| Year | Boys Ind. Classic | Boys Ind Freestyle | Girls Ind Classic | Girls Ind Freestyle | Boys Ind Combined | Girls Ind Combined | Boys Team | Girls Team | Boys & Girls Combined |
|---|---|---|---|---|---|---|---|---|---|
| 2000* | Andy Redden, Bend Sr High | N/A | Carly Harr, MBSEF | N/A | N/A | N/A | Bend Sr High | Redmond HS | La Pine HS |
| 2001 | David Kurtz, Bend Sr High | Isaiah Burkhardt, Bend Sr High | Katey Kelley, Redmond HS | Lily Scott, Redmond HS | Isaiah Burkhardt, Bend Sr High | Katey Kelley, Redmond HS | Bend Sr High | Redmond HS | Bend Sr High |
| 2002 | Ryan Martinez, Mt View HS | Kirk Harr, Bend HS | Ine Fahle, Sisters HS | Zoe Roy, Summit HS | Ryan Martinez, Mt View HS | Zoe Roy, Summit HS | Mt View HS | Redmond HS | Mt View HS |
| 2003 | Ryan Martinez, Mt View HS | Matt Davis, Mt View HS | Zoe Roy, Summit HS | Zoe Roy, Summit HS | Matt Davis, Mt View HS | Zoe Roy, Summit HS | Mt View HS | Bend HS | Summit HS |
| 2004 | Dakota Blackhorse, Mt View HS | Dakota Blackhorse, Mt View HS | Zoe Roy, Summit HS | Zoe Roy, Summit HS | Dakota Blackhorse, Mt View HS | Zoe Roy, Summit HS | Mt View HS | Summit HS | Summit HS |
| 2005 | Charlie Smith, Summit HS | Charlie Smith, Summit HS | Zoe Roy, Summit HS | Zoe Roy, Summit HS | Charlie Smith, Summit HS | Zoe Roy, Summit HS | Summit HS | Summit HS | Summit HS |
| 2006 | Zen Newman, Redmond HS | Zen Newman, Redmond HS | Sarah Hartley, Redmond HS | Holly Bailey, Bend HS | Zen Newman, Redmond HS | Holly Bailey, Bend HS | Redmond HS | Bend HS | Redmond HS |
| 2007 | Kevin Brown, Mt View HS | Kevin Brown, Mt View HS | Cameron Rolle, Ashland HS | Molly Blust, Sisters HS | Kevin Brown, Mt View HS | Molly Blust, Sisters HS | Mt View HS | Sisters HS | Mt View HS |
| 2008 | Byron Reimhofer, Mt View HS | Byron Reimhofer, Mt View HS | Teal Francis, Mt View HS | Kelly Hanson, Mt View HS | Byron Reimhofer, Mt View HS | Kelly Hanson, Mt View HS | Mt View HS | Mt View HS | Mt View HS |
| 2009 | Spencer Davis, Mt View HS | Byron Riemhofer, Mt View HS | Julie Hackbarth, Mt View HS | Julie Hackbarth, Mt View HS | Byron Riemhofer, Mt View HS | Julie Hackbarth, Mt View HS | Mt View HS | South Eugene HS | Mt View HS |
| 2010 | Chase Nachtmann, Mt View HS | Ian Neubauer, Mt View HS | Mikhaila Thornton, Mt View HS | Kelly Hanson, Mt View HS | Chase Nachtmann, Mt View HS | Kelly Hanson, Mt View HS | Mt View HS | Mt View HS | Mt View HS |
| 2011 | Jordan Zettle, Mt View HS | Hunter Martinez, Mt View HS | Mikhaila Thornton, Mt View HS | Hayati Wolfended, Mt View HS | Chase Nachtmann, Mt View HS | Mikhaila Thornton, Mt View HS | Mt View HS | Mt View HS | Mt View HS |
| 2012 | Imran Wolfenden, Mt View HS | Mckenna Hand, Mt View HS | Hayati Wolfenden, Mt View HS | Hayati Wolfenden, Mt View HS | Imran Wolfenden & Makenna Hand (TIE), Mt View HS | Hayati Wolfenden, Mt View HS | Mt View HS | Mt View HS | Mt View HS |
| 2013 | Sam King, Mt View HS | Alex Martin, Summit HS | Helen Cutting, North Eugene HS | Phacelia Cramer, South Eugene HS | Alex Martin, Summit HS | Phacelia Cramer, South Eugene HS | Mt View HS | South Eugene HS | Mt View HS |
| 2014 | Alex Martin, Summit HS | Alex Martin, Summit HS | Phacelia Cramer, South Eugene HS | Phacelia Cramer, South Eugene HS | Alex Martin, Summit HS | Phacelia Cramer, South Eugene HS | Mt View HS | Mt View HS | Mt View HS |
| 2015 | Alex Martin, Summit HS | Alex Martin, Summit HS | Clara Honsinger, Ashland HS | Phacelia Cramer, South Eugene HS | Alex Martin, Summit HS | Phacelia Cramer, South Eugene HS | Mt View HS | Mt View HS | Mt View HS |
| 2016 | Thomas Schoderbek, Summit HS | Alex Martin, Summit HS | Gemma Munck, Bend HS | Liv Downing, Summit HS | Thomas Schoderbek, Summit HS | Liv Downing, Summit HS | Summit HS | Summit HS | Summit HS |
| 2017 | Thomas Schoderbek, Summit HS | Thomas Schoderbek, Summit HS | Fiona Max, Summit HS | Fiona Max, Summit HS | Thomas Schoderbek, Summit HS | Fiona Max, Summit HS | Summit HS | Summit HS | Summit HS |
| 2018 | Samuel Schoderbek, Summit HS | William Lange, Summit HS | Sarah Kilroy, Redmond Proficiency Academy | Isabel Max, Summit HS | William Lange, Summit HS | Isabel Max, Summit HS | Summit HS | Summit HS | Summit HS |
| 2019 | William Lange, Summit HS | William Lange, Summit HS | Ann McColgan, Bend HS | Sarah Kilroy, Redmond Proficiency Academy | William Lange, Summit HS | Ann McColgan, Bend HS | Summit HS | Summit HS | Summit HS |
| 2020 | Jack Conde, Summit HS | Jeffrey Bert, Summit HS | Sarah Kilroy, Redmond Proficiency Academy | Maya Jones Arnesen, Summit HS | Jack Conde, Summit HS | Sarah Kilroy, Redmond Proficiency Academy | Summit HS | Summit HS | Summit HS |
| 2021 | No Race - COVID | No Race - COVID | No Race - COVID | No Race - COVID | No Race - COVID | No Race - COVID | No Race - COVID | No Race - COVID | No Race - COVID |
| 2022 | Zach Jayne, Summit HS | Zach Jayne, Summit HS | Sophie Corkran, Mt View HS | Neve Gerard, Bend HS | Zach Jayne, Summit HS | Sophie Corkran, Mt View HS | Summit HS | Summit HS | Summit HS |
| 2023 | Zach Shockey, Mt View HS | Reed Wuepper, Summit HS | Neve Gerard, Bend HS | Neve Gerard, Bend HS | Reed Wuepper, Summit HS | Neve Gerard, Bend HS | Summit HS | Bend HS | Summit HS |
| 2024 | Will Mowery, Bend HS | Will Mowery, Bend HS | Neve Gerard, Bend HS | Neve Gerard, Bend HS | Will Mowery, Bend HS | Neve Gerard, Bend HS | Bend HS | Bend HS | Bend HS |
*This year was a pilot program, sponsored by the Central Oregon Chapter of the Oregon Nordic Club.