| Tottenham Hotspur FC v Southampton FC 05/05/1990 | £4.00 | |
| Tottenham Hotspur FC v West Ham United FC 17/08/1990 | £7.50 | |
| Arsenal FC v Tottenham Hotspur FC 01/09/1990 | £3.00 | |
| Arsenal FC v Tottenham Hotspur FC 01/09/1990 | £4.50 | |
| Leeds United FC v Tottenham Hotspur FC 15/09/1990 | £4.50 | |
| Tottenham Hotspur FC v Hartlepool United 26/09/1990 | £4.50 | |
| Queens Park Rangers FC v Tottenham Hotspur FC 06/10/1990 | £2.30 | |
| Queens Park Rangers FC v Tottenham Hotspur FC 06/10/1990 | £3.50 | |
| Queens Park Rangers FC v Tottenham Hotspur FC 06/10/1990 | £1.50 | |
| Nottingham Forest FC v Tottenham Hotspur FC 27/10/1990 | £2.50 | |
| Tottenham Hotspur FC v Bradford City FC 30/10/1990 | £3.00 | |
| Tottenham Hotspur FC v Liverpool FC 04/11/1990 | £2.00 |