| Lambeth |
| 1993 |
| First Round | 19-09-1993 | | Lambeth | Barnet | 5-3 |
| Second Round | 17-10-1993 | | Lambeth | Palace Eagles | 9-2 |
| Third Round | 14-11-1993 | | Lambeth | Charlton | 0-1 |
| 1994 |
| First Round | 18-09-1994 | | Gillingham | Lambeth | 1-6 |
| Second Round | 16-10-1994 | | Lambeth | Binfield | 1-0 |
| Third Round | 13-11-1994 | | Leyton Orient | Lambeth | 6-1 |
| Dulwich Hamlet |
| 1995 |
| Preliminary Round | 10-09-1995 | | Dulwich Hamlet | Hackney | 8-1 |
| First Round | 17-09-1995 | | Dulwich Hamlet | Surbiton Town | 2-1 |
| Second Round | 15-10-1995 | | Camberley Town | Dulwich Hamlet | 1-7 |
| Third Round | 12-11-1995 | | Brighton & Hove Albion | Dulwich Hamlet | 6-0 |
| 1996 |
| First Round | 29-09-1996 | | Dulwich Hamlet | Gillingham | 3-2 |
| Second Round | 03-11-1996 | | Charlton | Dulwich Hamlet | 0-4 |
| Third Round | 01-12-1996 | | Dulwich Hamlet | Berkhamsted Town | 1-6 |
| 1997 |
| First Round | 28-09-1997 | | Dulwich Hamlet | Tesco Country Club | 6-1 |
| Second Round | 02-11-1997 | | Dulwich Hamlet | Wimbledon | 0-16 |
| 1998 |
| First Round | 27-09-1998 | | Watford | Dulwich Hamlet | 5-0 |
| Southwark Town United |
| 2003 |
| First Qualifying Round | 07-09-2003 | | Billericay Town | Southwark Town United | 1-4 |
| Second Qualifying Round | 28-09-2003 | | Southwark Town United | Royston Town | 7-1 |
| First Round | 26-10-2003 | | Crystal Palace | Southwark Town United | 1-0 |
| CEFI (Community Education Football Initiative) |
| 2004 |
| First Qualifying Round | 05-09-2004 | | CEFI (Community Education Football Initiative) | Haywood United | 3-3 |
| Second Qualifying Round | 26-09-2004 | | CEFI (Community Education Football Initiative) | Woking | 4-3 |
| First Round | 31-10-2004 | | CEFI (Community Education Football Initiative) | Reading | 6-2 |
| Second Round | 14-11-2004 | | CEFI (Community Education Football Initiative) | Lordswood | 1-3 |
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