| Tottenham Hotspur FC v Sheffield Wednesday FC 12/04/1989 | £3.00 | |
| Tottenham Hotspur FC v Everton FC 22/04/1989 | £4.00 | |
| Queens Park Rangers FC v Tottenham Hotspur FC 13/05/1989 | £1.50 | |
| Tottenham Hotspur FC v Luton Town FC 19/08/1989 | £4.00 | |
| Tottenham Hotspur FC v Luton Town FC 19/08/1989 | £4.00 | |
| Everton FC v Tottenham Hotspur FC 22/08/1989 | £5.00 | |
| Manchester City FC v Tottenham Hotspur FC 26/08/1989 | £1.75 | |
| Aston Villa FC v Tottenham Hotspur FC 09/09/1989 | £4.50 | |
| Norwich City FC v Tottenham Hotspur FC 23/09/1989 | £4.00 | |
| Tottenham Hotspur FC v Queens Park Rangers FC 30/09/1989 | £4.00 | |
| Southend United FC v Tottenham Hotspur FC 04/10/1989 | £4.00 | |
| Charlton Athletic FC v Tottenham Hotspur FC 14/10/1989 | £4.00 |