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Owensboro Catholic |
| | Date | Site | Winner | Score | Record |
| 12/08/2001 | Daviess County | Owensboro Catholic | 33-60 | 0-1 | |
| 12/14/2002 | Greenwood | Owensboro Catholic | 43-58 | 0-2 (Owensboro Catholic has won 2 straight) | |
| 12/09/2017 | South Warren | Warren East | 54-50 | 1-2 | |
| 02/11/2023 | Warren East | Owensboro Catholic | 69-72 | 1-3 | |
| 02/20/2024 | Owensboro Catholic | Owensboro Catholic | 60-87 | 1-4 (Owensboro Catholic has won 2 straight) | |
| Warren East longest streak: 1 straight | Owensboro Catholic longest streak: 2 straight | |||