| Tottenham Hotspur FC v Chelsea FC 22/08/1987 | £3.00 | |
| Watford FC v Tottenham Hotspur FC 29/08/1987 | View match | |
| Tottenham Hotspur FC v Oxford United FC 01/09/1987 | £5.00 | |
| Everton FC v Tottenham Hotspur FC 05/09/1987 | View match | |
| Tottenham Hotspur FC v Southampton FC 12/09/1987 | £2.00 | |
| West Ham United FC v Tottenham Hotspur FC 19/09/1987 | £4.50 | |
| West Ham United FC v Tottenham Hotspur FC 19/09/1987 | £3.50 | |
| Torquay United FC v Tottenham Hotspur FC 23/09/1987 | View match | |
| Manchester United FC v Tottenham Hotspur FC 26/09/1987 | £3.50 | |
| Tottenham Hotspur FC v Sheffield Wednesday FC 03/10/1987 | £2.50 | |
| Sheppey United v Tottenham Hotspur FC 06/10/1987 | View match | |
| Tottenham Hotspur FC v Torquay United FC 07/10/1987 | £3.00 |