | Jim Dick (G) | - | | - |
| 95-96 | | Jamie Bound (G) | - | Winnipeg, MB, CAN | - |
| 95-96 | | Pat Demke (G) | - | | - |
| 94-95 | | Jamie Bound (G) | - | Winnipeg, MB, CAN | - |
| 93-94 | | Jamie Bound (G) | - | Winnipeg, MB, CAN | - |
| 93-94 | | Pat Demke (G) | - | | - |
| 92-93 | | Pat Demke (G) | - | | - |
| 88-89 | | Jason Hodgson (G) | - | | - |
| 86-87 | | Kerry Fisher (G) | - | | - |
| 84-85 | |  Galen Nagle (G) | - | Bemidji, MN, USA | - |
| 83-84 | | Lance Smith (G) | - | | - |
| 82-83 | | Jim Tkachyk (G) | - | | - |
| 82-83 | | Ray Whitehead (G) | - | | - |
| 81-82 | | Jim Foubister (G) | 1954 | Winnipeg, MB, CAN | New York Islanders (1974) |
| 81-82 | | John Kehler (G) | - | | - |
| 79-80 | | Kerry Fisher (G) | - | | - |
| 78-79 | | Tom Bend (G) | 1944 | Edmonton, AB, CAN | - |
| 78-79 | | Cliff Neufeld (G) | - | | - |
| 77-78 | | Ron Lagace (G) | - | | - |
