| 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 | £1.75 | |
| Manchester City FC v Tottenham Hotspur FC 26/08/1989 | £4.50 | |
| 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 | |
| Norwich City FC v Tottenham Hotspur FC 23/09/1989 | £4.00 | |
| Tottenham Hotspur FC v Queens Park Rangers FC 30/09/1989 | £4.00 | |
| Southend United FC v Tottenham Hotspur FC 04/10/1989 | £4.00 | |
| Wycombe Wanderers FC v Tottenham Hotspur FC 10/10/1989 | View match |