| Bournemouth & Boscombe v Reading FC 10/09/1958 | View match | |
| Plymouth Argyle FC v Reading FC 13/09/1958 | View match | |
| Reading FC v Bournemouth & Boscombe 17/09/1958 | View match | |
| Reading FC v Tranmere Rovers FC 20/09/1958 | View match | |
| Bury FC v Reading FC 22/09/1958 | View match | |
| Stockport County FC v Reading FC 27/09/1958 | View match | |
| Reading FC v Bury FC 29/09/1958 | View match | |
| Southampton FC v Reading FC 04/10/1958 | View match | |
| Reading FC v Colchester United FC 08/10/1958 | View match | |
| Reading FC v Bradford City FC 11/10/1958 | View match | |
| Hull City FC v Reading FC 18/10/1958 | View match | |
| Reading FC v Brentford FC 25/10/1958 | View match |