| 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 | |
| Notts County FC v Reading FC 10/01/1959 | View match | |
| Reading FC v Chesterfield FC 24/01/1959 | View match | |
| Reading FC v Plymouth Argyle FC 31/01/1959 | View match | |
| Tranmere Rovers FC v Reading FC 07/02/1959 | View match | |
| Reading FC v Stockport County FC 14/02/1959 | View match |