Gameplan
| Date | Round | Match | Match | Res. | Attendance | |
|---|---|---|---|---|---|---|
| 25.08.1958 |  | Matchday 2 | West Ham - Wolverhampton | WHU - WOL | 2:0 | 37.487 |
| 30.08.1958 | | Matchday 3 | West Ham - Aston Villa | WHU - AVL | 7:2 | 30.263 |
| 08.09.1958 | | Matchday 6 | West Ham - Man Utd | WHU - MUN | 3:2 | 35.672 |
| 20.09.1958 | | Matchday 9 | West Ham - Chelsea | WHU - CHE | 4:2 | 31.127 |
| 04.10.1958 | | Matchday 11 | West Ham - Blackburn | WHU - BLA | 6:3 | 25.280 |
| 11.10.1958 | | Matchday 12 | West Ham - Birmingham | WHU - BIR | 1:2 | 29.139 |
| 25.10.1958 | | Matchday 14 | West Ham - Burnley | WHU - BUR | 1:0 | 29.387 |
| 08.11.1958 | | Matchday 16 | West Ham - Arsenal | WHU - ARS | 0:0 | 37.871 |
| 22.11.1958 | | Matchday 18 | West Ham - Leicester | WHU - LEI | 0:3 | 23.244 |
| 06.12.1958 | | Matchday 20 | West Ham - Leeds Utd | WHU - LEE | 2:3 | 22.022 |
| 20.12.1958 | | Matchday 22 | West Ham - Portsmouth | WHU - POR | 6:0 | 21.316 |
| 25.12.1958 | | Matchday 23 | West Ham - Tottenham | WHU - TOT | 2:1 | 26.178 |