| Reading FC v Brentford FC 05/09/1959 | £6.00 | |
| Brentford FC v Bury FC 08/09/1959 | £5.00 | |
| Brentford FC v Bury FC 08/09/1959 | £6.00 | |
| Brentford FC v Shrewsbury Town FC 12/09/1959 | £5.00 | |
| Brentford FC v Shrewsbury Town FC 12/09/1959 | £6.50 | |
| Bury FC v Brentford FC 15/09/1959 | View match | |
| Port Vale FC v Brentford FC 19/09/1959 | View match | |
| Brentford FC v Halifax Town A.F.C 22/09/1959 | View match | |
| Brentford FC v Norwich City FC 26/09/1959 | £12.00 | |
| Halifax Town A.F.C v Brentford FC 28/09/1959 | View match | |
| Grimsby Town FC v Brentford FC 03/10/1959 | View match | |
| Tottenham Hotspur FC v Brentford FC 05/10/1959 | View match |