| Swindon Town FC v Reading FC 01/11/1958 | View match | |
| Reading FC v Mansfield Town FC 08/11/1958 | View match | |
| Watford FC v Reading FC 15/11/1958 | View match | |
| Reading FC v Watford FC 19/11/1958 | View match | |
| Reading FC v Halifax Town A.F.C 22/11/1958 | View match | |
| Newport County v Reading FC 29/11/1958 | View match | |
| Reading FC v Arsenal FC 01/12/1958 | View match | |
| Accrington Stanley (1891) v Reading FC 13/12/1958 | View match | |
| Queens Park Rangers FC v Reading FC 20/12/1958 | View match | |
| Norwich City FC v Reading FC 26/12/1958 | View match | |
| Reading FC v Norwich City FC 27/12/1958 | View match | |
| Reading FC v Rochdale FC 03/01/1959 | View match |