| Tottenham Hotspur FC v Liverpool FC 21/03/1990 | £4.00 | |
| Nottingham Forest FC v Tottenham Hotspur FC 07/04/1990 | £3.00 | |
| Tottenham Hotspur FC v Coventry City FC 14/04/1990 | £4.00 | |
| 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 | £4.50 | |
| 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 | £2.50 | |
| Arsenal FC v Tottenham Hotspur FC 01/09/1990 | £3.00 |