| Tottenham Hotspur FC v Burnley FC 13/08/1969 | £2.50 | |
| Tottenham Hotspur FC v Liverpool FC 16/08/1969 | £6.00 | |
| Tottenham Hotspur FC v Liverpool FC 16/08/1969 | £4.00 | |
| Tottenham Hotspur FC v Liverpool FC 16/08/1969 | £4.00 | |
| Tottenham Hotspur FC v Chelsea FC 27/08/1969 | £4.00 | |
| West Ham United FC v Tottenham Hotspur FC 06/09/1969 | £4.00 | |
| West Ham United FC v Tottenham Hotspur FC 06/09/1969 | £4.00 | |
| West Ham United FC v Tottenham Hotspur FC 06/09/1969 | £5.00 | |
| Tottenham Hotspur FC v Manchester City FC 13/09/1969 | £4.00 | |
| Arsenal FC v Tottenham Hotspur FC 16/09/1969 | £9.99 | |
| Liverpool FC v Tottenham Hotspur FC 07/10/1969 | £4.00 | |
| Liverpool FC v Tottenham Hotspur FC 07/10/1969 | £1.50 |