| 24-25 | 40 |  Ludovic Perreault (F) | 2009 | Winnipeg, MB, CAN | - |
| 23-24 | 41 | Brady Turko (F) | 2007 | McCreary, MB, CAN | Anaheim Ducks (2025) |
| 22-23 | 35 | Hayden Moore (F) | 2006 | Winnipeg, MB, CAN | - |
| 21-22 | 53 | Nolan Chastko (F) | 2005 | Brandon, MB, CAN | - |
| 19-20 | 45 | Ryan Botterill (F) | 2003 | Portage la Prairie, MB, CAN | - |
| 18-19 | 45 | Kaden Bryant (F) | 2001 | Winnipeg, MB, CAN | - |
| 17-18 | 42 | Jayson Szun (F) | 2001 | Winnipeg, MB, CAN | - |
| 16-17 | 40 | Elijah Carels (F) | 1999 | Bruxelles, MB, CAN | - |
| 15-16 | 41 | Bradly Goethals (F) | 1998 | Île-des-Chênes, MB, CAN | - |
| 14-15 | 32 | Bradly Goethals (F) | 1998 | Île-des-Chênes, MB, CAN | - |
| 13-14 | 39 | Duncan Campbell (F) | 1996 | Brandon, MB, CAN | - |
| 12-13 | 38 | Colin Grenier (F) | 1995 | Morden, MB, CAN | - |
| 11-12 | 40 | Geordie Maguire (F) | 1995 | Winnipeg, MB, CAN | - |
| 10-11 | 39 | Jesse Bernard (F) | 1993 | Killarney, MB, CAN | - |
| 09-10 | 36 | Jared Morris (F) | 1993 | LaSalle, MB, CAN | - |
| 08-09 | 56 | Michael St. Croix (F) | 1993 | Winnipeg, MB, CAN | New York Rangers (2011) |
| 07-08 | 34 | Jordan DePape (F) | 1992 | Winnipeg, MB, CAN | - |
| 06-07 | 50 | Adam Hughesman (F) | 1991 | Winnipeg, MB, CAN | - |
| 05-06 | 34 | Nathan Green (F) | 1989 | Winnipeg, MB, CAN | - |
| 04-05 | 38 | Ryan Halliday (F) | 1987 | Brandon, MB, CAN | - |
| 03-04 | 37 | Tyler Dittmer (F) | 1987 | Brandon, MB, CAN | - |
| 02-03 | 48 | Mark Derlago (F) | 1986 | Brandon, MB, CAN | - |
| 01-02 | 50 | Dustin Boyd (F) | 1986 | Winnipeg, MB, CAN | Calgary Flames (2004) |
| 00-01 | 55 | Nigel Dawes (F) | 1985 | Winnipeg, MB, CAN | New York Rangers (2003) |
| 99-00 | 40 | Garreth Remple (F) | 1983 | MB, CAN | - |
| 98-99 | 40 | Mike Dueck (F) | - | MB, CAN | - |
| 97-98 | 42 | Jay Rempel (F) | - | MB, CAN | - |
| 96-97 | 39 | Craig Bushey (F) | 1980 | Ignace, ON, CAN | - |
| 95-96 | 49 | Jonathon Barkman (F) | 1979 | Steinbach, MB, CAN | - |
| 94-95 | 53 | Ryan Robson (F) | 1978 | Russell, MB, CAN | - |
| 93-94 | 44 | Kelly Smart (F) | 1977 | Brandon, MB, CAN | - |
| 92-93 | 61 | Brian Kostur (F) | 1975 | Gilbert Plains, MB, CAN | - |
| 91-92 | 56 | Brian Kostur (F) | 1975 | Gilbert Plains, MB, CAN | - |
| 90-91 | 54 | Darren Ritchie (F) | 1974 | Minnedosa, MB, CAN | - |
| 89-90 | 49 | Mike Maneluk (F) | 1973 | Winnipeg, MB, CAN | - |
| 88-89 | 30 | Alan Paterson (F) | - | MB, CAN | - |
| 87-88 | 47 | Pat Falloon (F) | 1972 | Foxwarren, MB, CAN | San Jose Sharks (1991) |
| 86-87 | 59 | Russ Romaniuk (F) | 1970 | Winnipeg, MB, CAN | Winnipeg Jets (1988) |
