| 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 | View match | |
| Reading FC v Chesterfield FC 10/10/1959 | View match | |
| Reading FC v Bury FC 14/10/1959 | View match | |
| Swindon Town FC v Reading FC 17/10/1959 | View match | |
| Reading FC v Tottenham Hotspur FC 21/10/1959 | View match | |
| Reading FC v York City FC 24/10/1959 | View match | |
| West Ham United FC v Reading FC 26/10/1959 | View match | |
| Bournemouth & Boscombe v Reading FC 31/10/1959 | View match |