| Tottenham Hotspur FC v Stoke City FC 31/08/1966 | £3.00 | |
| Tottenham Hotspur FC v Arsenal FC 03/09/1966 | View match | |
| Sheffield United FC v Tottenham Hotspur FC 06/09/1966 | View match | |
| Tottenham Hotspur FC v Manchester United FC 10/09/1966 | £1.70 | |
| Tottenham Hotspur FC v Manchester United FC 10/09/1966 | £1.20 | |
| Tottenham Hotspur FC v Manchester United FC 10/09/1966 | £1.50 | |
| Tottenham Hotspur FC v Manchester United FC 10/09/1966 | £2.50 | |
| West Ham United FC v Tottenham Hotspur FC 14/09/1966 | View match | |
| Burnley FC v Tottenham Hotspur FC 17/09/1966 | View match | |
| Tottenham Hotspur FC v Nottingham Forest FC 24/09/1966 | View match | |
| Fulham FC v Tottenham Hotspur FC 01/10/1966 | £3.50 | |
| Fulham FC v Tottenham Hotspur FC 01/10/1966 | £4.50 |