| Charlton Athletic FC v Tottenham Hotspur FC 02/05/1988 | £3.50 | |
| Tottenham Hotspur FC v Luton Town FC 04/05/1988 | £4.00 | |
| Barnet FC v Tottenham Hotspur FC 06/05/1988 | View match | |
| Dundee United FC v Tottenham Hotspur FC 07/08/1988 | View match | |
| Reading FC v Tottenham Hotspur FC 10/08/1988 | View match | |
| Chelsea FC v Tottenham Hotspur FC 16/08/1988 | £5.50 | |
| West Ham United FC v Tottenham Hotspur FC 21/08/1988 | View match | |
| Tottenham Hotspur FC v Coventry City FC 27/08/1988 | £16.50 | |
| Newcastle United FC v Tottenham Hotspur FC 03/09/1988 | View match | |
| Swansea City FC v Tottenham Hotspur FC 06/09/1988 | View match | |
| Tottenham Hotspur FC v Arsenal FC 10/09/1988 | £4.00 | |
| Tottenham Hotspur FC v Arsenal FC 10/09/1988 | View match |