| 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 | |
| Charlton Athletic FC v Tottenham Hotspur FC 14/10/1989 | £4.00 | |
| Charlton Athletic FC v Tottenham Hotspur FC 14/10/1989 | £4.00 | |
| Tottenham Hotspur FC v Arsenal FC 18/10/1989 | £2.50 | |
| Tottenham Hotspur FC v Arsenal FC 18/10/1989 | £4.00 | |
| Tottenham Hotspur FC v Arsenal FC 18/10/1989 | £3.50 | |
| Tottenham Hotspur FC v Arsenal FC 18/10/1989 | £3.00 |