| Brentford FC v Bradford City FC 23/08/1958 | £9.00 | |
| Doncaster Rovers FC v Brentford FC 28/08/1958 | View match | |
| Wrexham FC v Brentford FC 30/08/1958 | View match | |
| Brentford FC v Doncaster Rovers FC 02/09/1958 | £15.00 | |
| Brentford FC v Southampton FC 06/09/1958 | View match | |
| Brentford FC v Mansfield Town FC 09/09/1958 | View match | |
| Accrington Stanley (1891) v Brentford FC 12/09/1958 | View match | |
| Mansfield Town FC v Brentford FC 15/09/1958 | View match | |
| Brentford FC v Halifax Town A.F.C 20/09/1958 | £15.00 | |
| Hull City FC v Brentford FC 22/09/1958 | View match | |
| Newport County v Brentford FC 27/09/1958 | View match | |
| Brentford FC v Hull City FC 30/09/1958 | £20.00 |