| N | Torneo | Jornada | Fecha | Local | Result. | Visita | Estadio | Arbitro | Público | Fuente | Obs |
|---|---|---|---|---|---|---|---|---|---|---|---|
| 1 | FA Cup 1957/58 | First Round Proper - 1 | 16/11/1957 | Trowbridge Town | 0 - 2 | Southend United | [33] | ||||
| 2 | FA Cup 1957/58 | Second Round Proper - 1 | 07/12/1957 | Torquay United | 1 - 1 | Southend United | [33] | ||||
| 3 | FA Cup 1957/58 | Second Round Proper - 2 | 11/12/1957 | Southend United | 2 - 1 | Torquay United | [33] | ||||
| 4 | FA Cup 1957/58 | Third Round Proper - 1 | 04/01/1958 | Liverpool | 1 - 1 | Southend United | [33] | ||||
| 5 | FA Cup 1957/58 | Third Round Proper - 2 | 08/01/1958 | Southend United | 2 - 3 | Liverpool | [33] |
