| Tottenham Hotspur FC v Everton FC 22/04/1989 | £4.00 | |
| Tottenham Hotspur FC v Everton FC 22/04/1989 | £3.00 | |
| Queens Park Rangers FC v Tottenham Hotspur FC 13/05/1989 | £1.50 | |
| Queens Park Rangers FC v Tottenham Hotspur FC 13/05/1989 | £2.50 | |
| Tottenham Hotspur FC v Luton Town FC 19/08/1989 | £4.00 | |
| Tottenham Hotspur FC v Luton Town FC 19/08/1989 | £4.00 | |
| Everton FC v Tottenham Hotspur FC 22/08/1989 | £5.00 | |
| Manchester City FC v Tottenham Hotspur FC 26/08/1989 | £4.50 | |
| Manchester City FC v Tottenham Hotspur FC 26/08/1989 | £1.75 | |
| Aston Villa FC v Tottenham Hotspur FC 09/09/1989 | £4.50 | |
| Tottenham Hotspur FC v Chelsea FC 16/09/1989 | £3.50 | |
| Tottenham Hotspur FC v Southend United FC 20/09/1989 | £3.00 |