| Arsenal FC v Tottenham Hotspur FC 01/01/1986 | View match | |
| Oxford United FC v Tottenham Hotspur FC 04/01/1986 | View match | |
| Crown & Manor FC v Tottenham Hotspur FC 07/01/1986 | View match | |
| Tottenham Hotspur FC v Oxford United FC 08/01/1986 | £4.50 | |
| Tottenham Hotspur FC v Oxford United FC 08/01/1986 | £3.00 | |
| Tottenham Hotspur FC v Nottingham Forest FC 11/01/1986 | £4.50 | |
| Tottenham Hotspur FC v Liverpool FC 14/01/1986 | £6.50 | |
| Tottenham Hotspur FC v Liverpool FC 14/01/1986 | £6.00 | |
| Tottenham Hotspur FC v Manchester City FC 18/01/1986 | £4.00 | |
| Tottenham Hotspur FC v Manchester City FC 18/01/1986 | £3.50 | |
| Wokington Town v Tottenham Hotspur FC 21/01/1986 | View match | |
| Notts County FC v Tottenham Hotspur FC 25/01/1986 | View match |