| 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 | £4.00 | |
| Tottenham Hotspur FC v Arsenal FC 18/10/1989 | £3.00 | |
| Tottenham Hotspur FC v Arsenal FC 18/10/1989 | £2.50 | |
| Tottenham Hotspur FC v Arsenal FC 18/10/1989 | £3.50 | |
| Tottenham Hotspur FC v Sheffield Wednesday FC 21/10/1989 | £3.00 | |
| Tottenham Hotspur FC v Sheffield Wednesday FC 21/10/1989 | £3.50 | |
| Manchester United FC v Tottenham Hotspur FC 25/10/1989 | £3.00 | |
| Manchester United FC v Tottenham Hotspur FC 25/10/1989 | £2.50 |