| Grey Owl Champions | ||
| 2024 | Jay Thiesen, Russell | 73-71-144 |
| 2023 | Jay Thiesen, Russell | 70-69-139 |
| 2022 | Jared Jacobson, Brandon | 71-70-141 |
| 2021 | Tournament Cancelled due to COVID-19 virus Global Pandemic | |
| 2020 | Tournament Cancelled due to COVID-19 virus Global Pandemic | |
| 2019 | Jay Thiesen, Russell | 68-72-140 |
| 2018 | Nick Myhre, Rollette North Dakota | 65-71-136 |
| 2017 | Nick Myhre, Rollette North Dakota | 68-72-140 |
| 2016 | Garth Collings, Breezy Bend | 70-68-138 3 |
| 2015 | Garth Collings, Breezy Bend | 66-76-142 |
| 2014 | Jared Jacobson, Brandon | 69-74-143 |
| 2013 | Jarod Crane, Brandon | 69-72-141 |
| 2012 | Jay Thiesen, Russell (won 2 hole playoff with Garth Collings) |
73-68-141 |
| 2011 | Garth Collings, Breezy Bend | 69-74-143 |
| 2010 | Jarod Crane, Brandon | 71-68-139 |
| 2009 | Garth Collings, Breezy Bend | 69-64-133 1 |
| 2008 | Grant Coulter, Brandon | 68-70-138 |
| 2007 | Garth Collings, Breezy Bend | 71-69-140 |
| 2006 | Garth Collings, Breezy Bend | 68-65-133 1 |
| 2005 | Garth Collings, Breezy Bend | 70-68-138 |
| 2004 | Jim Scissons, Saskatoon | 72-70-142 |
| 2003 | Garth Collings, Breezy Bend | 65-72-137 |
| 2002 | Trent Wood, Southwood | 70-71-141 |
| 2001 | Ryan Horn, Dauphin (won 5-way playoff over Rich Sobkowich, Elmhurst; Dave Anderson, Breezy Bend; Mike Jones, Brandon; and Jared Jacobson, Clear Lake) |
73-70-143 |
| 2000 | Dale Coulter, Brandon | 72 (18 holes-Rainout) |
| 1999 | Garth Collings, Breezy Bend | 68-70-138 |
| 1998 | Garth Collings, Breezy Bend | 67-71-138 |
| 1997 | Garth Collings, Bel Acres | 70-74-144 |
| 1996 | Brad Clement, Russell | 72-68-140 |
| 1995 | Jamie Stone, Minnedosa | 68-72-140 |
| 1994 | Dale Goehring, Breezy Bend | 75-70-145 |
| 1993 | Bill Parker, Breezy Bend | 74-72-146 |
| 1992 | Dale Goehring, Breezy Bend | 68-71-139 |
| 1991 | Jamie Stone, Minnedosa (won playoff over Garth Collings, Breezy Bend) |
69-69-138 |
| 1990 | Grant Coulter, Brandon | 63-72-135 2 |
| 1989 | Jamie Stone, Minnedosa (won playoff over Bob Cornell, Brandon) |
70-73-143 |
| 1988 | Glenn Collins, St. Charles | 68-71-139 |
| 1987 | Brian Clark, Brandon | 65-69-134 |
| 1986 | Brian Clark, Brandon | 70-70-140 |
| 1985 | Terry Hashimoto, St. Charles | 65-73-138 |
| 1984 | Carl Lechman, Rossmere | 73-67-140 |
| 1983 | Jim Scissons, Saskatoon (won playoff over Terry Hashimoto, St. Charles) |
74-73-147 |
| 1982 | Bruce North, Carman | 72-70-142 |
| 1981 | Terry Hashimoto, St. Charles | 66-72-138 |
| 1980 | Craig Dearden, Glendale | 70-74-144 |
| 1979 | Len Brown, Niakwa | 72-73-145 |
| 1978 | Murray Lindenberg, Brandon | 72-74-146 |
| 1977 | Barrie Sanders, Carman | 69-76-145 |
| 1976 | Jimmy King, Elmhurst | 70-74-144 |
| 1975 | Jim Scissons, Saskatoon | 78-72-150 |
| 1974 | Jack McDiarmid, Brandon (won playoff over Jimmy King, Elmhurst) |
73-75-148 |
| 1973 | Jim Scissons, Saskatoon | 75-70-145 |
| 1972 | Jimmy Doyle, Elmhurst | 69-71-140 |
| 1971 | Jim Scissons, Saskatoon | 72-74-146 |
| 1970 | Jimmy Doyle, Elmhurst | 69-74-143 |
| 1969 | Jimmy Doyle, Elmhurst | 77-69-146 |
| 1968 | Jim Scissons, Saskatoon | 73-72-145 |
| 1967 | Nick Mickoski, Elmhurst (won playoff over Bobby Dunbar, Niakwa) |
74-79-153 |
| 1966 | Jimmy Doyle, Elmhurst | 73-76-149 |
| 1965 | Jim Scissons, Saskatoon | 73-69-142 |
| 1964 | Nick Mickoski, Elmhurst | 74-73-147 |
| 1963 | Ted Homenuik, Rossmere | 71-79-150 |
| 1962 | Wally Keep, Rossmere | 72-73-145 |
| 1961 | Ron Fiddler, Elmhurst | 78-76-154 |
- Grey Owl Tournament Record
- Clear Lake Course Record
- Record for most titles (11)