| Sask Cup Cyclo-cross Series and Provincial Champions | ||||
| Category 1/2 | Sask Cup | Provincial Champs | ||
| 1st | 2nd | 3rd | ||
| 2009 | Brad Kerr | |||
| 2008 | Andrew Thomas | Chris McGarity | Andrew Thomas | |
| 2007 | Nathan Underwood | Nathan Underwood | ||
| 2006 | Dave Brooks | Dave Brooks | ||
| 2005 | Shawn Bunnin | Kevin Williams | Brad Kerr | Rob Britton |
| Category 3 | Sask Cup | Provincial Champs | ||
| 1st | 2nd | 3rd | ||
| 2009 | Nathan Sedgewick | Neil Clarke | Barrett Dunbar | Neil Clarke |
| 2008 | Stephen Cooley | Chris Jensen | Neil Clarke | Chris Jensen |
| 2007 | Stephen Cooley | Mark Russell | Neil Clarke | Mark Russell |
| 2006 | Andrew Thomas | Cory Borolien | Dave Bitschy | Andrew Thomas |
| 2005 | Cory Borolien | Bob Hawboldt | Dave Brooks | Cory Borolien |
| Category 1-3 | Sask Cup | Provincial Champs | ||
| 1st | 2nd | 3rd | ||
| 2004 | Shawn Bunnin | Robin Baillie | Dan Tomczak | Shawn Bunnin |
| Category 4 | Sask Cup | Provincial Champs | ||
| 1st | 2nd | 3rd | ||
| 2009 | Cornelius Kluge | Albie Malan | Tom Wolf | Cornelius Kluge |
| 2008 | Jayden Aldrich | Albie Malan | Cornelius Kluge | Albie Malan |
| 2007 | Shayne Burwell | Jeff Hehn | Tom Wolf | Shayne Burwell |
| 2006 | Kris Abrahamson | Stephen Cooley | Tom Wolf | Stephen Cooley |
| 2005 | Dean Shaw | Roger Blum | Jim Reid | Dean Shaw |
| 2004 | Travis Ward | Shane Burwell | Neil Clarke | Travis Ward |
| Category 5 | Sask Cup | Provincial Champs | ||
| 1st | 2nd | 3rd | ||
| 2009 | Rod Lewis | Miguel Kukura | Rod Lewis | |
| 2008 | Ryan Warkentin | Ryan Warkentin | ||
| 2007 | Jayden Aldrich | Jayden Aldrich | ||
| 2006 | Cornelius Kluge | Jayden Aldrich | Cornelius Kluge | |
| 2005 | Tim Brown | Stephen Cooley | Tim Brown | |
| 2004 | Tyler Braconnier | Tom Hawboldt | Tim Brown | Tom Hawboldt |
| Category 4 Women | Sask Cup | Provincial Champs | ||
| 1st | 2nd | 3rd | ||
| 2009 | Susan Clarke | Julia Garnet | Hannah Cooley | Julia Garnet |
| 2008 | Susan Clarke | Andrea Bunnin | Julia Garnet | Andrea Bunnin |
| 2007 | Susan Clarke | Dana Muma | Susam Clarke | |
| 2006 | Susan Clarke | Alana Cassidy | Susan Clarke | |
| 2005 | Alana Cassidy | Sarah Robbins | Jenny Dueck | Sarah Robbins |
| 2004 | Wendy Bachelu | Sarah Robbins | Alana Cassidy | Sarah Robbins |
| Category 5 Women | Sask Cup | Provincial Champs | ||
| 1st | 2nd | 3rd | ||
| 2009 | Monica Kluge | Kathyrn Theede | Andrea Grzesina | Monica Kluge |
| 2008 | Hannah Cooley | Kathryn Theede | Andrea Grzesina | Hannah Cooley |
| 2007 | Kathryn Theede | Hannah Cooley | Julia Garnet | |
| 2006 | Andrea Grzesina | Andrea Grzsina | ||
| 2005 | Brenda Reid | Patty Tetreault | Cheryl Brooke | Brenda Reid |
| 2004 | Susan Blum | Patty Tetreault | Jenny Dueck | Susan Blum |
| A Race | Sask Cup | Provincial Champs | ||
| 1st | 2nd | 3rd | ||
| 2003 | Robin Baillie | Shawn Bunnin | Rob Britton | Robin Baillie |
| 2002 | Robin Baillie | Shawn Bunnin | Bob Hawboldt | Robin Baillie |
| 2001 | Robin Baillie | Shawn Bunnin | Kevin Williams | Robin Baillie |
| 2000 | Menno Hubregste | Shawn Bunnin | Kevin Williams | Shawn Bunnin |
| B Race | Sask Cup | Provincial Champs | ||
| 1st | 2nd | 3rd | ||
| 2003 | Susan Clarke | Alana Cassidy | Hans Roeger | Sarah Robbins |
| 2002 | Hans Roeger | Ted Boyko | Rocky Boyko | Sarah Robbins - Women |
| Hans Roeger - Men | ||||
| 2001 | Hans Roeger | Andria Dyck | Bonnie Gratton | Sarah Robbins |
| 2000 | Bonnie Gratton | Martha Guy | Sarah Williams | Shannon Hood |