| Tottenham Hotspur FC v Everton FC 08/03/1969 | £3.50 | |
| Arsenal FC v Tottenham Hotspur FC 24/03/1969 | £9.99 | |
| Tottenham Hotspur FC v Coventry City FC 04/04/1969 | £3.00 | |
| Tottenham Hotspur FC v Coventry City FC 04/04/1969 | £3.00 | |
| Tottenham Hotspur FC v Coventry City FC 04/04/1969 | £2.50 | |
| Tottenham Hotspur FC v West Ham United FC 19/04/1969 | £2.00 | |
| Tottenham Hotspur FC v West Ham United FC 19/04/1969 | £3.50 | |
| Tottenham Hotspur FC v West Ham United FC 19/04/1969 | £3.00 | |
| Tottenham Hotspur FC v West Ham United FC 19/04/1969 | £3.00 | |
| Tottenham Hotspur FC v West Ham United FC 19/04/1969 | £4.00 | |
| Tottenham Hotspur FC v Southampton FC 22/04/1969 | £2.00 | |
| Leicester City FC v Tottenham Hotspur FC 29/04/1969 | £4.00 |