| Southampton FC v Tottenham Hotspur FC 26/12/1987 | £2.00 | |
| Tottenham Hotspur FC v West Ham United FC 28/12/1987 | £3.50 | |
| Tottenham Hotspur FC v West Ham United FC 28/12/1987 | £3.50 | |
| Tottenham Hotspur FC v Watford FC 01/01/1988 | £3.00 | |
| Tottenham Hotspur FC v Watford FC 01/01/1988 | £4.50 | |
| Tottenham Hotspur FC v Watford FC 01/01/1988 | £3.50 | |
| Chelsea FC v Tottenham Hotspur FC 02/01/1988 | £3.50 | |
| Chelsea FC v Tottenham Hotspur FC 02/01/1988 | £4.50 | |
| Chelsea FC v Tottenham Hotspur FC 02/01/1988 | £1.70 | |
| Oldham Athletic FC v Tottenham Hotspur FC 09/01/1988 | £4.50 | |
| Tottenham Hotspur FC v Coventry City FC 16/01/1988 | £2.50 | |
| Port Vale FC v Tottenham Hotspur FC 30/01/1988 | £4.50 |