| Tottenham Hotspur FC v Arsenal FC 10/09/1988 | £4.00 | |
| Tottenham Hotspur FC v Middlesbrough FC 24/09/1988 | £5.00 | |
| Tottenham Hotspur FC v Manchester United FC 01/10/1988 | £7.50 | |
| Charlton Athletic FC v Tottenham Hotspur FC 08/10/1988 | £5.00 | |
| Charlton Athletic FC v Tottenham Hotspur FC 08/10/1988 | £2.50 | |
| Tottenham Hotspur FC v Notts County FC 11/10/1988 | £4.00 | |
| Tottenham Hotspur FC v Southampton FC 25/10/1988 | £4.00 | |
| Tottenham Hotspur FC v Blackburn Rovers FC 01/11/1988 | £2.50 | |
| Tottenham Hotspur FC v Coventry City FC 23/11/1988 | £2.00 | |
| Tottenham Hotspur FC v Coventry City FC 23/11/1988 | £4.50 | |
| Southampton FC v Tottenham Hotspur FC 29/11/1988 | £2.50 | |
| Southampton FC v Tottenham Hotspur FC 29/11/1988 | £3.50 |