| Reading FC v Brentford FC 05/09/1959 | £6.00 | |
| Reading FC v Shrewsbury Town FC 09/09/1959 | View match | |
| Colchester United FC v Reading FC 12/09/1959 | View match | |
| Shrewsbury Town FC v Reading FC 14/09/1959 | View match | |
| Reading FC v Southend United FC 19/09/1959 | View match | |
| Reading FC v Accrington Stanley (1891) 23/09/1959 | View match | |
| Mansfield Town FC v Reading FC 26/09/1959 | View match | |
| Accrington Stanley (1891) v Reading FC 28/09/1959 | View match | |
| Reading FC v Halifax Town A.F.C 03/10/1959 | View match | |
| Bury FC v Reading FC 06/10/1959 | £7.50 | |
| Reading FC v Chesterfield FC 10/10/1959 | View match | |
| Reading FC v Bury FC 14/10/1959 | £6.00 |