| Derby County FC v Tottenham Hotspur FC 11/03/1989 | £3.00 | |
| Derby County FC v Tottenham Hotspur FC 11/03/1989 | £3.00 | |
| Tottenham Hotspur FC v Liverpool FC 26/03/1989 | £4.00 | |
| Luton Town FC v Tottenham Hotspur FC 28/03/1989 | £4.00 | |
| Tottenham Hotspur FC v West Ham United FC 01/04/1989 | £3.00 | |
| Tottenham Hotspur FC v West Ham United FC 01/04/1989 | £4.00 | |
| Tottenham Hotspur FC v West Ham United FC 01/04/1989 | £2.50 | |
| Tottenham Hotspur FC v Sheffield Wednesday FC 12/04/1989 | £3.00 | |
| Tottenham Hotspur FC v Sheffield Wednesday FC 12/04/1989 | £2.50 | |
| Tottenham Hotspur FC v Everton FC 22/04/1989 | £3.00 | |
| Tottenham Hotspur FC v Everton FC 22/04/1989 | £4.00 | |
| Queens Park Rangers FC v Tottenham Hotspur FC 13/05/1989 | £2.50 |