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Calloway County |
| | Date | Site | Winner | Score | Record |
| 11/05/1999 | Calloway County | Warren Central | 14-7 | 1-0-0 | |
| (Region Quarterfinals) | |||||
| 11/08/2002 | Warren Central | Warren Central | 21-7 | 2-0-0 (Warren Central has won 2 straight) | |
| (Region Quarterfinals) | |||||
| Warren Central longest streak: 2 straight | Calloway County longest streak: 0 straight | |||