| Tottenham Hotspur FC v Arsenal FC 31/01/1959 | View match | |
| Manchester City FC v Arsenal FC 07/02/1959 | £9.00 | |
| Arsenal FC v Sheffield United FC 14/02/1959 | £4.50 | |
| Sheffield United FC v Arsenal FC 18/02/1959 | View match | |
| West Bromwich Albion FC v Arsenal FC 21/02/1959 | View match | |
| Arsenal FC v Leeds United FC 24/02/1959 | View match | |
| Arsenal FC v Manchester United FC 28/02/1959 | £4.50 | |
| Wolverhampton Wanderers FC v Arsenal FC 07/03/1959 | View match | |
| Arsenal FC v Blackburn Rovers FC 14/03/1959 | £5.00 | |
| Newcastle United FC v Arsenal FC 21/03/1959 | View match | |
| Arsenal FC v West Ham United FC 28/03/1959 | View match | |
| Nottingham Forest FC v Arsenal FC 04/04/1959 | View match |