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Oldham County |
| | Date | Site | Winner | Score | Record |
| 03/16/1988 | Freedom Hall | Warren East | 58-49 | 1-0 | |
| (Sweet 16 First Round) | |||||
| 03/16/1989 | Rupp Arena | Warren East | 66-56 | 2-0 (Warren East has won 2 straight) | |
| (Sweet 16 First Round) | |||||
| 01/03/1992 | Oldham County | Oldham County | 53-59 | 2-1 | |
| 12/29/1992 | Bullitt Central | Warren East | 51-49 | 3-1 | |
| 12/31/1997 | Glasgow | Warren East | 54-36 | 4-1 (Warren East has won 2 straight) | |
| Warren East longest streak: 2 straight | Oldham County longest streak: 1 straight | |||