| Arsenal FC v West Bromwich Albion FC 04/10/1958 | £4.50 | |
| Manchester United FC v Arsenal FC 11/10/1958 | £9.00 | |
| Arsenal FC v Wolverhampton Wanderers FC 18/10/1958 | £9.50 | |
| Blackburn Rovers FC v Arsenal FC 25/10/1958 | £4.50 | |
| Arsenal FC v Newcastle United FC 01/11/1958 | £4.50 | |
| West Ham United FC v Arsenal FC 08/11/1958 | £18.00 | |
| Arsenal FC v Nottingham Forest FC 15/11/1958 | £5.00 | |
| Arsenal FC v Nottingham Forest FC 15/11/1958 | £4.50 | |
| Arsenal FC v Blackpool FC 29/11/1958 | £4.50 | |
| Arsenal FC v Everton FC 17/01/1959 | £5.50 | |
| Manchester City FC v Arsenal FC 07/02/1959 | £9.00 | |
| Arsenal FC v Sheffield United FC 14/02/1959 | £4.50 |