| Year | Date | Opponent | Us | Them | Result | W | L | T | OT | Where | Location | Field | Coach | Notes | |
| 1994 | 11/5 | Nelson County | 21 | 28 | L | 1 | Away | Bardstown | David Eckstein | playoff at Bardstown | |||||
| 1995 | 11/3 | Magoffin County | 49 | 14 | W | 1 | Home | Union | David Eckstein | playoff at Union | |||||
| 1995 | 11/10 | Holmes | 7 | 27 | L | 1 | Home | Union | David Eckstein | playoff at Union | |||||
| 1996 | 11/8 | Lawrence County | 20 | 21 | L | 1 | Away | Louisa | David Eckstein | playoff at Louisa | |||||
| 1997 | 11/7 | West Jessamine | 74 | 6 | W | 1 | Away | Nicholasville | David Eckstein | playoff at Nicholasville | |||||
| 1997 | 11/14 | Highlands | 0 | 52 | L | 1 | Away | Fort Thomas | David Cecil Memorial Stadium | David Eckstein | playoff at Fort Thomas | ||||
| 1998 | 11/6 | Greenup County | 24 | 19 | W | 1 | Away | Greenup | David Eckstein | playoff at Greenup | |||||
| 1998 | 11/14 | Covington Catholic | 14 | 28 | L | 1 | Away | Covington | Wooten Field | David Eckstein | playoff at Covington | ||||
| 1999 | 11/5 | Trinity | 26 | 32 | L | 1 | 2OT | Away | Louisville | Kyle Hockman | playoff at Louisville | ||||
| 2000 | 11/3 | Ballard | 36 | 24 | W | 1 | Home | Union | Kyle Hockman | playoff at Union | |||||
| 2000 | 11/10 | Trinity | 3 | 35 | L | 1 | Away | Louisville | Kyle Hockman | playoff at Louisville | |||||
| 2002 | 11/8 | Trinity | 9 | 48 | L | 1 | Away | Louisville | Kyle Hockman | playoff at Louisville | |||||
| 2004 | 11/5 | Trinity | 0 | 49 | L | 1 | Away | Louisville | Bryson Warner | playoff at Louisville | |||||
| 2005 | 11/4 | Fern Creek | 20 | 21 | L | 1 | Home | Union | Bryson Warner | playoff at Union | |||||
| 2006 | 11/3 | Dixie Heights | 24 | 12 | W | 1 | Home | Union | Bryson Warner | playoff at Union | |||||
| 2006 | 11/10 | Campbell County | 26 | 10 | W | 1 | Home | Union | Bryson Warner | playoff at Union | |||||
| 2006 | 11/17 | Meade County | 31 | 0 | W | 1 | Home | Union | Bryson Warner | playoff at Union | |||||
| 2006 | 11/24 | Henderson County | 59 | 28 | W | 1 | Home | Union | Bryson Warner | playoff at Union | |||||
| 2006 | 11/30 | Trinity | 7 | 41 | L | 1 | Neutral | Louisville | Cardinal Stadium | Bryson Warner | championship at Louisville | ||||
| 2007 | 11/9 | Simon Kenton | 44 | 27 | W | 1 | Home | Union | Bryson Warner | playoff at Union | |||||
| 2007 | 11/16 | Boone County | 17 | 27 | L | 1 | Away | Florence | Irv Goode Field | Bryson Warner | playoff at Florence | ||||
| 2008 | 11/14 | Henry Clay | 7 | 24 | L | 1 | Away | Lexington | Heber Field | Bryson Warner | playoff at Lexington | ||||
| 2009 | 11/6 | Pleasure Ridge Park | 52 | 22 | W | 1 | Home | Union | Bryson Warner | playoff at Union | |||||
| 2009 | 11/13 | St. Xavier | 17 | 66 | L | 1 | Away | Louisville | Bryson Warner | playoff at Louisville | |||||
| 2010 | 11/5 | Madison Central | 54 | 13 | W | 1 | Home | Union | Bryson Warner | playoff at Union | |||||
| 2010 | 11/12 | Campbell County | 38 | 14 | W | 1 | Home | Union | Bryson Warner | playoff at Union | |||||
| 2010 | 11/19 | Conner | 35 | 14 | W | 1 | Home | Union | Bryson Warner | playoff at Union | |||||
| 2010 | 11/26 | Trinity | 9 | 28 | L | 1 | Home | Union | Bryson Warner | playoff at Union | |||||
| 2011 | 11/4 | George Rogers Clark | 35 | 21 | W | 1 | Home | Union | Bryson Warner | playoff at Union | |||||
| 2011 | 11/11 | Boone County | 7 | 14 | L | 1 | Home | Union | Bryson Warner | playoff at Union | |||||
| 2012 | 11/2 | Scott County | 10 | 42 | L | 1 | Away | Georgetown | Toyota Stadium | Bryson Warner | playoff at Georgetown | ||||
| 2013 | 11/8 | Butler | 14 | 48 | L | 1 | Away | Louisville | Bryson Warner | playoff at Louisville | |||||
| 2014 | 11/7 | George Rogers Clark | 28 | 14 | W | 1 | Away | Winchester | Cardinal Stadium | Mike Engler | playoff at Winchester | ||||
| 2014 | 11/14 | Dixie Heights | 21 | 46 | L | 1 | Away | Edgewood | Rice Mountjoy Stadium | Mike Engler | playoff at Edgewood | ||||
| 2015 | 11/6 | Boone County | 49 | 14 | W | 1 | Home | Union | Clifford R. Borland, Sr Stadium | Mike Engler | playoff at Union | ||||
| 2015 | 11/13 | Simon Kenton | 23 | 41 | L | 1 | Away | Independence | Chlorine B. Menefee Stadium | Mike Engler | playoff at Independence | ||||
| 2016 | 11/4 | Henry Clay | 47 | 3 | W | 1 | Home | Union | Clifford R. Borland, Sr. Stadium | Mike Engler | playoff at Union | ||||
| 2016 | 11/11 | Cooper | 49 | 20 | W | 1 | Home | Union | Clifford R. Borland, Sr Stadium | Mike Engler | playoff at Union | ||||
| 2016 | 11/18 | Scott County | 40 | 42 | L | 1 | Away | Georgetown | Toyota Stadium | Mike Engler | playoff at Georgetown | ||||
| 2017 | 11/3 | Butler | 14 | 20 | L | 1 | Home | Union | Clifford R. Borland, Sr. Stadium | Mike Engler | playoff at Union | ||||
| 2018 | 11/2 | Tates Creek | 20 | 43 | L | 1 | Home | Union | Clifford R. Borland, Sr. Stadium | Mike Engler | playoff at Union | ||||
| 2019 | 11/8 | Dixie Heights | 6 | 18 | L | 1 | Home | Union | Clifford R. Borland, Sr. Stadium | Mike Engler | playoff at Union | ||||
| 2020 | 11/27 | Dixie Heights | 36 | 41 | L | 1 | Home | Union | Clifford R. Borland, Sr. Stadium | Mike Engler | playoff at Union | ||||
| 2021 | 11/4 | Campbell County | 35 | 7 | W | 1 | Home | Union | Clifford R. Borland, Sr. Stadium | Mike Engler | playoff at Union | ||||
| 2021 | 11/12 | Dixie Heights | 36 | 7 | W | 1 | Home | Union | Clifford R. Borland, Sr. Stadium | Mike Engler | playoff at Union | ||||
| 2021 | 11/19 | Trinity | 18 | 38 | L | 1 | Home | Union | Clifford R. Borland, Sr. Stadium | Mike Engler | playoff at Union | ||||
| 2022 | 11/4 | Eastern | 42 | 12 | W | 1 | Home | Union | Clifford R. Borland, Sr. Stadium | Mike Engler | playoff at Union | ||||
| 2022 | 11/11 | Ballard | 14 | 26 | L | 1 | Away | Louisville | Mike Engler | playoff at Louisville | |||||
| 2023 | 11/3 | Southern | 59 | 0 | W | 1 | Home | Union | Clifford R. Borland, Sr. Stadium | Mike Engler | playoff at Union | ||||
| 2023 | 11/10 | Bullitt East | 43 | 20 | W | 1 | Home | Union | Clifford R. Borland, Sr. Stadium | Mike Engler | playoff at Union | ||||
| 2023 | 11/17 | Bryan Station | 12 | 49 | L | 1 | Away | Lexington | R. L. Grider Stadium | Mike Engler | playoff at Lexington | ||||
| 2024 | 11/8 | Pleasure Ridge Park | 39 | 0 | W | 1 | Home | Union | Clifford R. Borland, Sr. Stadium | Mike Engler | playoff at Union | ||||
| 2024 | 11/15 | St. Xavier | 38 | 17 | W | 1 | Home | Union | Clifford R. Borland, Sr. Stadium | Mike Engler | playoff at Union | ||||
| 2024 | 11/22 | Central Hardin | 43 | 14 | W | 1 | Home | Union | Clifford R. Borland, Sr. Stadium | Mike Engler | playoff at Union | ||||
| 2024 | 11/29 | Great Crossing | 35 | 7 | W | 1 | Home | Union | Clifford R. Borland, Sr. Stadium | Mike Engler | playoff at Union | ||||
| 2024 | 12/7 | Trinity | 23 | 42 | L | 1 | Neutral | Lexington | Kroger Field | Mike Engler | championship at Lexington | ||||
| 2025 | 11/7 | Eastern | 48 | 0 | W | 1 | Home | Union | Clifford R. Borland, Sr. Stadium | Mike Engler | playoff at Union | ||||
| 2025 | 11/14 | Ballard | 41 | 20 | W | 1 | Home | Union | Clifford R. Borland, Sr. Stadium | Mike Engler | playoff at Union | ||||
| 2025 | 11/21 | Frederick Douglass | 28 | 27 | W | 1 | 1OT | Away | Lexington | Mike Engler | playoff at Lexington | ||||
| 2025 | 11/28 | South Warren | 20 | 36 | L | 1 | Away | Bowling Green | Mike Engler | playoff at Bowling Green | |||||
| 1,696 | 1,479 | 30 | 30 | 0 | .500 | ||||||||||
| 28.27 | 24.65 | 3.62 | |||||||||||||