Chippewa High School
| Female | Male | |
| 1986 | Ann Lowe | Brad Lindeman |
| 1987 | Shannon Waller | Jim Paridon |
| 1988 | Ann McNutt | Chris Gorsuch |
| 1989 | Pam Browning | Greg Geig |
| 1990 | Christine Underwood | David Johnson |
| 1991 | Lisa First | Brad Durbin & Bill Jones |
| 1992 | Julie Paolano | Adam Kiser |
| 1993 | Rhonda Perren | Kevin Lawson |
| 1994 | Tonya Smoot | Matt Newman |
| 1995 | Sue Ritchey | Ryan Lowe |
| 1996 | Charbea Haller | Steven Gardner |
| 1997 | Sarah Johns | Rob Marshall |
| 1998 | Sue Porter | David Manko |
| 1999 | Mary Jo Hajek | Chris Stanger |
| 2000 | Joan Porter | Bubba Smith |
| 2001 | Taniqua Miller | Matt Genet |
| 2002 | Ashley Canter | Josh Skraba |
| 2003 | Katlyn Petit | Eric Steiner |
| 2004 | Shannon Boyan | Bruce Krajcik |
| 2005 | Courtney Canter | Travis Butzer |
| 2006 | Chrissy Summers | Kyle Young |
| 2007 | Brittni Showers | Nathan Canter |
| 2008 | Chelsea Fazekas, Kay Young | — |
| 2009 | Morgan Smith | Ray Downs |
| 2010 | Elizabeth Broome | Justin Schafrath |
| 2011 | Taylor Llewellyn | Michael Dudics |
| 2012 | Amanda Richmond | Nick Vasilatos |
| 2013 | Emily Badock | Zach Srock |
| 2014 | Ana Hajek | Stoney Epling |
| 2015 | Ashley Brown | Tyler Badock |
| 2016 | Ashley Richardson | Bailey Breitenstine |
| 2017 | Taylor Richards | Travis Moore |
| 2018 | Katie Richardson | James Hugland |
| 2019 | Bailey Clark | Charlie Henegar |
| 2020 | Celina Koncz | Ethan Letz |
| 2021 | Sydnee Barnett | Ben Ellis |
| 2022 | Naomi Wertz | Christian Moyer |
| 2023 | Jaclyn Jundzilo | Nate Norris |
| 2024 | Angie Henegar | Grant Johnson |