| 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 | |
| Valerenga IF v Tottenham Hotspur FC 23/04/1990 | View match | |
| Wimbledon v Tottenham Hotspur FC 28/04/1990 | View match | |
| Tottenham Hotspur FC v Northern Ireland XI 01/05/1990 | View match | |
| Tottenham Hotspur FC v Southampton FC 05/05/1990 | £4.50 | |
| Tottenham Hotspur FC v Southampton FC 05/05/1990 | £4.00 | |
| Ashford Town v Tottenham Hotspur FC 31/07/1990 | View match | |
| Tottenham Hotspur FC v West Ham United FC 17/08/1990 | £7.50 | |
| Tottenham Hotspur FC v Manchester City FC 25/08/1990 | View match |