| N | Torneo | Jornada | Fecha | Local | Result. | Visita | Estadio | Arbitro | Público | Fuente | Obs |
|---|---|---|---|---|---|---|---|---|---|---|---|
| 1 | FA Cup 1998/99 | First Round Proper - 1 | 14/11/1998 | Macclesfield | 2 - 2 | Slough Town | [33] | ||||
| 2 | FA Cup 1998/99 | First Round Proper - 2 | 24/11/1998 | Slough Town | 1 - 1 (9-8) | Macclesfield | [33] | [1]a | |||
| 3 | FA Cup 1998/99 | Second Round Proper - 1 | 05/12/1998 | Macclesfield | 4 - 1 | Cambridge United | [33] | ||||
| 4 | FA Cup 1998/99 | Third Round Proper - 1 | 02/01/1999 | Coventry City | 7 - 0 | Macclesfield | [33] |
