| Tottenham Hotspur FC v West Ham United FC 28/12/1987 | £3.50 | |
| Tottenham Hotspur FC v Watford FC 01/01/1988 | £3.50 | |
| Tottenham Hotspur FC v Watford FC 01/01/1988 | £4.50 | |
| Chelsea FC v Tottenham Hotspur FC 02/01/1988 | £1.70 | |
| Chelsea FC v Tottenham Hotspur FC 02/01/1988 | £3.50 | |
| Oldham Athletic FC v Tottenham Hotspur FC 09/01/1988 | £4.50 | |
| Tottenham Hotspur FC v Coventry City FC 16/01/1988 | £2.50 | |
| Stevenage Borough FC v Tottenham Hotspur FC 20/01/1988 | View match | |
| Newcastle United FC v Tottenham Hotspur FC 23/01/1988 | View match | |
| Port Vale FC v Tottenham Hotspur FC 30/01/1988 | £4.50 | |
| Harrow Borough v Tottenham Hotspur FC 03/02/1988 | View match | |
| Oxford United FC v Tottenham Hotspur FC 13/02/1988 | View match |