| Southampton FC v Tottenham Hotspur FC 02/09/1986 | £2.50 | |
| Tottenham Hotspur FC v Chelsea FC 13/09/1986 | £3.00 | |
| Tottenham Hotspur FC v Everton FC 27/09/1986 | £4.50 | |
| Tottenham Hotspur FC v Luton Town FC 04/10/1986 | £3.50 | |
| Tottenham Hotspur FC v Luton Town FC 04/10/1986 | £2.50 | |
| Liverpool FC v Tottenham Hotspur FC 11/10/1986 | £3.00 | |
| Tottenham Hotspur FC v Sheffield Wednesday FC 18/10/1986 | £3.50 | |
| Manchester United FC v Tottenham Hotspur FC 07/12/1986 | £2.00 | |
| Manchester United FC v Tottenham Hotspur FC 07/12/1986 | £3.00 | |
| Tottenham Hotspur FC v Watford FC 13/12/1986 | £3.50 | |
| Chelsea FC v Tottenham Hotspur FC 20/12/1986 | £3.50 | |
| Tottenham Hotspur FC v West Ham United FC 26/12/1986 | £3.50 |