| Millwall FC v Tottenham Hotspur FC 16/04/1990 | £5.50 | |
| Tottenham Hotspur FC v Manchester United FC 21/04/1990 | £4.50 | |
| Tottenham Hotspur FC v Manchester United FC 21/04/1990 | £5.00 | |
| Tottenham Hotspur FC v Southampton FC 05/05/1990 | £4.00 | |
| Tottenham Hotspur FC v Southampton FC 05/05/1990 | £4.50 | |
| 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 | £2.50 | |
| 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 |