| Tottenham Hotspur FC v Arsenal FC 04/12/1968 | £4.50 | |
| Tottenham Hotspur FC v Manchester City FC 14/12/1968 | £3.50 | |
| Tottenham Hotspur FC v Manchester City FC 14/12/1968 | £4.50 | |
| Stoke City FC v Tottenham Hotspur FC 11/01/1969 | £4.00 | |
| Tottenham Hotspur FC v Leeds United FC 18/01/1969 | £2.00 | |
| Tottenham Hotspur FC v Wolverhampton Wanderers FC 25/01/1969 | £2.50 | |
| Tottenham Hotspur FC v Wolverhampton Wanderers FC 25/01/1969 | £4.50 | |
| 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 Queens Park Rangers FC 29/01/1969 | £3.50 | |
| Tottenham Hotspur FC v Queens Park Rangers FC 29/01/1969 | £3.50 | |
| Tottenham Hotspur FC v Aston Villa FC 12/02/1969 | £6.50 |