| Tottenham Hotspur FC v Chelsea FC 13/09/1986 | £5.00 | |
| Tottenham Hotspur FC v Everton FC 27/09/1986 | £4.50 | |
| Tottenham Hotspur FC v Everton FC 27/09/1986 | £5.00 | |
| Tottenham Hotspur FC v Luton Town FC 04/10/1986 | £3.50 | |
| Tottenham Hotspur FC v Luton Town FC 04/10/1986 | £2.50 | |
| Tottenham Hotspur FC v Luton Town FC 04/10/1986 | £5.00 | |
| Tottenham Hotspur FC v Barnsley FC 08/10/1986 | £2.50 | |
| Tottenham Hotspur FC v Sheffield Wednesday FC 18/10/1986 | £4.50 | |
| Tottenham Hotspur FC v Sheffield Wednesday FC 18/10/1986 | £3.50 | |
| Tottenham Hotspur FC v Wimbledon 01/11/1986 | £5.00 | |
| Tottenham Hotspur FC v Hamburg SV 04/11/1986 | £5.50 | |
| Manchester United FC v Tottenham Hotspur FC 07/12/1986 | £2.00 |