| Manchester United FC v West Bromwich Albion FC 25/10/1958 | £7.50 | |
| Manchester United FC v Luton Town FC 22/11/1958 | £10.00 | |
| Manchester United FC v Luton Town FC 22/11/1958 | £15.00 | |
| Manchester United FC v Leicester City FC 06/12/1958 | £8.50 | |
| Chelsea FC v Manchester United FC 20/12/1958 | £10.99 | |
| Manchester United FC v Aston Villa FC 26/12/1958 | £13.00 | |
| Manchester United FC v Blackpool FC 03/01/1959 | £10.00 | |
| Manchester United FC v Wiener Sportklub 11/02/1959 | £6.99 | |
| Manchester United FC v Wolverhampton Wanderers FC 21/02/1959 | £9.50 | |
| Arsenal FC v Manchester United FC 28/02/1959 | £4.50 | |
| Manchester United FC v Bolton Wanderers FC 04/04/1959 | £10.00 | |
| Manchester United FC v Bolton Wanderers FC 04/04/1959 | £7.00 |