| Tottenham Hotspur FC v Wolverhampton Wanderers FC 25/01/1969 | £2.50 | |
| Tottenham Hotspur FC v Wolverhampton Wanderers FC 25/01/1969 | £2.50 | |
| Tottenham Hotspur FC v Wolverhampton Wanderers FC 25/01/1969 | £3.00 | |
| Tottenham Hotspur FC v Wolverhampton Wanderers FC 22/02/1969 | £3.00 | |
| Tottenham Hotspur FC v Wolverhampton Wanderers FC 22/02/1969 | £2.50 | |
| West Ham United FC v Wolverhampton Wanderers FC 24/03/1969 | £5.00 | |
| Brighton & Hove Albion FC v Wolverhampton Wanderers FC 24/09/1969 | £4.00 | |
| Brighton & Hove Albion FC v Wolverhampton Wanderers FC 24/09/1969 | £3.00 | |
| Queens Park Rangers FC v Wolverhampton Wanderers FC 15/10/1969 | £4.00 | |
| Manchester City FC v Wolverhampton Wanderers FC 25/10/1969 | £5.00 | |
| Liverpool FC v Wolverhampton Wanderers FC 08/11/1969 | £3.50 | |
| Liverpool FC v Wolverhampton Wanderers FC 08/11/1969 | £4.50 |