| Corfe Hills United | | 1998 | | Preliminary Round | 13-09-1998 | | Corfe Hills United | Newport Strikers | 1-5 | | 1999 | | Extra Preliminary Round | 12-09-1999 | | North Prospect Oak Villa | Corfe Hills United | 3-6 | | Preliminary Round | 26-09-1999 | | Penryn | Corfe Hills United | 0-5 | | First Round | 10-10-1999 | | Corfe Hills United | Yeovil Town | 2-1 | | Second Round | 14-11-1999 | | Bristol City | Corfe Hills United | 5-4 | | 2000 | | Extra Preliminary Round | 10-09-2000 | | Corfe Hills United | North Molton Sports | 3-0 | | Preliminary Round | 24-09-2000 | | Elburton Villa | Corfe Hills United | 0-2 | | First Round | 05-11-2000 | | Corfe Hills United | Elmore Eagles | 3-0 | | Second Round | 19-11-2000 | | Corfe Hills United | Reading | 3-3 | |
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| 2001 | | First Qualifying Round | 09-09-2001 | | Wadebridge Town | Corfe Hills United | 0-10 | | Second Qualifying Round | 30-09-2001 | | Corfe Hills United | Keynsham Town | 0-3 | | 2002 | | First Qualifying Round | 08-09-2002 | | Wadebridge Town | Corfe Hills United | O-W | | Second Qualifying Round | 29-09-2002 | | Newquay | Corfe Hills United | 8-0 | |
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