| 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 | |
| Tottenham Hotspur FC v West Ham United FC 10/01/1959 | £19.99 | |
| Tottenham Hotspur FC v West Ham United FC 10/01/1959 | £19.99 | |
| Brighton & Hove Albion FC v West Ham United FC 24/01/1959 | View match | |
| West Ham United FC v Nottingham Forest FC 31/01/1959 | £18.00 | |
| Chelsea FC v West Ham United FC 07/02/1959 | £12.99 | |
| West Ham United FC v Blackpool FC 16/02/1959 | £15.00 | |
| Blackburn Rovers FC v West Ham United FC 21/02/1959 | View match | |
| Birmingham City FC v West Ham United FC 28/02/1959 | View match |