| Arsenal FC v Tottenham Hotspur FC 08/03/1966 | £2.50 | |
| Tottenham Hotspur FC v Aston Villa FC 19/03/1966 | £3.00 | |
| Tottenham Hotspur FC v Aston Villa FC 19/03/1966 | £4.00 | |
| Tottenham Hotspur FC v Nottingham Forest FC 02/04/1966 | £5.00 | |
| West Ham United FC v Tottenham Hotspur FC 25/04/1966 | £5.00 | |
| Tottenham Hotspur FC v Burnley FC 30/04/1966 | £2.00 | |
| Tottenham Hotspur FC v Leeds United FC 20/08/1966 | £3.00 | |
| Tottenham Hotspur FC v Leeds United FC 20/08/1966 | £3.50 | |
| Tottenham Hotspur FC v Leeds United FC 20/08/1966 | £3.50 | |
| Tottenham Hotspur FC v Stoke City FC 31/08/1966 | £2.00 | |
| Tottenham Hotspur FC v Stoke City FC 31/08/1966 | £3.00 | |
| Tottenham Hotspur FC v Manchester United FC 10/09/1966 | £1.20 |