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Henderson County |
| | Date | Site | Winner | Score | Record |
| 01/08/2011 | Bowling Green | Henderson County | 56-58 | 0-1 | |
| 12/22/2015 | Owensboro Sports Center | South Warren | 63-61 | 1-1 | |
| 01/09/2016 | South Warren | South Warren | 45-43 | 2-1 (South Warren has won 2 straight) | |
| 01/07/2017 | Henderson County | Henderson County | 29-49 | 2-2 | |
| 02/03/2021 | Henderson County | South Warren | 54-45 | 3-2 | |
| South Warren longest streak: 2 straight | Henderson County longest streak: 1 straight | |||