| Southampton FC v Tottenham Hotspur FC 02/09/1986 | £2.50 | |
| Arsenal FC v Tottenham Hotspur FC 06/09/1986 | View match | |
| Tottenham Hotspur FC v Chelsea FC 13/09/1986 | £3.00 | |
| Tottenham Hotspur FC v Chelsea FC 13/09/1986 | View match | |
| Leicester City FC v Tottenham Hotspur FC 20/09/1986 | View match | |
| Barnsley FC v Tottenham Hotspur FC 23/09/1986 | View match | |
| Tottenham Hotspur FC v Everton FC 27/09/1986 | £4.50 | |
| Tottenham Hotspur FC v Everton FC 27/09/1986 | View match | |
| Tottenham Hotspur FC v Luton Town FC 04/10/1986 | View match | |
| Tottenham Hotspur FC v Luton Town FC 04/10/1986 | £2.50 | |
| Tottenham Hotspur FC v Luton Town FC 04/10/1986 | £3.50 | |
| Tottenham Hotspur FC v Barnsley FC 08/10/1986 | View match |