| Click on headers to sort table |
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Totals | 155 | 213 | 0 | 0.421 | ||
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Allen County-Scottsville |
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Date | Site | Winner | Score | Record |
| 09/18/2009 | Allen County-Scottsville | Allen County-Scottsville | 12-15 | 0-1-0 |
| 09/17/2010 | Greenwood | Allen County-Scottsville | 7-19 | 0-2-0 (Allen County-Scottsville has won 2 straight) |
| 08/30/2013 | Allen County-Scottsville | Greenwood | 17-6 | 1-2-0 |
| 08/29/2014 | Greenwood | Greenwood | 49-14 | 2-2-0 (Greenwood has won 2 straight) |
| 08/28/2015 | Greenwood | Greenwood | 38-18 | 3-2-0 (Greenwood has won 3 straight) |
| 11/01/1991 | Allen County-Scottsville | Allen County-Scottsville | 6-40 | 3-3-0 |
| 10/30/1992 | Greenwood | Greenwood | 24-20 | 4-3-0 |
| 10/29/1993 | Allen County-Scottsville | Allen County-Scottsville | 0-26 | 4-4-0 |
| 10/28/1994 | Greenwood | Allen County-Scottsville | 18-34 | 4-5-0 (Allen County-Scottsville has won 2 straight) |
| 08/29/2003 | Greenwood | Greenwood | 32-6 | 5-5-0 |
| 08/27/2004 | Allen County-Scottsville | Greenwood | 27-6 | 6-5-0 (Greenwood has won 2 straight) |
| 08/31/2007 | Allen County-Scottsville | Greenwood | 19-7 | 7-5-0 (Greenwood has won 3 straight) |
| 09/05/2008 | Greenwood | Greenwood | 7-6 | 8-5-0 (Greenwood has won 4 straight) |
| 08/26/2016 | Allen County-Scottsville | Greenwood | 35-27 | 9-5-0 (Greenwood has won 5 straight) |
| 09/02/2017 | Warren East High School | Allen County-Scottsville | 23-26 | 9-6-0 |
| 08/31/2018 | Allen County-Scottsville | Allen County-Scottsville | 7-27 | 9-7-0 (Allen County-Scottsville has won 2 straight) |
| 09/06/2019 | Greenwood | Greenwood | 22-19 | 10-7-0 |
| 11/05/2020 | Allen County-Scottsville | Greenwood | 22-21 | 11-7-0 (Greenwood has won 2 straight) |
| 09/03/2021 | Greenwood | Greenwood | 38-0 | 12-7-0 (Greenwood has won 3 straight) |
| 09/02/2022 | Allen County-Scottsville | Greenwood | 42-24 | 13-7-0 (Greenwood has won 4 straight) |
| Greenwood longest streak: 5 straight | Allen County-Scottsville longest streak: 2 straight | |||
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Bardstown |
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Date | Site | Winner | Score | Record |
| 08/19/2022 | Greenwood | Bardstown | 15-20 | 0-1-0 |
| Greenwood longest streak: 0 straight | Bardstown longest streak: 1 straight | |||
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Barren County |
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Date | Site | Winner | Score | Record |
| 09/30/2011 | Barren County | Greenwood | 23-12 | 1-0-0 |
| 09/28/2012 | Greenwood | Greenwood | 47-8 | 2-0-0 (Greenwood has won 2 straight) |
| 10/04/2013 | Barren County | Barren County | 10-14 | 2-1-0 |
| 10/03/2014 | Greenwood | Greenwood | 48-6 | 3-1-0 |
| 10/02/2015 | Barren County | Greenwood | 55-13 | 4-1-0 (Greenwood has won 2 straight) |
| 09/04/1992 | Barren County | Barren County | 19-31 | 4-2-0 |
| 09/03/1993 | Greenwood | Barren County | 3-12 | 4-3-0 (Barren County has won 2 straight) |
| 09/02/1994 | Barren County | Greenwood | 20-12 | 5-3-0 |
| 09/01/1995 | Greenwood | Barren County | 5-14 | 5-4-0 |
| 09/06/1996 | Barren County | Greenwood | 7-0 | 6-4-0 |
| 10/22/1999 | Barren County | Greenwood | 38-7 | 7-4-0 (Greenwood has won 2 straight) |
| 10/20/2000 | Greenwood | Barren County | 0-34 | 7-5-0 |
| 10/19/2001 | Barren County | Barren County | 7-17 | 7-6-0 (Barren County has won 2 straight) |
| 10/25/2002 | Greenwood | Greenwood | 28-20 | 8-6-0 |
| 10/24/2003 | Barren County | Greenwood | 36-14 | 9-6-0 (Greenwood has won 2 straight) |
| 10/22/2004 | Greenwood | Greenwood | 28-14 | 10-6-0 (Greenwood has won 3 straight) |
| 10/28/2005 | Barren County | Greenwood | 35-14 | 11-6-0 (Greenwood has won 4 straight) |
| 10/27/2006 | Greenwood | Greenwood | 27-0 | 12-6-0 (Greenwood has won 5 straight) |
| 09/30/2016 | Greenwood | Greenwood | 42-6 | 13-6-0 (Greenwood has won 6 straight) |
| 09/15/2017 | Greenwood | Greenwood | 56-7 | 14-6-0 (Greenwood has won 7 straight) |
| 09/14/2018 | Barren County | Greenwood | 28-7 | 15-6-0 (Greenwood has won 8 straight) |
| 09/27/2019 | Greenwood | Barren County | 16-19 | 15-7-0 |
| 09/25/2020 | Barren County | Greenwood | 49-13 | 16-7-0 |
| Greenwood longest streak: 8 straight | Barren County longest streak: 2 straight | |||
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Bell County |
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Date | Site | Winner | Score | Record |
| 09/21/1990 | Bell County | Bell County | 0-46 | 0-1-0 |
| Greenwood longest streak: 0 straight | Bell County longest streak: 1 straight | |||
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Bowling Green |
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Date | Site | Winner | Score | Record |
| 10/21/2011 | Greenwood | Bowling Green | 12-62 | 0-1-0 |
| 11/11/2011 | Bowling Green | Bowling Green | 6-35 | 0-2-0 (Bowling Green has won 2 straight) | |
| (Region Semifinals) | |||||
| 10/19/2012 | Bowling Green | Bowling Green | 0-53 | 0-3-0 (Bowling Green has won 3 straight) |
| 10/25/2013 | Greenwood | Bowling Green | 0-42 | 0-4-0 (Bowling Green has won 4 straight) |
| 10/24/2014 | Bowling Green | Bowling Green | 3-21 | 0-5-0 (Bowling Green has won 5 straight) |
| 10/23/2015 | Greenwood | Bowling Green | 14-49 | 0-6-0 (Bowling Green has won 6 straight) |
| 09/27/1991 | Bowling Green | Bowling Green | 0-48 | 0-7-0 (Bowling Green has won 7 straight) |
| 09/25/1992 | Greenwood | Bowling Green | 0-36 | 0-8-0 (Bowling Green has won 8 straight) |
| 09/24/1993 | Bowling Green | Bowling Green | 0-43 | 0-9-0 (Bowling Green has won 9 straight) |
| 09/23/1994 | Greenwood | Bowling Green | 7-35 | 0-10-0 (Bowling Green has won 10 straight) |
| 09/22/1995 | Bowling Green | Bowling Green | 0-35 | 0-11-0 (Bowling Green has won 11 straight) |
| 09/27/1996 | Greenwood | Bowling Green | 21-25 | 0-12-0 (Bowling Green has won 12 straight) |
| 09/05/1997 | Greenwood | Bowling Green | 6-34 | 0-13-0 (Bowling Green has won 13 straight) |
| 09/04/1998 | Bowling Green | Bowling Green | 0-47 | 0-14-0 (Bowling Green has won 14 straight) |
| 09/03/1999 | Greenwood | Bowling Green | 0-35 | 0-15-0 (Bowling Green has won 15 straight) |
| 09/01/2000 | Bowling Green | Bowling Green | 12-56 | 0-16-0 (Bowling Green has won 16 straight) |
| 08/31/2001 | Greenwood | Bowling Green | 0-41 | 0-17-0 (Bowling Green has won 17 straight) |
| 09/06/2002 | Bowling Green | Bowling Green | 3-35 | 0-18-0 (Bowling Green has won 18 straight) |
| 09/12/2003 | Greenwood | Bowling Green | 6-28 | 0-19-0 (Bowling Green has won 19 straight) |
| 09/10/2004 | Bowling Green | Bowling Green | 24-31 | 0-20-0 (Bowling Green has won 20 straight) |
| 09/09/2005 | Greenwood | Bowling Green | 7-55 | 0-21-0 (Bowling Green has won 21 straight) |
| 09/08/2006 | Bowling Green | Bowling Green | 7-44 | 0-22-0 (Bowling Green has won 22 straight) |
| 09/14/2007 | Greenwood | Bowling Green | 0-56 | 0-23-0 (Bowling Green has won 23 straight) |
| 09/19/2008 | Bowling Green | Bowling Green | 7-59 | 0-24-0 (Bowling Green has won 24 straight) |
| 10/21/2016 | Bowling Green | Bowling Green | 0-50 | 0-25-0 (Bowling Green has won 25 straight) |
| 09/22/2017 | Greenwood | Bowling Green | 19-49 | 0-26-0 (Bowling Green has won 26 straight) |
| 11/10/2017 | Bowling Green | Bowling Green | 21-42 | 0-27-0 (Bowling Green has won 27 straight) | |
| (Region Semifinals) | |||||
| 09/21/2018 | Bowling Green | Bowling Green | 7-49 | 0-28-0 (Bowling Green has won 28 straight) |
| 10/25/2019 | Greenwood | Bowling Green | 0-34 | 0-29-0 (Bowling Green has won 29 straight) |
| 10/23/2020 | Bowling Green | Bowling Green | 0-43 | 0-30-0 (Bowling Green has won 30 straight) |
| 11/20/2020 | Bowling Green | Bowling Green | 7-35 | 0-31-0 (Bowling Green has won 31 straight) | |
| (Region Quarterfinals) | |||||
| 10/15/2021 | Greenwood | Bowling Green | 8-38 | 0-32-0 (Bowling Green has won 32 straight) |
| 11/05/2021 | Bowling Green | Bowling Green | 10-24 | 0-33-0 (Bowling Green has won 33 straight) | |
| (Region Quarterfinals) | |||||
| 10/14/2022 | Bowling Green | Bowling Green | 7-35 | 0-34-0 (Bowling Green has won 34 straight) |
| 10/20/2023 | Bowling Green | Bowling Green | 13-48 | 0-35-0 (Bowling Green has won 35 straight) |
| Greenwood longest streak: 0 straight | Bowling Green longest streak: 35 straight | |||
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Breckinridge County |
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Date | Site | Winner | Score | Record |
| 11/02/1990 | Warren Central High School | Breckinridge County | 6-27 | 0-1-0 |
| Greenwood longest streak: 0 straight | Breckinridge County longest streak: 1 straight | |||
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Butler County |
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Date | Site | Winner | Score | Record |
| 10/04/1990 | Butler County | Butler County | 27-30 | 0-1-0 |
| Greenwood longest streak: 0 straight | Butler County longest streak: 1 straight | |||
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Calloway County |
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Date | Site | Winner | Score | Record |
| 09/03/2010 | Trigg County High School | Greenwood | 43-7 | 1-0-0 |
| Greenwood longest streak: 1 straight | Calloway County longest streak: 0 straight | |||
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Central Hardin |
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Date | Site | Winner | Score | Record |
| 10/24/2008 | Central Hardin | Central Hardin | 7-14 | 0-1-0 |
| 10/16/2009 | Greenwood | Greenwood | 17-13 | 1-1-0 |
| 10/15/2010 | Central Hardin | Central Hardin | 23-26 OT | 1-2-0 |
| 10/28/2011 | Greenwood | Greenwood | 33-28 | 2-2-0 |
| 10/25/2012 | Central Hardin | Greenwood | 35-34 | 3-2-0 (Greenwood has won 2 straight) |
| 11/01/2013 | Greenwood | Central Hardin | 14-43 | 3-3-0 |
| 10/31/2014 | Central Hardin | Central Hardin | 0-56 | 3-4-0 (Central Hardin has won 2 straight) |
| 10/17/1997 | Greenwood | Central Hardin | 14-31 | 3-5-0 (Central Hardin has won 3 straight) |
| 10/16/1998 | Central Hardin | Central Hardin | 0-39 | 3-6-0 (Central Hardin has won 4 straight) |
| 09/19/2003 | Central Hardin | Central Hardin | 14-49 | 3-7-0 (Central Hardin has won 5 straight) |
| 09/17/2004 | Greenwood | Greenwood | 28-10 | 4-7-0 |
| 10/19/2007 | Greenwood | Greenwood | 7-3 | 5-7-0 (Greenwood has won 2 straight) |
| Greenwood longest streak: 2 straight | Central Hardin longest streak: 5 straight | |||
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Christian County |
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Date | Site | Winner | Score | Record |
| 11/02/2012 | Christian County | Christian County | 28-41 | 0-1-0 | |
| (Region Quarterfinals) | |||||
| 10/03/2003 | Greenwood | Christian County | 21-33 | 0-2-0 (Christian County has won 2 straight) |
| 10/01/2004 | Christian County | Christian County | 0-55 | 0-3-0 (Christian County has won 3 straight) |
| 09/30/2005 | Greenwood | Christian County | 14-34 | 0-4-0 (Christian County has won 4 straight) |
| 09/29/2006 | Christian County | Christian County | 35-69 | 0-5-0 (Christian County has won 5 straight) |
| 10/04/2019 | Christian County | Greenwood | 20-14 | 1-5-0 |
| 10/09/2020 | Greenwood | Greenwood | 25-24 | 2-5-0 (Greenwood has won 2 straight) |
| 10/01/2021 | Greenwood | Greenwood | 39-7 | 3-5-0 (Greenwood has won 3 straight) |
| 09/29/2022 | Christian County | Greenwood | 42-0 | 4-5-0 (Greenwood has won 4 straight) |
| Greenwood longest streak: 4 straight | Christian County longest streak: 5 straight | |||
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Daviess County |
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Date | Site | Winner | Score | Record |
| 10/15/1999 | Daviess County | Greenwood | 28-21 | 1-0-0 |
| 10/13/2000 | Greenwood | Daviess County | 0-21 | 1-1-0 |
| 10/12/2001 | Daviess County | Daviess County | 3-12 | 1-2-0 (Daviess County has won 2 straight) |
| 10/18/2002 | Greenwood | Daviess County | 14-22 | 1-3-0 (Daviess County has won 3 straight) |
| Greenwood longest streak: 1 straight | Daviess County longest streak: 3 straight | |||
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Edmonson County |
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Date | Site | Winner | Score | Record |
| 08/17/1990 | Edmonson County | Edmonson County | 2-26 | 0-1-0 |
| Greenwood longest streak: 0 straight | Edmonson County longest streak: 1 straight | |||
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Elizabethtown |
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Date | Site | Winner | Score | Record |
| 10/26/1990 | Elizabethtown | Elizabethtown | 6-35 | 0-1-0 |
| Greenwood longest streak: 0 straight | Elizabethtown longest streak: 1 straight | |||
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Fort Thomas Highlands |
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Date | Site | Winner | Score | Record |
| 10/20/2017 | Greenwood | Fort Thomas Highlands | 35-47 | 0-1-0 |
| 10/19/2018 | Fort Thomas Highlands | Fort Thomas Highlands | 7-42 | 0-2-0 (Fort Thomas Highlands has won 2 straight) |
| Greenwood longest streak: 0 straight | Fort Thomas Highlands longest streak: 2 straight | |||
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Franklin-Simpson |
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Date | Site | Winner | Score | Record |
| 09/11/2009 | Greenwood | Franklin-Simpson | 14-21 | 0-1-0 |
| 09/10/2010 | Franklin-Simpson | Greenwood | 35-6 | 1-1-0 |
| 09/09/2011 | Greenwood | Franklin-Simpson | 0-56 | 1-2-0 |
| 09/07/2012 | Franklin-Simpson | Greenwood | 21-14 | 2-2-0 |
| 09/13/2013 | Franklin-Simpson | Franklin-Simpson | 6-16 | 2-3-0 |
| 09/12/2014 | Greenwood | Franklin-Simpson | 6-24 | 2-4-0 (Franklin-Simpson has won 2 straight) |
| 09/11/2015 | Franklin-Simpson | Greenwood | 35-21 | 3-4-0 |
| 09/13/1991 | Warren East High School | Franklin-Simpson | 0-44 | 3-5-0 |
| 09/11/1992 | Franklin-Simpson | Franklin-Simpson | 16-21 | 3-6-0 (Franklin-Simpson has won 2 straight) |
| 09/10/1993 | Greenwood | Franklin-Simpson | 21-36 | 3-7-0 (Franklin-Simpson has won 3 straight) |
| 09/09/1994 | Franklin-Simpson | Franklin-Simpson | 0-29 | 3-8-0 (Franklin-Simpson has won 4 straight) |
| 08/25/2001 | Franklin-Simpson | Franklin-Simpson | 12-38 | 3-9-0 (Franklin-Simpson has won 5 straight) |
| 08/31/2002 | Franklin-Simpson | Franklin-Simpson | 41-53 | 3-10-0 (Franklin-Simpson has won 6 straight) |
| 08/23/2003 | Greenwood | Greenwood | 29-0 | 4-10-0 |
| 08/20/2004 | Franklin-Simpson | Greenwood | 23-8 | 5-10-0 (Greenwood has won 2 straight) |
| 09/09/2016 | Greenwood | Franklin-Simpson | 20-24 | 5-11-0 |
| 09/08/2017 | Franklin-Simpson | Franklin-Simpson | 6-63 | 5-12-0 (Franklin-Simpson has won 2 straight) |
| 09/07/2018 | Greenwood | Franklin-Simpson | 7-50 | 5-13-0 (Franklin-Simpson has won 3 straight) |
| 08/23/2019 | Franklin-Simpson | Greenwood | 28-14 | 6-13-0 |
| 08/27/2021 | Franklin-Simpson | Greenwood | 36-13 | 7-13-0 (Greenwood has won 2 straight) |
| 08/26/2022 | Greenwood | Greenwood | 36-13 | 8-13-0 (Greenwood has won 3 straight) |
| 10/13/2023 | Greenwood | Greenwood | 26-16 | 9-13-0 (Greenwood has won 4 straight) |
| Greenwood longest streak: 4 straight | Franklin-Simpson longest streak: 6 straight | |||
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Glasgow |
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Date | Site | Winner | Score | Record |
| 09/25/2015 | Greenwood | Greenwood | 28-12 | 1-0-0 |
| 09/23/2016 | Glasgow | Greenwood | 45-12 | 2-0-0 (Greenwood has won 2 straight) |
| 09/24/2021 | Greenwood | Glasgow | 16-37 | 2-1-0 |
| 09/23/2022 | Glasgow | Greenwood | 41-28 | 3-1-0 |
| Greenwood longest streak: 2 straight | Glasgow longest streak: 1 straight | |||
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Graves County |
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Date | Site | Winner | Score | Record |
| 11/08/2013 | Graves County | Graves County | 42-56 | 0-1-0 | |
| (Region Quarterfinals) | |||||
| 11/06/2015 | Greenwood | Greenwood | 38-6 | 1-1-0 | |
| (Region Quarterfinals) | |||||
| 10/10/2003 | Greenwood | Graves County | 14-17 | 1-2-0 |
| 10/08/2004 | Graves County | Graves County | 22-40 | 1-3-0 (Graves County has won 2 straight) |
| 10/07/2005 | Greenwood | Graves County | 0-17 | 1-4-0 (Graves County has won 3 straight) |
| 10/06/2006 | Graves County | Graves County | 20-37 | 1-5-0 (Graves County has won 4 straight) |
| 11/04/2016 | Greenwood | Greenwood | 44-17 | 2-5-0 | |
| (Region Quarterfinals) | |||||
| 11/03/2023 | Graves County | Graves County | 7-22 | 2-6-0 | |
| (Region Quarterfinals) | |||||
| Greenwood longest streak: 1 straight | Graves County longest streak: 4 straight | |||
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Grayson County |
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Date | Site | Winner | Score | Record |
| 10/16/2015 | Greenwood | Greenwood | 54-14 | 1-0-0 |
| 10/29/1999 | Greenwood | Greenwood | 71-13 | 2-0-0 (Greenwood has won 2 straight) |
| 10/27/2000 | Grayson County | Grayson County | 21-34 | 2-1-0 |
| 10/26/2001 | Greenwood | Greenwood | 7-3 | 3-1-0 |
| 11/01/2002 | Grayson County | Grayson County | 7-28 | 3-2-0 |
| 10/14/2016 | Grayson County | Greenwood | 63-6 | 4-2-0 |
| 10/13/2017 | Greenwood | Greenwood | 41-6 | 5-2-0 (Greenwood has won 2 straight) |
| 10/12/2018 | Grayson County | Grayson County | 14-35 | 5-3-0 |
| 11/04/2022 | Greenwood | Greenwood | 36-14 | 6-3-0 | |
| (Region Quarterfinals) | |||||
| Greenwood longest streak: 2 straight | Grayson County longest streak: 1 straight | |||
| Return to Top | |||||
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Hancock County |
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Date | Site | Winner | Score | Record |
| 10/19/1990 | Hancock County | Hancock County | 12-33 | 0-1-0 |
| 09/15/1995 | Greenwood | Greenwood | 39-32 | 1-1-0 |
| 09/20/1996 | Hancock County | Greenwood | 26-9 | 2-1-0 (Greenwood has won 2 straight) |
| Greenwood longest streak: 2 straight | Hancock County longest streak: 1 straight | |||
| Return to Top | |||||
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Henderson County |
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Date | Site | Winner | Score | Record |
| 11/20/2009 | Henderson County | Greenwood | 31-7 | 1-0-0 | |
| (Region Finals) | |||||
| 11/07/2003 | Henderson County | Henderson County | 21-30 | 1-1-0 | |
| (Region Quarterfinals) | |||||
| 11/05/2004 | Henderson County | Henderson County | 0-49 | 1-2-0 (Henderson County has won 2 straight) | |
| (Region Quarterfinals) | |||||
| Greenwood longest streak: 1 straight | Henderson County longest streak: 2 straight | |||
| Return to Top | |||||
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Hopkins County Central |
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Date | Site | Winner | Score | Record |
| 09/16/2005 | Greenwood | Hopkins County Central | 20-39 | 0-1-0 |
| 09/15/2006 | Hopkins County Central | Greenwood | 24-7 | 1-1-0 |
| Greenwood longest streak: 1 straight | Hopkins County Central longest streak: 1 straight | |||
| Return to Top | |||||
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Hopkinsville |
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Date | Site | Winner | Score | Record |
| 09/04/2009 | Trigg County High School | Greenwood | 20-7 | 1-0-0 |
| 09/02/2011 | Trigg County High School | Greenwood | 63-13 | 2-0-0 (Greenwood has won 2 straight) |
| 08/31/2012 | Trigg County High School | Greenwood | 45-17 | 3-0-0 (Greenwood has won 3 straight) |
| 08/23/2013 | Greenwood | Hopkinsville | 6-35 | 3-1-0 |
| 11/07/2014 | Hopkinsville | Hopkinsville | 28-41 | 3-2-0 (Hopkinsville has won 2 straight) | |
| (Region Quarterfinals) | |||||
| 11/03/1995 | Hopkinsville | Hopkinsville | 7-51 | 3-3-0 (Hopkinsville has won 3 straight) | |
| (Region Quarterfinals) | |||||
| 10/27/2017 | Hopkinsville | Hopkinsville | 6-31 | 3-4-0 (Hopkinsville has won 4 straight) |
| 10/26/2018 | Greenwood | Hopkinsville | 29-36 | 3-5-0 (Hopkinsville has won 5 straight) |
| 08/18/2023 | Allen County-Scottsville High School | Greenwood | 49-14 | 4-5-0 |
| Greenwood longest streak: 3 straight | Hopkinsville longest streak: 5 straight | |||
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John Hardin |
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Date | Site | Winner | Score | Record |
| 11/01/2019 | John Hardin | John Hardin | 6-14 | 0-1-0 |
| Greenwood longest streak: 0 straight | John Hardin longest streak: 1 straight | |||
| Return to Top | |||||
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LaRue County |
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Date | Site | Winner | Score | Record |
| 08/27/1999 | LaRue County | LaRue County | 22-27 | 0-1-0 |
| 08/25/2000 | Greenwood | LaRue County | 26-40 | 0-2-0 (LaRue County has won 2 straight) |
| Greenwood longest streak: 0 straight | LaRue County longest streak: 2 straight | |||
| Return to Top | |||||
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Lincoln County |
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Date | Site | Winner | Score | Record |
| 09/07/1990 | Lincoln County | Lincoln County | 10-47 | 0-1-0 |
| Greenwood longest streak: 0 straight | Lincoln County longest streak: 1 straight | |||
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Logan County |
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Date | Site | Winner | Score | Record |
| 08/28/2009 | Greenwood | Greenwood | 48-6 | 1-0-0 |
| 08/27/2010 | Logan County | Greenwood | 45-0 | 2-0-0 (Greenwood has won 2 straight) |
| 09/16/2011 | Greenwood | Greenwood | 41-13 | 3-0-0 (Greenwood has won 3 straight) |
| 09/14/2012 | Logan County | Greenwood | 62-34 | 4-0-0 (Greenwood has won 4 straight) |
| 09/20/2013 | Greenwood | Greenwood | 62-0 | 5-0-0 (Greenwood has won 5 straight) |
| 09/19/2014 | Logan County | Greenwood | 35-0 | 6-0-0 (Greenwood has won 6 straight) |
| 09/18/2015 | Greenwood | Greenwood | 43-7 | 7-0-0 (Greenwood has won 7 straight) |
| 10/11/1990 | Logan County | Logan County | 27-35 | 7-1-0 |
| 10/25/1991 | Warren East High School | Logan County | 6-36 | 7-2-0 (Logan County has won 2 straight) |
| 10/23/1992 | Greenwood | Logan County | 0-27 | 7-3-0 (Logan County has won 3 straight) |
| 10/22/1993 | Logan County | Logan County | 14-32 | 7-4-0 (Logan County has won 4 straight) |
| 10/21/1994 | Greenwood | Greenwood | 38-13 | 8-4-0 |
| 10/13/1995 | Logan County | Greenwood | 28-7 | 9-4-0 (Greenwood has won 2 straight) |
| 10/18/1996 | Greenwood | Logan County | 39-43 | 9-5-0 |
| 08/29/1997 | Logan County | Logan County | 13-30 | 9-6-0 (Logan County has won 2 straight) |
| 08/28/1998 | Greenwood | Logan County | 28-41 | 9-7-0 (Logan County has won 3 straight) |
| 09/10/1999 | Logan County | Greenwood | 35-7 | 10-7-0 |
| 09/08/2000 | Greenwood | Greenwood | 41-20 | 11-7-0 (Greenwood has won 2 straight) |
| 09/16/2016 | Logan County | Greenwood | 48-12 | 12-7-0 (Greenwood has won 3 straight) |
| 09/20/2019 | Logan County | Logan County | 6-43 | 12-8-0 |
| 09/18/2020 | Greenwood | Greenwood | 22-21 | 13-8-0 |
| 09/17/2021 | Logan County | Greenwood | 22-7 | 14-8-0 (Greenwood has won 2 straight) |
| 09/16/2022 | Greenwood | Greenwood | 28-21 | 15-8-0 (Greenwood has won 3 straight) |
| 09/08/2023 | Logan County | Greenwood | 21-13 | 16-8-0 (Greenwood has won 4 straight) |
| Greenwood longest streak: 7 straight | Logan County longest streak: 4 straight | |||
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Louisville Ballard |
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Date | Site | Winner | Score | Record |
| 08/19/2005 | Louisville Ballard | Louisville Ballard | 7-27 | 0-1-0 |
| 08/18/2006 | Greenwood | Louisville Ballard | 14-46 | 0-2-0 (Louisville Ballard has won 2 straight) |
| Greenwood longest streak: 0 straight | Louisville Ballard longest streak: 2 straight | |||
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Louisville Butler |
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Date | Site | Winner | Score | Record |
| 11/14/2008 | Greenwood | Greenwood | 27-13 | 1-0-0 | |
| (Region Quarterfinals) | |||||
| Greenwood longest streak: 1 straight | Louisville Butler longest streak: 0 straight | |||
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Louisville DuPont Manual |
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Date | Site | Winner | Score | Record |
| 11/21/2008 | Greenwood | Louisville DuPont Manual | 23-44 | 0-1-0 | |
| (Region Semifinals) | |||||
| Greenwood longest streak: 0 straight | Louisville DuPont Manual longest streak: 1 straight | |||
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Louisville St. Xavier |
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Date | Site | Winner | Score | Record |
| 11/27/2009 | Greenwood | Louisville St. Xavier | 6-28 | 0-1-0 | |
| (State Semifinals) | |||||
| Greenwood longest streak: 0 straight | Louisville St. Xavier longest streak: 1 straight | |||
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Madisonville North Hopkins |
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Date | Site | Winner | Score | Record |
| 08/22/2014 | Warren Central High School | Madisonville North Hopkins | 9-13 | 0-1-0 |
| Greenwood longest streak: 0 straight | Madisonville North Hopkins longest streak: 1 straight | |||
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Marshall County |
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Date | Site | Winner | Score | Record |
| 11/05/1999 | Greenwood | Marshall County | 14-34 | 0-1-0 | |
| (Region Quarterfinals) | |||||
| 09/26/2003 | Marshall County | Greenwood | 31-13 | 1-1-0 |
| 09/24/2004 | Greenwood | Greenwood | 30-20 | 2-1-0 (Greenwood has won 2 straight) |
| 09/23/2005 | Marshall County | Marshall County | 6-41 | 2-2-0 |
| 09/22/2006 | Greenwood | Marshall County | 10-26 | 2-3-0 (Marshall County has won 2 straight) |
| Greenwood longest streak: 2 straight | Marshall County longest streak: 2 straight | |||
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Mayfield |
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Date | Site | Winner | Score | Record |
| 08/19/2011 | Greenwood | Mayfield | 6-20 | 0-1-0 |
| Greenwood longest streak: 0 straight | Mayfield longest streak: 1 straight | |||
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McLean County |
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Date | Site | Winner | Score | Record |
| 09/14/1990 | McLean County | McLean County | 14-27 | 0-1-0 |
| Greenwood longest streak: 0 straight | McLean County longest streak: 1 straight | |||
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Meade County |
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Date | Site | Winner | Score | Record |
| 09/25/2009 | Greenwood | Greenwood | 28-13 | 1-0-0 |
| 09/24/2010 | Meade County | Greenwood | 34-17 | 2-0-0 (Greenwood has won 2 straight) |
| 08/27/2011 | North Hardin High School | Meade County | 14-45 | 2-1-0 |
| 10/31/1997 | Meade County | Greenwood | 26-24 | 3-1-0 |
| 10/30/1998 | Greenwood | Greenwood | 28-16 | 4-1-0 (Greenwood has won 2 straight) |
| 09/07/2007 | Greenwood | Greenwood | 28-21 | 5-1-0 (Greenwood has won 3 straight) |
| 09/12/2008 | Meade County | Greenwood | 30-6 | 6-1-0 (Greenwood has won 4 straight) |
| Greenwood longest streak: 4 straight | Meade County longest streak: 1 straight | |||
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Monroe County |
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Date | Site | Winner | Score | Record |
| 10/03/2008 | Monroe County | Greenwood | 35-21 | 1-0-0 |
| 09/08/1995 | Monroe County | Monroe County | 13-16 | 1-1-0 |
| 09/13/1996 | Greenwood | Greenwood | 28-16 | 2-1-0 |
| 09/12/1997 | Monroe County | Greenwood | 34-0 | 3-1-0 (Greenwood has won 2 straight) |
| 09/11/1998 | Greenwood | Monroe County | 3-6 | 3-2-0 |
| 09/28/2007 | Greenwood | Greenwood | 21-0 | 4-2-0 |
| Greenwood longest streak: 2 straight | Monroe County longest streak: 1 straight | |||
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Muhlenberg County |
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Date | Site | Winner | Score | Record |
| 11/06/2009 | Greenwood | Greenwood | 40-12 | 1-0-0 | |
| (Region Quarterfinals) | |||||
| Greenwood longest streak: 1 straight | Muhlenberg County longest streak: 0 straight | |||
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Muhlenberg North |
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Date | Site | Winner | Score | Record |
| 10/14/1993 | Muhlenberg North | Muhlenberg North | 16-21 | 0-1-0 |
| 10/14/1994 | Greenwood | Greenwood | 35-0 | 1-1-0 |
| 09/29/1995 | Muhlenberg North | Greenwood | 21-7 | 2-1-0 (Greenwood has won 2 straight) |
| 10/04/1996 | Greenwood | Greenwood | 22-19 | 3-1-0 (Greenwood has won 3 straight) |
| Greenwood longest streak: 3 straight | Muhlenberg North longest streak: 1 straight | |||
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Nelson County |
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Date | Site | Winner | Score | Record |
| 10/10/2008 | Greenwood | Greenwood | 35-9 | 1-0-0 |
| 10/02/2009 | Nelson County | Greenwood | 22-9 | 2-0-0 (Greenwood has won 2 straight) |
| 11/13/2009 | Greenwood | Greenwood | 28-17 | 3-0-0 (Greenwood has won 3 straight) | |
| (Region Semifinals) | |||||
| 10/01/2010 | Greenwood | Nelson County | 24-28 | 3-1-0 |
| 09/26/1997 | Nelson County | Nelson County | 6-49 | 3-2-0 (Nelson County has won 2 straight) |
| 09/25/1998 | Greenwood | Nelson County | 14-41 | 3-3-0 (Nelson County has won 3 straight) |
| 10/05/2007 | Nelson County | Nelson County | 19-53 | 3-4-0 (Nelson County has won 4 straight) |
| 11/09/2007 | Greenwood | Nelson County | 28-34 2OT | 3-5-0 (Nelson County has won 5 straight) | |
| (Region Quarterfinals) | |||||
| Greenwood longest streak: 3 straight | Nelson County longest streak: 5 straight | |||
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North Hardin |
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Date | Site | Winner | Score | Record |
| 09/26/2008 | Greenwood | Greenwood | 24-20 | 1-0-0 |
| 10/10/2009 | North Hardin | Greenwood | 45-33 | 2-0-0 (Greenwood has won 2 straight) |
| 10/08/2010 | Greenwood | North Hardin | 9-14 | 2-1-0 |
| 08/25/2012 | North Hardin | Greenwood | 56-33 | 3-1-0 |
| 10/10/1997 | North Hardin | North Hardin | 13-14 | 3-2-0 |
| 10/09/1998 | Greenwood | North Hardin | 12-38 | 3-3-0 (North Hardin has won 2 straight) |
| 09/21/2007 | North Hardin | Greenwood | 24-14 | 4-3-0 |
| Greenwood longest streak: 2 straight | North Hardin longest streak: 2 straight | |||
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Ohio County |
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Date | Site | Winner | Score | Record |
| 11/04/2011 | Ohio County | Greenwood | 37-21 | 1-0-0 | |
| (Region Quarterfinals) | |||||
| 10/03/1991 | Ohio County | Ohio County | 10-29 | 1-1-0 |
| 10/01/1992 | Greenwood | Ohio County | 12-14 | 1-2-0 (Ohio County has won 2 straight) |
| 09/30/1993 | Ohio County | Ohio County | 14-19 | 1-3-0 (Ohio County has won 3 straight) |
| 09/29/1994 | Greenwood | Ohio County | 22-27 | 1-4-0 (Ohio County has won 4 straight) |
| 09/24/1999 | Ohio County | Greenwood | 32-12 | 2-4-0 |
| 09/22/2000 | Greenwood | Greenwood | 30-0 | 3-4-0 (Greenwood has won 2 straight) |
| 09/21/2001 | Ohio County | Ohio County | 10-27 | 3-5-0 |
| 09/27/2002 | Greenwood | Greenwood | 27-13 | 4-5-0 |
| 09/02/2005 | Greenwood | Ohio County | 17-20 | 4-6-0 |
| 09/01/2006 | Ohio County | Greenwood | 42-14 | 5-6-0 |
| 09/29/2023 | Greenwood | Greenwood | 56-7 | 6-6-0 (Greenwood has won 2 straight) |
| Greenwood longest streak: 2 straight | Ohio County longest streak: 4 straight | |||
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Owensboro Apollo |
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Date | Site | Winner | Score | Record |
| 10/14/2011 | Owensboro Apollo | Greenwood | 48-17 | 1-0-0 |
| 10/12/2012 | Greenwood | Greenwood | 45-6 | 2-0-0 (Greenwood has won 2 straight) |
| 10/18/2013 | Greenwood | Greenwood | 24-13 | 3-0-0 (Greenwood has won 3 straight) |
| 10/17/2014 | Owensboro Apollo | Greenwood | 32-7 | 4-0-0 (Greenwood has won 4 straight) |
| 10/27/1995 | Greenwood | Owensboro Apollo | 0-35 | 4-1-0 |
| 11/01/1996 | Owensboro Apollo | Greenwood | 14-7 | 5-1-0 |
| 10/01/1999 | Greenwood | Owensboro Apollo | 0-27 | 5-2-0 |
| 09/29/2000 | Owensboro Apollo | Owensboro Apollo | 24-35 | 5-3-0 (Owensboro Apollo has won 2 straight) |
| 09/07/2001 | Greenwood | Owensboro Apollo | 14-19 | 5-4-0 (Owensboro Apollo has won 3 straight) |
| 09/13/2002 | Owensboro Apollo | Owensboro Apollo | 0-35 | 5-5-0 (Owensboro Apollo has won 4 straight) |
| 11/03/2017 | Owensboro Apollo | Greenwood | 51-31 | 6-5-0 | |
| (Region Quarterfinals) | |||||
| 10/28/2021 | Owensboro Apollo | Greenwood | 20-0 | 7-5-0 (Greenwood has won 2 straight) |
| 10/28/2022 | Greenwood | Greenwood | 49-12 | 8-5-0 (Greenwood has won 3 straight) |
| Greenwood longest streak: 4 straight | Owensboro Apollo longest streak: 4 straight | |||
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Owensboro Catholic |
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Date | Site | Winner | Score | Record |
| 09/01/2023 | Owensboro Catholic | Owensboro Catholic | 13-43 | 0-1-0 |
| Greenwood longest streak: 0 straight | Owensboro Catholic longest streak: 1 straight | |||
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Owensboro Senior |
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Date | Site | Winner | Score | Record |
| 11/13/2015 | Owensboro Senior | Owensboro Senior | 14-50 | 0-1-0 | |
| (Region Semifinals) | |||||
| 10/11/1991 | Warren East High School | Owensboro Senior | 0-35 | 0-2-0 (Owensboro Senior has won 2 straight) |
| 10/09/1992 | Owensboro Senior | Owensboro Senior | 23-49 | 0-3-0 (Owensboro Senior has won 3 straight) |
| 10/07/1993 | Greenwood | Owensboro Senior | 0-48 | 0-4-0 (Owensboro Senior has won 4 straight) |
| 10/07/1994 | Owensboro Senior | Owensboro Senior | 0-27 | 0-5-0 (Owensboro Senior has won 5 straight) |
| 10/06/1995 | Greenwood | Owensboro Senior | 12-13 | 0-6-0 (Owensboro Senior has won 6 straight) |
| 10/11/1996 | Owensboro Senior | Owensboro Senior | 0-23 | 0-7-0 (Owensboro Senior has won 7 straight) |
| 09/28/2001 | Greenwood | Owensboro Senior | 20-51 | 0-8-0 (Owensboro Senior has won 8 straight) |
| 10/04/2002 | Owensboro Senior | Owensboro Senior | 12-15 | 0-9-0 (Owensboro Senior has won 9 straight) |
| 11/11/2016 | Owensboro Senior | Owensboro Senior | 17-28 | 0-10-0 (Owensboro Senior has won 10 straight) | |
| (Region Semifinals) | |||||
| 11/02/2018 | Owensboro Senior | Owensboro Senior | 14-47 | 0-11-0 (Owensboro Senior has won 11 straight) | |
| (Region Quarterfinals) | |||||
| 11/11/2022 | Owensboro Senior | Owensboro Senior | 21-27 | 0-12-0 (Owensboro Senior has won 12 straight) | |
| (Region Semifinals) | |||||
| Greenwood longest streak: 0 straight | Owensboro Senior longest streak: 12 straight | |||
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Portland (TN) |
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Date | Site | Winner | Score | Record |
| 08/21/2009 | Portland (TN) | Greenwood | 43-0 | 1-0-0 |
| 08/20/2010 | Greenwood | Greenwood | 37-7 | 2-0-0 (Greenwood has won 2 straight) |
| 08/26/2005 | Portland (TN) | Portland (TN) | 0-16 | 2-1-0 |
| 08/25/2006 | Greenwood | Portland (TN) | 7-10 | 2-2-0 (Portland (TN) has won 2 straight) |
| Greenwood longest streak: 2 straight | Portland (TN) longest streak: 2 straight | |||
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Scott County |
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Date | Site | Winner | Score | Record |
| 11/07/2008 | Scott County | Scott County | 20-48 | 0-1-0 |
| 11/02/2007 | Scott County | Scott County | 21-41 | 0-2-0 (Scott County has won 2 straight) |
| Greenwood longest streak: 0 straight | Scott County longest streak: 2 straight | |||
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Shelby County |
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Date | Site | Winner | Score | Record |
| 10/24/1997 | Greenwood | Greenwood | 24-7 | 1-0-0 |
| 10/23/1998 | Shelby County | Shelby County | 14-26 | 1-1-0 |
| Greenwood longest streak: 1 straight | Shelby County longest streak: 1 straight | |||
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South Hopkins |
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Date | Site | Winner | Score | Record |
| 08/31/1990 | South Hopkins | South Hopkins | 0-28 | 0-1-0 |
| 09/05/1991 | Warren East High School | South Hopkins | 0-37 | 0-2-0 (South Hopkins has won 2 straight) |
| Greenwood longest streak: 0 straight | South Hopkins longest streak: 2 straight | |||
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South Warren |
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Date | Site | Winner | Score | Record |
| 09/06/2013 | South Warren | South Warren | 0-38 | 0-1-0 |
| 09/05/2014 | Greenwood | South Warren | 3-35 | 0-2-0 (South Warren has won 2 straight) |
| 09/04/2015 | South Warren | South Warren | 7-43 | 0-3-0 (South Warren has won 3 straight) |
| 09/02/2016 | Greenwood | Greenwood | 17-16 | 1-3-0 |
| 09/29/2017 | South Warren | South Warren | 11-42 | 1-4-0 |
| 09/28/2018 | Greenwood | South Warren | 7-55 | 1-5-0 (South Warren has won 2 straight) |
| 10/18/2019 | Greenwood | South Warren | 18-36 | 1-6-0 (South Warren has won 3 straight) |
| 11/08/2019 | South Warren | South Warren | 11-33 | 1-7-0 (South Warren has won 4 straight) | |
| (Region Quarterfinals) | |||||
| 10/16/2020 | South Warren | South Warren | 13-37 | 1-8-0 (South Warren has won 5 straight) |
| 10/22/2021 | South Warren | South Warren | 14-42 | 1-9-0 (South Warren has won 6 straight) |
| 10/20/2022 | Greenwood | Greenwood | 35-21 | 2-9-0 |
| 09/22/2023 | Greenwood | South Warren | 13-47 | 2-10-0 |
| Greenwood longest streak: 1 straight | South Warren longest streak: 6 straight | |||
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Spring Hill (TN) |
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Date | Site | Winner | Score | Record |
| 08/20/2021 | Greenwood | Greenwood | 55-32 | 1-0-0 |
| Greenwood longest streak: 1 straight | Spring Hill (TN) longest streak: 0 straight | |||
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Trousdale County (TN) |
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Date | Site | Winner | Score | Record |
| 08/17/2012 | Warren Central High School | Greenwood | 34-13 | 1-0-0 |
| Greenwood longest streak: 1 straight | Trousdale County (TN) longest streak: 0 straight | |||
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Union County |
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Date | Site | Winner | Score | Record |
| 10/02/2020 | Greenwood | Greenwood | 14-7 | 1-0-0 |
| 10/27/2023 | Greenwood | Greenwood | 27-12 | 2-0-0 (Greenwood has won 2 straight) |
| Greenwood longest streak: 2 straight | Union County longest streak: 0 straight | |||
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Warren Central |
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Date | Site | Winner | Score | Record |
| 10/17/2008 | Greenwood | Greenwood | 22-7 | 1-0-0 |
| 10/29/2009 | Warren Central | Warren Central | 21-22 OT | 1-1-0 |
| 10/29/2010 | Greenwood | Warren Central | 0-14 | 1-2-0 (Warren Central has won 2 straight) |
| 09/23/2011 | Warren Central | Warren Central | 6-45 | 1-3-0 (Warren Central has won 3 straight) |
| 09/21/2012 | Greenwood | Warren Central | 0-36 | 1-4-0 (Warren Central has won 4 straight) |
| 09/27/2013 | Warren Central | Warren Central | 0-30 | 1-5-0 (Warren Central has won 5 straight) |
| 09/26/2014 | Greenwood | Warren Central | 21-39 | 1-6-0 (Warren Central has won 6 straight) |
| 10/30/2015 | Warren Central | Greenwood | 14-6 | 2-6-0 |
| 09/20/1991 | Warren Central | Warren Central | 7-46 | 2-7-0 |
| 09/18/1992 | Greenwood | Warren Central | 0-54 | 2-8-0 (Warren Central has won 2 straight) |
| 09/17/1993 | Warren Central | Warren Central | 0-48 | 2-9-0 (Warren Central has won 3 straight) |
| 09/16/1994 | Greenwood | Warren Central | 7-39 | 2-10-0 (Warren Central has won 4 straight) |
| 10/20/1995 | Warren Central | Greenwood | 35-21 | 3-10-0 |
| 10/25/1996 | Greenwood | Warren Central | 29-36 | 3-11-0 |
| 08/21/1999 | Bowling Green High School | Greenwood | 16-0 | 4-11-0 |
| 08/19/2000 | Bowling Green High School | Warren Central | 9-12 | 4-12-0 |
| 10/05/2001 | Warren Central | Warren Central | 10-20 | 4-13-0 (Warren Central has won 2 straight) |
| 10/11/2002 | Greenwood | Warren Central | 0-34 | 4-14-0 (Warren Central has won 3 straight) |
| 10/17/2003 | Warren Central | Warren Central | 6-21 | 4-15-0 (Warren Central has won 4 straight) |
| 10/15/2004 | Greenwood | Warren Central | 7-21 | 4-16-0 (Warren Central has won 5 straight) |
| 10/14/2005 | Warren Central | Warren Central | 8-42 | 4-17-0 (Warren Central has won 6 straight) |
| 10/13/2006 | Greenwood | Warren Central | 14-28 | 4-18-0 (Warren Central has won 7 straight) |
| 10/12/2007 | Warren Central | Warren Central | 3-27 | 4-19-0 (Warren Central has won 8 straight) |
| 10/28/2016 | Greenwood | Greenwood | 43-6 | 5-19-0 |
| 08/18/2017 | Warren Central | Greenwood | 37-12 | 6-19-0 (Greenwood has won 2 straight) |
| 08/17/2018 | Greenwood | Greenwood | 28-6 | 7-19-0 (Greenwood has won 3 straight) |
| 08/30/2019 | Western Kentucky University | Greenwood | 59-42 | 8-19-0 (Greenwood has won 4 straight) |
| 09/11/2020 | Warren Central | Greenwood | 42-0 | 9-19-0 (Greenwood has won 5 straight) |
| 09/10/2021 | Warren Central | Greenwood | 42-12 | 10-19-0 (Greenwood has won 6 straight) |
| 09/09/2022 | Greenwood | Greenwood | 49-8 | 11-19-0 (Greenwood has won 7 straight) |
| 09/15/2023 | Greenwood | Greenwood | 43-6 | 12-19-0 (Greenwood has won 8 straight) |
| Greenwood longest streak: 8 straight | Warren Central longest streak: 8 straight | |||
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Warren East |
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Date | Site | Winner | Score | Record |
| 08/21/2015 | Warren East | Greenwood | 42-12 | 1-0-0 |
| 08/25/1990 | Warren East | Warren East | 0-31 | 1-1-0 |
| 08/30/1991 | Warren East | Warren East | 0-63 | 1-2-0 (Warren East has won 2 straight) |
| 08/28/1992 | Warren East | Warren East | 13-39 | 1-3-0 (Warren East has won 3 straight) |
| 08/27/1993 | Greenwood | Warren East | 15-34 | 1-4-0 (Warren East has won 4 straight) |
| 08/26/1994 | Warren East | Warren East | 6-8 | 1-5-0 (Warren East has won 5 straight) |
| 08/25/1995 | Greenwood | Greenwood | 29-14 | 2-5-0 |
| 08/30/1996 | Warren East | Warren East | 26-61 | 2-6-0 |
| 09/19/1997 | Greenwood | Greenwood | 34-7 | 3-6-0 |
| 09/18/1998 | Warren East | Greenwood | 40-20 | 4-6-0 (Greenwood has won 2 straight) |
| 09/17/1999 | Greenwood | Greenwood | 42-6 | 5-6-0 (Greenwood has won 3 straight) |
| 09/15/2000 | Warren East | Warren East | 0-18 | 5-7-0 |
| 09/15/2001 | Greenwood | Warren East | 14-32 | 5-8-0 (Warren East has won 2 straight) |
| 09/20/2002 | Warren East | Greenwood | 30-20 | 6-8-0 |
| 09/05/2003 | Warren East | Greenwood | 35-0 | 7-8-0 (Greenwood has won 2 straight) |
| 09/03/2004 | Greenwood | Greenwood | 41-26 | 8-8-0 (Greenwood has won 3 straight) |
| 08/24/2007 | Warren East | Warren East | 19-47 | 8-9-0 |
| 08/29/2008 | Greenwood | Warren East | 27-45 | 8-10-0 (Warren East has won 2 straight) |
| 08/19/2016 | Greenwood | Greenwood | 39-7 | 9-10-0 |
| 08/26/2017 | Western Kentucky University | Warren East | 31-37 | 9-11-0 |
| 08/25/2018 | Western Kentucky University | Warren East | 30-47 | 9-12-0 (Warren East has won 2 straight) |
| 09/13/2019 | Greenwood | Greenwood | 22-13 | 10-12-0 |
| 08/25/2023 | Barren County High School | Greenwood | 38-6 | 11-12-0 (Greenwood has won 2 straight) |
| Greenwood longest streak: 3 straight | Warren East longest streak: 5 straight | |||
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Westmoreland (TN) |
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Date | Site | Winner | Score | Record |
| 10/18/1991 | Westmoreland (TN) | Westmoreland (TN) | 8-43 | 0-1-0 |
| 10/16/1992 | Greenwood | Greenwood | 35-22 | 1-1-0 |
| 10/03/1997 | Greenwood | Westmoreland (TN) | 7-27 | 1-2-0 |
| 10/02/1998 | Westmoreland (TN) | Westmoreland (TN) | 16-34 | 1-3-0 (Westmoreland (TN) has won 2 straight) |
| Greenwood longest streak: 1 straight | Westmoreland (TN) longest streak: 2 straight | |||
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