| West Ham United FC v Arsenal FC 08/11/1958 | £18.00 | |
| Everton FC v West Ham United FC 15/11/1958 | View match | |
| West Ham United FC v All Stars XI 17/11/1958 | £10.00 | |
| West Ham United FC v Leicester City FC 22/11/1958 | View match | |
| Preston North End FC v West Ham United FC 29/11/1958 | View match | |
| Tottenham Hotspur FC v West Ham United FC 01/12/1958 | View match | |
| West Ham United FC v Leeds United FC 06/12/1958 | View match | |
| Manchester City FC v West Ham United FC 13/12/1958 | View match | |
| West Ham United FC v Portsmouth FC 20/12/1958 | View match | |
| West Ham United FC v Tottenham Hotspur FC 25/12/1958 | View match | |
| Tottenham Hotspur FC v West Ham United FC 26/12/1958 | £19.99 | |
| Aston Villa FC v West Ham United FC 03/01/1959 | View match |