Year Date Opponent Us Them Result W L T OT Where Location Field Coach Notes  
1987 11/6 Leslie County 6 27 L   1     Away Hyden   George Hatcher playoff at Hyden  
1990 11/9 Whitesburg 6 25 L   1     Away Whitesburg Gose-Chandler Stadium George Hatcher playoff at Whitesburg  
1996 11/8 Danville 6 28 L   1     Away Danville Admiral Stadium Danny Upchurch playoff at Danville  
1998 11/6 Danville 16 55 L   1     Away Danville Admiral Stadium Jeff Griffith playoff at Danville  
1999 11/12 Corbin 8 50 L   1     Away Corbin Campbell Field Jeff Griffith playoff at Corbin  
2001 11/2 Bardstown 0 53 L   1     Away Bardstown Garnis Martin Field Jeff Griffith playoff at Bardstown  
2002 11/8 Elizabethtown 20 26 L   1   1OT Home Monticello Jewell Field Alvin Sexton playoff at Monticello  
2003 11/7 Elizabethtown 12 58 L   1     Away Elizabethtown   Alvin Sexton playoff at Elizabethtown  
2004 11/5 Louisville DeSales 14 45 L   1     Away Louisville   Shawn Thompson playoff at Louisville  
2005 11/4 Louisville Christian Academy 28 10 W 1       Home Monticello Jewell Field Shawn Thompson playoff at Monticello  
2005 11/11 Western 7 21 L   1     Away Louisville   Shawn Thompson playoff at Louisville  
2006 11/3 Casey County 20 14 W 1       Home Monticello Jewell Field Shawn Thompson playoff at Monticello  
2006 11/10 Corbin 0 27 L   1     Away Corbin Campbell Field Shawn Thompson playoff at Corbin  
2007 11/9 Garrard County 14 21 L   1     Home Monticello Jewell Field Shawn Thompson playoff at Monticello  
2008 11/14 Harlan County 21 38 L   1     Home Monticello Jewell Field Shawn Thompson playoff at Monticello  
2009 11/6 Breathitt County 0 26 L   1     Away Jackson Mike Holcomb Athletic Complex Shawn Thompson playoff at Jackson  
2010 11/5 Breathitt County 26 53 L   1     Away Jackson Mike Holcomb Athletic Complex Shawn Thompson playoff at Jackson  
2011 11/4 LaRue County 7 0 W 1       Away Hodgenville   Shawn Thompson playoff at Hodgenville  
2011 11/11 Bell County 6 58 L   1     Away Log Mountain Dudley Hilton Field Shawn Thompson playoff at Log Mountain  
2012 11/2 Henry County 53 20 W 1       Home Monticello Jewell Field Shawn Thompson playoff at Monticello  
2012 11/9 Central 18 21 L   1     Away Louisville   Shawn Thompson playoff at Louisville  
2013 11/8 LaRue County 57 7 W 1       Home Monticello Jewell Field Shawn Thompson playoff at Monticello  
2013 11/15 Corbin 36 0 W 1       Home Monticello Jewell Field Shawn Thompson playoff at Monticello  
2013 11/22 Central 17 7 W 1       Away Louisville   Shawn Thompson playoff at Louisville  
2013 11/29 Tilghman 34 10 W 1       Away Paducah   Shawn Thompson playoff at Paducah  
2013 12/6 Belfry 0 3 L   1     Neutral Bowling Green Houchins Stadium Shawn Thompson championship at Bowling Green  
2014 11/7 Elizabethtown 33 27 W 1       Away Elizabethtown   Shawn Thompson playoff at Elizabethtown  
2014 11/14 Corbin 6 35 L   1     Away Corbin Campbell Field Shawn Thompson playoff at Corbin  
2015 11/6 West Jessamine 48 20 W 1       Home Monticello Jewell Field Shawn Thompson playoff at Monticello  
2015 11/13 Rockcastle County 27 24 W 1       Home Monticello Jewell Field Shawn Thompson playoff at Monticello  
2015 11/20 Knox Central 42 14 W 1       Home Monticello Jewell Field Shawn Thompson playoff at Monticello  
2015 11/27 Johnson Central 14 21 L   1     Home Monticello Jewell Field Shawn Thompson playoff at Monticello  
2016 11/4 Taylor County 38 21 W 1       Home Monticello Jewell Field Shawn Thompson playoff at Monticello  
2016 11/11 East Jessamine 41 20 W 1       Away Nicholasville   Shawn Thompson playoff at Nicholasville  
2016 11/18 Mercer County 30 14 W 1       Home Monticello Jewell Field Shawn Thompson playoff at Monticello  
2016 11/25 Johnson Central 0 51 L   1     Away Paintsville Eagle Stadium Shawn Thompson playoff at Paintsville  
2017 11/3 Valley 43 0 W 1       Home Monticello Jewell Field Shawn Thompson playoff at Monticello  
2017 11/10 Rockcastle County 38 24 W 1       Home Monticello Jewell Field Shawn Thompson playoff at Monticello  
2017 11/17 Western 45 18 W 1       Away Louisville   Shawn Thompson playoff at Louisville  
2017 11/24 Johnson Central 24 43 L   1     Home Monticello Jewell Field Shawn Thompson playoff at Monticello  
2018 11/2 North Oldham 52 6 W 1       Home Monticello Jewell Field Shawn Thompson playoff at Monticello  
2018 11/9 Franklin County 21 27 L   1     Away Frankfort Benny Watkins Field Shawn Thompson playoff at Frankfort  
2019 11/8 Lincoln County 56 33 W 1       Home Monticello Jewell Field Shawn Thompson playoff at Monticello  
2019 11/15 Corbin 63 49 W 1       Home Monticello Jewell Field Shawn Thompson playoff at Monticello  
2019 11/22 Johnson Central 7 36 L   1     Away Paintsville Eagle Stadium Shawn Thompson playoff at Paintsville  
2020 11/6 Barren County 42 20 W 1       Away Glasgow   Shawn Thompson playoff at Glasgow  
2020 11/20 Knox Central 36 46 L   1     Home Monticello Jewell Field Shawn Thompson playoff at Monticello  
2021 11/5 Corbin 8 40 L   1     Away Corbin Campbell Field Tyler Guffey playoff at Corbin  
2022 11/4 Clay County 49 21 W 1       Home Monticello Jewell Field Tyler Guffey playoff at Monticello  
2022 11/11 Johnson Central 6 43 L   1     Away Paintsville Coach Jim Matney Field Tyler Guffey playoff at Paintsville  
2023 11/3 Corbin 0 63 L   1     Away Corbin Campbell Field Tyler Guffey playoff at Corbin  
2024 11/8 Whitley County 42 35 W 1       Home Monticello Jewell Field Tyler Guffey playoff at Monticello  
2024 11/15 Corbin 3 56 L   1     Away Corbin Campbell Field Tyler Guffey playoff at Corbin  
2025 11/7 Harlan County 26 2 W 1       Away Rosspoint Coal Miner's Memorial Stadium Tyler Guffey playoff at Rosspoint  
2025 11/13 Boyle County 0 42 L   1     Away Danville Ballard L. Robinson Field Tyler Guffey playoff at Danville  
                               
      1,272 1,554   25 30 0 .455            
      23.13 28.25 -5.13