| 24-25 | |  Adam Hughesman (F) | 1991 | Winnipeg, MB, CAN | - |
| 23-24 | | Jordan DePape (F) | 1992 | Winnipeg, MB, CAN | - |
| 22-23 | | Brenden Walker (F) | 1992 | Ste. Anne, MB, CAN | - |
| 21-22 | | Hayden Dola (G) | 1997 | Winnipeg Beach, MB, CAN | - |
| 18-19 | | Mike Rey (F) | 1989 | Winnipeg, MB, CAN | - |
| 17-18 | | Aaron Lewadniuk (F) | 1989 | Carman, MB, CAN | - |
| 16-17 | | Brett Timmerman (G) | 1991 | Treherne, MB, CAN | - |
| 15-16 | | Mark Owen (F) | 1991 | Carman, MB, CAN | - |
| 14-15 | | Reid Peters (G) | - | | - |
| 13-14 | | Jay Fehr (F) | 1989 | Morden, MB, CAN | - |
| 12-13 | | Mark Friesen (G) | 1990 | Winkler, MB, CAN | - |
| 11-12 | | Dale Butland (D) | 1985 | Steinbach, MB, CAN | - |
| 10-11 | | Dale Harder (F) | - | MB, CAN | - |
| 09-10 | | Jordan Hack (F) | 1983 | Stony Mountain, MB, CAN | - |
| 08-09 | | Blaine Neufeld (G) | 1987 | Winkler, MB, CAN | - |
| 07-08 | | Jay Roberts (F) | - | | - |
| 06-07 | | Scott Myers (G) | 1979 | Stonewall, MB, CAN | Pittsburgh Penguins (1998) |
| 05-06 | | Ryan Butterfield (F) | 1978 | Dugald, MB, CAN | - |
| 05-06 | | Marc Gaudet (F) | 1975 | St. Claude, MB, CAN | - |
| 04-05 | | Colin Leneal (D) | - | | - |
| 04-05 | | Chad Wrixon (F) | 1983 | Oak Bluff, MB, CAN | - |
| 03-04 | | Ryan Dyck (F) | 1979 | Lowe Farm, MB, CAN | - |
| 02-03 | | Jim Apperley (F) | 1975 | | - |
| 01-02 | | Bob MacGregor (F) | - | | - |
| 00-01 | | Reagan Gruener (D) | 1974 | MB, CAN | - |
| 99-00 | | Dan Daneault (F) | 1974 | MB, CAN | - |
| 98-99 | | Len Gregoire (G) | - | | - |
| 98-99 | | Mike Krentz (F) | - | MB, CAN | - |
| 97-98 | | Tony Carels (F) | - | | - |
| 96-97 | | Dan Stiver (F) | 1971 | Winnipeg, MB, CAN | Toronto Maple Leafs (1990) |
| 93-94 | | Jamie Bound (G) | - | Winnipeg, MB, CAN | - |
| 92-93 | | Rob Hamm (F) | - | | - |
| 91-92 | | Rob Hamm (F) | - | | - |
| 90-91 | | Phil Klopak (F) | - | | - |
| 88-89 | | Steve Harder (F) | 1965 | Winkler, MB, CAN | - |
| 86-87 | | Shane Moffatt (F) | 1962 | Souris, MB, CAN | - |
| 83-84 | | Darren Dalrymple (F) | - | | - |
| 82-83 | | Bill Whitehead (F) | - | | - |
| 81-82 | | Les Kehler (G) | - | | - |
| 80-81 | | Wayne Giesbrecht (F) | - | | - |
| 79-80 | | Ron Pappel (F) | - | | - |
| 78-79 | | Roy Brick (F) | - | | - |
