| Portsmouth FC v Tottenham Hotspur FC 28/01/1989 | View match | |
| Manchester United FC v Tottenham Hotspur FC 05/02/1989 | £3.00 | |
| Manchester United FC v Tottenham Hotspur FC 05/02/1989 | £2.00 | |
| Tottenham Hotspur FC v Charlton Athletic FC 11/02/1989 | £4.00 | |
| Tottenham Hotspur FC v Norwich City FC 21/02/1989 | £3.00 | |
| Tottenham Hotspur FC v Norwich City FC 21/02/1989 | £2.50 | |
| Tottenham Hotspur FC v Norwich City FC 21/02/1989 | £3.00 | |
| Tottenham Hotspur FC v Norwich City FC 21/02/1989 | View match | |
| Tottenham Hotspur FC v Norwich City FC 21/02/1989 | £3.50 | |
| Southampton FC v Tottenham Hotspur FC 25/02/1989 | View match | |
| Tottenham Hotspur FC v Aston Villa FC 01/03/1989 | £3.00 | |
| Tottenham Hotspur FC v Bordeaux 04/03/1989 | View match |