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Henderson County |
| | Date | Site | Winner | Score | Record |
| 11/12/1976 | Henderson County | Henderson County | 3-7 | 0-1-0 | |
| (Region Finals) | |||||
| 08/19/1989 | Western Kentucky University | Bowling Green | 35-0 | 1-1-0 | |
| 09/28/2001 | Bowling Green | Bowling Green | 23-20 | 2-1-0 (Bowling Green has won 2 straight) | |
| 10/04/2002 | Henderson County | Henderson County | 0-17 | 2-2-0 | |
| 11/07/2008 | Henderson County | Henderson County | 13-28 | 2-3-0 (Henderson County has won 2 straight) | |
| 09/09/2011 | Bowling Green | Bowling Green | 55-7 | 3-3-0 | |
| 09/07/2012 | Henderson County | Bowling Green | 21-7 | 4-3-0 (Bowling Green has won 2 straight) | |
| Bowling Green longest streak: 2 straight | Henderson County longest streak: 2 straight | |||